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!

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