Timberwolf Puppy Love

by TheOneWithoutAName

Rating: mature
Tags: Fetish, Romance, Porn, Timberwolves, Sex, Rumble, Diamond Tiara, Zipporwhill, Original Character, My Little Pony: Friendship is Magic
Length: 42179

Timber is heartbroken after he finds his fillyfriend being mounted by another classmate. After he runs off into the woods he finds a timberwolf puppy who comforts him. They hit it off and Timber thinks that maybe this puppy could be his fillyfriend.

Timber is heartbroken. His fillyfriend betrayed him and dumped him. It came unexpected. Especially after she promised him to try some of the lectures on sex ed out, practically teasing him. But that anticipation is gone. He runs off trying to be alone, and to deal with this situation alone. Though he finds comfort in the most unlikely of creatures, a timberwolf puppy. Timber felt connected with her and soon a rather silly thought crossed his mind.

If a filly can't show him true love, when maybe a loyal timberwolf puppy can?

With that thought in mind Timber decides to get into a relationship with the puppy, not to mention to also try some of the things from sex ed out.

Idea developed with: Loveless

Editor: Koekelbag

Cover Art by: catnip1996

Contains: Male-on-Female Bestiality, Female-on-Male Bestiality, Foalcon, Sex Toys, Stealth Sex, Hoofjob, 69, Oral and Vaginal.

Featured: 06/12/2017, 06/13/2017, 06/14/2017, 06/15/2017, 09/19/2019, 02/23/2020, 05/14/2020, 05/15/2020

Published 2017-06-12 11:10:07 UTC
Last updated 2020-05-14 21:38:26 UTC

Chapter 1: Comfort

Friday

It was the end of the school day. The bell of the schoolhouse was ringing as all the foals were making their way home. Well, almost all the foals.

Shortly after the bell had rung a brown-colored colt with a sap-like orange mane, emerald green eyes stormed away. He had a whittler cutie mark showing a knife working on a block of wood, showing his affinity to working with said material.

Said colt here was not going in the direction of Ponyville though. He was running directly into the Whitetail Woods, hoping to be unseen by anyone he knew for now.

Only one question reverberated in this young colt’s mind.

Why?

Why did Diamond Tiara do that to him?

Why did she dump him just like that? He actually thought what they had was special. Something that would hold. But instead he found her being mounted by Rumble behind a tree and some bushes. And when he was lost and asked what was happening she simply rolled her eyes and told him while she was bucking her hips back into that colt that she was dumping him and that she wanted to tell him that sometime when she was in the mood. She acted so nonchalant about it...

Timber wasn’t sure if her behavior hurt more or the fact that she stated that it was because Rumble simply had the wealthier parents of the two as his family had a long Wonderbolt history.

Eventually he came to a stop, slumping in a small clearing, the sunrays tickling his fur while he buried his face in his hooves, silently weeping to himself.

She betrayed him. No. She actually did never really care about him. It made him wonder for a moment if the other foals were the same. His parents were wealthy after all. Well, maybe not the wealthiest out there, but definitely wealthy by normal standards.

It wasn’t a pleasant thought. Just to think who was honest towards him and who wasn’t. Though he couldn’t bring himself to simply dismiss everyone. It would be unfair to push everyone away because one didn’t care. It still didn’t stave off the pain in his chest. Nor did it stop his sniffling. But something did.

The colt could feel a damp muzzle nuzzling his head comfortingly. It helped him to calm as he leaned into the touch. But soon enough he realized that he should probably check who was comforting him. So he looked up towards the muzzle…

...And stared into the glowing eyes of a timberwolf.

He yelped frightened, stumbling over his own hooves as he tried to back away and landing on his back helplessly.

The timberwolf did interestingly the same, only with more success as it hid itself behind a log with a little barking yelp, before hesitantly peaking out from its hiding place.

That was when Timber noticed that said timberwolf was extremely small. Much too small to be called an adult. It was even a bit smaller than him.

Timber cocked his head slightly, curiously, and the timberwolf did the same.

The colt couldn’t help the smile that tugged at his lips.

‘That is admittedly rather cute,’ he thought as he eyed the wolf.

He then had an epiphany as to what he was staring at.

“A timberwolf puppy,” he murmured.

Honestly he had never heard of such a thing existing, but here it was. A timberwolf puppy. In the Whitetail Woods no less. And a rather curious one at that as it seemed to creep over the log and slowly towards him with its inquisitive yellow glowing eyes.

Timber couldn’t help himself as he took some tentative steps toward this puppy. He felt drawn to it. To this strange being that comforted him.

Soon enough they stood in front of each other, Timber shuffling nervously, while the puppy cocked its head in curiosity yet again.

Then faster than Timber could react the puppy stepped forward; got on its hindlegs to brace against his front and licked his muzzle.

He fell on his haunches from the surprise and couldn’t help but giggle lightly at the ticklish nature of this puppy’s leafy tongue.

Seemingly encouraged by the reaction the puppy all too happily yipped before being all over him, forcing him to lay on his back as it happily licked around his face.

Timber couldn’t help the laugh that escaped him at this continued assault.

At least, until he felt the puppy’s smooth wooden rump sitting on his crotch area, while it continued to lick his barrel.

Timber realized two things at that moment.

One, that puppy was a she.

Two, he certainly wasn’t prepared for the soft leafy lips of her vulva brushing against his sheath and balls.

Timber gasped in shock as a pleasant shiver of arousal ran through him.

“N-Not there!” he quickly stammered out loudly, making the puppy flinch back with her head from him with its, no, her head lowered.

Timber couldn’t help but feel sympathetic as well as apologetic for his loud scolding towards this being that helped him through such a hard time in his life. Especially since she didn’t know any better.

“I’m sorry,” he apologized with his head lowered, and the puppy seemed to understand him as she stepped forward, continuing to nuzzle his chest and chin.

Though her nuzzles quickly got downwards where he felt her muzzle meeting a certain hard and lengthy object…

Timber had failed to notice that his shaft was fully presented towards this little puppy by now as she poked it with her snout curiously and taking some inquisitive sniffs of his musk.

A shiver ran through the young colt yet again as his length bobbed. He thought about pulling away, but didn’t want to scare the puppy away. Though this situation brought back some recent memories he would rather forget.

He remembered Diamond Tiara and how they first learned about this stuff in Sex Ed. She was giggling and teasing him that she would let him mount her sometime, her soft tail brushing against his balls.

It never came to be of course considering she pined for Rumble and his wealth.

Probably other colts would be mad if their fillyfriend spread their legs for another simply because of a difference in wealth, but all Timber could feel was a deep sadness. He wasn’t one to hold a grudge and honestly never understood why people would do that since it would only prolong the hurt and bring only harm with it. All he could really do was move on and hope to find this special somepony that wouldn’t betray him like Diamond Tiara did.

Then he looked down to the puppy. She seemed so sweet, even, or especially with her curious sniffs and nuzzles to his shaft.

He then remembered. Dogs were said to be loyal. The most loyal of them all. They wouldn’t lie. They wouldn’t deceive. Dogs unconditionally loved one for who they were.

He could see it in her eyes. These yellow glowing innocent and loving eyes.

It was a fleeting thought. But one that quickly came again and again, reverberating in his skull.

What if she could be his fillyfriend?

Of course the thought seemed alien considering how Cheerilee never taught them about such relationships with animals. But then again, because she never mentioned it, maybe it could work out?

It was a crazy thought. But one that stuck and quickly branched out to all the different possibilities. And one possibility quite persisted in his mind.

Mounting.

He was honestly rather curious. And considering how good teasing said area felt, how good would it feel to actually bury his sensitive flesh into an equally sensitive hole that was created just for this purpose? Not to mention that he remembered how soft and inviting her lower lips felt as they brushed against him.

Timber bit his lip as he felt another tingle of arousal run down his length. The more the puppy continued her all too innocent seeming ministrations, the more did he want to go through with it. At the end he could only surrender, hope blossoming in his chest that maybe she would be the solution to his heartbreak. Though he of course hoped he wasn’t too selfish with these thoughts, but then again, one can only know when one asks, right?

“So, um,” Timber started, making the puppy stop the nuzzling and look up at him, cocking her head yet again cutely, “You, um, would you mind if we t-try something out?” he continued to ask all too nervously. Though the puppy kept her head cocked, Timber then simply pointed a bit shakily with one hoof at his still fully erect junk, as it throbbed with need.

The puppy looked down at his length again, before seemingly realizing what he meant as it yipped approvingly. At least it seemed to Timber that way, so he stood up.

His assumption about the puppy’s understanding seemed to be confirmed as said puppy then turned around and bend her upper body down, presenting herself completely towards the young colt. It actually made him wonder if she has done this before or if she was simply going by instinct at this point.

Not that Timber minded as she lifted her tail for him, showing off her leafy treasure, and leafy could be taken quite literally, considering the insides of the dark mound did consist of rather soft looking leaves. It also seemed lubricated if the glistening fluid in the afternoon sun was any indication.

He couldn’t help but feel excited at this view. It was so different from when Diamond Tiara flashed him, but also so exotic and interesting at the same time!

Before he knew what he was doing he felt his hooves slowly moving towards her bend over form. Her moist lips seeming to practically hypnotise the colt and drawing him in.

Soon enough he found himself standing over the puppy. She was less than half his size, but with that just the right size for mounting.

Timber inhaled sharply as he felt his flat-tipped member come into contact with her hot folds. The warmth was practically radiating from this place between her legs, seeming so comforting that he just wanted to plunge right in. The wetness also tickled his sensitive head, making it twitch as Timber adjusted his stance to get a better grip. Once satisfied he looked down softly at the puppy who was eagerly anticipating what was to come.

He then thrust forward.

His shaft was immediately engulfed in the pleasant warmth as the puppy’s lower lips all too willingly parted. The wet as well as hot feeling that gripped his sensitive flat-tipped cockhead made the once virgin colt moan out loudly. The passage had a soft velvety feel to it and he could swear that he could lose himself in it with just staying like that.

Though our dear colt still had the consideration to also see after the puppy that actually brought him this great experience in the first place.

“Y-You okay?” he sputtered out through his pleasure-filled haze.

She only gave a happy as well as pleased yip as her instincts suddenly made her buck her small wooden plot backwards, sinking a large portion of his shaft into her in one go.

Timber, being surprised by the action, couldn’t help but cry out in bliss as he felt the puppy impaling herself eagerly on his hard rod. The squeezing and pleasantly wet passage was massaging his cock in all the right places.

“W-W-Wow…” Timber breathed out hotly, enjoying the sensations along his rock-hard rod. It was practically throbbing with need.

“I-I’m moving now,” he warned, not wanting to surprise or make his new friend uncomfortable. Especially considering with how much she was giving him and improving his day.

With that he started to slowly pull out, making the puppy pant as the wet rod slid out more and more. As only the head remained inside her stretched leafy entrance she whined needily as she pushed her hips back into Timber who grunted in surprise.

Seeing how she was eagerly pushing back into him Timber tried to follow his own instincts as well as his hips pushed in her direction as well, making his shaft vanish in the hot leafy depths of this puppy again, before their movement started anew.

Soon they started to find a rhythm, with Timber and the puppy pulling out simultaneously short of leaving her tunnel empty before then smacking their hips back together.

The puppy’s juices were flowing freely at this point, coating Timber’s shaft, balls, and even running down his thighs along the puppy’s own. Not that either cared that their crotches were a mess of sticky translucent love juices. The only thing both of them cared about at the time was this moment they were sharing, and the great pleasure and comfort it brought them both.

Timber couldn’t help but moan out loudly each time his shaft was enveloped and massaged by the hot sticky walls of this puppy, while said puppy was happily yipping along each time her tunnel was speared and her sensitive walls felt this shaft scraping against them. She felt on fire with how it was rubbing her leavy insides as her pleasure along the colts rose.

Soon enough the wet smacking increased in pace, as well as the volume of their cries of pleasure and happy pants, moans and yips. Their climax was fast approaching.

“I-I’m g-g-gonnaAAHHHHHHHHHHHH~!” Timber started but was cut off by a last loud moan as his hips drove into the puppy’s one last time, hilting inside her small frame with all his might. The puppy howled in surprise as the last plunge into her made her walls constrict as she was send into her own climax as well. She felt her walls suddenly being coated in the colts seed, who grunted from the pleasurable sensation of pumping his load into the little puppy.

Said puppy simply happily, but also exhaustively yipped as she felt her entire leafy canal being filled up with spurt after spurt of the colts salty and hot seed.

Both of them stayed like that for a while. Letting their orgasms tapper out and simply enjoying the afterglow in each others warmth.

Minutes passed which felt for Timber like a blissful eternity. Only the sunrays shining in his eyes were interrupting his enjoyment as they made him remember that he would soon have to head home.

With a lamenting sigh the colt stood up, before stepping back, letting his deflating member all too fluidly slip out of the puppy’s well fucked hole. Their combined juices were leaking out freely of the leafy hot entrance after there was no cock blocking it anymore. The colt’s shaft was also quite a mess as it dripped his white cum from his tip to the ground. He certainly would have to clean up at home.

Though that brought him to the problem at hoof as he looked back at the puppy who had meanwhile turned her head towards him with a happy expression.

Timber wasn’t really sure how to proceed from here. Sure, he definitely wanted to see her again, but wasn’t sure that if he went home today he would actually find that little timberwolf tomorrow. It was a predicament that clearly showed on his face, a predicament the puppy quickly picked up as she was by his side in a second to nuzzle his chin comfortingly, making the colt happily chuckle.

‘Well...I could always bring her home. I mean, timberwolves normally aren’t around these woods and they also always stay together in packs, so maybe she is an outcast?’ he thought. It was maybe a silly idea just to march home and ask his parents if he could have an abandoned timberwolf as a pet.

‘No, definitely silly,’ Timber corrected as he thought about this scenario. His parents wouldn’t allow it. The one time he had shown interest in getting a dog they had shot him down. They weren’t really that much into animals and didn’t think Timber would live up to the responsibilities such an animal entails. So, getting a pet that was widely seen as a bloodthirsty monster definitely wasn’t going to go over well regardless. But of course there was a different possibility still.

‘I could simply hide her in my room,’ Timber argued, seeing it as the only solution for his predicament. The only way he could be close to her. Though he wouldn’t make that decision alone.

With that the little colt laid down getting snout to snout with the happy puppy.

“So...Any chance you would want to stay with me?” the colt nervously asked. Though his nervousness seemed unfounded as the little timberwolf immediately gave an approving yip as she licked his muzzle happily.

Timber couldn’t help but giggle, “S-Stop that!” he said with clear mirth as he rolled on his side, while the puppy got with clear gusto onto his body continuing her assault on his cheek.

The colt then rolled over to his stomach and reached his forelegs out for the little timberwolf, before holding her close.

His heart was positively fluttering as he looked at the happily panting puppy. Though he still had one last issue to address before he could take her home. But he also had already an idea for that.

“I think I will call you Wolfie. How do you like that name?”

The puppy yipped happily at Timber again, making him smile.

“Then Wolfie it is!” Timber exclaimed holding Wolfie a little closer as she also cuddled up to him. They both simply laid together for a bit more before they would get home together.

Author's Note

A new more tamer Male-on-Female Bestiality fic. Worked it out with Loveless like I already mentioned. The first chapter is pretty much to see how you guys receive it. So be sure to give a comment! :yay:

Also again a big thank you to Loveless who also by the way took the time to draw that picture of Timber! :heart:

Chapter 2: Taking Care

Timber’s gaze darted from left to right as he ran through the alleys of Ponyville. He kept lookout on the next street, scanning for ponies that could see them before diving into the next alley. Once the coast was clear he waved with his hoof for them to go.

The colt quickly ran, and so did Wolfie who managed to outrun him quite enthusiastically as if they were having a race. As soon as she got into the next alley she turned around, jumped and yipped happily at Timber, who couldn’t help but smile as he petted her.

“Good girl. But try to be a bit more quiet. We don’t want to attract any attention now, do we?”

Wolfie yipped more subdued, lowering her voice.

Timber grinned giving his pet a hug, and ruffling her head affectionately. He already was quite cheerful at the mere thought of living together with her. Pet and possible loyal marefriend in one. Not to mention that she was well-behaved too! Surely it wouldn’t be any trouble for him to take care of a pet like her.

‘Take that, mom and dad!’ the colt thought triumphantly, before waving the puppy forward as she followed him along.

Timber breathed in relief as he saw that they made it. Right on the other side of the street sat the two-story building. His home was quite nice and offered a lot of room. They had, besides the ground floor with its living room, also multiple bathrooms, a kitchen and dining room, and a cellar. That was the working area, or more like a hobby room as his father once taught him the art of whittling there. The first floor had all the bedrooms and some guest rooms in it, as well as the study of his mother.

They had a garden to the right with all kinds of flowers, plants, a tree, and even a small swimming pool for summer. All that was wrapped up by a wooden fence made of logs that was around the small mansion.

He once again made sure the coast is clear before waving for Wolfie to go. She instantly went to the alley next to the log fence, Timber arriving shortly after her. He quickly looked for the key in his school saddlebags and took it out before walking to a small wooden gate on the side. A side entrance so to say. It was originally meant to access the alley garbage containers since the glass ones were placed just there. The alley ended a short way in and was also broader than the other alleys due to it being a placement for the glass containers. Not that it mattered since it now made a good entrance out of the way of prying eyes.

The door creaked open and Timber ushered Wolfie hurriedly inside. The puppy gave a quiet yip and did as she was told. He closed it before turning around, seeing Wolfie looking excitedly at her new home. She was currently at the right corner of their property. Said passage was filled out with sand. A small desert with beach chairs one might say. Sometimes he liked to play there too. Not as much today as in the past, but it had its perks. It was rather fine sand too and not some of the gritty stuff. It felt nice under one's hooves. Timber could appreciate that.

Not that he had time now. First he should get Wolfie up there, in his room on the first floor. Luckily he knew just how to do that.

“Come here Wolfie!” he called silently making the puppy’s head turn and listen to him instantly. Timber smiled, leading them to a tree they had in their garden. A log ramp was leaned against it making a rather comfortable climb upwards. Wolfie followed behind him as he went up, being quite curious about what he had planned. Once above he followed a thick branch that was connected to his room. Literally. The branch went into his room. His father designed it so that the wall was encasing the branch, while a window was placed on top of it. He opened said window trotting in with his new pet.

Timber sighed in relief as he was finally safe. No pony noticed.

Just like before Wolfie seemed curious and looked around. His room had enough space for everything that was needed. A big four poster bed, a large desk with tools to work with, a nightstand, a wardrobe, a small refrigerator with a wooden door for juice and the like and an adjacent door to a private bathroom that even had a tub. Made out of wood of course. His family personally found that wood was the best material for it instead of what it was usually made off. Heck, even the sink was made of wood!

Then again, it wouldn’t be as surprising considering it was what his parents’ company was about. Products out of wood, to put it mildly. Any wood in any form. From tables to chairs to bathtubs and sinks. It certainly was quite the lucrative business in a sense.

In his room were additionally shelves with books on the subject of how to process wood, but there was also one shelf with a TV and gaming console on it, and of course a table with a couch in front of it. His room offered quite a variety and Timber knew that he could be quite happy with what he had.

He then set his backpack down next to his desk. It was the weekend now and he wouldn’t need it.

Wolfie sniffed curiously at some of the wooden toys he had made that were lying on the ground. The one she inspected being a carriage. Timber liked to experiment seeing just what he could do. Toys certainly were a nice start for his talent. Or maybe a branch his parents’ company could lead into? He was still open on that when it came to focussing his talent or being more widespread about it. Though that certainly was an interesting idea. They could try and go into the toy market as well!

Hehe. He certainly was quite the savvy business genius!

His new pet slash marefriend meanwhile continued to explore, running around every which way and taking all the different sights in.

Timber chuckled at her zeal, but it was only understandable. As far as he knew she never was inside a pony house before. Even less one that roomy and full of different kinds of things.

Ooh, and she has found an interest in his bed. The little thing was standing up on her hindlegs, front paws on it and tried to climb up. It was a bit difficult for her, but she managed it all the same after a short while. She seemed fascinated with how her paws were sinking into the soft mattress. So much in fact that she was laying down like he had seen dogs do. Walking in a semi-circle before laying down at that particular bending angle that made a dogs tail run right past its muzzle.

Wolfie gave a yawn at that in clear enjoyment of this fluffy goodness she was resting on.

“That’s really cute,” Timber admitted, but it also did remind him that he needed to make her a bed of sorts. Seeing how she probably was used to sleeping on the cold hard ground he was sure he could quickly make a soft spot for her to lie down on.

Those dog beds more often than not were after all nothing more than a basket and a blanket, or in some cases just a blanket in a specific form and of course girth. Nothing anypony couldn’t do themselves.

So he nodded to himself as he walked around his room quickly snatching up a blanket in one of his cabinets that luckily had some to spare. He folded it once and laid it down. Then he took another blanket and repeated that process, making a nice plushy square. Then he went over to the couch, quickly snagging up two pillows and plopping them down.

He looked at his creation, feeling some light air of accomplishment at his quick and impeccable work.

Especially the placement as well. Right next to his bed. He could simply move it under his bed whenever it is not needed to avoid suspicion.

His eyes wandered to the puppy again who was peering at him curiously, tilting her head as she had sat up.

“Look! I made you a perfect place to sleep!” Timber exclaimed proudly. And indeed the puppy walked forward to the edge of the bed and took a look at it.

Then she simply turned around and laid back on the bed.

Timber felt a bit disappointed by that lackluster reaction of hers but he could get her to sleep on it tonight. No need to be hectic about it.

He was about to hop on his bed when he felt slightly thirsty. His eyes went to the refrigerator that was on the right to his desk. The colt walked over to it and pulled the wooden handle open with his teeth.

His hoof swiped in, quickly getting an apple spritzer, before moving away and kicking the door shut. He went over to his desk seeing as it had a bottle opener worked into its edge. He popped the cap off and let it fall in a well-practiced manner into the bin placed directly under it.

He set the bottle to his lips gulping its cool refreshing liquid down, before putting it on the table and sighing in satisfaction.

‘I really needed that. Seems like doing sex can dry a pony up...which reminds me,’ he thought looking to the pup.

“I should probably give you some water. You must be thirsty too after all. Luckily I still have my cereal bowl here. Glad I didn’t store it away in the kitchen again.”

The bowl, made of wood of course, rested on his desk. The puppy eyed him curiously as he took the edge of it in his mouth and carried it off to the bathroom.

Seeing as he was still a foal his parents had made some wooden steps for him to access his wooden sink easier. He didn’t pay much attention to anything else as he simply filled up the bowl with water quickly. After that was done he got back into the room.

Wolfie still looked at him curiously from the spot of his bed. He set the bowl down with a smile and gestured with his hoof towards it.

“Alright Wolfie. This water is for you,” he said nudging it towards her direction as if to emphasize the point further.

The puppy seemed to understand as she hopped off the bed at last and walked over to the bowl. But instead of lapping at it like Timber expected, she instead set a paw into the water, making the foal’s face scrunch up in confusion.

“That isn’t right Wolfie,” he told her and was about to get her paw out of the water. At least until he noticed that the water seemed to slowly vanish.

It could easily be overlooked at first glance, but if one kept staring one could see it.

The colt’s head was alight with thoughts, wondering how that worked out.

‘Is it because she is part tree? Does she absorb water like trees with her roots? Well, if timberwolf paws can be compared to tree roots.’

In any case this certainly fascinated the colt. He never had heard or read about anything like it. Then again, there was no real books on timberwolves. Only the general information about how dangerous they are and that their breath stinks.

‘Wolfie’s doesn’t stink though, but I think their breath stinks because they are hunting. Does that mean I need to get meat for her then?’ the colt thought, not quite sure how to handle this particular part of caretaking.

“Maybe I can try and feed her something else,” he mumbled before shaking his head. “I will just try that later.

By the time he had freed himself of those thoughts he noticed that the water was gone and Wolfie lifted her paw back out of the bowl.

Smiling, he couldn’t help but pet her head.

“Good girl.”

Maybe it was a bit strange for him to pet her for drinking water, but he honestly just was happy for learning something new. And while there were still other questions unanswered, he was sure he could work them out over time.

He was about to play some games when he felt his bladder announcing its discomfort.

His eyes turned to the still open bathroom door, at least until he realized something. A simple fact of nature as his eyes went back to Wolfie. Where water is absorbed it has to leak sometime again.

It made Timber scrunch his muzzle as he thought about it. He might not necessarily be able to take her out too often without being suspicious. And he of course can’t have her ruin his room. So maybe he should try and get her potty trained in a sense? Maybe have her use the toilet...somehow?

“Alright. Fluttershy can talk to animals, so I can too. I mean, it can’t be that hard, right?”

Wolfie still sat in front of him, looking at him curiously as Timber ordered his thoughts.

“Okay. Now, Wolfie. Have you ever heard of a toilet?”

The little puppy cutely tilted her head to the side, making Timber sigh as he set a hoof against his forehead.

“Of course not. What was I thinking asking that question?”

His mind went over the topic, thinking about the best way to approach it so that Wolfie could understand. He scratched his cheek with a hoof, feeling a bit unsure as he tried again.

“Then I try to explain it differently. You know, if you drink you have to let the water out sometime as another liquid. I mean, I have a penis where it comes out and you a leafy vagina, but it comes out back there all the same. Do you understand me, Wolfie?”

In response the puppy simply cocked her head in the other direction, looking at him in confusion yet again.

Timber groaned, smacking both hooves on his head as he sat on his rear.

“This isn’t working! How does Fluttershy make it look so easy! Okay. I need a new plan. If explaining isn’t working...then...maybe I should try and...demonstrate,” he said, forcing the words past his embarrassment and reddening cheeks.

It was the only other option. Showing her how to use the toilet would convey it best. A practical example. And his family was all for practical examples when it came to their wood business.

Still…

‘This is so embarrassing!’

He practically cupped both of his cheeks making distressed noises as the puppy simply continued to watch him curiously.

After a minute he had worked out the most of it and stood back up sighing.

“Let’s just get this behind us. I really need to go anyway.”

He went into the bathroom, leading Wolfie and headed straight for the urinal right next to the toilet. After all, he always used that one for the smaller affairs. And he also only needed to convey peeing to Timber.

“Okay, Wolfie. Now watch me. I just drank something. And now I need to let it all out,” he said, drawing her attention as he stood up on his hind legs, while letting his front legs lean against the wall as he positioned himself.

His cock hung out of his sheath, aimed for the urinal. Everything was perfect and ready for the demonstration.

At least Timber thought so until a cold snout was nestled against his balls. Though it was too late for him to stop now. He already had relaxed his muscles, letting his pee out.

The colt could do little more than yelp, his whole form wobbling on his two hind legs.

“W-Wolfie?!” the colt cried, trying to reprimand her, but the puppy didn’t seem to listen as her leafy tongue suddenly lapped at the border between his balls and pucker.

His cock instantly hardened, and another cry escaped the colts lips. Just that this time he couldn’t hold onto his balance any longer. He fell with his back onto the floor as Wolfie quickly avoided being buried underneath the colt.

Though the real problem was his cock was still going.

Some dismayed cries followed as the colt felt his own pee rain down on him, making a mess on his body. With how disoriented he was, he had no chance of getting it under control, meaning that the entirety of his bladder was emptied on him, leaving his coat dripping from it.

Timber shuddered, his whole head red now, in embarrassment of what had happened. He turned to his side to stand up, but then noticed Wolfie smiling happily at him, as if she had done something great just now.

The colt scowled, looking displeased at the oblivious piece of wood.

He stood up on his four legs, cringing at the soaked feeling of his body before he hardened his expression on the puppy again.

“Bad Wolfie! Bad!” he scolded her, making her ears fold against her head and her body to flinch in on herself as she whimpered.

It made Timber hesitate before sighing out and patting her head. He really didn’t want to see her this upset. She was way too cute for that. Then again, she was cute being depressed too with her ears folded like this. Though he really didn’t want to come off as a bully. So he tried to amend the situation.

“It’s alright Wolfie,” he comforted, making the pup look up, “Just...no ball sniffing and licking while I’m leaking. Though I do hope you at least understood what I was showing you.”

...And she just tilted her head again.

Timber groaned loudly as he dragged his hoof down on his face. Though that action only reminded him of how dirty he currently was.

He sighed in defeat and stepped via wooden stairs up and into the wooden bathtub.

“Nothing I can do about this now,” he mumbled in clear defeat as he decided for now to concentrate on the issue of getting squeaky clean once more.

Wolfie followed him up on the wooden stairs that were connected to the tub and looked from the edge of the large tub down to the colt.

Seeing how he was busy turning a knob that sat on the tubes edge, he didn’t notice her. The moment he turned the knob some water instantly shot out from a faucet that was placed inside the walls of the tub and below the knob.

The colt instantly pushed his hooves under the running warm water, sighing gratefully as he started to feel already cleaner once more.

He stared at the faucet for a moment, as he leaned back, enjoying how his behind was enveloped in the warm water as he sat inside the tub. Then he grabbed for a bottle of lemon scented shampoo, pouring some into the tub beneath the faucet where it bubbled up. He put the bottle back before noticing the curious Wolfie.

Smiling slightly, he wondered if it would be wise to let her into the tub as well. She was made of wood after all. But then he recognized how stupid that question was. Timberwolves lived in the Everfree Forest. And he knew for certain that this forest had some heavy rainfalls and storms.

“Come here,” he told her gently as he reached his hooves out for her. The pup didn’t even hesitate as she jumped into his awaiting hooves.

“Oof!” the colt exclaimed as he caught her, before setting her down between his legs and into the water.

He patted her head and hummed a bit as the tub was filling slowly up, soaking up his tail and crawling along his back.

‘Will have to turn it off soon, so that Wolfie’s head isn’t going underwater...not sure if she needs to breathe.’

Another new mystery to add to the growing pile. Maybe he needed a book? It certainly would help if he could just read more about Timberwolves. Now that he actually brought her home, he noticed just how clueless he truly was. Timberwolves weren’t dogs. So he couldn’t really use his general knowledge with her.

It was a bit frustrating, but the warm water washed this frustration away, making him hum in clear satisfaction.

“This feels great. I really needed that,” he said relaxed, as his hoof lazily reached for the knob to turn the water off. By that point the water after all was just below the puppy’s head. She pushed her snout under the water in another bout of clear curiosity, before bringing it back up again and sneezing lightly.

Timber chuckled at this.

“I will figure this out. Nothing after all works flawlessly from the start. My whittling wasn’t as good as it is now from the start. I had to exercise a lot. I had to experiment a lot. But in the end I got it right. And I will get things right with you too Wolfie. You are my marefriend after all.”

The puppy let out a yip as if to affirm his sentiment as he scrambled to the back of the tub, leaning against it and enjoying the clean and relaxing feeling. Wolfie followed as well, scrambling on his form, her paws going to his chest as her hindlegs were placed on his hindlegs. Thought that position did leave her legs spread. Not to mention Timber felt something soft settle against him as the puppy was laying against him. It was an all too familiar leafy sensation.

Timber blushed slightly, suppressing a groan as the memory aroused him, his cock slipping out of his sheath mere moments later.

“Mmmmm,” he voiced his approval as Wolfie slipped slightly and had to adjust her position. This leading to her soft vulva rubbing along his shaft as it emerged.

As if on instinct, Timber grabbed the puppy’s wooden ass, and while certainly not soft, he really loved the wooden texture of it. It was funny to think about, that he as a wood craftspony would find a literal wooden wolf as a marefriend.

Though those thoughts were quickly pushed aside as he moved her plot along his cock, making her pussy rub further along him in a teasing motion.

The puppy seemed more flushed as well, giving out a high-pitched, breathy yowl to voice her own excitement. Timber for one was sure that she would be dripping, if those parts of her anatomy weren’t submerged in water that is.

The colt took that as encouragement to continue, guiding her flanks along as he humped against her soft pliable lips. He winced a bit when his cock slid against a part of her that wasn’t her slit, but that was still something for him to address later.

Seeing how humping might actually make him uncomfortable if hitting the wrong spots, Timber decided to speed things up, by pulling her all the way up until his flat cocktip rested on her leafy twat.

It smashed right against her hole, making another pleased sounding yip escape her as the head was wiggling on her sensitive entrance.

Timber grunted as well, a spike of pleasure running along his body from the feeling. Still, he knew so much more. So much better was about to come, so he restrained himself enough to concentrate as he guided her rear and held it firm, before pulling her down.

It took a moment, but the prior sex certainly had loosened her up enough for it to fit in faster than last time.

With but a moment the tip slipped in, and with how wet his cock was, so did the rest of it only seconds later.

Both of them moaned in their own unique ways, voicing their pleasure at feeling this connection between them. Timber loved the soft feeling that wrapped around his cock tightly, as did Wolfie love the thick piece of meat that was shoved right into her pussy.

Interestingly enough it also reminded him that he had cum inside her earlier, seeing as he felt said cum still resting inside of her pussy, smearing her hole nicely with its wetness.

As he kept his hooves on her flanks, the colt moved her small body up again, her walls dragging along his prick, as if trying to keep it inside of her. A wish that was fulfilled almost instantly as he guided her rear back down and his cock deeply into her.

More yips could be heard as he started to move her, making her bounce on him and the water splash with each time she came crashing down on his cock.

It was a constant noise that filled the room among the groans and yips of the pair. A constant stream of pleasure as Wolfie learned, her hips starting to move and support him as he felt her pussy enveloping his cock soon out of her own volition, while his hooves only helped to guide her lightly.

Having her hump into him and take control of the speed only seemed to enhance the experience, making him groan more as his precum leaked from his shaft, helping to further ease the movement.

It probably helped as well that she was speeding up his initial pace. She could feel his cock vanishing inside her small body again and again. Each time a new high was felt. Each time a new incentive to keep going. To get faster. To get deeper. Until all of it fit inside her and was scraping in all the right places.

Even a small bulge could be seen as her wooden plates shifted along, showing that her insides were quite flexible, despite what one could think of her wooden exterior.

The pleased faces she was making were also rather sexy in Timber’s eyes. Seeing her clear needy enjoyment. Her tongue hanging out, panting and yiping. A leafy tongue…

He hardly could hold back like that, so he dived forward, connecting his muzzle with hers in a deep kiss. Wolfie was surprised but practically melted into it as she felt his tongue shoved into her exotic mouth.

Both moaned, the fucking increasing in speed, the wet splashes becoming louder. Timber had enough sense in him to hope his parents wouldn’t hear, but still couldn’t really bring himself to slow her down. He wanted this. He needed her warm orifice around his rock-hard shaft.

It felt so good. So amazing to him. He wanted to do this every day for the rest of his life.

‘Wolves of Timber live forever, right?’ he wondered briefly. Before the hips coming down on his dick dispelled the thought right away.

He felt the same sensation from earlier quickly building up. Waves of pleasure were crashing down on him, as they seemed to be crashing down on her as her wooden muzzle pressed into him more in their hot kiss.

Then he parted, looking deep into her aroused eyes, a string of drool connecting them like a red string of fate.

The puppy moved faster and faster. Her yips increasing in pitch as she hurried on. Her arousal was by this point flowing from her pussy, before being washed away on each downwards hump.

“W-Wolfie! I-It’s c-cumming again!” Timber warned.

A warning that was answered by a yip as she kept up. More and more her pussy milked his shaft. Coaxing more and more pre out of him as she felt her own climax within reach.

She came first.

Her body went down one last time as she yipped loudly and in a high-pitch as her pussy contracted around the colt’s cock.

Timber groaned in disappointment as her moving ended and took it upon his own hooves.

His grip on her rear tightened and he humped up into her needily. He whined, his own pleasure building while Wolfie yipped out in surprise at the sudden movement. Her pleasure only skyrocketed as Timber humped himself to his own climax with a vigor.

And then he pulled her down. Sheathing her completely as he groaned and his cock spurted his load.

His body quivered from the pleasure as his grip was tight on her. He had her pulled as deep as possible. Balls-deep and he wasn’t letting her go an inch as he came and sullied her walls with another badge of his seed.

He groaned again, another rope spurting into her, filling her more and more. His new cum, mixing with the one from earlier in the day.

Both tensed, groaned, yipped and writhed about, riding their highs for all they were worth until they finally relaxed back into the tub, panting and yipping as they were still connected by their lower regions.

Timber smiled, stroking her side. “A-Ah… Guess I will have to clean that mess out of you this time, don’t I?” he asked. It was after all important to keep her clean, outside and inside and not to forget about clean-up, like he did after his first time.

Still, for now he felt like relaxing for just a bit longer. Just to lean back, enjoy the warmth and the closeness to her.

They both soaked into the bath for a while. Minutes, half an hour. Timber wasn’t sure as he just relaxed. He could enjoy this moment for the rest of his life, so comfortable did he feel.

*KNOCK* *KNOCK* *KNOCK*

“Timber? Are you ready? Dinner is ready!” he heard the voice of his mother right from outside the bathroom door.

The colt almost jumped out of his coat in fright as he bolted upright.

Wolfie was launched into the water. Her head quickly surfaced but Timber reacted quickly enough to hold back any noises she could make by placing a hoof on her snout.

“I-I’m coming! Give me fifteen minutes!”

“...Is there someone else with you?”

“N-No! I was just...thinking to myself.”

“Well, make sure to hurry up. Neither your father nor I would approve if your food gets cold just because you forget the time. Remember, wood-”

“Yes. Wooden discipline is a life’s work,” he said, waving her off, despite the door being closed.

“Good. We will be waiting.”

With that hoofsteps sounded, announcing her retreat out of his room.

Timber sighed in relief, before looking to Wolfie, smiling apologetically.

“I’m sorry Wolfie. She can’t know you are here. With that being said I better hurry up...meaning I also have to help you clean up...somehow...wait...how do I clean a hole…?”

Author's Note

An update! At last! Praise the moon! Praise Woona's adorable flat teats! :yay: :moustache: :trollestia:

Also, don't worry in case the one scene where he messed himself up made you uncomfortable. No watersports is planned in this story. It was more of an excuse for him to take a bath, while at the same time trying to learn more about the puppy's needs.

Lastly, I'm thinking on changing something in Chapter 1. Maybe I will replace the filly that ditched him with Silver Spoon. Just a thing I'm putting some thought into right now.

Also, I hope you enjoyed the chapter. After all I'm normally doing less romance stuff. :twilightsheepish:

Chapter 3: Enter Filly Cop, with a Side of Clop, but not with the Cop

After finding out just how to clean a hole, which was mostly him holding said hole open as he let the faucet rinse it free of his seed, he went down to dinner. Wolfie certainly seemed to enjoy the cleaning experience and it tuckered her out as well, which was a huge plus for him. After all, he was nervous leaving her alone in his room, fearing she might somehow open the door or escape in another way that subsequently would reveal her to his parents.

It was an unfounded worry for now as dinner passed peacefully with just the occasional question about how his day was. He gave a simple bland reply to it, seeing how he was used to it. A fact that he was grateful for, seeing as such a question could trip other foals up and spell certain doom for his new little secret.

As soon as he was done he went back to his room, only to find Wolfie still ignoring the masterful bed he had crafted for her, in favor of his own, as she was fast asleep on it.

Timber grumbled a bit, but seeing how he felt rather tired himself let it go. Besides, she looked cute even while she was disregarding his order.

A big yawn wrestled itself free from him as he climbed on the bed and under the covers. He enjoyed the soft feeling of it along his fur, the comforting warmth seeping into him as his eyes got heavier, until sleep found him, and sending him off on his journey for the next day.

Saturday

He awoke the next morning, Wolfie cuddling against his barrel. Though from the open eyes staring at him it was clear that she was awake now...which was an interesting concept.

‘So even timberwolves sleep. As tired as I was I didn’t really pay any mind to her being asleep yesterday when I came back from dinner. Though I guess, I just assumed she would because it is normal to me, but that doesn’t have to mean anything with her, considering…’

His eyes widened as he scooted back. The puppy looked at him curiously as she stood up. The colt’s eyes wandered under her at the spot she slept and he sighed in relief.

“Thank Celestia you didn’t wet the bed...or made a big mess. Still, it can only be a matter of time, and I do fear that possibility… I really don’t want to explain any such mess to mom and dad. I’d die of shame!” the colt exclaimed, throwing his hooves up in the air, before falling backwards and onto his back in the bed.

Then he scooted of the bed, Wolfie simply following along and jumping off it without much trouble.

It was then that Timber had another idea.

“Wait...then again…” he wondered, before walking around Wolfie, though she walked back around to face him, making him groan. “Wolfie, hold still!” he whined, keeping a hoof on her back as he walked around. He then sat next to her plot, his other hoof lifting her tail and inspecting her sphincter...or the lack thereof.

“I knew it,” he whispered, quite fascinated. “You are more like a tree than a wolf. So you absorb water through your root paws, but don’t have to use the toilet...which explains how you had no idea what I was talking about in the first place yesterday!”

The puppy yipped and Timber smiled at his impeccable conclusion, before scratching the back of his head thoughtfully as he let go of her tail.

“But...you do sleep. So it is still a mix...unless you don’t need sleep? So confusing,” the colt said, shaking his head.

Just as he shook his head, his stomach did as well in an audible rumble. “Right. Breakfast first. I will get you something too Wolfie...and I best not think about the missing sphincter and digestive tract, despite Timberwolves clearly eating...meat. I also will forget about that. I will be right back! Just stay still!”

The colt rushed out the door and down the stairs where a sizable living room was located to his left and a kitchen to his right. He darted into the kitchen with connected dining room, going to the refrigerator.

“What is the rush, Timber? Are you that hungry?” a female voice asked.

He turned around, his body tensing a bit as he saw his mother sitting at the dining table.

She had a pale yellow coat with a long and full green mane that had thick, leaf-like looking strands.

Good Fortune. She was the business mare in his family, while his father was more the creative craftspony. They made a rather good team which led to the success of their company and their wealth.

“Y-Yes,” Timber stuttered out nodding.

His mother leaned her head into one hoof eyeing him with her all-knowing smile and her half-lidded eyes, as she pushed a plate of two grilled toast with cheese in his direction.

In all honesty he was worried that she might be the one of his parents that would find out about the puppy first. She was analytical and often had a poker face on that was hard to read for any pony.

All the same, he snatched some nearby fruits and put them on the plate as well, making Fortune raise an inquisitive brow.

“I...Just got an idea for a project. So...I will be eating upstairs in my room and I thought I could take a few more things with me, just to...keep the creative juices flowing,” he bluffed, but then again did not. After all, understanding Wolfie could count as a project, no matter how drastically different it was from his usual woodwork.

His mother, thankfully, nodded to his reasoning. “I see. Your father is already out and about. You might remember the large donation we made to the police department? He right now meets up with the head of it and will also invite him over later. So be on your best behavior when he does,” she told him, sipping from her cup of chocolate milk.

“Will do!” Timber said, maybe a bit too fast as he took the plate between his teeth and walked hurriedly off. He would have run, but that only would have given him some admonishment. After all, running with a plate between his teeth was dangerous as it did slightly hinder his sight.

More importantly was the meeting with the police chief… He shuddered to think what would happen if a pony like that discovered Wolfie. He already had completely forgotten about it with all that had happened and his eagerness to learn more about his puppy slash marefriend. Hm… Puppyfriend?

He pulled the handle with his hoof and pushed the door back open again. Wolfie luckily hasn’t caused any ruckus in his room, like tearing pillows apart and the like. He had heard that dogs that stay home could do that. Though maybe it was only because he was away for a bit. It was hard to say.

Still he put the plate on the ground before quickly closing the door, sighing in relief. Then he sat in front of the plate, grabbing one of the toasts and biting heartily into it, moaning at the taste.

The puppy got closer to the plate, sniffing the toast and fruits. Timber pushed the toast in front of her, awaiting what she would do but...she didn’t eat it. After a while of sniffing, she seemed rather nonchalant towards it even!

‘Is it because it isn’t meat?’ Timber had to wonder. If that was the case it would be tricky. He hardly would be able to just get his hands on meat. Of course he couldn’t let Wolfie starve either.

...If she needed food that is.

As he finished up the first toast and went for the second he mulled it over. After all, timber wolves were quite the mystery as far as he knew. At least, there weren’t any books on them. Timber knew. He is interested in wood, so naturally he once tried to look Timberwolves up. The most he could find was some small tidbits of information in a monster encyclopedia. And that pretty much only stated about the dangers of these wolves and that they hunt herbivores, while having a foul breath…

‘Wolfie doesn’t have a foul breath though. Does she get it only when she gets older? Or is there another reason?’

Timber groaned. His head hurt. Thinking about questions that he couldn’t solve wasn’t the nicest of things. He knew he probably would have to get meat to try and feed it to her. Tomorrow at the latest. Better still today. But right now he couldn’t just go as they expected a visitor.

“Until then I best plan things through more. Or more like planning all of this...Hm...maybe…” he said, an idea popping in his head, as he grinned in clear enthusiasm. “Let’s learn some tricks Wolfie!”

“Play dead!” Timber eagerly said, as the puppy laid down lifelessly, pretending to be lifeless, or dead as it may be.

He actually tried it for close to an hour. A bit frustrating, but for now it worked…4 times out of 10.

But maybe it was also because Wolfie was getting bored of it as she quickly stood up once more.

She had a mind of her own, which to be fair was to be expected. She wasn’t a toy, but a living being. And that was pretty much what he wanted too. He wanted some real marefriend experience.

Then again, you don’t normally try to teach your marefriend tricks, but-

“Timber, it is time,” Fortune said, as the mare walked in his room without even knocking, making the colt tense up.

“M-Mom! Y-You can’t just come in here without knocking!” Timber quickly blurted out getting in front of Wolfie. He just wasn’t ready for such a situation yet.

The mare’s eyes focused on him, looking at him curiously. “I can and I will. We have no secrets after all. So in case the sex-ed lessons make you curious and you are exploring your body, there is nothing to be ashamed off,” she replied, not even showing a hint of embarrassment.

The polar opposite could be said about Timber as his head turned red and he whined, his front hooves instinctively hiding his sheath as he was sitting.

“MOM!”

The mare rolled her eyes and smiled, clearly amused by his distress.

“But that isn’t what you are hiding now,” she continued on trudging to him with fast steps. Fast enough that Timber had no time to prepare as she loomed over him and looked behind his back.

Timber was sweating profusely by this point, his heart threatening to burst out of his chest.

“Oh?” she said curiously, her eyes trailing over the timberwolf puppy.

Timber himself was as curious as he was afraid to look, so he took a glance behind him.

Wolfie was playing dead.

It took all his willpower for him to not sigh in relief at that. Sure, in the past hour he talked to Wolfie and convinced her to learn how to stay still as much as possible, but he wasn’t quite sure she understood how heavy the consequences would be if she was found out.

And yes, he did during his talk explain it to her, best he could, though that was no garant for success. Only that it seemed to work now despite his doubts. Her acting like a mere toy. A perfect disguise for emergency situations like this.

“You got a rather curious taste, Timber,” his mother finally said, “But it certainly got quite the detail regardless. Your newest project I assume?”

The colt nodded rapidly. “Y-Yes! Which is why I didn’t want you to see it! I-I got the materials yesterday at the edge of the Whitetail Woods.”

The last part technically wasn’t a lie seeing how he did meet Wolfie there. And with his mother he had learned that it is best to mix the truth with a lie, to muddy it and her detection of said lie.

“My apologies then, Timber. But I rather keep an eye on you for both your father and I, seeing how he is more lax in comparison. Still, I imagine with your creativity that you will grow into an upstanding stallion that will honor our family business. And one with the right bride by your side.”

Timber groaned. He really didn’t like it when his mother was like this. It was a good thing he managed to keep his short relationship with Diamond Tiara a secret. He really didn’t want her to constantly budge in just to ask how things were, or to even give him advice.

“Now come on then,” she said, beckoning him with her and down to where no doubt his father and the police chief would be waiting.

The colt sighed and followed along. He made sure to gesture for Wolfie to stay where she was just before he left the door and closed it.

They made it fast enough down the stairs and to the living room. He could already hear his father and what he assumed was the deep voice of the police chief as he turned into the room.

Only that a filly muzzle was almost touching him as soon as he turned the corner.

Timber yelped loudly and in a high-pitch as he fell on his plot, the unexpected guest scaring the living bejesus out of him.

She had a pale beige fur coat with a brown mane, black-rimmed glasses and a crown atop of her head. Though she wasn’t a fully unknown to him as she was in his class.

Her name was Zipporwhill.

Still, despite that he never really interacted with the filly. The class was big and he never really was too invested in getting to know everypony there was.

Of course her being here led to all kinds of questions popping up in his mind.

On the forefront being: What is she doing here?

As he got his heartbeat back under control his father chuckled, approaching him together with another stallion.

His father, Wood Chuck, had a beige color with a brown mane. Certainly quite similar to Zipporwhill’s colors one could say, even mistake them for being related, only that the coat of Zippo was a lot more muted in color. Though his brown mane was of course in a vastly different style. It was kempt over one side of his face, hiding an eye, and he also had a chin beard. Additionally he wore a green sloppy beanie over his head. It certainly was easy to see his carefree personality from that alone.

The other stallion must be police chief Nightjar. White fur, black mane and a neatly cut black beard, as well as a pair of black-rimmed glasses and a tightly fitting black sweater.

Oh, and he was built like a brick house.

Taller and broader than most ponies with clear muscle definition, showing that he probably could go hoof-to-hoof with a buffalo, heck, maybe even with a yak!

“You alright there, buddy?” his father asked him, pulling him back to his legs, as he blushed slightly.

“J-Just startled is all.”

Nightjar chuckled, “Aye. I imagine Zippo can be quite startling sometime when somepony doesn’t expects it.”

As he said that he ruffled the small filly’s head affectionately, making her preen at the attention.

“Anyway, I am Nightjar as you have probably heard. Chief Police Officer of Ponyville,” he said in greeting, “And this bundle of joy is Zipporwhill, but you probably already know that from school.”

“Y-Yeah. Nice to meet you,” Timber greeted back.

Nightjar clopped his hooves together jovially. “Now then! Why don’t you show my little Zippo your room! You might as well go and have some fun while we adults talk about the boring paperwork!”

His heart sunk at that suggestion.

“W-What?”

“Sounds fine to me!” Wood Chuck said with a happy nod, as either father shoved their foal back to the corridor without listening to any complaints or objections. Not that he couldn’t hear them from Zippowhirl.

She had been eyeing him curiously. Not really giving off much to go on her thought process.

The colt looked over to her as she sighed.

“Seems like we are trapped then for now. So, lead away to your room,” she told him, already on her way as she waited for him to catch up and take the lead. “Do your parents like to arrange playdates for you as well?” she wondered, concluding that this probably counted as an arranged playdate as well… Now it at least made sense why he was supposed to be here.

Not that he would have rebelled if he knew beforehoof. He wasn’t exactly a defiant colt.

He shrugged as he lead her up the stairs, albeit his steps were heavy and slowed as he answered.

“I-I guess they like to do that. Not too often, but it can happen if they think I’m not hanging out enough with other foals.”

Zippo mulled that over, “Sounds just like with mine. A tad too pushy. Especially for a filly of justice. I don’t always have time for other foals. Crime never sleeps after all!”

She seemed rather chipper at that statement, which only reminded him of the few instances he saw her behaving in a...peculiar manner.

For example, a filly getting scolded by her for dropping trash on the ground. Getting between conflicts. Calling for the teacher by rule violation, like bringing something to school that wasn’t allowed. Basically reporting, or snitching…

It was probably easy to see why foals avoided her. She was quite eager when it came to policing...which made sense considering her father.

He never really connected the dots though until now as he simply didn’t interact with her or got to know that her father was the police chief.

Then as he reached the door to his room he hesitated.

Wolfie was behind that door and if she can’t keep still Zippowhirl would find out and no doubt alarm her father downstairs.

This wasn’t supposed to happen. He wasn’t planning for any pony to be for a longer time in his room. Wolfie is just a puppy and she can become impatient as well and move.

So he quickly turned around, blocking the filly from entering as he adopted a nervous smile. Albeit he tried his best to make it look natural. Not that it helped.

“H-Hold up! Now that I think about it, I just remembered that the garden might be much more fun to play around in! My room is just a boring old room in direct comparison, so how about we just go outside!”

“Well...that sounds fun,” she admitted, lowering her head in thought.

Timber smiled in relief already walking past her to lead her further. “Follow me then!”

“But, I rather play in your room first,” she admitted, turning the handle.

The colt screeched to a halt, though it was already too late as he saw her walking in.

Panicking, he instantly galloped after her. His eyes scanned the room, quickly looking where Wolfie might be to stage an intervention.

He quickly found her under the table by the couch on the carpet, laying down there. It made the colt cringe, seeing as the upper part had a window made of glass. He hurried over, quickly pushing some video games that were on the table on top of it, while sitting down on one of the sides of it, in direct line of the filly, so she couldn’t see the puppy in question.

It all went over fast. But not fast enough for her to not notice the fast movement and quirking a brow.

“You do seem quite energetic for not wanting to play in your room,” she noted out as Timber chuckled nervously.

“I-I guess so.”

The filly then looked around, noting the working desk with the wooden toys, as well as the games. Not to mention the branch under the window that entered the room.

“Huh. You certainly have some strewn interests. Working with timber, as well as playing video games, and then even a bit of an adventurous type? I wasn’t expecting that from a colt that likes to fade into the background...then again, you did gather some interesting friends in school,” she said narrowing her eyes.

It brought Timber back to some memories that made him sigh out wistfully, but also painfully.

“I...don’t want to talk about it.”

And he really didn’t. After the betrayal he wasn’t up for any discussion about it. He rather wanted to focus on his new marefriend.

Zippowhirl faltered at that, seeing the pain in his eyes.

“Ooh! Let’s play some games!” she quickly amended, her wings fluttering as she flew over and to the table. The table hereby was between her and the couch in that moment.

Either she was changing her mood fast, or she was trying to cheer him up. Either way the result was bad as she skimmed through the games on the table, spreading them out and taking more of them off the glass panel on the table, which would no doubt reveal Wolfie if he didn’t act fast.

So he did the only thing that he could. Yelping in panic and jumping her from behind.

...Yeah. He had smarter ideas. Both foals tumbled over the table and collided on the couch.

Zippowhirl turned and looked up, Timber now standing above her with both hooves beside her head as he pushed himself up with a groan.

“What are you-” she started to say, rubbing her head, before noticing the situation.

Timber noted it too, his eyes turning to pinpricks.

“Um...sorry?”

The filly narrowed her eyes. Then faster as he could react she grabbed his left frontleg, while her hindlegs held onto to his left hindleg. Then she pulled and rolled sideways.

Timber yelped once more, falling to his back on the couch, only with a filly now sitting on his chest that was adorned with a proud smile.

“You are under arrest!” she exclaimed just as proudly. And while that normally would have captivated his attention, the small, darker than her coat teats in his face were certainly more attention-grabbing. Or the feeling of her mound pressed firmly against his chest.

And Celestia knows, he never had felt a fillyhood before!

His shaft slightly peeked out of his sheath, much to his chagrin as he quickly shut his eyes to cut off at least the visual.

Nothing to be done about the mound of filly pussy on his chest though.

The filly in question meanwhile just continued to ramble on, not noticing any of this.

“Your list of crimes pertain to attacking a future police mare, as well as dubious behavior that indicates further crimes that are committed in this very room, with evidence clearly nearby. You have the right to be silen- Oh. I forgot my hoofcuffs today,” she said suddenly breaking off her justice-filled speech.

Timber took that moment to interject.

“I-I was just startled! I-I didn’t mean to jump you!”

The filly raised a skeptical brow, getting right back to it.

“A likely story...and why are you having your eyes closed?”

“W-Well...you are pushing your...you know in my face!”

“My wha-” she asked, only to look down at the position she was in. Realization hit her with the full force of a train as her cheeks blushed in an adorable color and she quickly jumped off of him with a startled noise.

“Y-You delinquent!” she yelled, pointing an accusing hoof at him, while he quickly stood up and jumped off the couch to hide the light signs of arousal he had.

“I-I’m sorry! I-It was just an accident, I swear!” he pleaded once more.

Zippowhirl eyed him sceptically for a long moment before sighing.

“Well...I could give you the benefit of the doubt-”

“Thank, Celestia,” Timber sighed in relief.

“-after I check your room for any crimes, starting with the table,” she quickly added, and looked over it and at the games, opening the game boxes to see if something suspicious was hidden within.

Timber almost got a heart attack. And not the first one he felt with how this filly was keeping him hot on his hooves.

At the same time he knew that protesting would only make her want to search the table more. So his eyes went down to Wolfie. She fidgeted about, the loud noises clearly having startled her.

It didn’t look like she was going to calm down in time to play dead.

His mind whirled, trying to come up with ideas. Anything that could disrupt the overly curious filly as the pile of games got smaller and smaller.

Only to come up with nothing. Any distraction would be obvious to the attentive filly.

The clock was ticking as she then got to the last layer of games on the glass panel.

He looked at her side and then poked it. It was an instinctual reaction to stop her, but once she looked at him questioningly, he felt like a deer in the headlights. He still had no plan!

“What?” she asked, and as he didn’t answer she turned her eyes back to the last games. He could see the muscles in her neck tensing, ready to spring back to it.

But he couldn’t let her.

In a panic he did the first thing he could think of.

Which was darting his head forward to meet hers as their lips connected in a kiss.

Timber’s mind screeched to a halt, and with how Zipporwhill looked, she didn’t seem to be off any better as her mind processed the soft feeling on her own lips.

Once she did her face heated up and he could swear he heard a tea kettle hissing as the filly’s head turned completely red.

A cough then drew both of their attention.

While Timber tensed, Zipporwhill jumped back as her eyes darted to the intruder.

Timber, albeit a bit delayed, turned also to the entrance of his room, only to see his mother standing there with a smug look.

“I hope I am not interrupting something,” she finally said. The colt wanted to answer, but Zippowhirl was much faster.

“Everythingisfine! Gottagonowbye!”

With that she took to the air and zipped passed Good Fortune, out of the room and down the corridor.

After watching the filly go, his mother’s eyes once more fixated on her colt, who could only stare back, not sure what to say.

“...”

“...”

“You know, Zipporwhill is quite the good filly to couple with.”

“MOM!”

After that disaster and Timber’s insistence to his parents that he stumbled into her by ACCIDENT - his mom didn’t believe it for a second - he tried to just relax for the rest of the day, pouting in his room on his bed with his head buried in the pillow. It was a good thing they had lunch before he got to pouting at least. That way he had enough energy.

But after some insistent prodding from Wolfie he knew he couldn’t just lie in bed all day. Not to mention that it got boring as well. So he donned his saddlebags and invited her to ride in them. She fit in snuggly, seeing as she was less than half his size.

He of course had to explain it to her first, but she easily enough understood that she had to ‘play dead’ as he made his way down with her hiding inside of them. Especially since he had just told his parents that he would be off gathering more wood and looking for inspiration.

Things went rather smoothly. No further questions asked.

Much better than that Zippowhirl fiasco.

‘She is so going to kill me for this,’ the colt thought sourly. Though he knew that it was less killing and more arresting in her case, with her plump filly mound rubbing along his chest…

He shook his head groaning. “No. No time for this. Concentrate on what is important. You can have more of that with Wolfie in the evening.”

Luckily he was already at the edge of Whitetail Woods, so there was no one hearing his monologue. But it was a monologue that held true. After all, he wanted to take care of the problem with Wolfie. Mainly the eating meat one.

First he thought about going to Fluttershy’s Cottage for meat, but that was obviously too risky, in case she ever mentioned a ‘pet’ to her parents in town. So the woods were best. Albeit just hunting little critters seemed hard and messy in his mind. So he was going for fish instead.

He felt like he would have less guilt doing that. Fish had dead eyes. No sparks of life as much as he could tell with his limited experience.

Good thing he could gather some long enough sticks on his way from the forest to the river that flowed there.

They were easily deposited into his saddle bags and soon he reached the river. He let Wolfie out of his bag as he sat down, then he placed the stick between his hindlegs to hold it while he had already gripped a knife he carried to sharpen them.

It was a rather easy task. Sharpening sticks was nothing compared to more complex whittling.

As soon as he got one ready he took it in his mouth and carried it over to the clear river.

It wasn’t very deep, but still showed fish quite evidently. The perfect river for an untrained fisher like him.

So he tilted his head and positioned his small spear over water, his eye watching carefully if any fish would pass by.

He was stabbing the first fish that got into position. Sadly, the stab missed.

Timber expected that. He was no hunter. He was just a colt, so it would take a bit until he got it right. At least Wolfie seemed happy to be outside. She was running around and overall having a good time sniffing flowers, grass and who knows what else.

Good thing she was so well mannered too. That way he didn’t have to worry about her running off too far. She stayed in sight and that meant he could actually fully concentrate on what he was doing now.

So he did. He calmed his breathing, stabbing whenever a fish came near. Like on the first try, the second and third didn’t yield results, followed by some more.

It took patience. However, as Timber had more than enough time, it was hardly an issue.

And while time did pass he eventually managed to fulfill his goal.

It felt like an eternity before he felt the fish flapping helplessly as it was impaled and pulled out of its comforting watery home.

Timber fell onto his back, letting the tip with the fish rest far away from the river, sighing in relief.

A relief that did overwhelm any sense of guilt he would have had in the moment. After all, it was a small triumph and important. He imagined Wolfie needed some physical food. She was no changeling after all.

“Wolfie!” the colt called out, looking around. It took a moment. A moment in which he worried as he didn’t spot her, but only a moment nonetheless as she came running to him.

He smiled, panting from the exertion as he pushed the fish off the stick. It had stopped moving by that point. That was good. Timber still felt uncomfortable touching and pushing it off the stick though.

“E-Eat up,” he said, swiping a hoof in the direction of the fish as he laid on his back.

The puppy sniffed the fish and wagged her tail, but still didn’t seem that interested.

“Aren’t you hungry? Or have you never had fish before?” he questioned, wondering what the issue was.

Then he saw Wolfie actually turning to the fish and eating it, her wooden teeth sinking into it, albeit she did so not quite as enthusiastically. More nonchalant.

The foal huffed. “All that and this is your reaction to it.”

He looked at her, but quickly turned his head as he put a hoof to his mouth, trying to not get nauseous. “Urp...Best not to look.”

They sat in silence after that. Mainly because he let her take her time eating her meal.

After Wolfie was done they spent some more time just enjoying to be outside, walking around the forest, and in Timber’s case also gathering some wood for his activities. Might as well do something so his excuse for coming here holds some truth as well.

Then once they were done they got back. With saddlebags it was of course much smoother.

The rest of the day passed relatively uneventful until night. Timber had a bit of fun playing with Wolfie before dinner was ready.

He really just enjoyed himself, not wanting to think on any other challenges that might occur in the future. Just living his life and enjoying it the best he could.

He was simply having a good time. But of course it wouldn’t stay with just having a normal good time.

So, by the time it was evening and he was ready to brush his teeth he remembered he didn’t have any toothpaste.

There was a thought about brushing Wolfie’s teeth, but he just decided to have her clean her maw with water instead. After her eating fish, he wouldn’t just use his own toothbrush on her, and there were no spares lying around either.

Though seeing how this wasn’t the point now, it was more important for him to get some toothpaste first.

With that he snuck out of the room and down into the bathroom, grabbed one toothpaste and went back up. This time however he heard something coming from his parents room.

Being the curious colt he was, he thought about taking a look. There was no harm in doing so after all.

Luckily, the door was only sloppily closed - his father’s doing no doubt - meaning there was no need to turn the handle as it was open, just a gap.

So Timber peered through that gap. He had to stop himself from gasping at the view that was laid out before him.

His father was sitting on the edge of the bed, his cock erect as his front hooves supported him, leaning on the bed. His mother, Good Fortune, was bobbing up and down said dark length as her hooves were placed on his thighs.

It felt a bit surreal seeing it, but also exciting. It drove his inquisitiveness as he stayed there, watching.

It was completely covered in spit as she somehow managed to take it in completely. Her throat was bulging, showing quite well how she did it. Not to mention that it seemed rather well-practiced too. Her lips just moved so smoothly, showing no trouble at all.

All the while his father was groaning, clearly enjoying her oral ministrations. His cock was throbbing in obvious need, appreciating the care it felt. And that enjoyment, that incredible feeling he was having...it aroused Timber.

Already he could feel himself getting hard, just seeing this lewd act. A lewd act that opened up new possibilities for him and Wolfie.

Then Good Fortune increased her pace, plunging the thick piece of cock into her tight gullet in great succession. She seemed to do that rather diligently with wet slurps accompanying her actions.

Seeing how Timber had already experienced pleasure up to the peak he knew what was coming.

He couldn’t help it but get a grip on his dick, jerking it as he saw Good Fortune finish off his father.

The mare was slamming her face so fast and hard against his crotch it made Timber wonder how she didn’t get any concussion from it, before burying it balls deep into her esophagus in one last dive.

Wood Chuck groaned rather loudly, his body swept away by the pure feelings of bliss going off in his mind like a firework, his balls contracted and his cock twitched as he unloaded his thick virile seed into her needy maw.

Good Fortune all too diligently sucked it right up as she pulled back, to let the tip of it rest on her tongue.

She moaned at the taste. A rather strange sound for Timber to hear as he saw her cheeks inflate with the massive load, before gulping it down. Of course she would need many more gulps before Wood Chuck was finished, but that seemed to be fine with her with how eagerly she swallowed it.

By the end a small trickle of cum was running down her chin.

Her tongue lapped on his tip, cleaning it purposefully before she pulled off panting with a blush warming her cheeks.

Wood Chuck panted as well, but less because of a heat and more in his pleasant afterglow.

Good Fortune smirked, pushing him with his back onto the bed as she climbed on him, laying on his chest. He could feel her arousal dripping on the lower area of his stomach, just above his rod.

“My turn,” she purred, “You best eat it up,” she carried on further as she started to move once more.

The mare was moving further up on the bed and right to the stallions head. She righted herself up, presenting her marehood to him.

He grinned back up at her before wrapping his forelegs tightly around her hindlegs and pulling her pliable cunt right on top of his muzzle, plunging his thick tongue into her deeply.

Good Fortune cried out at the sudden violent intrusion, but only a moment later grinded her pussy against it, riding out the ecstasy he was providing for all it was worth.

It was an encouragement he most definitely heeded as he swiped his tongue around, teasing her soft pink flesh within and lapping up all the juices she provided. And from what Timber saw, it was a lot.

Wood Chuck’s muzzle was already smeared quite handsomely with it as he teased her further, his tongue driving itself home into the mares soaked honeypot.

More screams escaped her muzzle as she was practically humping his face now, hot breathes escaping her with each new lap at her velvety walls.

Timber didn’t think he had ever seen his mother this passionate before.

He had to suppress a whine as his hoof practically beat almost desperately at his cock, trying to coax some pleasure out of it that would hopefully come close to what he was seeing.

Each new tingle and shudder of bliss encouraging him further as he intently watched his father eating his mother out.

Then she came. Her whole body jittering and then practically gushing, a spray of her juices splashing right against Wood Chuck’s mouth. Juices he welcomed as he lapped them right up, giving additional stimulation to her, that drove her even more wild as her tongue lolled out of her mouth.

Timber blushed heavily at this. That look of pure bliss...it was sexy. Extremely sexy. And he had no idea how to feel about that, seeing that it was his mother.

‘Then again, I am not one to talk after touching myself to this,’ he argued back as he watched his parents slowly calm down once more.

He didn’t manage to cum in that time frame, but he also was grateful for it as cumming against the door would be troublesome… Cleaning that up while not alerting them really isn’t something he needed.

So, just as his mother slumped next to Wood Chuck he left, managing to get a final glance of her drenched puffy pussy lips.

He scampered back to his room, almost forgetting the toothpaste and quickly and quietly closed the door, before slumping against it with his back.

Wolfie was on the bed and watched him curious as he sat there, but didn’t make a move to get off the comfortable bed.

“T-That was something. Not a close call, b-but just thinking how it could be close is enough to drive my heart crazy!” he wheezed.

With that said, he just sat there, taking a minute to get more calm. Not that it helped with his fifth leg as his mind constantly wandered to what he just witnessed. It was scary, but also exciting. Seeing what one could do and just how intense it looked.

And he wanted that intense feeling.

His eyes settled on Wolfie, having noticed his arousal too as she looked at it.

Timber licked his lips.

The colt was focused as he quickly got to his bed, scampering up on top of it and next to Wolfie, sitting there with his rock-hard shaft revealed to her.

“Wolfie. I want you to help me with something...an experiment. You help me and I will help you. All you have to do is to take it in your mouth. Just get close with your muzzle…” he coaxed.

The puppy, being as inquisitive as ever got near his towering pillar of flesh with her head. Closer and closer. Close enough so that he could feel her breath on it.

Then she gave it a lick.

A green leafy as well as somewhat meaty wet tongue slid from the base up to his medial ring, making the colt quiver and groan as the nerves in his cock were stimulated.

“Y-Yes, Wolfie. J-Just like that,” he said, ruffling her head softly to coax her to carry on.

And she did.

She let her tongue glide along his girth, along his ring and up his tip. Each one not a long lick, but instead being licks in quick succession.

Her paws laid around his base, stabilizing herself, as well as his shaft as she lapped at it. And while it certainly didn’t look anything like what his mother did, it still was feeling rather nice to him.

There were continuous tingles of pleasure as he felt her leaf tongue tease and tickle along his sensitive horsecock, her head tilting from left to right to left, tasting it from every angle like a lollipop.

And seeing how fast she did it, he assumed that she wasn’t averse to the taste.

So he let her go at it however she liked.

He could feel the strange and exotic texture touching his tip, dragging along it, before leaving once more as she licked at another part. He felt the saliva cool in the air of his room, but that only really excited him more.

It was quite clear that just with licking she could easily bring him to climax with time. Still, he would have to teach her doing it properly in the future. For now he wasn’t going to pressure her though.

With that thought in mind, he still wanted to return the favor and found it a pity that he couldn’t do so. At least until he actually had a rather interesting idea.

“Wait, Wolfie. Let’s reposition. I want to try something,” he told her, grabbing her body in his hooves and bringing her to his chest as he laid on his back. Then he turned her around so she was facing his pole once more.

His right hoof held his cock, pointing it in his and Wolfie’s direction while his other hoof grabbed her hunches, pulling her down.

The puppy yipped a bit in surprise, though did not protest too much.

Even less so once she felt what would follow.

Timber had her pussy now in front of his eyes. The tantalizingly green canal as exotic as he expected it to look up close. Or actually even more so. Sure, one could argue that while cleaning it, he should have had his fair share of admiring it, but in all honesty, he cleaned it in a hassle without really taking it in as he had to get down to eat dinner.

It certainly was different from a pony’s as well, more of a triangular shape. Or at least the opening of her fleshy mound was.

He darted his tongue out and licked along her slit. His tongue pressed lightly into her opening as he did so, letting him taste her tangy juices

The puppy let out some ecstatic yips as he teased her opening. He repeated the action, letting it press into her deeper, pushing against her soft flesh and into her green insides.

His hoof still held his cock, poking it against her muzzle and making the puppy realize that she could return the favor, so she did. She put her tongue back to work.

Timber groaned right into her twat, his maw by that point pressed into her as he shoved his appendage as deep as he could, exploring every nook and cranny this exotic puppy had to over. Until he noticed her erect clit and pulled back for a moment to take a closer look at it.

The clit interestingly enough resembled a flower bud of the dogwood tree, albeit more fleshy in appearance and instead of green looking more like a fruit with a yellow as well as red coloration.

A forbidden fruit for him to taste. He enveloped it with his mouth, suckling on it and making Wolfie yip loudly from the intense stimulation.

“Try to be quieter, Wolfie,” Timber whispered to her, not really wanting to be caught, before delving back into her. He could feel her juices already smearing all along his muzzle and down his chin, before going further. With a push he buried part of his muzzle into her, just to try and reach further within.

Wolfie tried to be a bit quieter after his warning, but still announced how happy she was with his pleasant treatment of her puppy hole. Her tongue tried its best to give him a similar treatment, showering him with teasing licks that made it twitch.

She was practically licking all over the top of his cock, some pre leaking from it, which she also lapped up rather fast.

More groans escaped the colt as he scraped against her insides with his muzzles and tongue in a haze. This was what he wanted. What he needed right now. It showed him just how great a fillyfriend could be. To be able to share this pleasure, just like he saw his parents do.

His back arched a bit as the puppy hit an especially sensitive spot, his cock booping her on the snout.

“A-Ah!” he groaned out, feeling the cold snout touching his cock, making it throb even more.

The puppy panted. By this point she had licked every inch she could reach, making his cock glint with her spit in the soft moon light.

Not that he was satisfied yet though, as he lightly humped against her snout so that she would keep it up.

He could feel the pleasure building up inside of him, and with how wet Wolfie was, he believed so did she.

She got right back to it too, her tongue now a blur of quick licks among her now increasing in pitch yips.

With how he was constantly groaning into her pussy, he wasn’t any better.

His tongue erratically punched into her, tonguefucking her lower hole for all it was worth.

And then the floodgates opened.

A cute whimper escaped her as she held in a loud howl while her juices burst forth from her needy snatch.

He felt her fluids hitting his face, his hips humping into her face as he reached his own high.

His whole body quivered as he groaned, ropes of his cum blasting from him and hitting Wolfie right on her head, painting her in his seed. White streak after white streak was adorning her head, the puppy just whimpering in clear enjoyment as she was still cumming. One volley was even hitting right on her mouth, some of the stick sperm landing on her tongue and giving her a first taste of it.

Then after Timber felt the pleasure abating, he slumped. Wolfie did so as well, but did so in a lying position and crawled off his face and further to his cock. She wedged it between her paws, keeping it still as she lapped up any cum that remained on his cock, seemingly enjoying the taste rather much as she made sure it was sparkly clean. The same of course couldn’t be said about her face.

Once done she just turned to face him and rested, laying down on top of him as they both enjoyed their afterglow.

It was a nice little moment they shared. And he was certainly glad they spend the night like that.

Thinking back on it, Timber was also rather proud of his idea that ended up letting them both please each other orally in the first place. A stroke of genius on his part if he wanted to brag.

‘I wonder what I should call this?’ he pondered, ‘Then again...I doubt a colt like me should spread that knowledge. At least at this age. Don’t want to have any more misunderstandings. Especially since mom would assume it was between me and Zippo...’

The colt actually shuddered at this. That filly was going to be trouble...but she was going to be trouble on Monday, meaning he has the entirety of Sunday to actually enjoy still before he had to tackle it.

Humming he hugged the puppy that was laying on top of him closer and turned to lay on his side, her cum-smeared face snuggling into his chest...yeah, he would have to clean up before bed. Explaining to his mom how he came on a wooden toy might be...troublesome.

For now he would rest for a few more minutes still. Just enjoying the wooden hide of Wolfie pressed into him. Her body even emitted warmth. A bit like a radiator.

Maybe he should note down all the similarities and dissimilarities of her body to keep track of it.

That was for later though. Now he would just let the warmth seep in. Enjoying the comforting feeling of her body pressed into his. Just closing his eyes for a moment. Resting for a moment as the clock ticked away the time peacefully...

Author's Note

Chapter 1 has been updated. Diamond Tiara is now the filly. Also noticed I did make her size too big in the first chapter. She isn't that tall. The puppy can fit her body snuggly under Timber if she lowers her head.

Also hoped you enjoyed this chapter with the new filly introduced. Zippo certainly can become quite interesting in the future! :trollestia:

Chapter 4: Home Alone - Playtime Galore!

Sunday

Timber grumbled as light shone through the window hitting him square on the eyes.

He groaned.

‘Should have remembered to close the blinds yesterday… Well, at least it is Sunday, so no school. I can just turn around where the sun doesn’t shine and sleep like that.’

He additionally pulled the covers over his head as well as Wolfie’s. She was still cuddled up to him, making him rethink his stance on getting her to sleep on that dog bed he had made. After all, having her this close was rather nice.

Then again, he did demolish it sometime on Saturday after realizing just how suspicious it would look along with his newly introduced ‘toy’.

An error of judgement on his part to be certain. The bed solution was much better and…

‘Don’t feel any wetness on the bed, so she really might not need a toilet.’

That was a real plus point. Sure, he checked yesterday and found out that she had no exit for normal...waste. That didn’t mean she couldn’t go for little fillies, or timberwolf puppies as the case may be.

Now however that case seems closed at least...the food one, not so much. Time will tell him the information though, so he wasn’t that worried now. He would find out more about her, one tidbit of knowledge at a time.

But that was too much thinking now. He needed to get back to his comforting slumber, which is what he would do right now. No need to overload his brain with questions he couldn’t find an answer to yet.

A blissful sigh escaped him. Warmth and comfort. The best thing a bed could offer.

...At least until his door burst open and the cover was ripped right from him.

Timber flinched, hugging Wolfie close to him, before he noticed his mother looming over his form.

“Good morning, Timber. Breakfast is ready… You are hugging your toy quite tightly. Maybe imagining it was a certain filly instead?” she asked, sounding hopeful as much as teasing.

A groan escaped the colts lips. “Mom! I-It isn’t like that!”

He was about to let Wolfie go too, who luckily wasn’t moving despite her eyes having opened from the ruckus.

Not so luckily, setting her aside wasn’t an option. Not for fear of her moving, but more for fear of his mother seeing something quite...peculiar.

He could still feel his dried cum on her head and the parts where her head met his chest.

With that in mind, he wasn’t about to give his mother any more reasons to believe he was thinking of Zipporwhill. Let alone the implication he would cum on his toys. Neither of which were ideal.

So he stayed like that. An act that only seemed to encourage her, much to his chagrin.

The mare gave him a smug and confident look.

“If that is what you say. Thinking on it, maybe I should invite her for a sleepover the following week. You keep cuddling your surrogate marefriend. And don’t you worry about anything. Your mother will take care of everything.”

‘This is what makes me worry in the first place!’ he screamed inside his mind as his mother turned and trotted out of the room, closing the door behind her and leaving him alone with Wolfie again.

Let it be said that Timber was never really a violent colt. And yet he certainly had urges to hit his pillow, or at least scream into it very loudly to lessen his sheer frustration.

And yes, he knew she meant well, wanting him to be more social and being out and about with others rather than on his lonesome. But that behavior just screamed trouble. Even more than the filly she wanted to invite over would do on her own.

New plan. He needed to somehow clear things up with Zippowhirl...who wouldn’t listen without any good explanation. Especially after the...kiss.

His hoof touched his lips.

“She was so soft…”

His eyes turned to pinpricks as he realized what he had said. Instantly he flopped on his belly, letting go of Wolfie as he did so and smacked his head repeatedly into his soft pillow and filling the room with muted thumps.

...Though as soft as it was, it didn’t help too much to knock the stray thoughts loose.

“G-Get yourself together, Timber! S-She is a crazy filly! Well...m-maybe not that crazy and more too eager to please her dad. But still! That is a HUGE problem! I...I best avoid her. Yes. That is best. Just ignore her and hope the problem goes away. Hope she finds somepony else to arrest…”

Yes, that was a sound idea. With how fast her mind switched between ‘crimes’ she probably will have forgotten about his own by tomorrow.

That was a nice thought.

For now, breakfast.

The colt stretched after he jumped from the bed, Wolfie jumping from the bed and stretching as well.

Timber chuckled at that.

“Guess we both need to get the kinks out of us...and I need to clean us up first before going down, crude…”

With that he ushered her into his bathroom, to quickly take care of the mess from last night.

Said and done.

He had to rush it a bit regardless as to not let his parents wait. Though he still noticed something interesting.

There seemed to be less cum on her than he remembered. First he thought it was because it was dried, but even that couldn’t have shrunk it up that much. So he theorized that the water absorption ability might work on more than her paws/roots? Maybe less effective as he could visibly see the water lessening with the paws and he didn’t see that with the cum on her face. She really was a complete mystery.

Of course he had no time to think on it as his parents were waiting.

This time he ate his breakfast downstairs. No need to deviate from the norm too often and draw suspicions after all.

Luckily his parents at least were out of the house today. They wanted to have a date to put it simply. Just spending the time together while he had the house for himself.

Something he certainly was ecstatic about. After last night he was curious about his parents room. If they know things like pleasing with mouths, maybe he could find more hints to sex in their room altogether?

Not to mention that a Date Day right now was far better than a Family Day, considering his situation. Problem being that those days switched each week. He had time until next week to prepare Wolfie to stay alone in his room for that.

But that was far off now and not as troubling as his other issues, so it was conveniently shoved to the back of his mind.

He had waved his goodbyes already as they left right away. A small trip per train to whatever location they wanted to spend the day. He knew that they would only come back late at night. Though that wasn’t a problem for them. They were their own boss, so they could sleep in on Monday and start later with their respective jobs.

Rather useful he had to admit, albeit being a boss meant also that they often stayed a bit longer on normal work days. They were actually planning to hire some extra hooves to take care of that. Timber could certainly see how an assistant might be of use with it. Sure, they wouldn’t be able to do all the work, but from what he knew a proxy could help enable quite a lot still.

By now he was up at the door to their room, breathing in and out as he nudged it open. Now he was hoping that they wouldn’t come back because they have forgotten something, or find something amiss after they are coming back.

Not the most encouraging of thoughts to be sure, so he just stepped inside, trying to draw on his inner courage. Or the bit of normal courage he believed was in every creature. He for one didn’t believe that he was particularly brave or heroic.

Seeing as he was a wood craftspony he didn’t need to either. If he was going by game terms, he was an NPC in this world. Not a protagonist like, for example, Twilight and her friends. But that was fine with him. He didn’t need to save the town any time now or in the future, so staying as a simple colt NPC and enjoying his life was a good life as far as he was concerned.

As he looked around the room, he mulled over where to look. The room was a bit less extravagant, as in no couches and tables. There was a four-poster bed with cupboards and dressers standing around. Against the wall from the hoof of the bed was a cupboard with a TV on it, so that they could watch something they wanted to in the evening. Right of the bed was a large wooden dresser with a large mirror worked into it horizontally that stretched far on the wall. On the left were a few cupboards that were only half the height of the room, so that nature pictures hung above them. A large horizontal window stretched right behind the back to the outside. There was no desk here. No need to for that either as he had his own large workshop on the ground floor with a garage door, so that carriages could if need be get pulled in to transport anything of worth to their business. Wood Chuck liked to sometimes work on ideas after all. And if the idea turned out well it would make a good product. That way actually many of their furniture came to be. Made by his father. The large wooden tub as well.

Timber hummed thoughtfully as he walked around the bed and to the cupboards on the left. He thought this might be the best place to look as his parents didn’t let him open this, because there was ‘boring adult stuff that wouldn’t interest him and certainly was something he really, really didn’t want to see under any circumstances’...which now actually sounded rather suspicious now that he thought about it.

Nevertheless, he never bothered with it. There was no reason for it really as he just took that excuse for face value. But now with pandora's box opened, he had to look! This was a whole new world and he wanted to explore it!

So he opened the one on the bottom...which did only held some strange clothes. School filly outfits, cheerleader costume...skimpy something? What even was that? Some see-through short nightgown? Many more of these strange things were there. Timber didn’t really understand them and it only made him wonder if his father told him the truth.

However, he hadn’t looked at the other ones yet, so that was his next priority. Still he wondered why his mom would actually dress up like a school filly… Weird.

He made sure no clothes were disturbed before he pushed it back closed and then pulled out the next one in the middle curiously.

It did seem more interesting this time.

Magazines.

At least until he scrunched up his muzzle, seeing they are quite normal for woodcraft and other technological things that interested his parents.

A groan left his lips as he lightly punched his hoof against one of the magazines, annoyed.

It slid a bit, revealing another magazine. The small peek seemed different so he slid it some more, revealing something that most certainly was what he was looking for!

An pale peach-colored mare with an orange full fluffy mane, that reminded him a bit of Pinkie Pie, was on the cover, sitting on the hayball. Her spread legs being covered by a bucket of apples and her face half-hidden by a stetson, showing a smirk.

That seemed suggestive. Even more so since one could see the top of her full teats, but not the nipples.

Timber stared at it in awe, pulling it out with his hoof.

He didn’t really want to have some spittle on it with his mouth. He needed to be stealthy!

His eyes lingered a few more moments on the mare that seemed to make his bits feel tingly, not to mention the text with interesting words and sentences all around it.

‘PLOW THE FIELDS AND SEED A PEAR!’ was the title with many smaller articles with page numbers to the side. It made him look on with wonderment as he put it on his back and put the normal magazine back before closing the drawer...just in case.

It made him briefly wonder what things might be hidden in the topmost drawer. His head sadly couldn’t look into it, even if he could pull it out. It just was too high up for his size.

Actually, it made him see a pattern. The lowest drawer, which was easiest for him to reach, seemed to have weird things in him to discourage him from looking in the second drawer. And the second drawer had magazines covering the more interesting ones to discourage him to look in the third drawer!

There was a clear strategy to this. A strategy he was sure his dear mother applied. He wasn’t so sure about the second drawer. One magazine only on top seemed a bit lackluster, like his father only haphazardly applying safety measures his mother ordered him to.

While this was interesting to think about, it didn’t really matter. He just opened the lowest drawer on the second cupboard to check in quickly, confirming more outfits and not something else as he trotted out and back to his room.

Trotting inside and closing the door, he already saw Wolfie looking up from the couch she was laying on, wagging her wooden tail.

He approached, hopping on and laying the magazine down. The pup peered at it curiously.

“Alright, Wolfie. House is ours for now, meaning we can do everything we want. So, I snooped around a bit and found this,” he said, motioning to the magazine. “This could give us ideas about what kind of marefriend stuff we can do together.”

She pawed at the page, causing Timber to quickly push said paw away, fearing for the claws to rip into it. There was no way he could explain a claw mark after all.

“You know...I think it is best if I turn the pages,” he told her a bit sheepishly, before moving up to her side and laying beside her as he did so.

“Oral...blowjob...slut,” the colt read the words in clear fascination, showing him different terminologies and showing this apple stallion practically fucking the cover mare’s face as it hung from a hayball. That certainly was an interesting position. Surely, a bit more forceful and hard, but maybe it would be useful in showing Wolfie how to take it in? Of course if he does this, he would start slower and only go as fast as the little pup was willing to without complaints.

He then looked into it further. Vaginal seemed to be a classic. There was even some breeding topics in there. Not really relevant since fillies are too young for their heat yet. Overall it seems that too young creatures can’t do it, which is why he wasn’t worried about cumming into Wolfie. To be fair, she was a different race too, which did make it seem even safer to him. He wasn’t 100 percent sure though and would have to look it up, once Wolfie got older. And seeing as dogs grow faster than ponies - although that doesn’t necessarily has to mean Timberwolves do - he probably would have to look it up this year still.

Then he found things like double penetration and anal. It was quite the fascinating albeit also icky seeming concept. Though more fascination, seeing how good sex feels and the possibility at a new, different hole was quite appealing.

Or it would have been, seeing as Timber was reminded that this hole is missing on her. He sighed a bit dejectedly, but quickly overcame it as he pressed on.

Turns out, sex toys existed. Another new concept for him. A concept that made him wonder if his parents had those. Vibrating toys especially seemed quite on the forefront here, from vibrators shaped like a cock, to ones that are called magic wands, or bullet vibrators. It seemed like one could please a mare quite well with those. It certainly would make oral easier on him if a toy took over the work, while he focused on his own pleasure.

Heck, they had a few pages dedicated to said toys. Showing them off and offering them for the reader to buy, which was rather interesting to say the least. Not that he could just quickly get one of those...toys...

A rather brilliant plan made the colt light up in this moment. A slight grin settled on his features.

His head swiveled back to his parents room. There had to be something...like in the uppermost drawer!

Timber jumped up. “I will be right back, Wolfie!” he told her, quickly throwing the magazine on the table and scampering out of his room and to his parents’ hurriedly.

He entered it, his eyes peering to the uppermost drawer. Normally he was a good colt and would never ever think on snooping around in his parents drawers...but right now the curiosity and promise of a pleasurable experience with Wolfie were dominating his mind and overriding his ‘good colt behavior’.

Still, that left the problem on how to reach this.

Reaching into it, but not opening it. Opening was still possible with his colt size. That would do however, so he pulled it out. Then he went to his parents bed and clambered on top of it, huffing as his little legs kicked against the side of the bed to climb it. Luckily he did some climbing, so he managed, even without a good hoofhold.

Once on it he turned to the drawer. His eyes widened at what he saw.

‘It is just like in the magazine!’ he thought out loud in clear wonder.

Vibrators, bullets vibrators, dildos, fleshlights and what not. Then there was also a sybian machine. Obviously he couldn’t get that out of there easily by himself, so that one was a lost cause. However, as the drawer was pulled out, it was rather close to the edge of the bed. So that gave him an idea.

Timber got on his belly, scooting over to the edge and grabbing the knob, pulling the drawer out until he couldn’t anymore. Those few inches were precious and needed. It was close enough for him to stretch and grab something. Though there was still a little bit of distance between him and the drawer. He could rest a part of his weight on it, but if the drawer came crashing down it would be over as he hardly would be able to fix it.

So he decided to go for the safe route, his hooves moving forward and quickly grabbing a bullet vibrator. It was the one with the least amount of weight. Though, thinking on it, it seemed a bit small, so he took a whole bunch of them. He wanted Wolfie after all to enjoy herself.

After he had secured his loot, he pushed the drawer closed again and hopped off the bed with a grin.

His cock already was bursting out of his sheath at the mere thought of having an improved oral session and how he would use the toys to make Wolfie love it.

At one point he certainly would love to browse for some toys himself to make things easier on him. Of course that wouldn’t be that easy. It was just a thought for the future, so it wasn’t a top priority yet.

His hooves clopped lightly on the wooden floor as he made his way back into his room, Wolfie waiting right by the door.

“Great news. I did find something that could be quite fun,” Timber told her, going over to the couch, the puppy following behind him.

He patted the top of it. A simple gesture the pup seemed to understand as she hopped up on it. A good thing too as Timber wanted to get to it as fast as possible.

His hooves touched her sides, rolling her onto her back as he positioned her rear at the edge of the couch, presenting her puppy pussy to him.

It looked just as exciting as yesterday, if not more so with the additional daylight. His hoof nudged into it, the puppy giving a little sound as she felt the tip of it parting her folds.

“Okay, Wolfie. I hope you gotta trust me on this. I really want to test this out,” he told her, showing off the bullet vibrators. They were attached to cords. He saw one without in the magazine, with a remote control, but this one was better in his opinion. While it meant each one of the eggs had a connected remote and he couldn’t turn all of them on and off at the same time, it was easier to get them out. And Celestia knows, he needed to get them out and back after he was done. While his father might not notice a missing one, Timber knew his mother’s keen eye wouldn’t overlook something like that.

The puppy had lifted her head, looking at the toy curiously. A curiosity the colt shared as he grinned and pushed the bullet against her folds and then pressed in.

Wolfie gave an excited yip as the toy vanished inside. And it was only the first as he had five others. One after the other he plopped them in, the puppy’s rump wiggling almost impatiently after each light feeling of ecstasy that was running along her spine. It was teasing and Timber felt a bit apologetic about it, though he knew, or was sure at least that it would pay off in the end.

After he was done he switched her around, so her head was hanging from the edge of the couch. The puppy wiggled some more, seeming a bit impatient but he managed easily enough still. Then he leaned over her body and laid the remotes on her belly. During that his cock flopped on her snout and he could feel her sniffing his scent in deeply.

A pleasant quiver overtook his body. Even more so when she leaned her head back and sniffed where his shaft and his balls connected.

“A-Ah, Wolfie!” he moaned out in clear arousal as she teased him back. A tantalizing feeling, albeit he knew it could be better. There was a better feeling waiting for him. A feeling he really wanted to feel, so the colt pulled back until the top of his cock was bumping her muzzle. Wolfie instantly lapped at the tip. Though even with this distracting feeling Timber concentrated on his goal.

“A-Alright Wolfie. I want you to open your muzzle wide. I will push my cock into it. And we then go from there. I will be careful and will also make sure you will feel good,” he promised the puppy.

She had stopped her lapping but seemed a bit confused by it, making him wonder if he should have showed her the picture from the magazine more. It was too late for that now though, seeing as they were right before starting it off, with his cock firmly pressing against her snout, so Timber just turned on the first bullet vibrator on a medium setting.

The little pink toy came to life only a split-second later and he could hear the soft whirring as it vibrated the puppies insides.

A surprised and blissful yip escaped her as he felt her mouth opening up, so Timber thrust softly into it, as to not surprise her too much.

Wolfie seemed surprised by it, but thankfully didn’t bite as she felt the salty piece of horsecock sliding over her leafy tongue.

The brown colt groaned as he felt the confines of the puppy’s mouth. It felt quite nice and only would improve with his movements.

This didn’t mean that he forgot about his marefriend’s pleasure as he turned on two more bullet vibrators, before he started to move his hips.

Muffled yips escaped the small wooden wolf beneath him, the vibrators massaging her velvety insides as her mouth was skewered with his tasty cock. Her tongue lapped by now keenly along his cock, Timber grunting from the additional stimulation as he got into a rhythm that quickly increased as he yearned for more and more of those feelings. At the same time he turned the remaining two vibrators on, giving the puppy even more pleasure as a reward for her diligent tongue work.

His balls slapped against her forehead wetly as he felt the drool and pre run down along them. He noticed that the forehead seemed anything but smooth, which made it a bit uncomfortable. Then again, from cuddling with her he already noticed a few rough spots. It was something he had to address in the future in case he didn’t find a solution for it. A solution for later as now he only focused on the blissful feelings the puppy’s maw was providing.

Muffled yips could be heard every now and then, but Wolfie didn’t make any attempt to push him off as she was too blinded by her own pleasure and the delicious taste of his cock.

While Timber didn’t look down he was sure that the puppy’s face was a wet mess, much like his balls and thighs were as he felt it spreading. Though the messy feeling had its own allure. It showed a needy eagerness and passion as he was humping the small pup’s face. Not to mention Wolfie’s juices running down on his couch. Something Timber overlooked in his highly aroused state, or simply didn’t care for as he just wanted this to go on. To feel more of her mouth. So much that he upped the intensity of the bullet vibrators and thrust his cock in deeper at the same time.

He could see Wolfie’s body trembling, her juices spraying from her hole as she was wracked with a mind-shattering climax. Timber groaned as he shoved his cock down her throat, making him wonder for a split second if Timberwolves had lungs and needed to breathe. A thought that the pleasure quickly shoved out of his mind as he started to roll his hips, pumping his dick in and out of her gullet.

Wolfie didn’t seem to mind or notice as Timber was playing further with the remotes, switching up intensities of the different bullets and making sure she was always stimulated. Though erratic as he was more focused on fucking his little puppyfriend’s face, it still provided ample stimulation for Wolfie as she continued to take it.

Wet slaps could be clearly heard echoing around the room as they both went at it like rabbits. A horny haze over the both of them as they tried to coax out as much of the situation as they could.

But as horny as Timber was, he didn’t last too long. Already the pleasure was reaching the point of no return, his balls already readying their payload.

Just as he felt like he would cum, did he turn all vibrators to max. Then he groaned out loudly. A cute lightly high-pitched thing as he was flooding the puppy’s neck and filling her stomach. He quickly pulled back enough, so that the next spurts went on her tongue, dripping down to the roof of her mouth. Wolfie being hit by another high still licked the tip and the cum from it keenly as if on instinct as her juices gushed from her canine twat.

Once he was empty did Timber pull out and turn off the vibrators. He slid off her head and his plot landed on the ground, his forelegs propping him up as he panted. Wolfie did the same, a bit of cum running down from her upside down nose, though she licked it up quickly, before it could drip down.

“T-That was something,” Timber said with a smile.

After a minute of sitting he stood back up and walked over to her, though he winced as he noticed the sticky mess on the couch.

“Ooh. I didn’t really think that far,” he replied sighing. “I can manage though. They are gone the entire day. So, cleaning up and having it dry will go easily enough in that time.”

He then grabbed onto Wolfie, turning her around to pull the vibrators out. He looked at her puffy pussy, feeling quite tantalized with it and just how wet and hot it was. His cock was retreating, but now came back in full force, throbbing once more. Almost painfully so.

“Maybe pulling them out and, if Wolfie is alright with it...wait...do I have to pull them out while doing it?” he wondered.

Thinking about it, it certainly sounded fun to stir up her insides while the vibrators were still inside and vibrating. The cords were long enough, so that should work out as well. A silly little idea, but one that was promising to him. A little bit of experimental fun.

He leaned over her body, his rock-hard shaft laying against her pussy and on her belly.

“So Wolfie...would you like to go another round?” he inquired, his head close to hers.

The puppy’s answer was a lick to his snout.

Timber pulled his head back, shaking it a little, but smiling nonetheless.

“Well, that does sound like a yes to me.”

A happy yip followed which also indicated another possible yes to him.

He leaned over her once more, aligning his throbbing shaft right with her slit. Then he pushed in.

Her pliable pussy lips gave way easily. It felt like her orifice was actually getting used to this insertion. A nice thought as it made him feel closer to her. As if he was leaving an intimate imprint in her form.

Wolfie panted, wiggling her cute little butt as she felt the pillar of flesh invade her before starting its thrusts. The colt could feel how he was pushing the vibrators deeper inside. It was an odd feeling, but not a bad one.

Once Timber settled in his movements did his hoof reach the remotes and turn on one vibrator after another. His hips jerked as he felt the vibrations along her walls and each time his sensitive tip was hitting one of the bullets.

The puppy beneath him yipped noisily, her wet nethers drooling as he was skewering and using the toys on her. She was still sensitive from the fun prior, and the additional pleasure was just driving her on more and more.

She practically came in no time, her pussy clamping on his dick and making it harder for Timber to continue, though also giving him more ecstasy all the same.

Moans were leaving his lips as he carried on, his flat-tipped dick hammering into her relentlessly, trying to coax more and more pleasure out of the fleshy hole. Or as fleshy as a Timberwolf’s pussy was.

His hoof reached for the remotes again, turning the toys up even more. He felt her walls vibrating with its power as he felt her contract more around him. Wet squelching sounds echoed around the room as he dove into that soaking honeypot repeatedly.

The only thing that stopped him from cumming right then and there was the fact that he had emptied his balls not too long ago. Though even then he was sure he wouldn’t hold out that long against these new and intense sensations he was feeling.

Wolfie herself was a quivering mess, the pleasure constantly wracking her body as she was thrown into another climax. And probably not the last one either if they continued any longer.

He felt her pussy juices splashing on his balls, tingling them with their hotness and stickiness, before they also were running down his thighs and legs. His fur was probably going to be a real mess once this was over. Still, the feeling of her lust running down his legs and along his orbs only aroused him even more.

His cock head was practically leaking its pre freely, and with how he felt the ecstasy building again inside him, he was about to blow once more.

His rhythm became more erratic, faster and harder as he did his best to plunge as deep into her as possible. Wolfie herself appreciating his eagerness as high-pitched yips were escaping her muzzle.

She came once again, another rush of her juices bathing Timber’s genitals and legs. The colt moaned loudly, his back arching as he felt himself push past the point of no return.

He fucked into her a few more times before burying all he had into her and just letting loose. His shaft instantly hosed out his rich payload into her, filling her up with his white seed.

This was bliss. And with how he felt Wolfie’s snatch hold onto him, he was sure his puppy marefriend felt the same as he just let go and enjoy these moments, with his cock pulsing inside her.

After he was done and he turned off the vibrators he flopped down on top of Wolfie. The puppy didn’t mind, as tuckered out as she was. They both laid there for a moment until Timber pulled out and rolled off of her. He could hear the distinctive sound of his cum splashing on the ground.

Normally not a bad sound. If he was in a bathtub with her. But they weren’t, meaning that a major clean-up was in order, once he caught his breath.

Both of them laid there for about twenty minutes until Timber stood up with a groan. He knew that if things got too dry it would be harder to take care off.

But first off he pulled the five bullet vibrators out of Wolfie, the pup trembling from the light pleasure it brought her. The toys certainly were quite smeared with his cum. Might as well start there.

So, with that in mind he started. Overall it took some time to scrub the floor and then the couch. He thought about letting it dry, though then decided to use a blow dryer just to speed the process up. Before that however he took a bath with Wolfie first and made sure to clean the cum out of her with the faucet on pussy method he had used the last time.

...Wolfie really liked that method.

Timber was glad once he sat on the couch, a blow dryer in hoof blasting its relaxing warm air onto his damp fur at one point and then at the wet couch spot at the next.

He really liked the warmth of the blow dryer. It was quite enjoyable and made him feel happy. One of the simple joys in life one could say.

Cleaned toys and magazine were brought back to his parents’ room, leaving him with the rest of the day to simply relax. He gave Wolfie some water which she absorbed and then asked her if she wanted more fish.

In his personal opinion she was intelligent enough to get that after all. Wolfie however didn’t seem that interested. So Timber took her outside to play in the sand and the rest of the garden. There was no danger of his parents coming back before the evening. Nor was there the chance of any strangers or neighbours seeing them with the wall around their property.

‘I really wonder why she isn’t eating that much. Yesterday the fish she only ate reluctantly. Does this mean she needs more water than actual food? Maybe that makes sense if she is more part tree than wolf?’ he pondered as they played outside.

He was just getting up on the tree to the window of his room with her. Wolfie eager enough to run forward and take the lead.

As she did so, one paw slid off the branch.

“Wolfie!” Timber called as he saw her plummeting down. Not the biggest plummet, but still worrying him as he quickly climbed down to her downed form after she hit the ground.

As he walked up to her he turned her around, noticing her entire front leg being broken off. Something that made him panic.

“Oh, no no no no no!” he said frantically as Wolfie looked up to him, not seeming all too panicked. More nervous at his reaction.

Then a green glow pulled the limb back to her, connecting it again, making Timber gawk.

Now that he thought about it, he remembered that there was something about fallen pieces realigning in that short entry in a book he once read.

Wolfie was already back up again, tilting her head slightly worried as Timber sighed in relief and hugged her.

“Thank Celestia, you are alright!” he told her, hugging her for a while before leading her in through the normal door.

“You got me really worried for a moment. But I guess I should have better remembered that information on Timberwolves. You don’t seem to feel any major pain from it too, do you?” he wondered as he looked at her. Wolfie giving a simple yip in response as they entered his room again.

He closed the door and walked over to her, looking over her leg.

“...Now I wonder if you can take off your limbs to make yourself smaller. That way I could take you more easily with me to school,” he told her.

They both got up on the couch and the colt took her front paw in his hoof.

“Do you mind if I try and remove it?”

A yip followed, and he took it as permission. He was hesitant as he grabbed the leg, only pulling on it lightly, as if fearing to hurt her. Understandable of course as normally, removing limbs was a gruesome thing for ponies as well as any other race he knew about.

Then much to his surprise the leg detached from her body, albeit it wiggled a bit a moment later, showing how Wolfie still had control over it.

Timber stared at it quite fascinated.

“We really have to look deeper into this! I want to know how much more can be done!”

With that said, the colt spend the rest of his day experimenting and having fun, before tiredly falling asleep, already having forgotten the possible trials of the next day.

Author's Note

More of a filler chapter, though it does have some relevant plot points.

Also I drew Timber's parents. In case anyone missed the blog post:

https://www.fimfiction.net/blog/881232/timberwolf-puppy-love-presents-good-fortune-and-wood-chuck

Chapter 5: Avoiding the Cop, and that with Clop

Monday

Timber stood up early. He went to bed early the day before and for good reason. That way, while he was still tired, he wasn’t as tired as to fall asleep again.

He had to get ready for school as today was the day. Yesterday he was thinking quite a lot on how to deal with Wolfie and what the best course of action was. Like the thought of taking her with him to school.

Luckily his experimentation helped in that regard. He could detach all four of her limbs to make the bulge in his saddle bags less suspicious. After all it was easier to see four legs standing in said bag, compared to having her torso and head laying in said bag.

Seeing the time he wasn’t quite hungry and yet he decided to go down for a quick breakfast all the same. It was important for him to just get that out of the way. And maybe it would get rid of the nervousness too?

Thinking on it, the week has been rather crazy. Rejection and resignation being quickly replaced by eagerness and joy. He felt like he learned more in the past few days than he ever did before as living with Wolfie was quite something. And now he had to go back to school. A school with a certain filly eager to arrest him...

Though the chances were high that Zippowhirll has forgotten about his transgression, which she surely has! Nopony after all really remembers their first kiss, seeing how fickle a thing it is!

The colt nodded to himself rapidly.

“Yes, definitely.”

So he only would have those two to worry about.

‘Just going to school. Going to my seat. Everything is normal and well.’

Down in the kitchen, his parents weren’t there, which was normal. He was old enough to wake up on his own and prepare his own breakfast after all. The steps made up to the stove were proof of that, in case he felt like having scrambled eggs.

And today he sure did feel like it. A bit above ten minutes later and he had the eggs done with some vegetables mixed in and two slices of toast to the side. He ate it right up and quickly made some sandwiches for school and grabbed a juice box before going back to his room to prepare everything for the day.

Checking his saddle bags was important, making sure they held everything. Not to forget to load his food and drink up onto the other side with his school supplies to make room for Wolfie.

‘She is going to stay there for the entire school day, not counting breaks…’ he mused, his gaze intensifying as he spotted a possible problem.

He quickly trotted into the bathroom and grabbed the nearest towel before getting back. He folded it so it was thick and long and then laid it right into the empty bag of the saddle.

“That should help. I imagine it might be rather uncomfortable just for her to lay there. Maybe should add something too. A toy? No...if she is loud that is going to be a problem. Should I let her out of the bag and go into Whitetails before heading into the classroom? Too risky if she wants to get back to me before break.”

It was annoying as much as worrying. Luckily Wolfie was exceptionally well-behaved and did actually hold still and keep quiet when told to be. So there was a good chance that she would just sleep the time in his school away.

The colt chuckled. “Wish I could do that.”

He lazed around a bit after he was prepared, still having enough time before he had to go. So he decided to cuddle with Wolfie while playing a video game.

He nuzzled her wooden cheek. A thing that was much smoother compared to before, seeing how he actually made some slight changes. He used sandpaper to sand off some of the rougher parts of her wooden skin. He noticed it while having sex after all. And seeing how detaching limbs seems to not cause her any harm, he was thinking that smoothing out a few bumps here and there would work the same.

And it did.

“The smoothness of wood,” he couldn’t help but sigh dreamily, at least until his nose scrunched.

A foul reeking odor was hitting his face and he turned his head to the puppy next to him.

“Geeze, Wolfie. Your breath stinks,” Timber noted, grimacing. Not quite to the point of gagging, but it was close.. He felt like he had somehow smelled it before, albeit much less pungent. There was something that was nagging at the back of his mind about this, but for the life of him, he just couldn’t get what it was.

“Don’t tell me you are developing a Timberwolf breath now? I sure hope not. The ones of the adult ones is so strong one can make it out from a distance...which would be really bad.”

He powered down his console and looked at her, thinking.

“...Let’s brush our teeth. You need that definitely. Maybe it will stave the worst of it off until I find a solution.”

He hurried to the bathroom and Wolfie followed along after he called for her to follow.

Brushing her wooden teeth was...a task. Wolfie sadly didn’t feel like holding still for it, instead licking the toothpaste off her teeth, eating it. While that did spare him the breath mint for her, it was quite stress-inducing to continue to brush her with her tongue constantly getting in the way. Though at least it solved the problem of her breath...temporarily.

And still, temporarily was enough for now. It would give him time after school to think on it. The next mystery of timberwolves. In all actuality, it did excite him a little. It excited him to find out more about the wooden organism that was Wolfie. She is a treasure box of surprises. Good and bad. And he just wanted to know more.

Then as it was time to go, lunch and drink packed, he disassembled Wolfie’s legs and lifted her body into the back. The legs were put under the towel, keeping them in place until he would need them for her again. He then went over her with his plans, telling her the command to play dead and hoping it would stick.

After that he put on the bag.

It felt like his saddle bag was a bit unbalanced on one side, so that he had to set them back down and put two books at the free space Wolfie wasn’t using to rest. There was no need for him to get any strange looks because he had to constantly balance himself with his saddle bags, lest a pony wanted to be helpful and offer to show him how to sort his saddle bag properly.

With that settled and the bag lifting anew, he made his way out of the window and along the branch down into the garden. Once on the grassy ground he rounded the building to the left and walked past the back of it. He could see the large glass with wooden framing sliding door that led into the living room with a patio. Something his parents wanted to actually extend to a winter garden at some point.

Once he neared the corner of the property he was in front of a patch of bamboo. A new wood, imported from the east. His parents were looking into its properties and decided to plant some at home for research and development, so they can also interact with it in their free time.

A wood that was a grass, which then was growing tall. The latter aspect was where its true use for Timber was hidden. He clamped onto one thick halm that was right by the wall and then climbed upwards.

“Up we go,” he told Wolfie, as he huffed and breathed. A bit of an exercise to be sure. But he wasn’t weighing too much as a young colt, so it was manageable.

Once reaching the height needed he quickly jumped onto the wall and hopped then onto a neighboring thatched roof. The soft hay felt good under his hooves as he walked onwards and over the building to the connected next building.

Some would call this a strange way to travel. Some others would probably admire it. Timber for himself liked it because it was a clear shortcut, seeing as the street would turn a corner and he could simply avoid that corner to by moving along the different houses.

But also there was a fascination in doing things like this. A sense of adventure. He was a fan of stories like that. Many RPG’s had heroes travelling and exploring the farthest reaches of Equestria and beyond. There was a deep satisfaction in trying to mime it, if only by a little. Luckily his grandfather was fully supporting it. Then again, his grandfather was rather harsh too when it came to physical activities and morning training.

His father was more meh about it, not minding it in the slightest, while his mother was the opposition, which probably came as no surprise.

In the end they came to an agreement. He only was allowed to go specific paths like that. And if ponies discovered him and scolded him, his parents knew about nothing.

A fair deal in his eyes as he now clamored down at an alley that had plenty of crates piled up high.

He was now by the edge of town. The school was only a bit further.

The colt casually trotted up. A normal gait, for a totally normal colt. He was a background pony for all in his mind. No pony others bring attention too. It was an easier life, so he had embraced it. So with that experience in mind he faded with his normal blandness into the background as he trotted along the fence and to the opening into the school yard.

Already colts and fillies were gathering here and there. Be they Twist, Snips or Pipsqueak.

“Now, now. Look who decided to come into school today!” a loud, familiar voice exclaimed.

Timber looked to the side, a certain pink filly with well coiffed mane and tiara standing by. She looked on haughtily and in a commanding tone.

Diamond Tiara.

The filly that had dumped him.

And then there was Rumble, standing right beside her. He looked confident, same as Diamond Tiara.

The foals that had betrayed him.

He looked at them as they awaited his reaction.

...And then he nodded to them in greeting with a neutral expression and walked right past them.

Some might now wonder how exactly he managed that feat. How his heart wasn’t tearing itself to shreds at the reminder of this betrayal. At the reminder of his broken heart. The colt probably would agree as well. He should have more of a reaction, shouldn’t he? But then again, he doesn’t feel his heart tearing. It wasn’t in need of a repair. He had a marefriend right by his side, just like Rumble did.

It was such a small thing, however it was all he needed to know, surprising as it might have been to him.

His heart was full of love and excitement with Wolfie by his side, so there was no reason for him to look back at an event that actually did help him find Wolfie.

An event that might as well have been a joyous occasion now.

This didn’t mean that he didn’t feel any painful sting at all. Of course he did. But that particular sting had nothing to do with romance. So as long as he pushed that particular can of worms back and concentrated on Wolfie instead, he felt like he would be fine.

So he walked by them, to their utter surprise.

They stood there dumbfounded for some moments, blinking as he simply made his way to the building. Then Diamond Tiara’s head swelled red in embarrassment and rage.

“WHERE DO YOU THINK YOU ARE GOING?!” she screamed after him, stomping loudly in his direction.

Rumble following silently behind, eyeing him suspiciously.

The brown colt turned, his eyebrow raising in surprise.

“Um, yes?” he wondered, but felt a bit anxious as she was drawing attention. This really was something he didn’t like about Diamond. She was always so loud and so eye-catching. She was in a way the opposite of him and yet they actually got along.

Timber winced. That was something he didn’t want to remember. It was over.

‘Yes. And it is better if it stays like that. I don’t need this,’ he reaffirmed as the filly and colt positioned themselves before him.

“What do you mean, um, yes?! Don’t you have anything to say about this?! I dumped you! For a much better experience!” she said, seething.

So loud. Timber was tempted to say he actually replaced her with something much quieter and better as well, but held his tongue. He knew that would only make her even louder and his ears were already ringing.

‘Now what to say to defuse the situation?’

“Uh….congratulations?”

That was apparently not the right thing to say. Her head got redder and he could hear a certain tea kettle kind of noise coming from her. Not unlike Zipporwhill’s. Only he doubted Diamond would actually run away.

Timber cringed back, bracing himself for the oncoming storm, but then… a filly jumped down from the tree close by and in front of Timber.

She stood on her hindlegs and looked at Diamond with a no nonsense expression.

It was none other than Zipporwhill.

“Now then. You are drawing quite a lot of attention. Loud screaming is forbidden inside school, except for emergencies. Rule #7. Not to mention intimidation and harrassment is against Rule #3. Now if you don’t have any viable reason to behave in such a way, you should step back, unless you want to get arrested,” she threatened, donning a pair of hoofcuffs.

Diamond Tiara growled. Timber was seriously thinking that Tiara would jump Zippo right then and there, consequences be damned. Especially since her mother is on the school board and consequences therefore would be minimal anyway, though she turned around and stomped off.

“We are getting out of here, Rumble!” she announced angrily as she headed for the school building.

Rumble hesitated for a moment to look at the two with some recognition before following along.

Our background protagonist for once was grateful for Zipporwhirll’s interference. While he actually had planned to avoid her, it was good to actually have her there in these trying times, though it did make him wonder why Diamond got angry about him in the first place, considering that she was the one that dumped him, not the other way around.

Of course this now left him with Zipporwhirll. The filly he had inadvertently kissed two days prior...yeah, he best should try to get tartarus outta dodge.

“Thank you for your help. I will be off then,” Timber told her quickly, before turning around, hoping to avoid switching up one bad situation for another, but considering as soon as he turned his back, he was the one that was jumped, this wasn’t going to happen.

“Oof!” the colt exclaimed, feeling the filly on his back as he fell forward and flat on his stomach.

“Not so fast, buster!” she told him. And as he looked back she glared at him.

He shuddered. Not from the glare but from having a filly sitting on his lower back. He could feel her puffy pussy lips pressing against him once more. It was warm.

“I-Isn’t that against Rule #3!” Timber quickly breathed out, hoping to calm this new situation down.

Zipporwhill actually mulled that over for a moment, her cute plot shifting on his body.

‘D-Don’t think of her as cute!’ he admonished himself before feeling her leaning backwards slightly.

It was an opportunity. And while Timber normally wasn’t one for brash actions he was more than willing to take it now. So while she was unbalanced he lurched forward, quickly standing up and making her topple backwards and off him with a surprised squeak.

Then Timber ran, instantly heading into the school building and to the safety of his own desk. She couldn’t pull this with Cheerilee in clear view.

With a sigh of relief he sat at his desk. Though then he remembered Wolfie. He looked into the bag, making sure she was alright after his meeting with the grassy ground.

She stared back at him curiously. Good thing Zippowhirll didn’t hit her while tackling her, but he needed to be more careful. If she managed to hit her and Wolfie cried out...that would be a problem.

But he was safe! Here was the safe haven!

...Until break that is. Timber groaned and smacked his head into the desk. He had hoped this day would be easier.

Three fillies stared on at the events that had just been happening..

“Aww! We were upstaged!” Apple Bloom said dejectedly as Sweetie Belle patted her side.

“Maybe...but do you think we should have stepped in with Zippowhirll after she dealt with Diamond Tiara?” Sweetie wondered.

Scootaloo scoffed, “Oh please. They were just roughhousing a bit. And Timber actually...looked disturbingly happy with her sitting on him...huh…” the orange filly stated in a moment of realization before pressing on. “Though I am surprised that he is such good friends with her. Or that he isn’t a part of Diamond’s entourage anymore.”

Apple Bloom stuck out her lower lip. “Still would have loved to be the one to stand up to Diamond again. It is kinda our thing, ya know?”

The orange filly simply rolled her eyes. “Mare up, Bloom.”

Math.

Good, boring old math.

While it might have been an important staple for wood business, there were also enough things he felt he didn’t need from it. Pulling roots and the like. After all, no one would cut a plank with the length of the root of 2 meters.

Sadly, today was such a day. So he was forced to stay awake in his seat. Good thing he had secured a seat in the last row, by the window. Not many foals or even the teacher near him. A nice hidden place.

Thinking about it, rather than doing math he would like to ‘play’ with Wolfie.

A smile tugged at his lips at the thought as he remembered their improved oral session.

Though then he remembered his encounters with Zippowhirll. Her soft lips, warm fillyhood and small teats.

Quickly the muzzle of Wolfie was replaced in his mind with Zippo’s own alluring muzzle.

Timber suppressed a groan as he glanced at the filly that sat in a row in front of him, a seat to the right.

She had glared at him defiantely as she sat down, but right now he actually liked the proximity as he eyed her cute plot and swishing tail. He was so glad that the chairs had this large gap between the seating area and the back. For him it was a Celestia-sent in this moment.

Seeing the cute curve of her ass as her tail moved about made him have very graphical thoughts. Graphical thoughts that stirred something in him.

Mainly his cock twitching out of his sheath.

Timber’s face lit up as he stiffened, both body and cock.

‘I-I probably shouldn’t think of another filly with my puppyfriend right by my side. To be fair though...herding is a sought after option with the high female-to-male ratio...what am I thinking?!’

He shook his head. This was bad. He was hard and that in the middle of class with the clear desire to, as his mother said, couple with Zipporwhirll.

With his dick like this, he couldn’t really concentrate on class.

It was then that a thought formed in his mind and he slowly moved his saddle bag under his desk.

‘I-I know I shouldn’t be doing this, but I have no other choice,” he said, placating himself, or maybe one could even say making an excuse as he opened the bag.

He made sure no one was looking and that the teacher was still busy before looking inside. The puppy looked curiously, but before she could make any noise he put a hoof to her snout shushing her. Then he grabbed his cock and slowly sunk it into the bag to Wolfie.

Strange as it was, she seemed to understand well enough as she didn’t even hesitate to lap his shaft like a lollipop. Timber shuddered as he felt her leafy tongue run over the surface of his sensitive tip, giving it a nice and thorough tongue bath. She followed this by going over the rest of his cock as well, slathering up his side.

It was nice, but it was also for him just foreplay, seeing as he did experience the inside of her mouth before. However for now it was more than enough as he simply enjoyed letting Wolfie attend to his rod. He felt it twitch eagerly at the attention, leaking a bit of pre. Pre that was instantly licked up by her.

His cheeks flushed a bit as he had the bag pressed between his legs to have it lifted up constantly, so that he could shove his cock into it.

By now he had his gaze fixed back at the blackboard. Nonsense math actually made a lot more fun with Wolfie having some playtime with his dick.

His gaze then went back to Zipporwhill’s plot. Something that seemed to even enhance this further.

It actually reminded him of his father in this moment. He also loved to look at mares’ plots. Something Timber didn’t understand until now. He only knew that his mother thought that this behavior was bad as she often swatted the back of his head whenever she caught him doing that.

Though now he could understand him. He now saw the beauty in a well-shaped rear. The sexual attraction it offered.

From this angle he could even see her puckered ass. It was a curiosity that drew him in, seeing how Wolfie didn’t have it. How would it feel? It wasn’t wet, but from the magazines he had gathered that one had to prepare their cock for that particular hole because of that aspect. It certainly looked tighter than a normal pussy.

A groan almost escaped him, making him aware that he needed to be careful now, though it also brought something else to the forefront.

He couldn’t wait any longer.

If he wanted to not get caught he had to step up his game and finish this up fast. And the eagerly licking tongue of Wolfie wasn’t enough for that.

So he used his hindlegs to bring the bag closer, while using his front hooves to adjust the puppies head. Confused at first, she soon had her snout in the perfect angle.

Timber pushed into her.

Understanding dawned on her, or he assumed it did as he was now shoving his full length into her hot maw.

He muffled any sound he could make against his hoof as he felt how nice her mouth and throat were wrapping around his shaft. This was what he was missing. This intimacy was something he would never get tired off.

How could anyone get tired even of such an amazing feeling?

His eyes wandered back to the filly by now...and she stared back.

Seeing this, his heart practically leapt in his chest and he had to gather up all the willpower he could muster to not jump out of his chair right then and there.

And yet, he used his hind hooves clamped on the back to move the puppy’s body along his cock, using her like a fleshlight as Zipporwhill was suspiciously gazing at him.

He gave her a polite, albeit shaky smile, his eyes drifting to her ponut once more.

She noticed.

Her eyes followed his trajectory and her face heated right up as her tail tucked firmly to conceal her more appealing sides.

Then, as if to make sure, she pulled the loose tail up on the seat of her chair, so she was sitting on it.

After her modesty was secured she shot him a glare.

It only caused a pleasant shudder to shoot down his spine...in an oddly satisfactory way.

With how titillating the situation was he increased his pace, bobbing the small head up and down on his own head.

The wet tongue sliding along the underside of his shaft as well as her contracting gullet made a sound home for his by now completely slobbered up dick.

It was a bad idea. He knew it. Just to masturbate with Wolfie, while intentionally ogling the filly that wanted nothing more than to jump the small distance over and strangle him. Still, he couldn’t stop, only go faster as his cock was like a leaking faucet, filling his puppyfriend up with pre.

Zipporwhill seemed confused by his intent stares, seeming a bit coy even. Nothing that lasted long however as she was steeling herself. And that suited Timber just fine.

Her suspicious face melted with his imagination, the filly seemingly displeased as he was taking things into his own hands and fucking her cute little muzzle with wild abandon.

This time he didn’t care to stop these thoughts. He embraced them. Those pouting lips looked so soft…

A soft filly head to just help him out. She would be interrogating him and he would try to withstand her, trying not to spill the beans...or something else as she was doing her best to convince him.

‘I-I can’t tell you,’ he thought breathlessly, feeling himself heating up.

In response she would just be more vigorous, milking him for all he was worth, just to get the juicy information out of him. His secret.

Her mouth was so wet, he just couldn’t hold out for much longer!

Then her eyes lowered. And while she couldn’t see beneath the table, she noticed his peculiar movements overall, as well as a hoof that wasn’t resting on the table…

Her jaw hit the proverbial floor, her ears steaming as her head was completely red.

‘S-Soooo cuteeeee!’ he screamed in his mind, his cock twitching as his balls contracted sending out his load.

Wolfie took it dutifully as Timber was staring at the cutely shocked and highly embarrassed face as her eyes travelled again and again to the area where his crotch area would be, if it wasn’t blocked by the table.

The obvious stare made him cum even harder. She knew that he was doing lewd things! And right in this moment he was very tempted to just pull out of Wolfie’s throat, just to spray over her cute little face.

Nothing he would actually pursue of course. He just continued to soak her appearance in. That tiara on her head was pretty cute too…

‘I-Is it bad that I am falling for the filly cop that is after me?’ he joked, albeit not sure if he was at least half-serious.

A light chuckle escaped him. Nothing too loud, but loud enough for Zipporwhill to hear.

She instantly snapped to attention, and with a breakneck speed turned her head to the blackboard, acting as if she had never watched him in the first place. Though her tail had shifted back out from under her, letting it flop back to the ground and giving him a better view of her.

He felt his shaft throb one last time at the sight before shrinking back into his sheath.

‘I-I wonder if mom will smack my head too if she notices me staring at random filly plots,’ he thought, trying to get his breathing back under control.

‘Well, if anything, she won’t if I stare at Zipporwhirll’s-’ he said, before his brain caught up with his thoughts, ‘Celestia-dammit!’

Let it be known that Timber was not one to swear normally. Not even in his thoughts. His mind was clean, innocent...or used to.

Timber wasn’t sure how to feel about that.

On one hoof a less innocent lifestyle had too many perks to dismiss. On the other, he always was the good background colt. The colt that got encouraging headpats for his unblemished behavior.

‘Then again, maybe all of this is part of growing up?’

A valid thought.

‘Or maybe it is the stress.’

Another valid thought.

He shook his head lightly. New things were always accompanied by something uncomfortable. He knew that. Every new town was like that, just as his first day of school. Things that are new are chaotic in a sense. It can be exciting since you don’t know what happens, but also nerve-wracking.

By now school is routine, so he didn’t even bat an eye. He had gotten used to it. So in a week’s time he was sure things would be alright. Routine would be established, knowledge gathered and things would calm down. For now, he had break in a minute. Wolfie is in the saddlebacks, resting peacefully, his cock is back in its sheath and there was a filly shooting him glaring glances as well as at the clock.

She was so going to stalk him in the break to arrest him.

Timber wondered if a restraining order was an option for her.

“Just survive the day,” he murmured. One day school, is one day routine which will automatically make the following day double as easy!

The math checks out.

And then the bell rang.

Zipporwhill jumped up from her seat, her wings fluttering, but Timber was faster.

His rapidly beating heart made him grab his saddlebags and jump through the hastily opened window.

The filly flew for it, but Timber quickly snapped it shut, making her head smack against the glass.

He winced from the painful sound.

“...I don’t think that will lighten my sentence.”

After saying this he instantly shot off. He wasn’t about to stay and check just how mad she was. He was no stupid colt after all.

It was good that they had Whitetail Woods located this close. Heck, they had plenty of trees and bushes that were leftover from when they had shortened the barrier of the woods. And those many bushes and trees that stood around now, a small forest of its own one could almost say, where the perfect hiding spot against flying law enforcement in the form of an overzealous filly.

Once he was secure surrounded by the bushes right next to the school yard he breathed a sigh of relief.

That filly was like a bloodhound. Can’t she just forget about the kiss and his more than dubious behavior?

“She is too curious,” he bemoaned, flopping down on his back after getting out from his saddlebags.

“You can come out Wolfie,” he told the puppy as well.

Couldn’t let the poor thing just stay stowed away like that.

Wolfie certainly didn’t wait, as she had instantly reattached her limbs and was running out of the back and outside. She clearly needed this movement, which was alright for Timber. He for one needed a break, so she can hop around.

He just motioned for her to be quiet as he let her have some free movement.

His back rested against a tree as she closed his eyes for a moment. It was just what he needed.

“Get out here, Timber!” a shrill voice demanded, startling him from his rest.

It was relatively close to the bushes. Practically in front of it. And the voice was unmistakably Diamond Tiara.

Not really a surprise. They knew each other for some time, so she was aware that he liked quiet places.

Still, it rattled him. To the core. He didn’t like such complicated situations and just wanted to be alone.

Yet, he knew better than to ignore her. Not to mention that Wolfie was playing around, so he couldn’t afford her to step closer.

With that in mind he stood up and stepped out.

He winced, seeing the two again.

“Yes?” he asked, hoping to get this all over with quickly.

Diamond Tiara pressed her body into Rumble tightly, caressing his chest with one hoof.

“So you won’t run away this time? That at least this makes it easier for me,” she plainly told him, seeming smug.

“I have no reason to run.”

A vein popped up on her forehead.

“Liar! You must be quite jealous after everything! Trying to ignore me! Trying to act like you stand above me! As if you didn’t even care about m-” she said, before cutting herself off, a bit taken aback by her own words, before quickly continuing “Don’t get cocky Timber! Just because we were friends prior!”

He actually flinched at the last sentence, making the pink filly smirk softly.

“So you do care, after all. I’m glad.”

She then huffed.

“Now, seems like I hit a nerve. Don’t think you were ever in the same league as me! So what if your parents are supplying my father’s shop with some of your wares? It still means that your daddy is working for my daddy! You are, at best, working for me! And you best never forget this. Do you finally get that?!” she shrieked at him, moving forward and then pushing him.

Timber, being blindsided by the action, toppled over, hitting the hard ground.

He turned his head, looking up to her, wondering how he could ever have misjudged her, or Rumble.

It wasn’t fair. This wasn’t what he wanted. Where did he go wrong?

He actually felt like tearing up at this point as she looked down at him sternly.

Timber just laid there in resignation. There was nothing he could really do about this.

“Justice KICK!”

Then suddenly a pale beige filly kicked Diamond Tiara aside.

The pink filly yelped as she hit the ground. Rumble was next to her in seconds, helping her up, before glaring at the filly blocking their path. Diamond did that same as well as none other than Zipporwhirll stood protectively in front of him once more.

“You again! Why do you keep interfering! This is none of your business you justice nutcase!”

Timber expected the filly to shoot back with just as much ferocity. But she didn’t. Instead there was a strange calm and seriousness to her voice as she faced them.

“Oh, but it is,” she started slowly, her eyes flitting back to Timber with an encouraging grin before glaring lightly at the duo. “Because I am his marefriend!”

Chapter 6: Lessons learned, lessons shared

“Because I am his marefriend!”

It was a loud resolute shout which echoed loudly and proudly through the school yard. A shout which seemed to rattle any foal nearby..

‘Harem ending?’ Timber couldn’t help but inwardly joke at the sheer ridiculousness of the situation. There was little else to think for him as his mind crashed and burned, reeling from whatever was happening.

‘Didn’t she want to arrest me?’

Diamond Tiara was startled as much as him. She looked...almost horrified at what she heard, before it settled back on rage.

“You are obviously lying!” she accused Zipporwhill, but the filly stood strong, with her chest pushed out proudly. “I just broke up with Timber on Friday! A few days ago! This is such an obvious and laughable lie! Especially since I have never seen you justice nutjob anywhere near him! And I have to know it as I was always near him! So when would you have even had a chance?!”

The pink filly panted as she got her tirade out, seemingly exhausted from always being angry...or just being exceptionally angry today. This was just as bad as when he first met her.

“I did on Saturday. He invited me up to his room. Just the two of us by our lonesome and he…” Zipporwhill paused, her determination waning as her head blushed and she lowered her gaze, “k-kissed me.”

Timber gave a startled cry as Diamond’s head snapped noisily to him with breakneck speed and she gave him one of the most hateful glares he had ever seen from her, maybe even the most hateful, with an angry vein pulsing on her forehead.

“I-It was an accident!” Timber defended.

“It w-was the m-most passionate kiss I ever received,” droned on the embarrassed, blushing filly.

“It was your f-first kiss!” Timber spluttered in protest. Not that it helped.

“I will a-always cherish it.”

“Please, don’t!”

“ENOUGH!” Diamond yelled, seemingly having her rage batteries recharged somewhat from their unintended banter. Her glare switched between the two, before finally settling on Timber who gulped, bracing himself for what was to come.

The pink filly’s cheeks inflated. So much that he feared the tirade that was no doubt about to come.

“TIMBER YOU BAKA!” she screamed at him loudly with so much power that it lifted her cute little plot up for a moment, before quickly turning tail and running away. Rumble following after her. Timber could only stare dumbfounded, his mouth slightly agape.

“...Okay?”.

Zipporwhill meanwhile pressed to his side, nuzzling along his neck and his cheek happily like a cat.

The contact made his heart flutter.

“...O-Okay?” he repeated at the new oddity.

Long story short, Timber needed an out. This was all just too ridiculous.

Also the commotion had drawn a crowd of curious foals.

And he meant, all the foals. Even the chaos trio that had once demanded a catapult from him for cutie mark purposes.

So he quickly booked it to one of the remotely wooden benches for lunch. Benches that were supplied by his parents company, Timber Woodworks Unlimited.

And yeah, he was named after the company. Mainly so he could be the company’s mascot.

He still had nightmares from that one. It was an embarrassing affair. Their parents are still thinking about going for a new mascot too.

Anyway, back on topic. Timber normally wanted to get back to Wolfie, but couldn’t. Zipporwhill was following him. And she did so with her chest sticking out proudly, fluffing up her...chest fluff.

Weird pegasus courting thing. He never cared to look too deep into it and only remembered that she wants to warn the others off that he was hers.

She also tried to rub on him repeatedly, to get her scent all over him.

More weird pegasus traditions.

Actually, it was quite lucky that Wolfie was a Timberwolf. This way he only smelled of timber when he was cuddling with her, which could probably be seen as his base smell, or as something given for a woodcraft pony like him.

Not important for the moment though. As soon as they were far, far away and he was seated, he turned next to her. Zipporwhill of course having taken the place next to him, despite the bench being empty on either side.

For now there was one question burning on his mind. A question that left his mind still in shambles. Something that made him blush just thinking about it.

So, after making sure the other foals were far enough away and had gotten back to playing, he turned his head to her and asked her as politely as possible-

“W-What the BUCK was that?!” Timber yelled, though making sure it was a more subdued yell as to not gather any new onlookers. By this point he had also completely forgotten that he was actually supposed to be the one fearing her.

Right now, he couldn’t care less of course. She just blurted something this crazy and possibly utterly embarrassing out for all to hear, practically putting him on the spot and making him the talk of the school yard for many days to come.

He didn’t want this attention.

Zipporwhill meanwhile simply scrunched her muzzle in distaste. “You swore.”

The brown colt opened his mouth to realize that, yes indeed, he swore. Again. Only this time out loud. His ears wilted a bit.

“I’m sorry,” he told her, feeling remorseful of how his manners were slipping today.

She patted his back comfortingly, her plot inconspicuously shifting towards him all the while.

“It is okay...this one time. I think this reaction might be normal, considering the circumstances. And of course you are curious about the situation in case you don’t have the knowledge to come to the correct conclusion. So, here it is...we were betrothed after the kiss. Seeing as this is tradition after all.”

Timber blinked owlishly, something tickling at the back of his mind.

“Wait… Wasn’t this a unicorn tradition?”

The filly’s eyes flitted left and right innocently.

“I am a unicorn at heart.”

“...Suuuure.”

She nodded sagely to herself, “Mhm!” Then she pressed her body against his.

‘S-Soft,’ the earth pony colt thought with a soft quiver of his body.

Still, he scooted away.

“I-I think you got enough of your scent on me by now!”

The glasses-wearing filly hummed in thought, tapping her chin.

“That is probably true,” she acquiesced, but seeming none too happy with it. Or was she more confused? Uncertain how to proceed?

It was hard to tell as she brought out her lunch box, as well as a water bottle, from the saddle bags she had picked back up after the whole confrontation.

Timber did the same, his hoof grabbing his prepared lunch box and a juice box. He had simple cheese sandwiches.

They sat there in silence. Normally not a bad thing. And normally Timber would have left it at that. Right now however he was still as confused as ever. He might not be the most perceptive one, but even he could see an excuse as clear as this. Unicorn tradition as a pegasus? It just made no sense to him. And despite her overarching zealousness, he always pecked the filly for one of logic...when her mind wasn’t too deep down in her justice-filled mindset.

So he gathered all the courage he could, his head turning to her.

“It is obviously not a unicorn tradition. So, why announce this betrothal? Just to throw Diamond off?”

The small filly looked at him, before avoiding her eyes, one hoof rubbing across the other.

“After the...you know what happened. I went to my parents to ask for advice. My heart was just hammering repeatedly in my chest. In a strange and to me completely unknown way. And they explained it to me,” she told him, her voice turning more resolute as she met his gaze. “That this feeling in my chest is obviously a good feeling. A feeling that I have to chase, so that is why I am chasing it!”

Almost as an afterthought she added, “Oh, and I do like the unicorn kiss tradition. So I went with that.”

Timber wanted to rub his ears, just to make sure he had heard her right. This filly basically just said that because her heart was hammering after the kiss, she became his fillyfriend.

‘This is ridiculous! It doesn’t make even the least amount of sense! My heart hammers in my chest whenever I’m afraid, or when I am nervous about a school test! And I am certainly not in love with advanced algebra! Also, why do her parents even explain it this weirdly in the first place?! Shouldn’t parents try to break up any romance their foal has, or at least oppose it?!’

To be fair, his parents of course weren’t any different from hers in foal romance regards, much to his own chagrin.

Zipporwhill seemed to take his silence as a sign to go on as she took a breath in and out.

“I am not too ashamed to admit that I have a crush on you...despite your obvious delinquent attitude. But don’t worry, I will fix this!” she said, seeming particularly proud of herself..

Timber simply raised a brow. Whatever she meant, it couldn’t be good.

“What delinquent behavior?” he asked her warily. As far as he knew, he was a particularly well-behaved colt. Sure, a background dweller ordinarily, but one that kept to the rules. Well...discounting recent events. He was sure that getting a pet and hiding it from his parents was rule-breaking behavior. As was looking into their dressers to borrow things, or kiss a random filly on the lips. Not to mention that he doubted his classroom activity would be looked upon favorably by Miss Cheerilee, if she ever found out. And yeah, his whole intimacy with Wolfie in general as she was a pet and not a pony or other speaking race. Oh, and swearing just now.

...Had this delinquent list always been that long?

He almost missed Zipporwhill answering.

“Suspicious behavior, possibly criminal activities, resisting arrest...” the filly then blushed, “a-and other unspeakable crimes!” she nodded to herself repeatedly.

The colt actually felt better with this relatively shorter list of crimes from her. At least until the fourth and last point.

‘S-She noticed,’ he mentally recalled. At least the filly did seem rather flushed, just like he was shortly before cumming during class.

The filly fidgeted around. “O-Of course it would be poor for a filly of justice to let your behavior slide, so I will just have to keep an eye on you and reform you, just like Fluttershy reformed Discord with her romantic charm!”

‘...She did?’ Timber wondered, not quite remembering when Fluttershy used feminine wiles, or even being able to imagine it with said mare in the first place.

A minor concern, seeing how she told him she wanted to put surveillance on him, because apparently she thought he was some sort of future criminal to happen if she didn’t show him the light.

Yeah...he has to deter her from it.

He breathed in and out deeply, his food forgotten for the moment.

“First off...that behavior at home was a misunderstanding. I have a secret. A secret I don’t want to share which is in no way illegal. It is legal to have secrets and you trying to put your muzzle into private secrets is actually rather rude,” he started, quickly trying to deflect from how he was lying here. There surely was something illegal about housing a pup from a dangerous species...or being intimate with her.

Luckily the filly had the sense to look away guiltily, almost making his face brighten up at how it was working. He was glad that he managed to suppress it before she could see it. No need to ruin a saved situation.

He was about to wave her concerns off as he proved them futile as…

“Illegal activity in the classroom.”

Timber tensed. And she saw it. Clearly.

He wasn’t used to lying, so suppressing the surprise and sheer dread didn’t work out for him.

“Aha!” she pointed at him resolutely, while her cheeks were red, “You did it!”

Now it was his turn to squirm, his eyes avoiding her piercing orbs.

“D-Did what?” he asked, trying to sound innocent, but couldn’t keep the nervousness out of his tone.

‘S-She probably has no idea I did anything sexual, but just mistook it for something else,’ he said, giving himself some blanket comfort. Thinking on it, this could be real comfort. The chances of her knowing what was going on were slim. Well, a bit less slim for her guessing it was something sexual, albeit still slim nonetheless. So slim chances of her coming to a correct conclusion or one that was close could be seen as helpful comfort.

In this moment he didn’t feel like it was though.

Zipporwhill gulped, but her gaze held a strong determination. Despite that she seemed nervous to be cutting into the topic. Or what she thought was the topic.

There was after all no way this naive innocent filly di-

“You touched your thingy.”

His thought process screeched to a halt, practically derailed. His mind wasn’t fully there, so he blurted out the first thing that managed to get through.

“How did you know that?!”

Only to realize his mistake and clamp both hooves over his mouth.

Zipporwhill panted now, looking at him eagerly.

Maybe this had taken a lot out of her.

“I knew it! You confessed your crime!” she pointed a hoof at him in triumph before he quickly shushed her, some heads already turning in their direction.

“K-Keep it down!”

The pale beige filly saw that he meant and seemed sheepish for all but a second before her confidence and outright zealousness was back.

“And I still was right~” she singsonged, wings fluttering in clear elation. “Your crime was revealed and confirmed. However, seeing how...you weren’t looking at any other...behinds than my...own...I am not willing to press charges, I will set you on probation. Probation meaning I will spend my free time with you, to help you reform from your heinous ways.”

Timber faceplanted his head into the table, groaning, before shielding his head with his hooves additionally.

“This isn’t necessary,” he muffledly and dejectedly protested, clearly knowing he wasn’t getting out of this.

“It is! I would be a bad marefriend and a bad filly cop if I just turned a blind eye to this,” she insisted as Timber could only grumble, then his ears perked up lightly as he turned his head to her, moving his hooves under his chin to look at her.

“How did you know about those things anyway? They didn’t really mention touching oneself in the classes yet, if it is even a topic we will hear about,” he wondered.

It was something he was genuinely curious about, as he didn’t quite understand how she learned about those things.

‘Maybe magazines? Or watching her parents?’

Zipporwhill’s cheeks blushed once more, but hardly as much as before as she seemingly was slowly getting used to the conversation topic. Still, she shifted and hummed in thought, debating with herself if she should share before taking a calming breath in and out. Princess Cadance’s famous breathing tactic if he remembered correctly.

“Seeing as you are my coltfriend, it of course is mandatory to be honest. It isn’t that exciting of a story though. One night while sleeping over at Manehattan by my cousin I woke up in the night to use the toilet and found her...touching herself. I was startled and fell in the door, much to her shock. But she was kind enough to give me a run down on this adult exclusive activity, telling me about its social meaning and gravity. One of the points being that doing that in public was strictly prohibited. Not to mention, as an adult exclusive activity it was forbidden to foals, despite it seemingly ‘feeling great’. Even showed me with herself as a test dummy what it was, how it worked and what I most definitely shouldn’t do. It was great advice and I held strong to it this day.”

‘Wait, so her cousin touched herself in various ways in front of her to show her what not to do? Maybe it is just me, but that sounds more like she was actually trying to reach the opposite.’

His eyes then travelled over the proudly smiling filly.

‘And she didn’t get that. At all,’ he thought, noting a slight obliviousness in her. ‘No, not slight. She is just thick in the head. Hopefully someone hits me if I ever get like that.’

“Alright then,” he finally said, ending the conversation effectively as he had not anything else to say. What could he even say? That he wanted to visit that cousin out of curiosity? That wouldn’t exactly go over well.

He hummed as he bit into his sandwich while Zipporwhill eyed him some more, before going back to her own food.

Omelette with toast. The enchantment in the box was even keeping it warm. Maybe Timber should get such a box too. Or have his wooden lunch box (of course it was wooden) enchanted.

All in all it was a comfortable silence. Timber liked that. Rather peaceful compared to how the break was going for him, so he was all for such a restful mood.

Just as he had eaten one toast and sucked one juice box dry, did the bell on the school tower chim its merry tune. He could see a certain pink pony banging the inside with her head...

Then again, maybe he was just imagining it.

The colt packed up and was ready to go then he remembered…

‘Wolfie!’

It was a panicked thought that made his body go rigid, right as he jumped off the bench and was saddling himself up with his bags.

He couldn’t see it, but Zipporwhill raised a brow at him at his strange behavior, before walking past him.

“Are you coming?” she inquired.

“I, uh, need to do...something,” Timber tried lamely, his eyes switching nervously left and right.

The filly squinted her eyes at him in a light suspicious glare.

“I will accompany you then.”

“T-That is not necessary!”

“Oh, but it is! If it really is that important, I wouldn’t want to have you go alone for…?” she asked, rolling her hoof to coax him to slip up or tell her outright.

By this point all the other foals were filing into the school doors, their teacher standing beside said door and waving them over.

There was no time to retrieve Wolfie. Not without raising several red flags not only with Zipporwhill, but also his teacher.

He sighed, hanging his head in defeat as he trudged towards the school.

“...It is nothing,” he mumbled despondently, seeing no way how to get her.

‘Hope she is staying close to school and doesn’t cause any trouble,’ was all he could think as he entered the room.

Classes were dragging on.

More than usual.

Timber eyed the clock impatiently.

‘Come on,’ he tried, as if staring long enough would convince the clockhoof to move faster.

It didn’t.

He suppressed a groan. One of many as he looked from the clock to the blackboard. Written Equish. Not an interesting topic. He knew how to write perfectly, so he wasn’t sure what more was there to learn.

Though it was better than focusing on a pink filly glaring at him.

Diamond was, when he came back into class, pensive at first. It didn’t hold long as her face morphed to one of clear displeasure. A displeasure that had focused on Zipporwhill for the first half of the lesson, who simply glared back unimpressed.

Then the pink filly turned to use her clear dagger glaring stare on him.

It was very effective.

Only in the opposite way.

Timber didn’t feel particularly threatened. He was in the middle of class after all. Instead it reminded him of the disapproving gaze Zipporwhill had thrown him, back when he was having Wolfie help him to...relieve some stress.

And there has been some stress building with that crazy brack shenanigans.

However, with no Wolfie in sight, not to mention he didn’t want to prove Zipporwhill right with her delinquent idea, he could do little more than weather it, glancing towards Diamond’s own rear.

She was after all seated right to Zipporwhill.

Quite convenient really.

And then it became strange.

Diamond seemingly found out that he wasn’t bothered by his stare and tried something different.

She lifted her hoof and Cheerilee saw it.

“Yes, Diamond Tiara?”

“I forgot my textbook, so I will relocate to look into somepony else’s book, if that is okay with you.”

Their teacher frowned, but nodded shortly afterwards.

“I see. Then you can share one with-”

“I already have one in mind,” she quickly dismissed and stood up.

Timber shrugged. It didn’t really interest him too much if she forgot her textbook. He only found it a slight pity as it would most likely hinder his sight of her rear...

‘...I really should stop thinking like that.’

His brow furrowed in consternation as he tried his best to level these thoughts. And he was actually succeeding to push them down.

Until he felt a body sitting down next to him and touching into his side.

Timber instinctually slided a bit over in surprise as his head looked up.

“Zippo-” he started to say, only to look into some brilliant baby blue eyes.

...Timber was pretty sure Zipporwhill’s eyes were more of a cyan.

Maybe he was mistaking it though.

Only that he wasn’t as the pink fur was a dead giveaway.

Diamond huffed, pulling his textbook over as Timber instinctively put a hoof over his erection to hide it.

“D-Diamond?” he asked with a surprised reddening of his cheeks, feeling not as comfortable as well as more comfortable all of a sudden at the same time as his cock throbbed at the close contact.

“I forgot my textbook. You should be grateful I choose to look into yours,” she answered curtly, before smirking, her eyes flitting from the blackboard to him.

“Of course this will be as close as you will ever get to me. I am deeply in love with Rumble after all. We are an ITEM,” she bragged, albeit making sure not to do it loudly so that Cheerilee wouldn’t hear them.

“Um...yes...I suppose you are?” he told her unsurely.

Somehow this was the wrong thing to say.

She actively pressed into his body, setting a hoof on his thigh as she glared at him.

The filly seemed to mull something over for a moment, before her eyes noticed Timber’s own hoof pressed between his legs.

The colt had no time to stop her as she lifted it and his cock sprang forth.

A smug look crossed Diamond’s features.

“Oh yes, I am.” she answered belatedly to his question before, surprisingly, setting a hoof on his dick, gripping it at the base.

Timber had to bite into his foreleg to suppress a pleased whicker as Diamond then started to move her hoof up and down, the soft short fur, tickling his cock as she did so.

It was confusing. It was surprising. It was...Timber had no idea. It felt good, so he wasn’t stopping her, even if he had no clue what was going on.

“You know, this is the most you will ever get out of me. Rumble gets the full program, but you will only ever get this. I would almost pity you, if you hadn’t turned your back on me for the next best filly that strut across the street,” she whispered into his ear, before throwing a quick malicious look at Zipporwhill.

The words were mean. Timber knew that. And yet in this very moment, the pleasure did trump them easily as he was more focused on it.

His dick was hot, some pre gathering at its tip as he felt Diamond continue unhindered.

“Jealous? To know that Rumble got all of this and more while you are stuck with some stuck-up wannabe cop? Though maybe I could forgive your blunder if you got rid of her and came back to me as a loyal servant,” she coaxed as Timber suppressed another moan, his eyes trying to stay fixed on the blackboard.

...He was getting closer.

“I forgot my textbook!” a high voice suddenly exclaimed.

It startled Timber as much as Diamond Tiara, who’s tight grip almost faltered as every eye in the class turned to the filly that had disrupted the lesson.

Cheerilee sighed, trying to keep it quiet enough for the class to not hear as her eyes settled on the other tiara-wearing filly.

“You forgot your textbook too? Please, remember it next time Zipporwhill.”

“I will,” she nodded...strangely resolute?

“Now you can-”

“I already know who to sit with,” she interrupted, making Cheerliee huff lightly at being interrupted by the second filly in a row.

She nodded all the same, motioning for her to go on, which she did immediately.

The filly hopped off her seat...and suddenly a form squished in on his left side.

And it was squished. Now trapped between pink fur and pale beige one. He practically could feel them glued to his side, making his face heat up at the unexpected contact.

Worst of all, Diamond hadn’t let go of his cock, which was pulsing from excitement. An excitement the pink filly disproved off as she gave it a warning squeeze, which made Timber almost whiny in distress.

Their teacher, as well as the whole class meanwhile looked on dumbfounded at him, the colt with two fillies by his side. He imagined it had to be quite the sight. A sight he really didn’t want to provide.

“...Zipporwhill, Timber is already sharing his textbook,” Cheerilee finally said to her with a raised brow, though the little bundle of energy was hardly discouraged.

“I insist!”

“Not to mention you are squeezing the poor colt i-”

“I insist!” the filly parroted again, even more steely.

Cheerilee gave a look that conveyed, ‘I don’t get nearly paid enough for this’ as she gave up on reasoning with her and instead continued the lecture.

“Get lost, justice freak!” Diamond meanwhile hissed at the newly seated filly with clear venom, while Zippo turned her head to face her.

Timber pulled his head back as far as he could to not be on the receiving end of any of those death glares.

...He also clearly hoped Zipporwhill wouldn’t notice how Diamond had stroked his cock under the table.

At least she was doing it under the table. It provided enough cover and he hoped she would let go soon. For now he had to keep still, making sure his hips were far enough down the seat to hide his erection.

“He is my coltfriend, so no. I don’t think so. I won’t let you bully him during class.”

There was a light growl that escaped Diamond’s pink lips, her body pressing more into his side as she got an idea.

An idea that involved stroking his dick again.

Timber snapped his head to her, looking at her incredulously as if she had gone mad.

Then again, he knew this was a pot calling the kettle back situation, considering his own misgivings during the lessons before the first break.

Not to mention that a part of him actually wanted her to continue.

So with all of that in mind, he could hardly put any power in his stare to stop her. However, seeing as this is Diamond Tiara he doubted she would even stop if he did protest more. She was a filly that always got what she wanted normally So if she wanted to masturbate him right next to Zipporwhill in the middle of class, then Celestia is his witness she would do so.

“Bully?” Diamond asked innocently, giving his hard shaft some fast and steady jerks. “I just told him, he would be better off serving some graceful filly like me. Not some justice nutcase. If it comes down to looks alone, I got you beat twenty times over, without breaking a sweat. That you even wear a tiara is an insult to me.”

The filly puffed her cheeks out for a moment, clearly insulted by this, before quickly wrapping her forelegs around Timber’s side and pulling him towards her.

“You don’t own tiaras because of your name. Besides, who would even care for a spoilt rich brat, when they could have a more pure experience? Timber likes pure girls! That is why he kissed me after all and not you!” she hissed back.

Timber could barely believe how he was pulled with his head protectively into Zipporwhill’s chest like a lost little puppy -to be fair, he felt like one between their bickering- and all that while Diamond was still working over his dick. The pre was spilling from it freely, the drops running down his length before her pink hoof swiped over them and smeared them over his shaft and her own hoof.

He had trouble controlling his panting as he saw Diamond’s eyes flick to him, her jaw set in a thin line for a moment of silence.

...Then she lunged her head towards his lips.

Seconds later he could feel soft pink lips pressing on his own before a tongue was shoved into his mouth, daring him to protest as it touched down on his own, swirling around it.

The colt gave a suprised muffled sound, while he heard Zippo gasp indignantly, but hushed to not draw any attention.

It made Timber glad that he was pulled down slightly against Zipporwhill’s chest as it made the table obstruct the sight of their heated kiss.

In hindsight it was probably good Diamond cut the kiss short, even despite Timber honestly having the slight urge for that to not be the case.

Of course in that moment he couldn’t think. His head simply turned red and smoke puffed out of his ears as his mind overheated.

“T-There! Y-You can get kisses along with other rewards if you just become my pet!” Diamond hissed.

He could see that she was blushing herself now and seemed rather annoyed that Zipporwhill had forced her hoof in this.

“I-I can give you better!” Zipporwhill countered, diving her head down in an upside down kind of kiss. It was more chaste as there was no tongue, but she was clearly straining as she forced herself to perform such an act during class.

Timber meanwhile flailed his limbs helplessly, having lost track of what was even going on. He only knew that he was about to blow, so he bucked his hips instinctively up into the pink hooves grip.

As the pale beige filly pulled off his lips she noticed this, her lower eyes travelling to his hips under the table…

Her head turned just as red as Timber’s, completing the trio of thoroughly blushing foals.

It took her a moment to react as she saw his throbbing shaft for the first time and how it was spilling an especially large glob of pre down its length in a tantalizing display.

She shook herself out of it, whinnying softly in some distress, before turning a scathing look to Diamond Tiara.

“C-Cease this criminal activity at once, y-you vile temptress!”

Diamond just stroked his dick harder, almost seeming to want him to blow right in front of Zipporwhill’s eyes now.

“I-I don’t even think about it! And look who is talking! You were the one that tempted him just now with that kiss!” she answered hotly back, using her free hoof to wrap it around his body and trying to pull her away from the glasses wearing filly.

“No! Y-You started it,” she protested, pulling on him too as both filly chests were mushed against Timber’s face by that point.

He gave a muffled groan, his cock wildly twitching. He couldn’t hold out any minute longer than this! Diamond Tiara’s hoof was almost a blur with how fast she was stroking him now, clearly using all her frustration and anger to bring him to a climax to prove some obscure point.

‘S-So close. J-Just a bit,’ he thought, not really caring anymore about this point as he was bucking his hips and took in the heavily scent of those two fillies pressing into his side.

‘A-Almost!’

*SNAP*

A loud ruler snapped on their table.

All three of them looked up, Diamond stopping her hoof as she along with the others looked into the angry face of their teacher.

Timber wilted at her fierce look. The fillies held out better than him, but also seemed slightly cowed.

“What are you doing there?! Let go of that colt at once! I cannot believe your behavior!” she started to scold as Timber felt their grip loosen.

Inwardly he was glad that Cheerilee seemed to think of him as the victim in all this - which to be fair he was, sorta - though he was still tense with the many eyes on them now.

Then suddenly rang the bell.

Timber didn’t hesitate a second.

He gracefully slipped out of their grips and under the table. Then he took his saddle bags and ran straight out the door and into the break before anyone could even think about stopping them.

Cheerilee didn’t. His escape only seemed to cement what she was thinking, as she looked down on the two offending parties.

Diamond huffed, standing up. “It is break time. So, I will go-”

*SNAP*

Another loud ruler snap followed halting her.

“You won’t.”

“B-But, my mother is on the school board! You can’t do thi-”

*SNAP*

“Last warning,” she warned. “Do not think I won’t use my authority to give you a spanking if you continue like this.”

Diamond seemed to back off, to reflect on her options. To think better of it.

Only then she didn’t, and looked up at her defiantly.

“Some lonely, old single mare hag has no right to-”

Author's Note

Now edited.

I do hope you enjoyed the chapter, even if it is veering away from Wolfie at the moment.

Chapter 7: Break-Time Clop and an Explanation for a...Cop?

Timber whimpered as he ran out of the school building and quickly towards the bushes and trees.

His still hard cock was swinging around, throbbing with clear need as his satisfaction stayed unfulfilled after his teacher had butted in.

The colt thought he could hear a loud smack as he reached the trees, but that was probably just his imagination. Once in the small woods, he relaxed somewhat.

It felt safer now. Though he hoped no one saw his erection on the way out. Not that he could do anything against it now. Besides finding Wolfie and taking care of it of course.

Still, there was something strange about the situation just now.

Really. Thinking on it, Diamond has been behaving rather weirdly today. Her behavior was all over the charts!

First, she gloats and wants to obviously push him away, so for him to stay away from her.

Then, all of a sudden she gets mad for him reading the mood perfectly!

And just now, she wants him to follow her around again as a servant or pet! He is no Wolfie!

‘Wait, that is not fair to Wolfie. She is more than just a mere pet to me after all...though I have the feeling pet has a deeper meaning in the way Diamond used it.’

Oh, and he forgot to mention. He heard the pink filly screaming loudly at Cheerilee. What was happening was simply unfathomable to him, so he snorted in agitation.

‘Fillies are weird! Fillies are scary! No wonder I decided to go for Wolfie! Once you go wolf, you never go back!’ he thought resolutely.

Wolfie was easy. She loved him unconditionally. And that was all he really wanted. That and having an easy, uncomplicated life.

A background pony like him was never supposed to be seen beyond a simple glance.

Of course Diamond was quite loud, so staying in the background was a lot harder when she was in such a foul mood. And Zippo...was always loud when she was in a good mood it seemed.

Maybe they do have something in common. At least opposite wise?

Timber groaned, leaning against a tree and rubbing his head.

‘They should be more like Silver Spoon. She is nicely shy and cute.’

Truth be told, Silver Spoon was a polar opposite. A demure filly that was happy to not be the vocal point. Timber could respect that. More of a quiet filly too, seeing how shy she was. Sometimes a bit fidgety too as he once stumbled into her. That was probably because she doesn’t like to get touched too much.

All the same her cuteness was drawing him in as he reminisced about her form. The glasses, the alluring curve to her plot. An alluring curve he was regretting not to have studied further.

His eyes widened and he then smacked his cheeks.

‘Not good. Think of Wolfie’s rump! Wolfie’s, not Silver’s!’ he reprimanded himself, shaking those unsavory thoughts of filly plots off to replace them with puppy plots, only to then realize that he had more important things to worry about.

“Focus, Timber! You need to find her. And of course you cannot call out to her loudly in case the other foals hear,” he lamented, deciding to simply give a few whistles, followed by soft calls of the puppy’s name.

He was walking around the many trees, hoping to find her soon. Not only to quench his burning lust, but also as a peace of mind. Not having her nearby was making him nervous, making him fear she ran off and got lost.

With a bit of luck he managed to find her only a minute later among some trees.

Timber instantly ran up to her, while Wolfie did the same as she spotted him, giving a happy yip. She might have been worried too, making the colt feel a bit guilty.

He swept her up in a hug, as she licked his face, making him laugh, at least until he slightly smelled the foul odor from this morning. He gagged, setting her back down.

“Ack!” he gagged again, trying to calm his queasy stomach as his saddlebags slid off his back and onto the grass.

“I-I’m alright!” he placated her, in case she needed it, though she seemed more curious by his reaction.

It didn’t take too long to gather himself again, before giving her a wary stare.

“No offense, Wolfie. But we really have to get rid of that Timberwolf Breath. But not now. I really need your help with...something.”

Truth be told, even after this breath incident, his cock still stayed hard, so he really longed for a soft leafy puppy hole to milk him.

Wolfie didn’t seem to object, nuzzling his dick.

“Heh. Maybe you are a delinquent too,” he joked, his cock pulsing from the soft attention it got.

To be fair, what he was about to do was another ‘delinquent act’ as could be argued. Well, not that Timber would view it as such. For him it was just getting rid of a problem that was caused by pony fillies.

A thought that made him almost shudder, considering the two specific specimens that caused his distress.

Maybe it sounded like a broken record, but it did affirm his thoughts about puppy superiority again. They were the better marefriend material. Or waifu material as Spoon would put it.

‘Wolfie is the perfect waifu material,’ Timber thought with a smile, slowly pushing her on her back, until he was on top of her, his dick resting on her warm cunt.

The puppy whined from the heat, maybe urging him to go on.

She was so different from those dominating fillies. Demure as she was beautiful. She knew the beauty of silence in this situation. So he wanted to show her his appreciation and leaned his head down.

The puppy pushed her muzzle in his direction curiously as his lips touched hers, if only briefly and while holding his breath to avoid the smell.

Timber just now noticed that he never had kissed her before. A rather big negligence on his part, seeing how he had two fillies eating his face just now. Luckily, he just rectified that, feeling the wooden lips with his own. It was a nice texture in his mind. Not soft, but firm and loyal to him.

As he pulled back, the puppy licked his muzzle, looking at him happily and making Timber chuckle.

“The perfect wood,” he purred as he pulled his hips back aligning his cock with her slit. “Now let me provide my own piece of wood.”

A moment later he applied pressure and his tip sunk in, followed by the rest of the shaft. With how often they are having fun, it was clear to feel how it got easier to penetrate her now, though her tunnel still stayed nice and tight to the right degree to make it feel just like their first time. Wood was stable. Wood wouldn’t stretch out of shape.

Of course one could argue that the insides were more fleshy with its green soft walls so it was something different. However, if it held true all the same, why object to that sentiment?

The brown colt certainly wasn’t going to as he groaned. Her walls were nicely contracting around him as he sheathed her, his movements starting slow and steady as he finally got the relief he needed.

Wet slaps could be heard softly as his balls smacked down into her rump as he was fucking her in a mating press. Her limbs were up in the air, flailing around slightly as he hammered his hips into her diminutive form.

The puppy gave some happy yips, panting as her pussy clamped down on his dick, showing her appreciation.

‘J-Juicy puppy pussy,’ Timber groaned in his thoughts, doubting any old ordinary filly pussy could compare to this divine feeling. Every thrust reminded him why he chose Wolfie. Why he would always choose puppy over filly.

It was a motivation. A style of life. And it was slowly erasing all possible doubts that might have resurfaced. He didn’t need soft filly bodies if he had a soft puppy cunt!

His pace increased, the smacks getting louder as he dived deeper with his cock into her, pressing into her small form with all his weight. A loud yip escaped her in surprise, but they were far enough away for nopony to notice, so Timber didn’t care.

Heck, he wasn’t sure he could stop now with all that pent-up sexual frustration.

“W-Wolfie, I am close!” Timber announced, though his frantic thrusts and throbbing cock might have already been a clear giveaway. Not to mention his constant groaning.

Wolfie seemed to embrace it, offering her plot up for him as he continued to rail her. She looked like she was wracked with ecstasy, same as Timber and from how she felt, how her walls gripped him, he was sure she wouldn’t last too long as well.

‘C-Close to c-cumming!’ he groaned in his thoughts as a twig snapped.

“Timber?” the familiar voice of a wannabe cop could be heard as Zipporwhill stepped through some bushes and into sight.

His heart leaped into his chest, but he couldn’t stop now. His speed only amped up one last time as he felt himself approach his edge, while the filly behind him could only watch. Only watch as his dick was hammering into the puppy pussy below in a display of raw sexual prowess. The loud smacks and wet squelches were echoing around.

Then as his pleasure peaked, he buried every inch he could into her. He felt his balls churning with his white seed. He groaned, his cock pulsing and shooting out its slimy payload deep into the willing hole beneath him.

Wolfie yipped in a higher pitch as she came as well, her juices spraying on his balls as well as the ground below. Both tensed as their bodies twitched, their respective highs making them voice out their approval.

Then as this petered out and Timber felt the last spurt of cum from his shaft, he pulled out.

His cock was white and messy with his cum, dangling vertically almost like a pendulum in its wet glory. It was almost as if he wanted to present it to the filly that was still watching. Or to hypnotize her with it. Whatever comes first to mind.

The colt sighed out, only to tense as he heard the filly take a step back.

His head turned to the shocked filly. And the shocked filly stared back.

Timber was about to step forward to run after her as she no doubt would run straight to their teacher to snitch on him, though in the moment it took him to step forward did said filly bowled him over.

“Oof!” Timber hit the ground with his back.

“You are under arrest!” bellowed the filly, apparently arresting instead of running being her first reflex, who knew?

“Z-Zippo! It isn’t what it looks like!” Timber groaned on the ground.

The filly simply raised a sceptical brow, or would have if she didn’t jump off him as he moaned.

Her soft belly had rubbed right along his sensitive cock and the cum that it was coated with had rubbed off on her. The alien feeling seemingly had made her react on instinct. And as she looked down on her belly and the large smear of cum on it, it made her blush and squeak as she scrambled backwards as if she could somehow outrun the stain.

Zipporwhill’s back then hit a tree, however before she could move any further Timber was already on her. His hoof slammed into the tree right next to her head as his head leaned towards her, his eyes looking into hers deeply as he panted. Not to mention that his cock stood erect in front of her.

“This isn’t *pant* what *pant* it looks like *pant* understand?” he forced out, his voice being much more coltish than it had any right to be.

Zipporwhill’s lips quivered. Her breath hitched. Her eyes were focused solely on him.

And then her head exploded in an even heavier blush as steam was coming out of her ears. She swayed a bit before keeling over, falling unconscious.

“Z-Zippo?!” Timber could only say in a mild panic, looking over her dizzy form. Or at least he imagined in that moment that those anime swirls for eyes when falling unconscious would be a fitting look, even if he wasn’t quite sure why.

He did some Princess Cadance™ breathing exercises, slowly calming himself down as Wolfie had righted herself, watching the scene with a tilted head.

“Fillies!” Timber groaned, “Fillies never listen and always come to the wrong conclusions!” he lamented in clear exasperation as he plopped his rear down.

“Well...at least this will give me some time to prepare an explanation,” he said, going over to his bags and opening them. His hoof lazily reached for his prepared food and juice box. No need to go hungry after all.

With his last sandwich and juicebox out he laid down with his back on the grass, but so he could still notice Zipporwhill out of the side of his eye.

A light breeze playing along his fur felt nice as he was chewing on his cheese sandwich. Quite peaceful in this hidden spot as he waited for the pale beige filly to wake up.

A few minutes later she did.

It was at least enough time to finish off his sandwich, before he walked over to her, his head leaning down as her eyes fluttered open.

“Ugh...what happened...I think I witnessed a crime scene…”

As her eyes focused on him, Timber gave her a nervous smile.

“Um...hi?”

“AHHHH!” Zippo screamed her head shooting up and into his, colliding with his muzzle.

“ACK!” Timber gave a strained noise, falling back and holding his muzzle while Zippo held her head, groaning in pain.

After both of them have wallowed on the ground in pain for long enough that the sting receded, they righted themself again.

Timber’s mind was working fast, ignoring the puppy that was nuzzling him which the filly now looked at incredulously. She pointed a hoof, her mouth opening, but the colt stuffed her mouth with his hoof.

“Shhh! You are overreacting again! She is just a small helpless puppy I found! You have paw prints as your cutie mark, so you should understand that there is nothing to fear from a puppy.”

A bit of a stretch as Timber never really bothered to learn about her cutie mark, though it was his best bet. His best way to turn the conversation. Cutie mark stories could connect after all and right now he needed to connect with her just enough that she would listen.

Not that she would.

The filly simply pushed his hoof away, still as displeased as ever.

“O-Overreacting?! Timberwolves are feral and dangerous beasts! They will do unspeakable things and hurt anypony really badly!”

As if on cue said feral and dangerous beast was chasing her tail happily, not even giving them any kind of attention to what she should consider her prey. Timber actually gave the filly a look, as if to point out the ridiculousness she just spouted. Something that made Zipporwhill blush in anger.

“You know what I mean!”

The filly glared at him lightly, but thankfully wasn’t doing anything rash. Then she sighed.

“A puppy you say?” she asked, trying to confirm it as she did eye the wooden wolf.

Timber nodded enthusiastically. “Y-Yes! A completely harmless puppy. She is very sweet and I am sure you would get along rather well!”

Then her head lit up and she looked at him as if he had gone mad. “A-Are you trying to draw me into your v-vile activities?! I-I didn’t even know such things were possible! S-Such acts with puppies!”

“I-I didn’t try to, I promise! I just do it because she is my marefriend!”

Zipporwhill’s mind seemed to screech to a halt, her mouth hanging open as she gazed between the two.

“B-But I am your marefriend! Not some puppy! You are cheating on me! That is another CRIME!”

“Technically...I was together with her before you announced you were together with me.”

“I...I’m not feeling any better hearing this,” she groaned, holding her head as this new well of information was overexerting her. She mulled it over for a good bit before breathing in and out. “Okay. Just so I can wrap my head around this. You own a puppy without your parents permission. A timberwolf puppy at that. Said puppy is your fillyfriend and you do forbidden acts with her. Is that correct?”

Timber gulped and nodded. “I-It is okay though! Love transcends even races! And dragons could technically date ponies! ...I think...” he told her.

“She is a pet, not a dragon!”

“Well...she is a canine...so close to a diamond dog?” Timber offered, but Zipporwhill simply shook her head in clear disagreement.

“This is wrong. All of this is wrong...I am not sure what to think about this,” she admitted, clear doubt in her voice.

It was a doubt the colt needed, so he pressed the issue.

“Maybe you are thinking about keeping this to yourself and not storming off to Miss Cheerilee, please?” Timber asked her with pleading eyes.

Her brows scrunched together, not quite looking like she was going to agree to it just like that. Though as she looked at him and his puppy dog like eyes and that little distressed whine, she faltered for a moment.

She shook her head and pinched her cheeks, a determined frown set on her features as she faced him again...only that this tartarus blasted puppy was now leaning against him, giving her some innocent eyes as well.

‘N-No! Do not falter! This is a crime! They are both criminals! You are a strong filly of justice!’ she thought, trying to give herself a mental pep talk, though the longer she stared, the less determined she became.

Not even the thought that she might get together with him, with that puppy out of the way after she snitched on them, made her feel any better.

In the end she groaned and flopped to the ground on her back, waving her forelegs in the air.

“I surrender...I won’t tell her...”

Timber brightened up, doing a little skip as Wolfie mimicked him with her own jump and happy yip. Then the puppy ran towards her and started to lick her face in a slobbery assault.

“S-Stop it!” she protested even as, much to her chagrin, the corners of her mouth pulled up slightly as she tried to hold back her laughter. Keyword being tried.

Timber let them be, seeing as he found it nice to see Wolfie getting along with her. Especially as that would mean the secret was safe in the far future with her as well...hopefully.

Soon Zippo righted herself, giggling with some light tears of laughter at the edge of her eyes. The filly seemed brighter like this as she wiped them from her eyes. The light seeming to frame her, reflecting from her crown and glasses.

She almost looked like an angel. An angel with teats.

The colt pinched himself, suppressing the urge to get hard again. He didn’t want to destroy the mood and turn it awkward once more.

Zipporwhill by now was calmer again, looking at him, smile still in place.

“You win this time...maybe...she is just a puppy,” the filly admitted, looking to the wooden canine in question. “Still, she is a timberwolf. A feral creature that normally attacks ponies, so naturally I do worry about what she might do. Timberwolves eat meat, don’t they? How are you going to solve this?” she asked, as curious as she was still sceptical about the small puppy.

He fidgeted, thinking on how to best frame it. “Well...I do get fish from a river. Though Wolfie for some reason doesn’t seem to need that much food. There are days when she won’t eat and isn’t that hungry.”

‘Or hungry at all,’ he silently added, but didn’t speak it out loud, lest Zippo suddenly started to worry for Wolfie. Some might think that would be better, but it would draw her closer to him, maybe having her go as far as hunt him down in his own home, so the chance of keeping her at a distance sounded like a better alternative for him.

Then again, as sceptical as she still was, there was luckily not much chance of that happening.

Said pale beige filly seemed to mull it over, before nodding. Despite that, she seemed a bit worried. Worried about him?

A nice sentiment even if unnecessary. Wolfie was as intelligent as your average pet, so she wasn’t really a danger he figured.

“Still...I cannot allow her to be your fillyfriend!” she suddenly announced, pointing a hoof at him, before pointing it at Wolfie, “So I won’t let you…” she said trailing off.

“Wolfie,” he put in, as Zipporwhill’s head turned to him, her muzzle scrunching up.

“What is probably the least intellectually creative name you could pick.”

Timber looked offended at that.

She ignored him, turning back to Wolfie.

“I won’t let you, Wolfie, win this rivalry!” she announced...and Wolfie simply tilted her head.

The filly’s cheeks burned and she hid her face behind her front hooves.

“Argh! I have a pet as a love rival!” she lamented, seemingly now only understanding that her love rival was a literal animal. Let alone the fact that the puppy didn’t even understand the concept of love rivalry, which in turn made the filly feel a teensy bit stupid, hence her embarrassment.

Timber chuckled a bit.

She gave him a glare of her own. “You owe me for keeping this secret. And I am still going to keep a watchful eye out on her!” she finally declared before huffing and working her wings to fly off...until she noticed the stain on her chest.

Luckily she didn’t try to murder him over this.

“Y-You owe me for this too!” she told him, waving a shaky angry hoof in his direction before flitting off, probably to clean herself.

Timber let go of his breath, relief taking hold of his body. He slumped onto the ground, deciding to just relax for the rest of the break...and also to clean himself up before it ends. He really didn’t want Diamond to find him like this either.

Chapter 8: Family Support

Break was over and once he had Wolfie disassembled in his saddlebag, he was back in class.

Actually, the rest of the day went over a lot more peaceful. Diamond Tiara was rather tame...which probably was the case because she was pouting and glaring at their teacher more than she was focused on him.

She had trouble sitting too. He could practically feel the heat from her burning red cheeks.

Turned out she did say some pretty incredible things to Miss Cheerilee. At least from what he overheard. One of the most offensive ones being that Big Mac chose Sugar Belle over her, because she was a stuffy old lady with no sense of fun whatsoever.

...Yeah...He flinched when he heard that. It wasn’t a good idea to talk about Big Mac near her. Even less to mock her with that for her sensitive topic.

It made him feel some sympathy towards Diamond Tiara.

Zipporwhill didn’t seem to hold any such sympathy though.

Seems like the pegasus got away mostly unpunished too. Probably because Diamond Tiara drew all of their teacher’s ire.

Nothing of note happened beside that until the end of the lesson.

As soon as the bell rang he ran outside, before any filly could bother him. Luckily they both seem to have gotten detention.

He made sure no other filly would follow him. For a moment he thought the chaos trio were after him, though he seemed to be mistaken as they didn’t. He really didn’t want to get involved in any cutie mark plans with them again. After all, if they want something out of wood from him and it ends up a catastrophe, it will land squarely on him. Well, not squarely, but at least an unfair amount.

‘...Fillies are strange and dangerous. Wonder how they are not the timberwolves. Wolfie is more civil...and cuter.’

His thoughts were swooning of her as he made his way quickly back, paying enough attention to quickly walk on the roads home. No roofs this time as it was midday and ponies, especially pegasi, could see him there. They were more up and about during midday.

The side entrance was found, the tree was climbed and through the window, in he went.

It was good to have this entrance, instead of sneaking in through the front door, in case he needed to do sneaking.

Nothing for him to do right now, but there were things bothering him.

The breath.

He loaded his backs down and got Wolfie out, her limbs quickly attaching.

He had to hold his muzzle, close to gagging again. It was even worse now.

“Wolfie, we need to do something. There is no way mom and dad wouldn’t smell this! Not sure if I even have enough toothpaste! Or wait, air freshener!” he exclaimed, quickly going into the bathroom and coming out with a spraying can.

He quickly sprayed at the puppy and her vicinity, only for her to yelp and fall backwards.

The colt was surprised, abandoning the spray and wincing.

“W-Wolfie, are you okay?!”

The puppy whined, her paws rubbing against her nose as she repeatedly did some dog sneezes.

Timber’s eyes widened at realization.

“Dogs have better noses!” he remembered, wincing again now that he understood her pain. It was a bad idea. Even he himself would be uncomfortable getting sprayed in the face and having it go up his nose. Wolfie had it a thousand times worse.

He quickly got some water from the fridge, letting it flow over her face and trying to calm her. Thankfully she did. But once she was calmed down, she still wheezed and seemed less than happy.

“I said I was sorry,” Timber apologized again, patting her back. She turned around, looking at him briefly, before nuzzling the leg that was patting her, showing that she was forgiving and making him sigh in relief.

“I promise I will be more careful next time...I just was really worried about the smell. I mean, back when we met you didn’t have it, so I-”

Suddenly the puppy stood up and walked away a few paces.

“Wolfie?” Timber asked, as she looked to him, tilting her head.

Then suddenly her chest opened up and something fell out with a disgusting sounding splat. It made the colt shudder even before he had any chance to find out what was wrong. That Wolfie just randomly...opened her chest like this was scarring. Like two doors swinging open.

She stepped away, giving Timber a good look at what had just left her body. She seemed happy too, rather pleased, as if she had just solved a problem. As he looked at it, he had to hold back his reflex to puke, even though it made the gears in his head turn.

Because what he was presented with was a dried and wet cum marinated fish corpse.

It was as bizarre as it was disgusting. With the cum maybe a bit...arousing too. Well, minus the corpse thing of course. That one was a definite no-no.

But more importantly it finally gave an explanation to her breath. No, to the timberwolves’ rotten breath.

His mind whirled with this new information. Timberwolves couldn’t do big business. They couldn’t digest things like ponies and other races either. Maybe absorbing some nutrients, or whatever they needed to run on, but then there was a whole lot left over! And this, it just rotted in their bellies, until it was ‘naturally expelled’. Their preferred form of expelling being through their chest fascinatingly enough.

Though this still left open the question as to why Wolfie didn’t want to eat much of anything. Did Timberwolves not eat too much? Was she getting a specific nutrient while being with him? Honestly, the only thing she was receiving from him other than water was cum from both ends and that certainly wasn’t the ingredient for them to survive...right?

Timber’s eyes actually widened at this...outlandish but somehow maybe valid theory.

...It kinda aroused him too.

“Is there something in cum that can be found in animals?” he wondered, more and more feeling as if this theory gained validity in the absence of any other viable answer.

Questioning it sadly didn’t bring any answer. He didn’t know what they had in common to find out if there was a connection. The only thing he could do was cumming into her repeatedly and then seeing if the cum for whatever reason did sate her nutritional needs.

Well, maybe that is not fully true. He could go to the library and lend out books about animals, carnivorous and non-carnivorous, as well as one on pony anatomy to cross-reference them and see what carnivorous animals need as well as what connection there could be between pony cum and non-carnivorous animals. That was the least suspicious action he could take besides testing his theory in secret on Wolfy. Fluttershy would be the only pony besides that, that could help, but Timber...he wasn’t sure asking Fluttershy about pony cum would end well...even though she was a supermodel and has quite the supermodel body as well…

‘Bad thoughts, Timber,’ he gave himself a light reprimand as his eyes wandered back to the fish to take a closer look at it. It was dry. Mostly the fresh cum being the wet part, though being less wet than he imagined it should be.

‘Is fish juice equivalent to cum...I really don’t want to think about it.’

His face scrunched up looking at the fish, before his body froze.

‘Wait, I can’t just idly think about such things. I need to get rid of this fish! I really don’t want to explain that to mom! And if she came into the room right now, the only way to hide it would be by…*SHUDDER* laying down on top of it. THAT is not an option.’

While not an option, it most certainly was a possible vision of the future if his parents heard him and went up to his room. So, to avoid any such possibility, he quickly grabbed a paper bag. One of the garbage paper bags that were used in the (of course) wooden garbage can in his bathroom.

As he had no time he used his hooves to quickly get it away. Then he put it under his desk. This was mainly first to have it out of sight as he could dispose of it later.

After that came the clean-up.

The air freshener from before was a good choice item after he wiped over the contaminated area, making sure the stench was neutralized. It still required plenty of scrubbing to make sure there was no stain on the boards or any leftover smell.

There was no such thing as being too careful after all.

It was then that his stomach growled and he groaned. “Lunch time. I will be right back Wolfie...also please don’t touch the fish.”

The puppy gave an affirming yip, making him smile and petting her affectionately. Before he went down, he gave her a quick nuzzle too, sighing at the wooden feeling only she could provide him.

“Better than any filly,” he sighed dreamily as he moved out of his room and down to the kitchen with its dining table.

His father was standing in front of the stove, cooking, while his mother was seated on the dining table on a chair that was next to where his father was standing. Her eyes flitted to him sharply.

“Had fun in school with your filly?” she asked, some amusement tinging her all-knowing voice.

His face turned slightly red at the question as he shook it.

“N-No idea what you mean,” he mumbled, climbing on a chair opposite of her.

“If you say so.”

Wood Chuck chuckled as he brought the plates to the table, a steaming hot piece of casserole on top of it for each one of them.

“Nothing you can hide from your mother, colt. Believe me, I tried. All that brought me were hits to the back of my head, or an elbow to the ribs,” he said, chuckling as he smiled at Timber fondly, “Good times.”

Timber ignored it and dug in for now, even through the inquisitive stares of his parents, while they ate their own meal. Once he was halfway done, he had enough and tried to correct it.

“Nothing happened. I am NOT into crazy fillies.”

“Like that squaller you are close too?” Wood Chuck quipped, making a smile tug at Good Fortune’s lip.

“Diamond Tiara,” she corrected. “Not to mention her friend Silver Spoon seemed fond of you too. An attractive colt like you naturally draws the attention of fillies seeking a mate. Even with your obsession of being a, as you call it, background pony.”

Timber pushed the plate out of the way and faceplanted on the table with an audible groan.

“Moooom, Silver Spoon isn’t thinking about me like that! She is just shy and latches onto ponies near her,” he defended, grumbling.

“I didn’t hear you denying Diamond Tiara~”

Timber stopped at this. She was right. He hadn’t excluded her. Though that was mainly because she was jerking his…

‘No. She isn’t interested in me. She just wants a...pet. Whatever this means. Maybe I should ask Silver if I ever have a chance to get her alone. Maybe something like this is mentioned in her manga collection.’

Timber huffed at his parents, pulling his plate close and quickly gulfing the portion of his meal down.

It was a pleasant atmosphere despite the teasing. Familiar jokes and all. Sure, they could be on his expense, like this time, though he understood his parents were just trying to be supporting and encouraging.

...Doesn’t mean he wasn’t peeved at the teasing though.

He sighed out once the plate was empty and was about to stand up when his mother suddenly moved the chair he was sitting on closer to the table to stop him from leaving. Her front hooves were on the table as she leaned her chin on them with closed eyes.

It seemed like the pleasant atmosphere for now was gone to be replaced with a more serious one. An atmosphere Timber really didn’t like.

“Um...yes?” he asked, hoping they hadn’t found out anything about Wolfie, or the trouble with Diamond and Zippo. After all, just because the fillies were at fault, didn’t mean he wouldn’t get his own scolding. It could be unfair, but if it seemed like he had a part in disrupting the entire class, his mother would be displeased.

She always valued education.

Finally, after what felt like an eternity, did she crack an eye open, looking at him directly. Sadly his father didn’t seem to come to his rescue for now as he continued to eat casually.

“Now…” she started, her voice level, “There was something that we noticed. A rule you were breaking, which is why we want to have a word with you.”

Timber looked to Wood Chuck again. He didn’t exactly seem like he wanted to have a word...not that he could tell his mother that. Sassiness didn’t fly well with her during a scolding.

The colt nodded, not trusting his voice to stay calm enough to not give anything away. Seeing this, his mother continued.

“You might think you are being clever, but you should know better than to underestimate my accuracy. I know that you have been taking items out of our room.”

Hearing this, while it may not be the worst outcome, it still was worse enough to struggle for him to explain. After all, how do you explain that he took some bullet vibrators?

‘M-Maybe she only knows about the magazine,’ he thought in a clear attempt to calm his nerves as he met her eyes.

It was a nice thought. Despite that he knew that he could not rely on such a convenience. Like his mother said, she was accurate, so expecting the worst might actually be wise here. The question was how to even respond to that.

“I-”

*DING DONG*

The loud doorbell broke through the eerie silence. Timber instantly shot to his hooves.

“I will get i-”

“Sit.”

The command made him instantly plop his plot back down as Good Fortune glared at him. Her head then swiveled over to her husband as she pointed a single forehoof in the direction of the door.

“Go, get.”

“As you wish my darling~” Wood Chuck said cheerfully, jumping to his hooves and walking merrily out of the room and to the door.

‘My last possible beam of support...’ the brown colt thought, watching after his father. Even if he was inactive in this matter, he seemed to at least permeate a sense of comfort.

His eyes flit over to the neutral stare of his mother, an enigma to gauge what feelings lay underneath this cool exterior.

“I...I don’t know what you mean,” he told her, going for a lame defense as he didn’t want to give anything away.

“Then I will help you.”

A second later a familiar magazine was placed firmly on the table and much more problematic, the five bullet vibrators.

His ears instinctively laid flat on his head, easily showing his unease as she raised a brow at him.

“Good that you are confessing. It will make this much easier. After all this isn’t necessarily the worst rule to break. Your father even defended you, that big pervert. It is just that, I really have to wonder about those,” she said, tapping the bullet vibrators. “Maybe I was a bit hasty and you really aren’t interested in that filly…”

“I-It isn’t like that!” Timber screamed out, his front hooves landing on the table with his cheeks turning red.

Good Fortune raised another brow.

“Now then ho-”

“Got you now!” a high-pitched voice exclaimed as a familiar filly ran into the room. Her wings twitched after she landed and she breathed heavily, implying she did hurry over. “Just because I got detention, doesn’t mean I won’t find you afterwards!”

Wood Chuck meanwhile walked up behind her.

“She wanted to see Timber. Little casanova is a real heartbreaker. Seems like he doesn’t only have his good looks from his father!” the stallion explained to his wife as he offered the filly a seat next to Timber, which she eagerly took, before sitting back down himself.

“Wood D. Chuck, this isn’t the time for-” she tried to intervene, but he just patted her head.

“Time is an illusion. Sometimes you need to go with the flow. Besides...she was insistent. I couldn’t simply deny Timber having this filly by his side. You are welcome by the way!”

“T-Thanks dad,” Timber forced out along with a smile as Zipporwhirll glared at him. At the same time Good Fortune glared at Wood Chuck. It was almost a perfect mirror image in Timber’s mind, funnily enough.

Meanwhile the filly took the lull in the conversation to press onward.

“You really shouldn’t hurry out like that. You could have at least said goodbye if you aren’t at least willing to wait for me.”

“Well...It isn’t my fault you got detention.”

“Maybe so, but it isn’t my fault either! It was Diamond Tiara’s! This is besides the point though. You still did commit crimes and for those I have to help you. To guide you away from the path of the delinquent pervert.”

“Delinquent pervert?” Good Fortune asked, seemingly her interest peeked, as her eyes wandered to the bullet vibrators as Zipporwhirll nodded her head sagely with her eyes closed, seemingly not having taken note of the items yet.

“Yes. I am really sorry to say this about your son, though it is alright! I will fix him!”

“You do? And why is that?”

“Because-” the pale beige filly continued, her chair close enough to his, to quickly grab him and pull him over to her side in a rather dominant fashion, “I am madly in love with him.”

Timber was dumbfounded as she exclaimed this with a straight face, no hint of doubt to be found. His mother saw it too, even through the slight look of surprise.

“I see…”

Zipporwhirll then looked at the toys, tilting her head at them in confusion, before her eyes went over to the magazine, making her flush red.

“Confirmation,” Good Fortune stated, her eyes looking from the toys to the filly. “That explains it now. You tried to reform him, but fell prey to his ways and now want to continue showing him the right path, in the hopes that you will turn him over, before he can turn you over with his seductive promises.”

“W-Well, I-I might have faltered for a moment, b-but I am confident!” Zipporwhirll stated, confusing the hammering of her heart from Timber pinning her against the tree earlier with what she was saying.

While Timber didn’t quite understand it and wasn’t able to stop this madness, he still knew that things were somehow working out, even if he didn’t want them to in such a way. There was nothing he additionally provided. He was still much too dumbfounded and shell shocked to do so. As such the conversation continued, with his father grinning at him with a look that was akin to pride.

“Way to go son! You fished yourself one hell of an adorable filly! If I was younger, I would have trouble to decide between her and your mothe-”

*POW*

“OOF!” Wood Chuck exclaimed next, as an elbow was rammed unceremoniously into his ribs by an annoyed looking Good Fortune.

“The pain!” he exclaimed dramatically, making the mare snort as he took in big gulps of air. “Your mother is a cruel mistress. Be careful with selecting the dominant types.”

After he gave some more advice, Good Fortune stood up and bit into his ear, dragging him out of the room.

“Apologies you two. We will leave you to some privacy. Timber, we will talk later. Zipporwhirll, I will leave him in your care from here on and in the future.”

The colt nodded simply, while the filly gave a dutiful salute. “Yes, Ma’am! You can count on me! I will make a virtuous justice-loving colt out of him yet!”

Good Fortune adopted a slight smirk at that, seemingly happy with that response. “I will hold you to that,” after that she went back to dragging her husband out.

“O-Owwww, aah! Careful!” Wood Chuck reprimanded as he was led forcefully out of the room.

Timber let out a big sigh of relief once they were out of sight. It felt like a large weight was lifted from his shoulders, now that the situation was resolved, even if it was with a big misunderstanding.

“Thank Celestia. This is getting too much,” he muttered, rubbing at his head.

“What is getting too much?”

He looked at the curious filly, still holding him and he gave her a sheepish grin.

“F-Family issues. They can be...quite lively.”

The young filly nodded in understanding as he separated himself from her and got off the chair.

“Anyway, we better go up to my room. It will be easier to talk here.”

Her wings buzzed in excitement as she followed suit.

‘One problem down, another one to go.’

Author's Note

No clop this time around. But maybeeeee next chapter? :pinkiesmile:

Chapter 8: Bonus - A Demon King Husband

Something has gone wrong. We don't seem to have an archived copy of that chapter.