Tony adjusted his scarf in the mirror, tilting his head to catch the light. The soft fabric blended against the skunk's black fur, equally soft from his constant preening. He gave his reflection a quick, approving nod, brushing a stray lock of white hair from his forehead. From the tip of his purple nose, to the hair on his head, and tracing down over the length of his spine, Tony was proud of his white stripe. The coloration matched his chest and belly, with several bands of white covering his left arm and a split pattern which had grown over his bushy tail. Other than two sets of three spots each, one on each of his hindquarters, Tony's black fur kept an even sheen. One he had meticulously developed over time. Vanity wasn’t a flaw, he reasoned, it was care. Besides, Chris would notice if he showed up looking anything less than polished. The wolf, his longtime friend never missed a chance to poke fun at Tony’s meticulous style. The text from Chris had come earlier that day, casual as ever: 'Yo, come over tonight. We haven’t thrown down in a while.' Tony had smirked at his phone, already picturing their usual setup. Controllers in hand, trash talk flying, and Chris’s oversized couch swallowing him as they battled it out on the screen. It had been the same, ever since their college days, though Chris’ teasing had only grown sharper with time. Tony grabbed his keys and headed out, the autumn air crisp enough to make his fur bristle. Chris’ place wasn’t far, a short walk through the quiet streets of their small town. The leaves crunched under his paws, and he let his mind wander to the evening ahead. He already knew that Chris would have some mischief planned. #### When he reached Chris’s apartment, the door was already cracked open, a habit Tony had long given up scolding him for. "You’re begging to get robbed, you know," Tony called as he stepped inside. "Robbed? By who, you?" Chris’s voice boomed from the living room, followed by a low growl. "You'd need to be armed with more than that fancy scarf to make that happen!" Tony rolled his eyes, stepping into the living room. Chris was sprawled across the couch, all broad shoulders and lazy confidence. His blue fur was uneven, as though he’d just rolled out of bed. He was wearing a fitted black t-shirt that clung to his muscular frame but nothing else, and Tony couldn’t help but observe that between his legs, the wolf's canid cock was unsheathed. Not that he’d admit to noticing. Chris’s grin widened as he caught Tony’s glance, and Tony quickly looked away, adjusting his scarf again. “Game’s not set up,” Tony said, nodding toward the blank TV screen. “What’s the holdup, big guy? Too busy jerking off?” Chris snorted, swinging his legs off the couch to stand up. He towered over Tony by almost a foot, his presence filling the room. "Usually I rub one out after I beat your ass," he said,"but I thought I'd get it out of the way since we both know you're going to lose." "Don’t start," Tony warned, though his lips twitched. "Just put the game on before I leave you to play with yourself." Chris laughed, a deep, rumbling sound, and clapped a clawed hand on Tony’s shoulder. The touch was firm, lingering just a moment too long. “Nah, I’ve got something better than video games tonight.” He tilted his head toward the hallway, his grin taking on a mischievous edge. “C’mon. Bedroom.” Tony’s brows shot up, the purple-hued arches rising as the skunk’s fur stood slightly on end. “Bedroom?” he echoed, crossing his arms. “What, you got a new console hidden under your pillow or something?” “Something like that,” Chris said, his voice low and teasing. “Come on, princess. You don’t need to be scared.” Tony scoffed. He could only hope that this face didn’t betray his heightened sense of awareness. Chris’s teasing was nothing new, but there was a glint in his eyes tonight. The atmosphere felt different, and not only because the musk wafting from Chris’ girthy wolf-cock had overwhelmed his senses. “Scared of you? Please. I just don’t trust you not to pull some dumb prank.” “Only one way to find out.” Chris turned and sauntered down the hallway, not looking back, like he knew Tony would follow. Tony hesitated for just a moment, watching the wolf’s bushy, unkempt tail sway from side-to-side as he strut towards the bedroom. Silently, Tony followed, his curiosity outweighing his wariness. The bedroom door was open, and Chris was already inside, leaning against the bedframe with that same infuriating grin. The room was dimly lit, the curtains drawn, and the bed was neatly made. A rarity for Chris. They had shared a dorm together and during that time, Tony couldn’t recall having ever seen Chris’ bed made. Tony hesitated, remaining in the doorway. “Okay, what’s the deal?” he asked, keeping his tone light but guarded. “If you’re about to pull some nonsense, I’m out.” Chris laughed, pushing off the bed and closing the distance between them in two strides. “No nonsense. Promise.” He reached out, giving Tony’s scarf a playful tug. “Just thought we’d mix things up tonight. You know, have some real fun.” Tony swatted his hand away, but Chris was quick, grabbing Tony’s wrist with a gentle but firm grip. “Oh, come on,” Chris said, his voice dropping to a mock whine. “Don’t tell me you’re shy.” Tony blushed. “Sh-shut it!” His growl escaped but at the same time, his head sank low towards his shoulders and buried the lower half of his face into the scarf. “You know I don’t like it when you tease.” Chris’s grin widened, predatory now. “But you know I like teasing you.” Before Tony could respond, Chris stepped forward, pressing his pale, pink cock against the skunk’s white belly. Tony yelped, more from surprise than anything else. It was warm. More than warm, it was blazing hot. “And you’re always such a good boy,” Chris continued, “putting up with it.” “Get off me, you oaf!” Tony squirmed and pushed against the broad chest but Chris was too strong. The skunk’s slender arms barely got that muscular figure to budge. “Still playing hard to get, huh?” Chris teased, his voice thick with amusement. “Thought you’d outgrow that, princess.” “Stop—calling—me—that!” Tony hissed. Still, he had to admit that Chris was right. He was playing hard to get, only because he had spent those college years with a massive crush on his friend. Chris never had time for him, however, and eventually Tony grew out of it. Well, as much as he could when such a stunning male specimen insisted on remaining part of his life. Suddenly, Tony’s expression shifted. If Chris wanted to tease him, he could tease right back. “You don’t really want me anyway,” he said with a sly tone, presenting himself as though he was playing right into Chris’ hands. “And even if you don’t. I don’t think you have what it takes to actually satisfy someone. I bet all you know how to do is slam it in and get yourself off…” Chris let out a low growl. Even still, Tony could feel that prick throb against his soft fur. Lower down, his own cock unsheathed. Unlike Chris’ girthy monster, Tony’s much more manageable prick hung between his legs. His shaft was just enough to grip comfortably within his own hand, its purple hue resembling a ripe fruit. It was nestled upon a pair of gonads covered in fuzzy, white fur, unlike the smooth stones that dangled from Chris’ crotch. “Is that what you think?” Chris asked. His ears curled as he glanced downward. Tony could feel the wolf’s lecherous gaze trace down over his slender chest and around his wide, plump hips. “Come here. Let me show you something.” The wolf stepped towards the bed once more. It was only then that Tony realized that there were strange shapes under the sheets. Tony’s heart raced as Chris’s clawed hand hovered near the bed, the wolf’s grin sharp and knowing. The strange shapes under the sheets had piqued Tony’s curiosity, and despite the warning bells in his head, he couldn’t tear his eyes away. The skunk’s own purple-hued shaft throbbed below and betrayed his growing arousal, though he clung to the last threads of his composure. “What’s under there, huh?” Tony asked, his voice aiming for casual but landing somewhere closer to nervousness. He adjusted his scarf, a futile attempt to reclaim some control. “Another one of your dumb pranks?” Chris’s chuckle was low, almost a growl. “No pranks, princess.” He tugged the sheet back with a flourish, revealing an array of objects neatly arranged on the bed. Tony released an involuntary whimper. Anal beads of varying sizes, a sleek black plug, a bottle of lube, and a large, intimidating dildo with a flared tip. The sight sent a jolt through Tony’s body, equal parts shock and intrigue. “Whoa,” Tony managed, his purple nose twitching as he took in the display. “You… you’re serious about this.” Chris stepped closer, his blue fur brushing against Tony’s black-and-white pelt. “Told you I had something better than video games.” His voice was a seductive rumble, his eyes locked on Tony’s. “You said I couldn’t satisfy anyone. Bet I can prove you wrong.” Tony’s ears flicked back, his tail instinctively fluffing out. He wanted to fire back with a quip, to keep up the playful banter that had always defined their friendship, but the heat in Chris’s gaze and the blatant display on the bed stole his wit. His crush from their college days, long buried, clawed its way to the surface, and the skunk’s resolve wavered. “I… don’t know,” Tony said, his voice softer now, almost a whisper. He glanced at the toys again, his curiosity warring with his caution. “What if I win the bet?.” Chris’s expression softened, just for a moment, and he reached out, gently tilting Tony’s chin up with a claw. “You won’t,” he said, his tone still carrying that hint of cockiness. “But I know you’re curious. I can see it in that pretty face of yours.” He smirked, the predator returning. “Let’s start slow. Something to make it fun…something that gives you an excuse to be a good boy for me.” Before Tony could protest, Chris reached for a sleek leather collar from the nightstand, its silver buckle glinting in the low light. “How about this?” he asked, dangling it in front of Tony. “Just a little something to set the mood. You trust me, don’t you?” Tony’s breath hitched. The collar was simple but suggestive, a symbol of surrender that made his pulse race. He did trust Chris, despite the teasing, despite the way the wolf pushed his buttons. Their years of friendship had built a foundation strong enough to weather even this uncharted territory. And, if he was honest, the idea of giving in and letting Chris take control was intoxicating. “Okay,” Tony said at last, his voice bearing the last hint of defiance as he teased a final time. “Let me see what this dom wolf can do.” Chris’s grin was triumphant but warm. “Good boy,” he murmured, and the words sent a shiver down Tony’s spine. The wolf stepped behind him, slipping the collar around Tony’s slender neck after having removed his scarf. The leather was cool against his fur, the buckle clicking shut with a quiet finality. Chris attached a leash, giving it a gentle tug that made Tony’s knees weak. “There we go,” Chris said, his voice thick with approval. He circled back to face Tony, his eyes raking over the skunk’s collared form. “Look at you, all dolled up for me.” Tony’s cheeks burned beneath his fur, his usual combativeness melting under the weight of his arousal. The leash in Chris’s hand felt like an extension of the wolf’s dominance, and Tony found himself leaning into it, his body responding before his mind could catch up. Chris guided Tony to the bed with a gentle pull on the leash, sitting him down on the edge. “Let’s start easy,” he said, picking up the smallest set of anal beads. The beads were smooth, black, and graduated in size. “You ever tried these?” Tony gave a nod with his head. “Yes” he admitted, his voice trembling with a mix of nerves and excitement. “Not good enough,” Chris growled. “Say ‘yes, sir’!” Tony hesitated a moment then murmured, “Yes, sir…” “That’s my boy,” Chris said, his grin wicked. He grabbed the back of Tony’s neck and pushed the skunk forward to all fours. “Just relax. I’ll take care of you.” Tony nodded, his tail twitching as Chris positioned him. His legs spread apart as he rest upon his hands and knees. The wolf’s touch was firm but careful, his claws tracing soothing patterns as he applied lube to a single digit and then used it to tease Tony’s hairless asshole. The touch made Tony gasp. When the fingertip first pressed against him, Tony tensed, but Chris’s low, encouraging voice kept him grounded. “Easy, princess,” Chris murmured, his hot breath washing over Tony’s back. “Breathe.” Tony obeyed, exhaling as the finger slipped inside, the sensation intense, but not unpleasant. Chris worked slowly, each knuckle slipping in with considerably more effort than the last, stretching Tony with a deliberate pace. The skunk’s breaths grew shallow, his body adjusting to the intrusion, pleasure building with each careful push. The leash tugged lightly, a reminder of Chris’s control, and Tony’s arousal robbed him of any lingering resistance. “Fuck,” Tony gasped as the second knuckle slipped past his sphincter, his voice raw. His purple cock throbbed, precum glistening at the tip as it dangled. “Look at you, taking it so well. I know you’ve had a lot of practice,” Chris said, his voice dripping with pride. He worked his finger inside the skunk’s asshole and drew a moan from Tony’s lips. “Ready for more, you little slut?” Tony nodded, too lost in sensation to form words. Chris let Tony’s clenching butthole push his finger out, reaching for the anal beads next. They were black, and presented a growing challenge as, though the first was barely larger than a plum, the bead at the other end of the chain was the size of an orange. “Let’s see how much you can take,” the wolf grinned as he slathered the toy with clear lubricating jelly. The experience was an ordeal, but an incredibly pleasurable one. Tony’s moans filled the bedroom as Chris placed the first bead against the skunk’s prepped and puckered butthole and using only his thumb, he gently allowed it to sink inside. “Where did you…umf…learn to…” Tony could barely speak as Chris delicately stepped the game up to the next stage. The second bead was barely bigger than Chris’ knuckle and Tony’s ass swallowed it easily. The wolf let out a satisfied grunt and gave Tony’s tight ass its first real challenge. As the wolf worked the third bead into Tony’s ass, the skunk’s defiant nature surfaced. His asshole refused to accept the bead, despite how patiently Chris pressed it within him. However, the wolf didn’t relent. Tony’s purple cock was rock hard, oozing from its tip to make a mess on the sheets just as the lubricant smeared between his meaty cheeks. Tony let out a girlish moan as the third bead finally entered. He felt full, toes curling as he reached between his legs and grasped his cock. He couldn’t help but stroke it as he felt the wolf’s large hands grab his butt and massage it. Then it was time for the fourth. And the fifth. Then the sixth… Tony’s eyes watered as the final bead wedged between his plump cheeks. Chris poured a dollop of lubricant over it and pushed with the heel of his palm. “Unnnnphhh!” the skunk groaned as he stretched. “I can’t take it…I can’t take it…oh my Godddd….” Tony’s squeal filled the air, tapering off to a satisfied moan as the final orb entered his backside. Chris grabbed the skunk’s tail and pushed it aside to give himself a better view. “That’s a good boy,” he said with a tone of sincere approval. “I knew your ass could take it.” Outside of Tony’s ass was left a string of rubber with a heavy ring attached. Chris grabbed hold of it and without warning, he gave a tug. Tony bit his lower lip and relaxed, pushing as he did to help his body release. “Oooh fuck!” he groaned as the bead stretched his ass once more. Unlike before, each passed easier than the last and within moments, the final, smallest bead slipped from the skunk’s asshole. “I’m not done prepping you yet,” the Wolf smirked. The dildo was next. Its equine shape and impressive girth was even more daunting than the beads. As Chris lifted it, the heft gave Tony a delightful form of nervousness. “I chose this one for a reason,” Chris said as he began to prepare the dildo with a liberal amount of lube. “I remember back when we were in school, you dated this stallion for a few weeks. Never saw you happier than when you came back from his place.” With that, Chris pressed the dildo against Tony’s backside. The flared tip was daunting, but Tony’s arousal drowned out his apprehension. Chris applied even more lube, his movements methodical as he kept the toy positioned at Tony’s entrance. “Gonna go slow,” Chris promised, though his tone held a hungry edge. He pressed the dildo in with that same, gentle pressure, watching Tony’s reactions closely. The skunk’s moans grew louder, his body arching as the toy stretched him further, the tip taking him once more to his limits. Chris’s free hand stroked Tony’s thigh, grounding him through the intensity. By the time the tip slipped inside, Tony was trembling, his fur damp with sweat. “Chris,” he whimpered, the leash pulling taut as he shifted. “It’s… a lot.” “You’re doing great,” Chris said, his voice low and reassuring. He worked the dildo slowly, letting Tony adjust, each movement drawing gasps and shudders from the skunk. The wolf’s own arousal was evident, his cock hard and dripping, but he held back, focused on Tony’s pleasure. The session continued for several minutes and Chris expertly fed Tony’s asshole with that horse cock. The skunk had dribbled so much precum that the sheets were soaked between his knees and it was only when Chris was satisfied that he pulled the dildo out, leaving Tony nothing if not a well-prepped, horny mess. When Chris finally set the dildo aside, Tony was drunk with need, his wit and defiance long gone. Chris tugged the leash, pulling Tony towards the headboard and positioning him face-down into the pillows. The skunk’s bushy tail lifted instinctively, exposing his slick, prepared entrance. “Fuck, you’re perfect,” Chris growled, his voice thick with desire. He mounted Tony from behind, his muscular frame dwarfing the smaller skunk. The wolf’s claws gripped Tony’s hips, steadying him as he pressed his cock against Tony’s entrance. Tony moaned. He knew what to expect. Chris didn’t need more encouragement. He thrust in, slow at first, letting Tony adjust to his girth. His cock wasn’t as thick as the dildo, but its heat and pulse intensified every sensation. But beyond that, a wolf’s cock had more to offer than what a stallion brought to bed in terms of length and girth. As Chris entered that hungry ass, the wolf began to pant. Tony felt the lean, muscle-wrapped hips press against his plump backside and immediately clenched around that cock as the base of it began to rapidly inflate. “Fuck,” he gasped, “fuck…you’re filling me…” Chris howled, claws digging into Tony’s meaty hips as his knot ballooned to the size of Tony’s fist, far beyond that of the largest bead. Unlike the toy, however, this bulb of fuckmeat was warm and full of Chris’ lively lust. It throbbed, pulsing with the wolf’s elevated heartbeat as he knotted his friend. When the two were properly locked together, the wolf began to ram his hips. Tony’s moans filled the room, his body rocking with each thrust as Chris grew rougher, his dominance fully unleashed. Wolf sex was something else. Tony could feel him ejaculating, a steady stream of cum flowing inside the skunk and soaking impotently into his guts. Still, Chris hammered his backside even as Tony refused to let go of his knotted cock. “Mine,” Chris growled, his claws digging into Tony’s hips, careful not to break the skin. He slammed in harder, the bed creaking under their weight, his knot swelling with each thrust. Tony’s world narrowed to the rhythm of Chris’s movements, the leash pulling tight, the collar grounding him in his submission. “All fucking mine…” When Chris finally pummeled his prey onto the mattress, Tony cried out, his own climax hitting hard as his purple cock spilled onto the sheets. Chris followed moments later, indulging in his hormonal high as his growl vibrated through Tony’s body. The skunk’s ass was full, the knot ensuring they stayed joined and not a drop of Chris’ virile spunk escaped. They collapsed together, panting, Chris’s arms wrapping around Tony’s smaller frame. The wolf nuzzled Tony’s neck, his breath warm against the skunk’s fur. “You okay?” he asked, his voice soft now, almost vulnerable. Tony nodded, his body spent but content. “Yeah,” he murmured, a tired smile tugging at his lips. “But you’re still a jerk.” Chris laughed, the sound warm and familiar. “And you love it.”