Brandy had his legs kicked up on the coffee table in front of him, and was slumped so far back in the big, cushy couch that his next drink of water spilled right across his short, brown muzzle. "Shit! Ack, help." "Huh? Oh, hahah, you loser." Luke took the mostly-empty cup of water from the otter's paw and pulled him into a sitting position. Brandy was dazed and feeling all fuzzy from their recreational activities earlier. He felt himself being pulled upright only to realize, too late, that his ass wasn't even on the couch. Instead of sitting up he slid right to the floor, legs folding him almost in half from where they were propped up. Luke laughed at his friend's predicament, not even bothering to help as he watched the brown otter struggle weakly and try to get himself free. "Are you okay, dork?" "Sh-shut up," Brandy mumbled, paws fumbling around with the edge of the couch to try and get leverage. "Hey! Cut it out." Cinder, Brandy's dog, had wandered over to snuffle at his face and ears, tail wagging happily as he thought it might be play time. "Here." Luke put his feetpaws on the edge of the coffee table and gently pushed away until it was far enough away that Brandy could get himself free. "Man, you got water everywhere." Brandy peeled his shirt off and used it to mop up what he could before throwing it at the wall and collapsing on the cushions again. "Yeah, yeah. Give me your water, I'm thirsty." Luke hooked his feetpaws on the edge of the table and pulled until it was back in place, then he leaned forward to grab his cup and pass it to the otter. "You better not have sucked any dick lately." The otter laughed and grinned at the wolf before snatching the cup away. "Why? Bitter yours hasn't gotten sucked enough lately?" He downed half the glass in one go before handing it back to Luke. "I don't wanna get your gay cooties on me, that's all." Luke teased, pretending to be all disgusted as he gingerly placed the glass as far from him as he could, while still in easy reach. The two had been friends since they'd met their freshman year of high school, and Brandy had never made any secret about being gay. He'd tried once or twice to convince Luke to let him suck his dick, but the wolf had always laughed it off and said no. Luke had a bit of a quiet reputation for having a big dick among some of their classmates, too, only strengthening Brandy's resolve to get his chance. "How do you know you haven't gotten them already?" Brandy asked, scooching closer to the wolf as Cinder jumped up on his other side to take up half the couch. "Oof. I'm not," Luke grumbled, nudging at the otter's side. He took one more hit from the vape pen he brought over and then resumed the game he was playing. Brandy plucked the vape pen from the wolf's stomach and took another hit as well before tucking it away in the pocket of the wolf's hoodie. His brow furrowed and he rolled his head to the side to look up at Luke. "You don't know?" Luke didn't take his eyes off the screen, but his lips curled up at one end into a smirk. "Nope, not going to get me that easy. Girls are just fine," he said, dragging out that last word into a lazy drawl. The otter wasn't entirely sure what to think of that. It wasn't the first time Luke had said something that made the otter suspicious. He hadn't really tried getting into the wolf's pants in quite a long while, either. Brandy just leaned against the wolf, his head resting on Luke's shoulder as he watched the wolf play. Brandy wasn't certain how much time passed as they sat there together. They made small-talk about the game, shared the vape pen a couple more times, but mostly just sat in comfortable silence together. It wasn't too warm down in the basement where they were hidden away from Brandy's parents, and the otter was starting to cool off without his shirt. Luke was focused on the game, using some foxlike creature as a flamethrower. He hadn't planned on playing, but Brandy insisted, and liked watching. He felt the otter shivering at his side and glanced down. "What, cold?" Brandy nodded and tried to sit up. "Yeah... I need a new shirt." "Nah, here." Luke put the controller to the side and pulled his hoodie up and off, revealing his fluffy, grey stomach fur before he tugged his shirt back into place. "I'm warm enough." Brandy felt his body heat up just from the offer alone, cheeks red under his dark brown fur. "Th-thanks." He pulled it on over his head, senses filling with the wolf's scent. It felt so good against his short fur, and he pulled the hood around his face to hide his embarrassed excitement. Luke did his best to pretend he hadn't noticed how Brandy felt about the offer and was about to go back to his game before his eye caught something. "Oh, fuck, Cinder. Really? Gross." The otter looked to his other side to see the large dog-Cinder was some sort of great dane, wolfhound mix-and saw his dog lapping at a few inches of pink cock that was jutting up from his loose sheath. "Hah, what, jealous that he gets it more?" The wolf snorted and jabbed Brandy in the side with a couple fingers. "Getting it from who? You?" Brandy tensed up hard at that jab, both physical and verbal. The truth was he had given it to Cinder more than a few times ever since finding some rather lewd videos online. "H-huh? What?" Luke blinked hazily down at the otter, deciding to tease him further. "Oh, you hesitated! You have, haven't you? You totally sucked his dick." The wolf didn't actually think the otter's hesitation meant anything, but he loved giving the otter shit about anything involving giving head ever since the otter had clumsily tried to get in his pants a year or two back. The otter's muzzle hung open in complete shock, not aware that Luke's teasing wasn't serious at all. He wasn't sure what to say and felt his mouth go dry. "It's bigger than yours is," he grumbled. Luke scoffed and shook his head. "Yeah right, he's a dog. I'm a wolf." He raised his chin proudly at that, trying not to look too smug about having successfully gotten under his friend's skin. "Wanna bet?" Brandy asked, edging away from the wolf so he could fold his arms across his chest. The wolf was about to agree to that, confident enough in himself to win any such bet, but something crossed his mind. "Wait, bet? What am I supposed to do? Jerk off the dog to find out?" Brandy hadn't actually thought much about the specifics of anything, but he couldn't deny that he wanted to see that at least. "Hey, you're the one who has something to prove, Mister I-have-the-biggest-dick-in-school." "You're just trying to provoke me," Luke said after a few seconds, a grin spreading over his muzzle. He wasn't going to fall for that, though he was a bit more curious. "What would you give me?" "For what?" the otter asked, caught off guard. "If I won the bet." Brandy's eyebrows raised and he stared into the wolf's eyes for a few seconds as he thought. "Um, I dunno, what do you want?" "Uh, oh! You have to come camping with me this summer," Luke said. The otter groaned and let his head flop back against the couch. "I hate camping." He'd almost said yes once or twice, just to try and get closer to the wolf, but he really did not like the idea of being without games, bathrooms, or showers for an entire weekend. "You're such a dork, you know that? What do you want from the bet if you somehow win?" Luke felt more and more confident that he could win the bet, and he'd enjoy a week tormenting the otter out in the wilderness. Brandy's eyes lit up as he remembered what they'd been betting on. He knew just how big Cinder got, and he doubted that Luke could measure up. "Fine, if I win, I'll go camping with you. I won't even complain." He held up a finger when the wolf opened his muzzle to speak. "But if I win, you have to fuck me." Luke's muzzle hung open, his throat suddenly dry. Secretly, this was something he'd thought about once or twice, though he didn't think he was ready to admit something like that to even himself. "Uh, heh, what? Wouldn't people consider that a win-win? The losing option is that I get laid?" he teased, trying not to show how nervous the thought of losing made... even if he was going to win, anyway. Brandy rolled his eyes. "Fine, you want it to be meaner or whatever? If I win, then Cinder gets to fuck you." Luke was halfway through taking a drink of water when he choked and sputtered some. "What the fuck, dude, really?" He couldn't help but grin at that, though. When he'd met the otter, Brandy would have been way too shy to say something so blatantly wrong. Brandy's cheeks were red as he tried not to cringe at what he'd said; this night had turned out way weirder than he'd have thought. "Hey, it's a win-win, right?" he said, figuring he might as well dig the hole a bit wider. "If you lose you get laid." "If," Luke mentally reminded himself. "You know what? What the hell. I'm not going to lose to a dog, anyway. But you have to get his dick out." The otter couldn't believe that Luke had agreed, but he wasn't going to argue his fortune. "Fine, deal. Let's do it." Luke shook his head, a bit shocked this was happening, but it was just some dumb bet with a friend. A bet he was going to win. "Yeah, yeah, give me a sec." The wolf pushed himself to his feet and pushed his sweat pants and boxers down to his ankles. He'd been casually naked around girls before, but never his best friend, and he tried to keep from looking over at the otter as he started squeezing and stroking his sheath. Brandy wanted nothing more than to lean forward and watch what Luke was doing but was afraid that the wolf would stop if he looked too interested. Instead, he turned his attention to the big, shaggy gray dog that was lying on the other half of the couch. "Come here, boy. Down." Luke was having a hard time trying to get himself hard, nervous about doing anything like this around another guy. Sure, he'd thought about it, but everyone had, right? Would it really be that bad if he enjoyed it? His ears perked up as he heard the dog jump down off the couch and he couldn't help but glance over. Brandy pushed the coffee table back as he wobbled down from the cough and onto his knees on the floor. Cinder was trotting back and forth, picking up on what was about to happen. As soon as the otter's paw reached up to grip that loose, gray sheath, the hound thrust his hips forward, unsheathing half his cock in the first motion. "Good boy..." The wolf stared, slack-jawed as he watched the otter play with the dog's sheath. He'd been joking earlier, but now he wondered if he'd been right. "Has he done that before? He knew exactly what to do," Luke thought. The otter barely did anything more than hold his arm still while the large dog thrust his swelling dick in and out between his fingers. Pre was beginning to fire off in thick bursts from the end of the tapered shaft and Brandy wanted so badly to lean down and take that tip between his lips. Cinder's dick was actually bigger than Luke thought it would be, but he was still bigger. He realized he'd been openly gawking at Brandy and the dog for almost a minute now, and he turned away in embarrassment before his friend caught him. His cock throbbed in his paw, and he only just now realized that the sight of his best friend jacking off the large dog had seriously turned him on. Brandy glanced back over at his shoulder. "I'm done, are you ready yet?" he asked, trying to sound impatient while ignoring the raging boner in his own sweats. "Right. The bet," Luke thought. He gave himself a squeeze and turned around to face the otter. Cinder had turned away, his dick now angled back between his legs, gripped by Brandy's paw. And it was enormous. Brandy's mouth watered as he saw his friend's dick. After a couple years of wishing, he'd finally gotten to see it, and it was as big as he'd hoped. And not as big as Cinder's. "Hah, see? You lose." Luke's eyes were glued to the dog's fat length, watching as watery jets of pre shot from the tapered tip to wet the carpet. "There's... there's no way." He took a step forward, sure that the angle was making it look bigger. "Stick yours against it and see," Brandy dared. The wolf did just that as he crouched down to get his dick next to the dog's for comparison. It certainly felt hotter to the touch than his own, and pre was quickly matting down the fur around his crotch as the dog kept shooting watery little jets. It was closer than he'd originally feared, but the dog was still a bit wider and longer. "His knot doesn't look nearly as thick, does that c-" "He's not even fully hard, yet, either. See?" Brandy interrupted the wolf's train of thought as his paw released the hound's dick. It flopped back between the dog's legs, almost entirely disappearing into the loose-hanging sheath. Luke knew that he'd lost the bet for sure then, and he could only stare down at the floor, past his own dick which was still hard as a rock in front of him. "You've... you've gotta be fucking kidding me." Brandy felt supremely confident, and he didn't even try to wipe the shit-eating grin off his muzzle. Over the course of their friendship, they'd made plenty of bets, and Brandy had lost the majority of them. Now, he'd won when it mattered most, and he wanted to savor the moment. "And you remember what the bet was, right?" The wolf's shoulder's and tail drooped and he tried to rationalize a way to go back on the deal, though he knew just how unfair that was. "I... there's no way." "Hey, you said!" Brandy held up a finger accusingly at the wolf, who just shook his head. "N-no, I mean... like... if he's bigger than me. There's no way I'll fit." Brandy fumbled around in the pocket of the wolf's hoodie he was still enveloped in. He fished out the vape pen and took a large hit off it, trying his best not to cough. He tossed it up to the standing wolf and stuck out his tongue. "What is it you always say to me whenever I complain? Nut up." Luke caught the vape and stared at it sullenly. All of his earlier bravado felt as if it had drained away, and he found himself in a situation that he never would have imagined. "Fine, but you're gonna blow me." "You're always saying you can't change the bet," Brandy said, watching Luke take an even larger hit off his vape pen. "But I still will. For you," he teased. The wolf inhaled as much as he could and blew it in the otter's face. "Just shut up. I can't believe I'm doing this." Luke carefully got on his knees, looking at the couch before deciding just to be on all fours. His head hund dejectedly between his shoulders as he tried to relax his body. "Katie took it just fine. Even Belen liked it after a bit. If they can do it..." The thought didn't help him much when he something cold and wet press up under his tail and against his virgin pucker. Cinder's tail was wagging up a storm as he snuffled noisily around at the wolf's thighs before shoving up under the limp tail. Then his broad tongue began slobbering wetly against the wolf's entrance, a few inches worming inside as Luke had been fairly relaxed. Cinder's tongue slipped free and made a few more passes, eventually digging back in again. Luke's chest ached and he realized he'd stopped breathing from the foreign sensation. It felt so wet and violating, intimate and exciting though incredibly strange. He pushed his ass back against the dog's muzzle, wanting to feel more if for no other reason than to find out if he liked it or not. The dog's tongue slipped free from his ass and left him slightly disappointed. Then a heavy weight fell atop his back. Brandy was at the wolf's side, now wearing only the wolf's hoodie. It hung down low enough to cover his bits, though there was a wet spot just above the pocket where the otter's obvious erection was pressing into the cotton. "Just relax. If I can take it, you can." Brandy snickered, unknowingly echoing the wolf's own similar thoughts from earlier. "That at least confirms that," Luke thought, realizing now he'd been right that Brandy was being a perv with the dog. Not that he had any room to talk just now. Instead of humping up a frenzy like some dogs, Cinder shuffled forward until his sheath was nestled up under the wolf's tail and then pressed forward. He hit his mark on the first try and unsheathed half his canine length into the wolf's passage. That was where the hound's patience ended. Luke's eyes went wide as his ass was spread open by the dog's cock. His first thought was that it wasn't as bad as he'd feared, and that maybe this would all be over before he knew it. That thought barely had a chance to coalesce before Cinder began plowing into him like a big, furry jackhammer. "Fuck! Oh, fuck, fuck. Help!" Brandy was touching himself beneath the wolf's hoodie and he imagined that he was in Luke's place, while Luke was in Cinder's place. "Damn..." Cinder was humping desperately at the once-tight hole, pre already beginning to ooze back from around his cock. His paws were gripping the wolf around the hips tight enough that Luke couldn't pull away or even try and collapse. There was no escaping the large hound. Luke's eyes were watering from the pain, but he let his body relax, and the pain, to his surprise, lessened enough that he was able to suck in a deep breath. Now that he wasn't clenching down, the dog's cock was digging even deeper into his guts. It still was less painful than it had been, and every couple thrusts Luke felt something that made his cock tingle beneath him. It was still fully hard and swinging freely between his legs while the dog's balls smacked his own smaller pair. Thick strands of pre were dripping from his cock as his prostate got rocked over and over by the dog. Brandy was leaning in as close as he could to try and watch his friend lose his anal virginity to his pet dog, one paw jerking at his uncut cock beneath the borrowed hoodie. "Oh shit, you're taking it better than I did." Luke wasn't certain if he believed that. The dog's cock was beginning to thicken, and relaxing wasn't helping as much as it first had. He was going to be sore for days. Yet he wasn't sure he wanted it to end just yet. His cock felt stimulated in ways he'd never felt, and the pleasure continued to grow more than the discomfort was. A sudden tugging at his passage made him suck in a pained breath. "How could I forget that he's going to try and fucking knot me," he thought, grimacing as he tried to relax while also keep the dog from knotting him. Cinder's grip on his waist held firm and the dog's knot popped back and forth through the wolf's hole a few more times, each time making him see stars. Cinder's knot finally swelled enough that he couldn't tug it out, so he instead drove it in deeper. His balls literally jumped two inches in his heavy, gray sac with each throb of his fat cock. Watery dog cum had been running down the wolf's inner thighs, but now the engorged ball of flesh was keeping it all sloshing around inside the wolf's passage. "Guh," Luke managed to croak out before his arms gave way and he collapsed forward onto his arms and face. "Fuck. It hurts, it hurts, oh fuck. It's fucking big." Brandy had pulled the wolf's hoodie out of the way and was openly stroking himself, trying to keep close to the edge as watched his friend get railed. "Y-you... still want me to blow you?" Luke's mind was fogged over from weed, from the pain of being fucked so roughly, and from the pleasure of something inside him. The mix was confusing and overwhelming, and any more stimulation sounded like it might kill him, but he found himself rapidly nodding. "Yes. Fucking yes." Brandy was going to try and slip under the wolf when Cinder dismounted and turned around, so they were butt to butt. Luke made a strangled cry that was somewhere between anguish and pleasure as the knot tugged at his insides, and he made that noise again when Brandy helped him onto his side. "You okay?" Luke found himself thankful for that stupid pride of his that got him into these situations to begin with. "Y-yeah, I'm fine," he said, truly feeling it, despite knowing it was his brain tricking itself. After all, Brandy had said that he could take it just fine, and Luke couldn't wuss out. The wolf's eyes went wide as he felt fingers encircle his knot and squeeze. He thought he was going to cum just from that alone, but having something so large inside him was preventing him from getting off, even if it was what was making him so hard in the first place. "Ssh, dang. Can you imagine if my parents caught us?" Brandy snickered. He was laying on his side with his face right next to his prize, both paws holding and touching it, fingers tracing every inch. Luke's tongue lolled from his open muzzle as he just lay there on the floor limply. He felt exhausted, and his ass ached from being filled so completely. Still, whenever he clenched down, the thick knot pressed on his prostate in a way that made him want to whimper needfully. Brandy's taunt made him realize that maybe that whimpering hadn't been internal after all. Brandy leaned forward and slid as much of the wolf's cock into his short muzzle as he could fit. His senses were filled with his friend's scent and taste in a similar way as when he'd put on the hoodie, but far more intimate. He'd had enough practice with Cinder that he could slide down until his lips kissed Luke's knot, and he moaned happily. This was what he'd wanted to do for so long. The otter bobbed his muzzle back and forth a few times, placing a paw below the wolf's stomach and pressing down. Sure enough, he could feel Cinder's cock throbbing against his fingertips. Luke groaned out and arched his hips against the otter's slim maw, knot grinding at the passage that was much too small for it. "Oh, shit. Is that... is that..." Luke brought one of his paws down to where Brandy's was and pressed down. "Fuck. I can feel his cock." Brandy cradled Luke's cock with his tongue, bobbing his head back and forth while jerking at his own cock. He flicked his tongue across the tip a few times, tasting the salty pre that was dribbling out before sliding down to mouth that engorged knot. Luke's passage was starting to rhythmically clench down on the dog's knot as he felt his peak quickly start to rise. "I've... got a f-fucking dog..." the wolf bit back a grunt of discomfort-the knot might have felt good, but it also still hurt-and buried his face into his arm to whimper. "Cumming inside me. That was enough for Brandy. He came hard, curling in on himself as his cock flexed in his grip and shot sticky ropes of cum up across the black hoodie Luke had let him borrow. The otter moaned around the wolf's cock, paw squeezing down on the thick knot in front of his nose. Luke thought that he was going to pass out as his knot was tugged on. Cum started drooling from the end of his cock even as the pressure built, and then it all broke through at once as he gave in. His inner muscles clamped down hard enough on the dog's knot that Cinder let out a soft woof of surprise and began licking at where they were tied. The wolf's body spasmed uncontrollably for a second as Luke jammed his hips forward, grinding his knot against Brandy's nose and chin while cum gushed out into the otter's throat. Brandy gagged and pulled back to keep from choking as Luke unloaded in his maw. He was still shooting ropes of cum over his own chest and the carpet, and barely had enough attention to swallow around the pulsing canine member. Cum hung from the corners of his mouth and matted down his face as he failed to keep up. Luke's heart was hammering in his chest as every beat made the knot in him feel twice as large. He'd never cum so hard before and knowing that it was because he'd let Brandy's beast of a dog fuck him made it even better, somehow. He could feel that large member shift around inside him, dog cum wetting the fur around his ass and thighs. It just made his cock pulse harder. Brandy pulled the wolf's length from his maw and rested it against his cheek as the last of the wolf's load emptied across his face and neck. He felt drowsy before, but that orgasm seemed to have drained him of the last of his energy. Luke lay there, physically and mentally exhausted. He had a lot to process, but one thing kept making his body shiver. "What about next time?" Thinking that made his toes curl and dick pulse. "Hey... hey Luke," Brandy said, giving the wolf's dick a squeeze before pulling back. His face was coated in cum, and when he tried to clean it on the hoodie, he realized, too late, that his cum was covering it. The wolf tilted his head to watch the otter smear cum everyone over his face, neck, and hoodie. The knot plugging his tail was all but a forgotten discomfort at this point. "Hey what?" Brandy managed to clear enough of the cum from his face to open his eyes and look back down his body at his friend. "Can I keep your hoodie?" The wolf really liked that hoodie, but his eyes scanned up and down the cum-covered front, and the dopey grin on Brandy's face. "Fine." The smile that lit the otter's face was almost worth it, and Luke's cheeks heated up as he failed to hold back a grin. "Does this mean you're my boyfriend?" the otter teased, trying to flutter his eyelids at the wolf only for one of them to stick shut from the mess across his face. Luke's passage clamped down at the wolf under his tail and he absently reached forward to dig around in his hoodie pocket to retrieve his vape. He took a hit from it, staring at the side of his palm where he'd managed to get some of Brandy's cum on his fur. He puffed out a breath and shook his head. "No." When he saw the otter's expression start to soften, he quickly added. "N-not yet."