Timberwolf Puppy Love

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.