Ultratails let out a small huff as he sat in his room. It was Friday and he was supposed to go to his friends for the weekend for a sleep over since his parents had a business trip they had to attend to, but his friend had gotten grounded, so now his parents were making him get a babysitter. He kept insisting he was old enough to stay home alone, but his parents weren't about to do that. He was only in elementary school and was far too young young to stay home alone despite how much he insisted he was old enough to do so. So his parents had called in a babysitter they found locally, and he would be there soon. So he figured he'd try and get one last paw in before whoever it was arrived. So there he sat in his chair, the orange, white, and black furred fox cub with his pants down as he quickly stroked himself, looking at the xFurs page of one of his favorite furs. A fox named JC. The fox seemed to have a lot of friends, or at least hookups, and seemed to love nude beaches. He loved the idea of going to one and doing some of the things the other fox did, but he was too shy, not to mention young. He figured it would be a long time before he got such an opportunity. He just imagined being one of the foxes friends, that large vulpine shaft sliding under his twin tails. It made him whine and blush, starting to get close to his orgasm. The only one he figured he would get off during the weekend if he was being babysat. Thats when he heard a loud knocking at the door. "Tails! Were leaving! Your babysitter is here! Come say hi!" came the loud voice of the foxes father at his door, the cub letting out a groan that wouldn't be audible through the door, quickly closing the browser and turning off his screen as he started to tug up his underwear and adjusting himself to hide the boner he had now, unable to finish in time. "I'll be right down dad!" he yelled back out, squirming as he tugged his pants up and tucked his length away as best he could before getting up, already wearing a t-shirt since he never bothered to take it off. He quickly got up and went to leave his room, unlocking the door and heading to the bathroom real quick to wash his hands before heading down the stairs where he could hear some talking. He quickly headed to the front room where he heard his mom and dad and the voice of someone else that sounded almost familiar. As he turned the corner he stopped in his tracks and stared up at the three adults. "Ah! There you are! This is your babysitter. His name is JC. Now you be good this weekend okay? Listen to what JC says and don't stay up TOO late. Were going to give you a little leeway since you were supposed to have a sleepover this weekend, but don't go crazy now. I left him pizza money so you can have pizza tomorrow night. I love you sweety!" said the foxes mother as she leaved down and gave him a kiss on the forehead, the father laughing a bit as he picked up a bag, heading towards the door. "Come on hun. Let's go before you embarrass him anymore!" the father jested to his wife with a smirk, earning him a little smack on the shoulder. "It's not THAT embarrassing. Bye you two! Be good Tails. We'll be back Sunday night!" the mother said as the father waved goodbye with his free paw before the two walked out the door, leaving just the kid and his idol of sorts. He just stood there blushing as he looked up to the older fox who he had jerked off to countless times before and thought of doing so many naughty things with, which just made him blush more, and his erection throb more in his pants. His tails wrapped around himself shyly a bit, afraid the fox would see that bulge in his shorts as he looked up to him. "Well hey there little guy. My names JC, and you must be Tails. Nice to meet you!" the larger fox said with a smile down at the little fox, thinking he was was just shy. He reached out to give a little ruffling between his ears, earning a little shy squeak, the ears folding back as the small fox looked up to him. "Ummmm.... H.... Hi...... Nice to meet you..." the kid stuttered with a blush. Looking up at the adult fox, looking over him, finding his eyes looking at the crotch of the foxes pants before blushing more and looking up again. "So. What do you wanna do? Play some games? Watch a movie? It's already kinda late, so you can't stay up TOO late. Though I guess your parents did say you could stay up a bit later than normal. So it's up to you!" the large fox said with a smile. He stood there looking at the little fox. He seemed so shy and bashful. He thought it was kind of cute. "Ummm.... W.... We could watch a movie.... Ummmmm.... M.... Maybe Zootopia?" he asked the adult, squirming a bit where he stood. God he was stiff. He still couldn't believe that JC was there, and it was making it hard not to just get hornier than he already was from his failed pawing session only minutes prior. "Sure thing kiddo. Lead the way." JC said with a smile, only to watch the smaller fox nod and bolt away from him. He giggled a bit to himself at how shy the kid seemed. He'd babysat some kids that were shy before, but this kid seemed more shy than any others he'd babysat. It was kind of funny and cute. He started to make his way to the couch as the cub sat on the couch with a pillow in his lap. Tails grabbed the remote and turned on the TV and Pawflix and put on the movie. As it started he sat next to him, only to watch him scoot further to one side of the couch. He giggled some and just sat there and started to watch the film. Tails tried to watch the film, but couldn't help but steal some glances of JC. He was still in disbelief. What were the chances of this exact fox showing up in his own home as his babysitter. He could barely look at the adult without just seeing him as naked. That just made it worse. His cock throbbed painfully as all the images and videos he had seen of the fox and the fantasies he had of him ran through his head. He tried to watch the movie, but it was difficult. JC looked over time to time, only to see the kid fidgeting some, and blushing as he caught him looking at him time to time. Before they knew it, the end credits were rolling. He looked over to the fox and smiled to him. "Well that was fun. So what next?" JC asked, only for Tails to let out a small squeak initially. "I..... I think I am going to go to bed.... I am not feeling so good!" the small fox managed to get out before jumping up and quickly running up to his room and closing the door behind him. "What an odd kid..." the larger fox thought to himself as he laid back. He figured he'd check on him later, so for now he just brought up some show on Pawflix to watch in the meantime. Meanwhile Tails was in his room, whining a bit as he got into his bed. He thought maybe this was all some kind of dream. Or maybe a nightmare. He really couldn't tell which. On the one hand, his porn idol was in his house. That was a good thing right? But with how he'd been acting, the adult had to think he was a total dweeb by now. So was this a nightmare? He couldn't tell. So he figured he'd try and sleep and maybe that would wake him up. So he laid down and did his best to sleep. JC meanwhile sat downstairs, watching Pawflix and yawning a bit. It was a bit late, and he had work earlier in the day and was rather exhausted. With the kid gone now he was just feeling sleepy himself. He laid down on the couch and decided to try and get some early sleep, leaving the TV on for some ambient background noise as the shows plaid and he slowly started to snooze. A few hours later, Tails was still in his bed, and completely awake. He couldn't sleep. Not with how horny he was. While his cock had slid back into his sheath, his whole sheath and his tailhole had been tingling the whole time, making it impossible to sleep. Eventually he let out a frustrated grunt and thought he'd try and get a quick paw out. He got out of his bed and went over to his computer, putting on his earphones, and going to JC's xFur's page and brought up one of his videos. It was a video of the fox at the beach with one of his friends. Said friend was on his back, legs in the air as JC fucked him deep. The young fox watched as that thick, pink, knotted cock was pounded into the others rear over and over again. He'd quickly started to paw himself as he watched, his cock having hardened almost instantly. He leaned back a bit in the chair and spread his legs, reaching down with his other paw to start rubbing his own tailhole a bit as he watched, imagining himself in the other lucky furs position as JC fucked the other guy. Meanwhile downstairs Pawflix had stopped playing as JC slept on the couch. He'd managed to fall asleep, but the couch wasn't the most comfortable in the world to sleep on. Eventually he started to cramp up a bit, waking him from his slumber, letting out a small yawn and rubbing his eyes some. He sat up and stretched a bit before looking at the TV. "Guess I did get some sleep. This couch isn't very comfy though. Parents said I could sleep in their bed though... Guess i'll do that." JC mumbled to himself as he stood up and stretched, starting to make his way upstairs. The parents had said their room was at the end of the hall. As he started to walk there, he noticed some light going on and off under one of the doors. It was late and the young fox was supposed to be asleep, and he said he wasn't feeling well. So he figured he'd check in. As he reached to open the door, it clicked open. Tails had forgotten to lock it. He slowly opened the door as not to awaken the fox had he managed to actually fall asleep. JC however wasn't exactly prepared for what he saw next. As he opened the door, he saw the fox sitting in front of the computer with his headphones on. He let out a bit of a huff, thinking the fox was up late gaming or something. As he walked in though he finally caught a glimpse of what was on the screen. A video of himself fucking one of his friends on the beach. This time it was his turn to blush. He debated leaving the room and leaving the fox be, but instead he walked forward. As he got behind the chair he got quite the sight. He looked down over the chair to see the fox stroking his cubhood and fingering his own tailhole, eyes closed as he was lost in his paw session. The large fox blushed more at this, and felt a little throb in his pants. It wasn't exactly the first time he'd seen a cub naked. Hell. He'd plaid with a few before. But it WAS the first time he'd caught one jerking off and fingering himself, and certainly the first time he'd caught one doing it to his own stuff. At first he thought about leaving again, but then he thought of something else. The young fox hadn't noticed his presence yet, and he seemed to be quite interested in him. Also he had to admit, the kit was pretty cute. So he thought he might try something. He slowly tugged off his own shirt and pants and boxers behind the chair and then carefully made his way in front. There was some room under that desk to squeeze in without getting caught. JC was soon face to face practically with that kit cock being stroked quick, and that little hole twitching as it was fingered. Eventually the young fox tugged his finger free to regain a little balance in the chair as he'd slipped a bit, leaving his little hole on display and twitching. Thats when JC decided to make his move. Slowly the adult moved his head in and took a loooong lick along that tender little ring as the kid was re-adjusting himself on the chair, earning him a quick squeak and a flailing cub who promptly fell backwards in his chair and onto his back with a grunt, those headphones getting pulled off by the cord as he fell backwards. JC let out a small giggle as he slid out from under the desk and looked down at the kid over the chair. Tails was laying there rubbing the back of his head as he had hit it on the floor, albeit not too hard. Luckily the floor was plushly carpeted, and his head had been against the soft cushion on his chairs headrest. "Guess I should have warned you about that huh? Though I guess I know why you were so shy all night now." the adult said with a grin. He was on his knees with his arms rest on the chair as he leaned over it. He reached down to give that young little cock a rub with a single digit, earning him a small moan from the child. "Ahhhh..... J...... JC.... T.... This is just a dream again..... you can't really be here...." Tails said with a little whine. He'd once again been caught mid paw and denied orgasm. Not only that he was sure he had to be dreaming now. There was no way his tailhole was just slurped by the adult fox. No matter how good it seemed to feel, it had to be a dream. Right? "Nope. No dreams. This is as real as it gets~!" the adult fox teased the young one. JC soon moved next to the small fox and picked him up, carrying him over to his bed and putting him down on it, getting on the bed with him. He quickly moved between the small foxes legs and gave a lick along that small cock, earning him another little moan as he took it in his maw and suckled softly, making the small fox whine and thrust. Tails was already close after two denied orgasms and he couldn't help but reach out and grip the adults head and start to thrust into it. It felt so good. There was no way it was real he thought, but he didn't want to stop. JC kept up his sucking and bobbing even as the young fox thrust into his maw. He felt those quick and inconsistent thrusts into his maw. The little fox obviously had very little to no experience. The thrusts were uneven and quite quick. He'd feel that tiny knot pop into his maw time to time as the kid thrust unevenly. He moved his paw to that tiny rump and started to push the fox towards his maw and work up a more natural and consistent rhythm. He lapped over that tiny cock as it easily slid in and out of his maw in full, feeling the little shots of pre splash over his tongue before Tails let out a moan and pushed once more, hilting in the maw. Tiny shots of cub cum soon splashed over the tongue, painting it white as his little cock twitched. Tails moaned out as he ground and pushed into that maw, looking down as he saw his idols maw wrapped around his young cock. It felt good. Too good. He was sure this was a dream until now. There was no way a dream could feel this good. He was actually cumming into the muzzle of the other fox he'd thought about and pawed to so many times. Eventually his orgasm slowed down to a trickle, shivering as he felt some cleaning licks to his cock before that maw pulled free. He blushed a lot as JC sat up and looked to him, still laying on his back completely naked himself after his orgasm. "So little fox? Was that everything you imagined~?" the older fox teased. Tails blushed a bit and squirmed as he looked up. "T..... That was awesome..... b..... but...... well...." Tails stammered. It was hard to talk after an orgasm like that. Also he was still quite embarrassed by the situation, even after getting sucked off without even having to ask. "Well what?" JC asked as he reached down to rub the little foxes tummy comfortingly. His own adulthood was throbbing hard, but he figured he'd take care of it later. He thought the fox would be done after an orgasm like that. But he was so very wrong. "W.... Well..... I....... I..... I wanna suck your dick!" Tails blurted out eventually with a blush, quickly covering his mouth out of embarrassment. The words earning him quite the look from JC. It was time for the adult to blush again a bit at the words. Not to mention hearing that made him throb a good deal. "Oh really? Is that what you were thinking about when I caught you pawing to me?" the big fox asked with a bit of a grin. He slowly moved over to the side of the young fox, letting his huge length bob around in the air, just above the kid, letting Tails see it for the first time. Tails blushed so much as he saw this. It was the first dick he'd even seen. Well. At least in person like this. He'd seen some of the other kids in the gyms changing room and such at school, but never an adult, and certainly never hard. It was so large compared to his own. He couldn't help but reach up with a small paw and feel it. This earned a small moan from the other fox as the kid got a feel for his weight and size. "W.... Well..... I was..... kind of.... Ummmmm...... Thinking...... Thinking of.... You.... You..... Putting your dick..... in my tailhole..." the young fox managed to get out, whispering towards the end. JC looked at the small fox again, moving a large paw up and over his left leg, moving it down slowly and to the inside of that inner thigh. Slowly he brought two fingers up under those twin tails and rubbed at that slightly stretched hole that the kid had been fingering earlier. Tails let out a little whimper as the digits plaid along his little ring. "Oh? You mean you want me to put my dick right in here~!" the adult teased, giving one of his fingers a little push at that hole to tease, only to find that he slid it in right to the first knuckle with relative ease on accident, making the child moans softly and squeeze a bit on the digit. He'd only meant to press at the hole to tease quickly, but it had seemed the fox had stretched himself a good deal earlier. "Mmmfff.... y.... yes.... please.... I..... I want it so bad..." the little fox whimpered out a bit with need and desire. He'd dreamed of such a thing for so long, but never in his short life did he think he'd have the opportunity for such a fantasy to come true. He quickly reached out to pull that heavy cock down towards his maw and start to lap over it gently, tasting that strong adult flavor. "Well. I can't deny thats quite the offer. But I am not entirely sure i'll fit. Why don't we try something else first and see if you can stretched enough?" JC recommended before lifting the small fox. JC flopped on his back and tugged the tiny fox over him into a sixty nine. He made sure the kids face was near his cock while with a little work, he managed to get his own maw under the kids twin tails, slowly starting to lick at that young little hole and sliding his tongue inside. Tails moaned as slowly that tongue was pushed into his young hole, stretching it around the slick appendage. He whimpered a bit as he felt the adult working his tongue inside while he found himself face to face with that cock he'd fantasized about. He couldn't help but to reach out and aim it down towards him and quickly wrapping his lips around the head of that spaded tip. The kid groaned a bit at the musky taste and the salty taste of pre dripping on his tongue as he worked to slip some of that cock in his maw as best as he could. It was his first blow job though, and that dick was so large compared to his maw. He only fit about two inches in or so for now, trying to be as careful as he could with his teeth as he started to lick and suckle. JC let out a soft groan into that rump as he slowly licked deep inside the child atop him. He felt that little maw sliding around his dick as best as it could. Every so often giving off a small little whine and shiver as a tooth scraped here and there, but nothing too bad. Really for a first time from someone so young and inexperienced, it was good. Almost like he had practice, though he doubted that was the case. For now he focused on that little ass. He brought his paws up to spread those cheeks as he slurped deep inside the kid, slickening and stretching that hole wide with his broad tongue as he felt the kid slowly suckle and bob over his cock. The young fox was being driven wild by that tongue. Squeezing over it time to time as he wiggled his little rump back against the maw, making some of that dick in his maw slide out as a result. He whined and squirmed with need as the fox teased his insides deeply. It was too much. He wanted to suck on his idol more, but he needed so much more, right now. With a whimper he slowly pulled forward and felt that tongue pop out. Tails crawled forward and then turned over to lay on his back, legs in the air as he reached back to hold his cheeks spread and show his small, slightly gaping and glistening hole off. "P.... Please JC.... I..... I wanna feel it so bad...." the young fox pleaded. His hole and his insides tingled in ways he'd never felt before. He needed something in him. He needed JC in him. Slowly JC got to his knees and scooted forward, holding his dick and stroking it slowly to leak out more pre to spread over himself slowly to slicken himself more. "Are you sure you can take it? Have you ever taken someone as big as me before?" the adult asked as he aimed himself downwards and nudged his tip at the hole to smear some pre over the ring. He slowly stroked himself a bit more to splash a few more globs over the ring in the meantime to get him extra slick. "I..... Ive never had anyone in me..... or anything so big..." Tails admitted. There it was. JC was about to take the little foxes virginity. It sent a bit of a shiver up his spine at the thought. The adults cock throbbed that much more as he nodded. With one paw, he held his length in place while the other reached out to press on the foxes tummy to hold him in place as slowly he pushed his hips forward with a groan. Slowly that young, virgin pucker stretched and buckled under the pressure of that spaded tip pressing at his ring before eventually relaxing and letting that tip pop in, causing the two foxes to moan. JC stayed there for a moment to let Tails get used to the feeling before slowly starting to shove more and more in. The large fox looked down at the kids rump as it was held spread with those tiny paws as more and more of his dick vanished into that tight, young, virgin ass. Eventually with enough pushing, that large knot kissed the ring of the small foxes hole. The two of them lay there for another few minutes, getting used to the new feeling. JC getting used to the tightness of someone so young, and Tails getting used to feeling so full with something so large. The young fox blushed as he looked up, seeing the face of the fox he'd dreamed about doing this with right over him, and feeling him so deep inside of him. It was almost too much. He couldn't beleive it still. Slowly JC started to pull out about half way, only to shove right back in and start to work up a slow and steady pace of fucking the kid on his bed. The adult moaned as he slowly fucked the young kid he was being payed to babysit for the weekend, feeling his knot kiss that ring over and over again as his paws moved to hold those two legs up in the air as he leaned over him. Meanwhile Tails was in heaven. He felt new pleasure he never knew was possible as that huge cock rubbed along his young prostate and made him feel so damn full. Once his legs were gripped by the large fox he let go of his own rump, one paw quickly going to paw himself off, the other reaching up to hug around JC's neck as the adult fucked him deep. The young fox felt that bulb pressing to his hole every time. It felt so big. But he wanted it so bad. No. He needed it. "J..... JC...... Please..... D..... Do me like in your videos..... I.... I want it harder.... I.... I need you to knot me...." the young fox begged of the adult. The larger fox looked down to him with need of his own and panted as he slowly thrust deep. The small fox was so warm and tight. He was splashing those insides with so much pre, and it was being spread around with every thrust, making the thrusts sound a bit squishy eventually as pre leaked out a bit. "A.... Are you sure? I.... I'm not sure it will fit...... If it does, it's gonna sting...." the adult moaned out. He was already getting close from how tight the little fox was. He knew that it might not fit, but the thought sure was alluring. The little fox would be so snug around his knot, and it just made him want to do it. "P.... Please..... Do it..... I want it so bad!" Tails begged. He needed to try. He wanted to feel just how the furs did in the other foxes videos. That was all the encouragement JC needed. He slowly slid his cock out, only to flip the fox kit onto his fours and push back in. He gripped those tails and held them to the kids hips as he got a tight grip on him and watched his tailhole as he started to thrust hard and fast. Both of them moaned as that knot pressed at his ring harder and harder, slowly stretching it a bit. Tails tried to keep loose as that huge bulb kept hitting his hole. The kit reaching for a plush fox he had to hold onto and moan into as JC railed him hard. It didn't look like it would work at first. That hole was tight. But slowly over time it stretched more and more. Over the next several minutes the two fucked like feral animals. Hips and balls and that huge knot being slapped against the kids rear with every strong push. Tails was whimpering with need. It stung a bit as is, but he wanted it so bad. He was pushing and grinding back and doing his best to keep loose. Soon though the two worked into a pace of JC thrusting forward while Tails pushed back hard. Eventually it happened. With a hard thrust and push back, that tiny hole spread more and more, the two pushing hard, JC's paws pulling the cub towards him until there was a pop. That knot sunk into the fox, making them both howl out. JC in pleasure, and Tails in a mix of pleasure and a bit of pain. It stung, but it felt so good too. That full feeling of a knotted cock inside was so warm. Thats when it finally hit JC. He couldn't hold it in anymore. His cock throbbed hard in the kid and he moaned loudly once more as his tip erupted in a thick torrent of creamy fox cum. There he was, knotted to and filling the kids ass. The young fox also moaned as he felt the warm cream filling him and filling every inch of his insides with ropes of white, pearly fox cum. The two of them shivered as slowly the young kit was filled to the point that even with the knot, some cum managed to leak out and down the insides of the kids inner thighs. This went on for another thirty seconds or so while the two of them panted and relaxed. Eventually JC flopped down over the young kid and rolled onto his side and reached around him in a hug. Tails squirmed as he was held to and knotted, his twin tails wrapping around the older foxes waist in a hug as he was held there, knotted to his idol. This had to be the best day of his life. "So.... Was it everything you hoped for kid?" JC asked with a little pant as he ground inside the cub. Tails let out a little whimpery moan at the grinding, squeezing harder over the length inside of him and making the adult moan out too. "Yeah.... Still not entirely sure this isn't a dream.... But guess i'll see in the morning..." the small fox said with a little yawn. It was late and the two of them had worn each other out. JC gave a little yawn as well as he squeezed the small vulpine in his arms. "Guess you'll find out in the morning huh? We got all weekend to prove it." JC teased, making Tails blush a bit. The thought of getting an entire weekend with his idol just made him blush and squirm a bit more. But he was quickly dozing off. "I guess so..... Goodnight JC..." the small fox said with one more yawn before starting to doze off, uncertain if when he woke up, JC would still be there. "Goodnight Tails." the older fox responded. This certainly wasn't the weekend he was expecting to spend, but how could he complain. He'd have all weekend to make this little foxes dreams come true. But for now he slowly dozed off too, falling asleep knotted to the young child. It was going to be a crazy weekend for both of them.