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It was midnight on Christmas eve, and the hustle and bustle of the annual Christmas party was in full swing. Anthropomorphic Pokémon from all walks of life mingled and danced around in the living room, whilst idly talking in the kitchen and lounging in the cold round the back. Heaters sat in almost every corner the keep the place warm, whilst some areas remained cold for the ice types.

It was always a time-honoured tradition of Chip's family to hold a neighbourhood party, and this year was no exception. As the gracious hosts, Chip's mother and father were left mingling with the guests whilst he, a 15 year old anthropomorphic chespin, was forced to talk to people he had nothing in common with. Thankfully, he didn't have to do it for long. Even as he lingered by the buffet table, he saw someone entering in from the cold, a present in their hands. He adjusted his glasses and squinted to be sure, and quickly confirmed what he was seeing.

"Jax!" The chespin called out over the crowd and a few heads turned in his direction, much to his embarrassment. He had a great deal of admiration for his friend, a Riolu of similar age to him, albeit it a little taller. The two of them had been best friends for 8 years, and were practically inseperable, much to Chip's parents dismay. Whilst Chip was a hard worker with good grades, Jax was...well, the troublemaker.

"Ah, there you are." Jax stepped closer, dressed in his typical delinquent attire: a baseball cap sat backwards on his head, an awkward tuft of black hair sticking out from the hole in the front, with a hoodie with its sleeves ripped off and his ripped jeans. Chip wrinkled his nose at the sight of his friend. He, himself, wore a striped shirt with white and green colours and sensible jeans that bore not a single shred to them.

"Aren't you cold? It's cold out, and those jeans..." Chip asked quietly, and Jax simply shook his head.

"Used to it," Jax scanned the crowd with his eyes, feeling their gaze upon him. "How's the party, Chip? Is it lame?"

"I mean, it's..." He trailed off for a moment. "It's okay."

Were they having the same conversation a year ago, Chip would have agreed with him completely, without a second thought. Now, however, he was growing a semblance of individuality. He wanted to be his own person, not just ride on Jax's coattails.

"Fair enough," Jax nodded quietly, before looking down to his present. "I, uh, got you something."

"Oh? Cool, I wonder wha--" Chip reached out to take it, but Jax stepped back, holding it close to him.

"Not here," Jax spoke quickly, before he sighed through his nose. "Can we go up to your room?"

"Oh? Sure..." Chip didn't mind. His room was never off limits, and his parents didn't mind Jax hanging around. They had known him long enough to know he wasn't a horrible person: beneath that troublemaker exterior was a heart of gold and a kind soul who wanted to do good, and the people who knew him were aware of that. Jax lead his friend up the stairs and into the quiet of Chip's room, where the walls lacked posters and his room was awkwardly sterile and professional.

Jax wrinkled his nose at the sight of the room, before he shut the door behind him, guiding Chip over towards the bed and setting the present down. He looked up at his chespin friend, who blinked at his quizzically, smoothing over the blanket of brown hair atop his head. With a quiet nod from Jax, Chip reached out and stripped the package of it's clumsy wrapping.

Chip's jaw fell open and his eyes bulged at the present sitting before him. He might not have been all that well versed in the art of sexual encounters, but he knew what was in the box from the cover: a fleshlight. A tool primarily used by men to pleasure themselves, the fleshlights innards and tightness was meant to simulate that of, well, a woman. Jax had deliberately picked one that looked more like an ass than anything else, but still, Chip was stunned. He raised his head to stare wide-eyed at Jax, and his face quickly flushed.

To say there was no chemistry between them after all these years would be an utter lie. Ever since the two had gone through puberty, they harboured feelings, just beneath the surface. Neither one of them had wanted to take the plunge, to see where it might lead. The fleshlight, however, was quickly 'breaking the ice' between them, so to speak.

"I...well, uh...I..." Chip didn't know what to say. "T...Thank you? I'm sure I'll...p-put it to good use?"

Jax resisted the urge to snort, and he leant closer, popping the box's lid, which was already undone. Inside sat the fleshlight, pristine and unused, and bundled with it were a couple of bottles of lubricant and a strip of condoms. He pulled each thing out individually whilst Chip held the box, and laid them out on the bed.

"I added a few things...you know, without lube you can't..." Jax began and trailed off, fairly certain that Chip got the gist. "...You wanna try it?"

"R-Right now?!" Chip looked anxiously from his friend to the door, to the fleshlight, and then back again. Jaxs quizzical expression made the chestpin even more nervous.

"Yeah." Jax shuffled in his seat. "You know...make sure you fit, n' shit."

Chip stared at him for a moment, before he gulped. Feeling the colour rise to his cheeks, he nodded. A grin spread across his friend's face and he reached for the lubricant. Chip nervously reached down to pop the button of his jeans, all whilst nervously glancing to the door. He slipped his jeans past his hips, revealing his white boxer-briefs. He clung to the waistband with a thumb for a moment, hesitating, before tugging it down.

Jax had never seen his friend's cock before, and he laid his eyes upon Chip's flaccid member for the first time, his mouth dry at the mere sight of it. Chip had a relatively average build and his flaccid, humanoid cock looked arousing in the light, his fuzzy brown-furred nuts swinging beneath, jiggling with each movement. Chip reached down and pressed his fingers around his cock, coaxing himself to harden as he nervously glanced at his friend, who cleared his throat awkwardly.

"R-Right, I should..." Jax set the lube down and began to fumble with his jeans, much to Chip's surprise.

"W-Wait, what're you--" The chespin began.

"It's only fair, right?" Jax remarked, and that shut Chip up for the time being. He watched as the riolu shed his ripped jeans to reveal his plaid boxer shorts, the colours of red and black, but he didn't keep them on for long. He tugged them past his hips and turned to face chip, revealing his heavy-set balls, bigger than Chip's own, and the sizeable sheath sitting atop them. Jax looked confident, but the blush on his face betrayed his nerves.

"So...I need to lube up first," Chip understood, reaching out for the bottle as Jax tugged his hoodie over his head, keeping his hat on. "And then just put it in?"

"Yeah. Hold on," Jax turned, observing the room whilst nude. "I have an idea."

He strode across the room towards Chip's drawers and he tugged open one of the smaller top draws, reaching inside and retreiving a belt that Chip used for his formal suit. He returned to the bed and snagged one of Chip's pillows, folding it in half. He took the fleshlight and wedged it between either side of the pillow, then wrapped the belt around to hold it together.

"I saw it in a video once," The riolu grunted with exertion as he tightened the belt. "Stops it moving so you can...you know, do the business."

"O-Oh." Chip nervously jerked his half-hard member, squeezing lubricant onto his hand and smearing it along his cock for a moment. Jax reached out and took the bottle for himself, smearing lube onto a finger and prodding the entrance of the fleshlight with it. He stuffed the finger inside and smeared the lube around for a moment, before pulling it back.

"Okay...all yours." Jax got to his feet and moved away, letting Chip do his thing. Nervously, the chespin crawled up onto all fours and shuffled towards the pillow, pulling it towards him and underneath his body. He moved himself around for a moment until the tip of his humanoid member met with the entrance to the fleshlight. He teased it for a moment, hooking a hand under the pillow to angle it up, before he pushed. He felt his cock slip inside of it and a shaky groan escaped his lips.

"O-Oh, this feels...!" He couldn't even describe it. The innards of the fleshlight gripped to every inch of his length, and it was warm, due to the heat of the house. He shuddered and sighed, pushing his hips forwards a little more and burying himself balls deep into the sex toy, his eyes rolling up. He pulled back and began a slow rhythm, focusing on the sensations it gave him, and less on who was watching.

That didn't last long, however, for Jax began to climb up onto the bed, and his hands soon met with Chip's behind, squeezing his cheeks. Chip let out a yelp of surprise and turned his head, eyes wide at his friend so mercilessly touching him in all of his intimate places.

"J-Jax...?!" He couldn't fathom a question, and only uttered his name. His eyes widened further when he saw the riolu dip his head, his mouth and eyes disappearing behind the chespin's rump. Chip was worried about what he was doing for a moment, before he felt it: a sudden warmth against one of his most intimate places. His asshole.

A shaky sigh escaped his lips and he quietly whimpered, his tight pucker clamping down almost immediately under the assault of Jax's tongue. The riolu fervently licked, his hands massaging his friend's behind as his tongue lashed from the bottom to the top, over and over. The chespin's cock throbbed powerfully in the warmth of the fleshlight and he felt a pleasure creep over his body, making him shudder and tingle. A moan escaped his lips, and the riolu greeted it with his own, his tongue centring against the pucker and beginning to probe it with the tip, threatening to slide inside at any moment.

Chip couldn't deny that it felt good, and he found himself quietly panting, his cheeks quickly growing flushed with pleasure. His body ached for more, and the riolu was keen to give it to him. His tongue pushed and pierced the chespin's entrance, sliding into him by only an inch, but enough to make Chip shudder and quietly gasp in delight. Jax's tongue slathered around and coiled in every possible direction, coating the 15 year old's asshole in saliva.

"Oh, Jax, that's..." The chespin trailed off when Jax's tongue unceremoniously removed itself from his behind, much to his dismay. He turned his head again and his eyes widened to see the riolu moving up into a kneeling position, grasping the lubricant in his hands and pooling some of it over the length of his cock. He had never seen Jax's member before, but it was huge, far bigger than he'd ever anticipated. The 5 foot or so riolu had a 10 inch member like none he'd ever seen, with a thick, bulbous knot and powerful veins that ran along it's length, making it twitch and pulse with each heartbeat. A cocky grin spread across the riolu's face as he smeared the lubricant around his member, leaning backwards.

"A fleshlight is fine...but it doesn't compare to the real thing," Jax admitted, his eyes smouldering. "And I want you, Chip."

"B-But, you're huge!" Chip squeaked out his complaint.

"I'll take that as a compliment. I'll be gentle." Jax assured him quietly as he probed the tapering end of his canine cock against the chespin's tight entrance, smearing the tip around his rimmed asshole. After a moment of anticipation, he pushed his hips forwards, sliding the tip of his cock right into the cub's behind. The chespin's innards clamped down at first, before they relaxed a little, opening up to accommodate the riolu's thick, long cock.

A quiet squeak of discomfort and pleasure escaped Chip's lips as Jax's impressive cock wedged itself into the cub's behind, sinking deeper and deeper with each thrust. 1 inch became 2, and then 3. It slid further and further into Chip's asshole until it eventually stopped halfway. Jax groaned quietly at the sensation of his best friend's spasming innards, the way they gripped around him, those velvety inner walls inadvertently milking his cock closer to it's release.

"Damn, you're tight." Jax muttered quietly, sliding his hips back and watching the way the chespin's tight hole stretched around his length. Chip shuddered and let out a quiet groan, pushing his hips forwards into the fleshlight. The feeling of Jax inside him was both exhilarating and painful at the same time.

Soon, Jax began in on a series of steady thrusts. He hips slid back and forth, his breathing heavy as he jammed half os his member into his best friend's behind. The force of each thrust coaxed the chespin forwards just a little, his cock sliding a little inside of the fleshlight, sending a shiver of pleasure up his spine. Sandwiched between his best friend and a sex toy, the chespin let out faint groans, his chest heaving with both pleasure and physical exertion.

The riolu didn't say much after that, focusing on the feeling of the chespin's tight ass clenching around his cock. Each thrust sunk him deeper and deeper until he managed to fit the entirety of his length into his friend's behind, the knot squishing and prodding inside of the cub's ass, threatening to tie with him, though it was likely impossible. Jax's thrusts began to speed up, his breathing growing heavier and heavier.

After a while, Jax leant over, cocking up a leg and plant his paw against the bed as he hooked his arms around his friend's body, hugging close to him as he changed tact from slow, strong thrusts to short, rapid ones, his knot squishing against the behind over and over. The chespin began to moan more frequently, his noises of passion mingling with the fervent squeaks that came with every other thrust. His own humanoid cock gently slid back and forth, stimulated by the fleshlight still enclosed around his cock. The pleasure began to heighten, and his body began to shudder.

"J-Jax, I think I'm...O-Oh fuck!" Chip whimpered quietly, trying to keep his voice down as his entire body trembled. He tipped over that familiar edge that told him he'd hit the point of no return, and his pleasure grew to its peek, a pressure forming in his loins. The riolu began to moan with him and Chip felt the pricking, stinging sensation of the riolu's teeth against his neck.

In an instant, he orgasmed. The nerdy chespin's cock throbbed powerfully and spurted thick ropes of cum into the fleshlights interior, where it pooled around the underside of his cock and out the end, against the pillow, staining the case and the fabric beneath it. His innards clamped down and squeezed periodically in unison with his cock's convulsions, and he heard the riolu's heavy panting. He felt him begin to thrust with a little more irregularly than before.

Suddenly, Jax stopped, a groan escaping his lips as his warm biting was exchanged for gentle, sensual kisses. Chip felt the thick pulsing of the cock inside of him and understood what it meant. The riolu's knot swelled as he climaxed, arcs of cum splattering into Chip's inner walls as he painted the inside of his asshole with his cum. They nestled against each other and relished the sensations of their own orgasms. Jax's balls tucked up against his body and a shaky sigh escaped his lips, his muscles relaxed and his knees trembling.

Jax leant to the left, and the duo unceremoniously rolled onto their side, with Jax still firmly embedded into him. Chip felt his friend's arms curl tighter around him and felt his muzzle dragging against his neck, cuddling against him. Chip sighed, pushing his hips back. He slid he fleshlight from his cock and grimaced at the mess he'd made.

"Mmh. We should clean up. It's all dirty and there's sex toys everywhere, and..." Chip began, but he felt a gentle kiss against his neck, causing him to stop. He sighed and set the pillow down, resting against the bed. He moved a hand to place it on Jax's own.

"...Merry Christmas." Chip murmured.

"Merry Christmas." Jax rumbled his reply, and the two lay there for a while, the sounds of carollers and jolly music playing faintly from beyond their little haven.