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Yet, there's still so much more to go. How much can one kitten handle? Well, if you like big insertions, watching cute boys strain, and some unique kinks, then this chapter is for you!\n\nYou can see the full artwork [url=https://inkbunny.net/s/3594930]here.[/url]", "description_bbcode_parsed": "Little Aston has done some impressive things with his young body, hasn't he? Yet, there's still so much more to go. How much can one kitten handle? Well, if you like big insertions, watching cute boys strain, and some unique kinks, then this chapter is for you!

You can see the full artwork here.", "writing": "She said yes!\n\nAston’s heart was racing as he built up the courage to ask. He and Alex had just finished an after school session in his bedroom this time, and as they lay there naked together on his bed, he finally let his thoughts spill out before he could stop his muzzle from moving.\n\n“Do you wanna be my girlfriend?”\n\nAlex’s eyes went wide for a quick moment, but with a small breath her head nodded along, making her ears flop against her shoulders as she said, “Yeah, sure.”\n\nIt was a casual response, but it left Aston’s body fluttering as he smiled and purred, reaching out to squeeze her tight in another hug. That agreement left them talking over a few details, but it was obvious that both were okay on taking the more casual approach to a relationship. They could have some fun on the side, as long as they were still special to one another. It was growing pretty clear that both Alex and Aston were pretty special after all, though each in their own right. Yet, he didn’t bring up his hobby right then and there. He instead thought it’d be better to try and ease into it, just to gauge the rabbit girl’s reaction.\n\nAston asked her a bit more about photography as they came down from that happy little high, and after talking about cell phones and cameras and such, Aston suddenly struck a few poses on his bed to see if Alex would be interested in taking his picture, still nice and naked of course. She giggled, quite a lot in fact, but soon enough she reached for her phone and did just that. It turned from a few casual snaps to some full on directed poses with some proper lighting, or at least as proper as the lighting could get in Aston’s room. Both ended up having quite the fun time, and they took more than a few sexy pictures that Aston was quite fond of. As Alex was sending them to him, Aston commented that it wasn’t his fault if they ended up on the dark web, which sent Alex into a giggling fit yet again. That was a good sign at least. Sure, Aston was somewhat joking, but he did already have plans for a few of the images. It would totally be his fault that they ended up on the dark web…\n\nStill, he didn’t say anything at the moment, simply giving the rabbit girl a hug and kiss before they got dressed and he saw her out the door before his parents got home. He didn’t post those pictures right away, instead waiting for a few days before doing a big release on his Kinkykub page, to which a lot of comments complimented the new image quality and asked him if he’d gotten a new camera. That finally gave him an idea for how to use the money he had hidden away. There was an electronics and camera store at the end of town, and although he knew things could get quite expensive, he also knew he had a good bit of money to spend. An upgrade over his own cell phone and laptop camera was much needed for sure, but now the question was if he should go alone and pretend he was a ‘streamer’, or to let Alex in on his secret and see if she wanted to help him shop.\n\nThat was still a big decision for him to make, and Aston knew he didn’t have to jump right on it, especially as those new pictures got him a new wave of comments, messages, and all that other stuff to stroke his ego. He always liked digging through the new people that came out of the weeds and commented or sent him a private message. A lot of people were always coming and going from sites like Kinkykub, so there was always a fresh supply of fresh meat to gawk at his profile.\n\nOne in particular caught his eye as the feline scanned over his new private messages. It was from a pretty blank profile like most others, although the species was listed as ‘Kangaroo’ which sparked the feline’s interest. Despite the lack of text or any further description, he did have two pictures up in his gallery. One was of him laying chest down on his bed, shot from above, although anything above his shoulders was cut off. The shot showed just his back, butt, and paws, with that thick tail taking the center of the image as the tip curled around his legs. The other was a pretty generic front shot, with that chest, belly, and strange inverted cock-and-balls setup that most roo’s had going on. It focused on his hard and tapered cock shooting out between his balls, with his tail tip also in the shot laying against his hip, as if comparing thickness. It was more than most had on their profile, so Aston was instantly intrigued. Especially after reading the roo’s message.\n\n[i]Hey little guy. A lot of cute stuff you have on your page. Handling some big things for someone your age! If you ever want a REAL challenge though, I’d be happy to put you to the test.[/i]\n\nAston had gotten messages like that before, and he was quickly growing used to guys offering him the ‘biggest and best’ he’d ever had. Some were certainly more capable than others to say that, but it still made him chuckle whenever someone’s confidence outweighed their species or the attached cock picture. Yet, for some reason, something caught Aston’s attention with this roo. He could clearly see that his cock, while a decent size, would probably not be a serious challenge for the feline. But, the fact that his tail was in both pictures left the feline wondering… wondering enough to send him a message back.\n\n[i]Hey! I’m really glad you like all my stuff. I work hard and try to get the best pictures and videos I can. There’s always more to learn though. What kind of challenge did you have in mind?[/i]\n\nAston left his first message at that as he sent it away, and the next day he got his response.\n\n[i]I like a boy that enjoys a good challenge. That sort of dedication should be commended! I’m sure you’re probably not worried about my cock, but my tail has shown plenty of boys what a good stretch really means. That and my paws, as well as a few toys if I can manage to bring them. That toy you got is a nice warmup, but I’ve seen some impressive things fit in places they shouldn’t, and it’s super hot to watch. I bet your hole could handle more than you give it credit for.\n\nI travel around for work quite a bit, so if you’re interested, let me know where you are, and I’ll see what I can do the next time I stop by. I’m sure everyone would love to see a kitten stretched to his limits and then some![/i]\n\nThe roo’s words left Aston squirming on his bed, already feeling the tingle under his tail as he read them over again and again. He’d seen videos of unnaturally big things going into holes before, and of course there were plenty of stallions in porn going above and beyond what their partners were designed to handle. Aston knew that if he wanted to get into the real stuff, that he’d need to be able to handle something like that too. A well hung fox was his only true porn experience at the moment, but that just wouldn’t cut it when he got bigger and made all the cocks around him look smaller.\n\nStill, a tail? Up under his tail? Aston brought up the roo’s pictures again and tried to get some kind of measurement off them, going back and forth between a few numbers, and even pulling his toy out to try and get a handle on it. That tail was thick, no question about it, but… maybe it wasn’t as bad as it looked. That thought bubbled up inside of him as he waited to message the roo back. In the mean time, the feline got busy looking up some ‘tail fucking’ porn, some even with roo tails, just to do some research. It was clearly a thing, although also quite rare. Yet, as Aston watched a hungry fox slide almost a foot of roo tail inside of him, hearing him cry out at the strain and the bulge in his belly, it made Aston both nervous and excited at the idea. He was the wrong kind of cat boy to offer a challenge to after all.\n\nSo, after a day or two of thinking, the feline pulled up that message from the roo and typed something back.\n\n[i]I do love a challenge, you’ve got me there. Alright, I’m down to try it at least, so long as you promise not to push me too hard.[/i]\n\nAston then did what he always dreaded doing and gave out his general area, feeling a nervous twitch as he clicked that send button, wondering just how long before such information was public knowledge. It probably already was if he was honest with himself, with the ape and his friends probably spreading it far and wide by now, though he still pretended that no one knew his dirty little secret, despite a good bit of the school seeming to know somehow.\n\nHe didn’t have to wait long for the response.\n\n[i]Well fuck, I’m not far away from there now! I can probably stop by in a day or two if you’re free. I’ll get the hotel and everything, you just bring yourself and be ready![/i]\n\nThis was Aston’s last chance to back out, but he knew he couldn’t at this point. With a simple ‘I’ll be there’ message sent back, the feline was left wondering just what he’d signed up for.\n\n[center]—[/center]\n\nThat feeling didn’t get any less intense when the day finally came. Aston had the urge to call the whole thing off honestly. He could already feel the burn under his tail, making him wonder if this was what he really wanted. He had nothing to go by but the roo’s excited words and assurances, but that didn’t seem like enough for the nervous feline. Yet, when the roo sent him a message that he’d settled into the room, in a fancier hotel than Aston was used to visiting, that was all it took to make him gulp down his nerves and start his way over.\n\nHe’d gotten prepared as well as he could, knotting his toy each time he got himself ready for anal, and feeling that strain get a little less and less each time. That knot was big, at least as big as the first few inches of the roo’s tail, so it had given him a little confidence, but whether it was misplaced or not he could only wait and see. He was still a mix of emotions as he walked into the lobby of the hotel and got into an elevator, taking the ride up, and watching those doors open up to let him free on the floor.\n\nFinding the room wasn’t hard, and as Aston checked the number again and again, he thought about backing out one last time. Yet, he found his paw lifting up, and soon giving a few quiet taps on that door. He waited for a second, listening for any sound inside, before adding in a few harder ones. He was just about to send the roo a message to say he was there before the door slowly cracked open, and that orange and tan muzzle poked out to greet him with a smile.\n\n“You came, awesome!” the roo quietly said with a smile, before opening the door another foot and stepping back, giving the feline space to slip inside. Aston hesitated for a second before pushing his way in, turning his body to the side to wiggle into the small gap the roo had left for him. Once he was inside, the door closed hard behind him, making Aston jump and squeeze out a quick mew at the slam. The roo pushed up against the feline, almost making him slide out of the way, as the roo’s fingers worked quick to secure all the locks on the door, leaving the feline committed as he faced the kangaroo in front of him.\n\nStill, as the roo turned back to smile down at the nervous feline, with those thin glasses framing his muzzle, Aston couldn’t help but feel a little less intimidated. He was tall for sure, but at the same time the roo was pretty slender. He wasn’t nearly as bulky as some of the roos Aston had seen online. And those glasses made him look almost… normal? Not quite nerdy, but not quite the kind of guy that would give Aston no mercy either. The feline grabbed a quick glance at those small paws, and even that tail behind him when he could see it, and although it was hard to compare sizes right off the bat like that, the reality seemed to calm the feline a bit as he took a slow, deep breath. He could do this… maybe.\n\n“You are far cuter than you look online, you know that?” the roo began with a slow look over the feline, crossing his arms over his chest as his eyes continued to wander.\n\n“You’re not the first to say that,” Aston answered with a twitch of his tail behind him. “Maybe I just need to look cuter in my videos,” he continued with a soft chuckle as he shrugged, slowly rocking back and forth on his foot paws to help let some nervousness escape his body.\n\n“You’re plenty cute in those too,” the roo responded, nodding as if he was in deep thought and remembrance. With another small and awkward pause in the conversation, the roo’s gaze turned to look toward the bed. Aston followed it, only to see a few tripods and lights already set up, with some serious looking cameras all pointed at the bed. A large bottle of lube sat on the night stand as well, complete with a set of anal beads dangling off the bedside lamp shade, hanging by the ring. They weren’t normal sized either, with the smallest bead looking like a golf ball in size, with the largest being bigger than a baseball for sure.\n\n“This small setup will have to do,” the roo said to break the silence between them, starting forward and carefully taking steps past the tripod legs and running wires to make his way over to the bed. He sat down on the edge with a small bounce, and patted his side to get the feline to join him. “It was all I had with me. If you can ever visit me at home, I’ll be sure to make it worth the trip, trust me!”\n\nAston nodded before he made his way through the tripod and lighting legs as well, taking a good look at each, before taking a seat next to the roo with a soft squirm. Aston felt one of the roo’s arms wrap around him, squeezing his shoulder to the roo’s chest. The feline let out a cute mew at the pressure, giving a slow yet somewhat awkward rub back against the roo. “How much stuff do you have at home?”\n\n“Oh, far too much,” the roo shot back with a chuckle. “A whole garage full.”\n\n“What do you do with all that?” Aston continued, feeling his breathing pick back up with a tingle of excitement. The roo’s paw gave another squeeze around Aston’s arm, and the feline added in another small rub and mew of his shoulder into the roo’s chest. Aston was far from completely relaxed, but he was already feeling a bit more comfortable as the roo didn’t seem like such a bad guy, at least not after the first minute or two they’ve met.\n\n“Oh, I’d love to show you,” the roo replied with a wink. “Gotta come and visit me though. For now, we’re just going to have to rough it. But, that can be fun too,” he continued with a soft thump of his tail over the bed, making Aston flick an ear and try to turn his head to look.\n\n“You do this a lot then?” Aston asked, pulling away from his chest to get his first good look at that tail laying on the bed behind him. It was long and definitely thick at the base, but the tip didn’t seem too daunting. As the roo twisted that long appendage to move it a little closer, brushing the tip up against the feline’s back and side, Aston couldn’t help but reach down a paw to rub along the length. With a few soft squeezes, he felt confident in saying the tip was about the size of his toy’s shaft, but it did grow to the knot’s size a few inches down. Then it continued to grow thicker the further the feline’s pawpads traced along it, going well past the bull’s size after another two or three inches.\n\nThe roo let the feline explore, clearly excited at the cat’s curiosity, before nodding slowly and saying, “Not with boys like you, honestly. But, when I saw your videos, I saw so much potential, I couldn’t help but send you a message. I’m really happy you replied honestly, and that you’re here. I’ll make things exciting for you, promise, but I’ll try not to break you. I know a growing star when I see one!”\n\nThat last part was certainly more teasing than threatening, and with a small chuckle Aston felt another deep breath take some of his nerves from his system. He pulled his paw away from that tail, feeling himself squirm as he turned to look up at the roo’s warm, smiling face. With one final question, the boy simply had to ask, “Is this what you do when you travel? Is this your job?”\n\nThe kangaroo burst out laughing at that, slowly patting Aston’s thigh with his paw, before he answered with, “You know, it’s probably best we don’t learn too much about one another. Some things are probably best left unsaid.”\n\nAston nodded after a moment at the strange response, but he understood why the roo might want to hide a few things. Still though, all this equipment, and that quiet confidence he was showing, made the feline think he was more correct than the roo wanted to admit. “I guess though,” the roo continued as he settled down, “I should give you a name at least since I know yours. You can call me Herald.”\n\n“Nice to meet you Herald,” Aston replied with a small mew leaking out afterward.\n\n“A pleasure to meet you too, Aston,” the roo countered, reaching his paw up to give a ruffle to the feline’s hair between his ears, making the cat mew and shake it all back into place when that paw left. “So, should we get started?”\n\nAston could only nod at that as the roo gave his thigh one more pat, then pushed himself up onto his springy legs. “Awesome,” Herald said as he made his way to each camera to turn it on, only to carefully slide his way over to the laptop sitting on the desk to make sure everything was connected. “You can strip down and get comfortable. I don’t normally worry about the strip-tease bits or anything. We’ve got some warm-up to do anyway.”\n\nAston nodded, and with a soft huff, he hopped up onto his paws and quickly grabbed at his shirt, yanking it off and tossing it aside. He did the same with his pants and underwear, pulling them down and kicking them off to the side, before the roo came back to gather them all up and lay them over in a far away corner, out of the shot. The feline hopped up onto the bed before the roo turned back, getting on all fours and facing the cameras. He arched his back like a good cat, both stretching and showing off, before he wiggled his hips and lowered his front half, making it look like he was going to pounce on the nearest camera in a playful display of felineness. \n\n“Gosh darn you’re cute,” the roo interrupted with a chuckle as he watched, walking back over and rubbing the boy’s headfur again, then giving him a slap to the rear and making him jerk up from the sensation. “I knew you were a natural. Didn’t even hesitate to get naked and in position. And you look good in it too, very good.”\n\nAston gave off a cute mew at that praise, doing his best to fall into his role and let his confidence build up at that reaction. He’d been in front of enough cameras at this point to feel comfortable even already, jumping into the zone once his clothing had come off. It was kind of surprising how fast he could push the nerves out, even to him, but the kind words certainly helped to do just that, leaving the feline ready to go as the roo shot down another chuckle at him.\n\n“Alright then, spin around and lift that tail up,” the roo continued, walking to the closest camera to grab it from its stand, bringing it in for a close up. “Let’s see what I’ll be working with.”\n\nAston nodded with a deep breath, feeling just a small twitch of nerves bubble back up after his casual display, but it didn’t make him hesitate for long as the feline twisted his body and padded around, ending up with his rear end facing back at the roo. He lifted his tail up and pushed his hips back as his upper body angled down, having already learned what both his stream watchers and in-person partners liked to see. It seemed to work as the roo let out a soft moan at the sight, getting the camera trained on that underaged boybutt in front of him, and having it take in the sight for a few long moments.\n\n“Mmm, beautiful,” the roo mumbled back, before he reached out to lay a gentle paw on one of those cheeks, softly pulling it aside to show off that crack and pucker a bit better. “You certainly work out. I can feel the firmness in those cheeks. Whatever you’re doing, keep it up!”\n\n“Thanks,” Aston mewed out with a soft moan, slowly shaking his hips and grinding them back against that groping paw. “I play…” Aston stopped himself before letting all his secrets slip, that strong pause lingering as the feline considered his options, and then added, “sports.”\n\nThe roo nodded with a firm chuckle at the feline’s wording, digging his fingers into that rump cheek with a squeeze as he said, “Mmm, I can tell. Bet you’re a star in the locker room showers after the game. Half the boys must be staring at this - even the straight ones.”\n\nAston gave off a soft mew at that comment, hiding his face down into the bed a bit more with a few deeper breaths, before he said, “Maybe.”\n\nThe response was cute and ambiguous enough for both the roo and the watchers of the video to interpret however they wanted, which was perfect for the feline whether he knew it or not. His response got him another firm swat on his rump cheek, making the feline jump and moan out with another whip of his tail above him. He could feel his cock starting to grow as well, not just from the teasing, but from being naked and showing off like this. Those needy chemicals were already pumping around the feline’s system, and the longer the roo admired his ass, the more excited the feline became, feeling his cock bouncing off his belly and thighs with each twitch that surged through it.\n\n“Good kitty,” the roo replied with a breathy groan, soon pulling the feline’s cheek open once again nice and wide. “I love to get a before and after shot, so go ahead and clench nice and tight. I want to see the biggest difference possible.”\n\nAston nodded at his instructions, and with a squeeze of his muscles, that tiny rim got even tinier, collapsing into itself while the roo moaned in approval. “Yes, that’s it, such a small little guy… this is going to be so much fun,” he added with a tingle of excitement in his voice. He got a few more shots of the feline from behind, pulling back the focus to get some more of his rear end in general, and even sliding down lower to show off the feline’s balls and dangling cock. He finished with another slow pass up between the catboy’s cheeks, asking him to clench one more time, before finally letting Aston’s cheek go, satisfied with the results. He took a step back to pick up that tripod, bringing it nice and close to the bed, then set the camera back into its place and adjusted the angle to make sure everything was still in frame. With both paws now free, Aston soon felt the roo grab onto each of his cheeks, spreading them even wider than they had been already, while the roo groaned and said, “Alright, a little for me first.”\n\nAston wasn’t sure what that meant, but as the roo kneeled down behind him, and that hot breath washed over his taint and rim, Aston didn’t have to wait long to find out. The press of those lips against his hole with a quick kiss left the feline jerking and squirming, only to be held down by those small but surprisingly strong paws. The feline’s squirms only grew as that tongue joined the party, pushing over and around his rim in a few quick swirls. Not content with just touring the area, it soon drove down against his pucker, pushing past Aston’s squeezing tightness to invade that hole after a firm bit of effort.\n\nAston gave up the fight as he felt that tingle shoot past his opening, gasping and mewing for breath as the roo pushed in, and the feline relaxed to welcome him. Both of the roo’s paws squeezed hard around the feline’s hips, pulling him back onto that pointed muzzle, as hot and heavy groans and gasps left the roo’s lips, all while being muffled by the feline’s own fur and flesh. Hungry slurps filled in the air, along with a few pants as the roo pulled away for a breath, but that break only lasted a second before he dove back in, with that tongue once again attacking the exposed rim in a few long, slurping circles.\n\nAston could feel his cock shoot up to full hardness at that treatment, smacking his belly quite a few times as the sudden attacks and jerks jostled him around. Heavy gasps leaked out of his muzzle as well, moans and mews following when the roo really pushed in hard, invading the little kitten with a quick burst of prods, slurps, and pushes against both his outsides and insides. Yet, Aston opened up for him, much like he had for a lot of guys recently, and that tongue soon had the run of the place, claiming that young but eager feline boy for itself.\n\nA few minutes passed with the roo lost between those cheeks, but as spit began to drip down the feline’s taint and onto his balls, he felt the roo pull back one last time, breathing deep and wiping his chin with one paw, while the other still held a cheek open. “Absolutely beautiful,” he said with a happy moan, adding a few gentle pats to Aston’s free cheek once that paw was done with his muzzle. “Thanks for indulging me.”\n\n“Thank you,” Aston echoed with a soft huff himself, catching his breath as the cool tingle of evaporating spit left his rim clenching a bit more. “Always nice to get a rimming.”\n\n“So polite too,” the roo shot back with a soft chuckle, before letting go of Aston’s cheeks, watching them bounce back into place as he got up. He walked by the feline’s head, giving his headfur another rustle as he did, before reaching out for the big bottle of lube on the nightstand. He took it back behind the feline, and with a soft bubbling squirt, the cat could hear some squeeze out and into the roo’s paw. A moment later and that fluid was brought up to his still glistening rim as two fingers easily pushed up against it, slipping inside that warm hole to start spreading it around.\n\nAston let out another moan at the intrusion, feeling the way those long digits twisted and reached into his depths, before even more lube was added and pushed through him, causing some to leak back out and down his taint. “Can’t have too much lube,” the roo said with a chuckle, before slipping his fingers out of that hole and maneuvering them down to Aston’s balls. With a dancing and tingling moan, Aston felt those roo digits press firmly to the back of his sack, and slide up to catch whatever lube had dribbled out. With a slow and corralling drag up the feline’s sack and taint, they pushed most of the slick fluid back into that waiting hole with another slurp, making Aston arch his back with a soft growl in his throat through the process.\n\nTwo fingers had been easy, but Aston was surprised at just how easy three were as well, feeling a small bump up in size but nothing crazy. “Mmm, you look tight,” the roo replied with a soft groan, pushing all three digits inside as far as his paw would allow and giving them a slow twist, “but damn do you open up good. A real champion in the making,” he teased again, forcing Aston to both gasp and moan at the combination of words and sensation.\n\n“You… really seem to like me,” Aston teased back, giving off a little groan and whine as he felt those fingers dig in again, knuckles grinding against his rim as the roo added another slow but firm twist to his wrist.\n\n“There’s a lot to love, honest,” he countered, before taking his fourth finger and wedging it inside that hole as well, the whole paw taking a cone shape as the roo grasped onto Aston’s hip with one paw to hold him in place, and pushed with the other to force them all in.\n\nAston could really feel the sting now, letting out a soft hiss and grunt as those digits pulled his rim apart. He rocked his hips from side to side to help ease the strain, pulling away in little bits to try and dull the ache, but the roo only let him get so far before adjusting his own arm position and pushing in a little harder. In the end, the feline kept his position more or less steady, bracing himself against the bed with a firm grip on the sheets, as the roo sunk his way into his last knuckles again, clearly making some serious progress with some slow but forceful grinds.\n\n“Mmm, alright now Aston,” the roo mumbled out, with the fingers of his free paw dancing on the feline’s hip in a small drumming pattern. “This is the big test - the real stretch. I’m going to have you push back on your own. You’ll definitely feel the burn, but I want you to keep going just a bit further than you think you can handle, got it? Push, then push just a bit more, then you can have a break to let everything relax.”\n\n“I’ll try,” was all Aston could squeak out, which was plenty for the roo as he added a few more soft taps to that cheek in his grasp. He could already feel the strain as he gave a teasing wiggle back, and he hoped all the shots were coming out good at least. He was sure someone would love this, and Aston didn’t want to let them down. He didn’t want to let the roo down either. So, being true to his word, Aston arched his back and pushed against that wide paw with his legs and midsection leading the charge, wiggling his rear back with a slow but determined grind.\n\nAston felt the burn pretty quick, and almost felt like he’d run into a brick wall as the bones and flesh of the roo’s paw expanded out even wider than he thought. But, Aston wasn’t someone to give in so easily. He felt the strain for sure, but he did what the roo had told him to do. He could feel the pressure leveling off as his push back slowed, but the feline kept in it for a bit more, fighting that burn around his rim, until he finally needed a gasp of air and pulled forward, letting that burn fade as he slipped down to the second knuckle on all those fingers. The roo didn’t say anything, simply holding his arm still and giving the feline’s rear end a pat after a few seconds, only to feel Aston huff and start pushing again, sliding back onto that paw and getting right back to the burn. A little more pressure, and a little more progress this time left the feline huffing before needing another break, then another grind left him holding on for a bit longer, but still feeling that paw give him enough resistance to make him pull forward again for another small break.\n\n“It’s so much fun watching you work,” Herald said with a few supportive pats to his hip and cheek, sliding his fingers out completely, only to slather them in a bit more lube and push them all back to the mid knuckle. “A few more and you’ve got it! You can do this, I believe in you.”\n\nAston fed on the praise as he nodded and grit his teeth, feeling that extra slick set of fingers push back in with what seemed like relative ease. Those heavy knuckles ground against his rim as it opened up quite wide, but it still had a bit to go. However, the feline was determined as he could feel his resistance giving way. So, with a few more deep breaths, the feline slid back once again, grinding against those knuckles and feeling his rim stretch. A pull forward to relax, then a push back to stretch again as another small bit seemed to inch forward. It was hard going, but the way the roo’s gasps of amazement and soft moans rang down behind the feline, Aston thought he might be close. Just a little more pressure, another small wiggle to adjust the angle, and then…\n\nA heavy slurp and a sudden reflexive clench of his rim around that wrist later, that paw was inside. It’d come so suddenly for the feline that he didn’t quite have time to plan on what to do once he got there. He locked up and clenched tight as that paw settled in his insides, trying not to move too much, dreading to pull or push as each little motion added another surge of discomfort and strain to the boy.\n\n“I knew you could do it!” Herald cried out with a few more strong pats on Aston’s hip and ass cheek, giving it enough of a slap to help take his mind off of some of the burn from his ring and insides. Aston needed every last bit of relief he could as his body was still somewhat in shock, but as that realization flooded into him, he felt the sting, tingle, and burn of every muscle on that paw clench and flex inside of him, each time making him gasp a little more.\n\n“It… hurts… a bit…” the feline whimpered out with another firm set of clenches around that wrist, with the roo adding in his own gentle rubs around his ass cheeks, ruffling up his fur to help get his mind off it.\n\n“The first time always does,” the roo continued in a strangely soothing voice. “Take a few deep breaths, clench and release, work it slow and steady with a few rocks back and forth. You’ve got this. You’re such a good boy.”\n\nAston did his best to follow the roo’s instructions, and to his surprise it did help a good bit. That static sting in his rim was electric at first, each movement a small shock of surprise and strain shooting through his body, but after a moment that faded away to leave just a dull ache, something the feline was familiar with, and something he could handle. He’d felt the same after his first toy ride, his first real cock inside him, the time the bull had first forced his way inside, and now this. Aston was almost a veteran at this point, and as the sharp spikes faded away even more, the surprise of accomplishment filled the gap. He’d done it! He’d taken a paw inside him. He never thought he’d have such a goal to be honest, but now that he’d done it, he felt pretty great for being able to.\n\n“Mmm, beautiful… absolutely beautiful,” the roo responded as he moved his arm in a few directions, trying to get the best shots possible on the near-in camera. Each little twist and tug left Aston squirming with a hiss and squeal, fighting back the small but sudden surges racing through him. “Think you could handle some more?”\n\n“I… I dunno…” Aston replied through some thick breaths and soft whines, lowering his head down to the sheets.\n\n“Didn’t sound like a no to me,” the roo teased, before clenching his digits back around Aston’s hip fur and holding on tight, as his paw and arm pushed forward with enough force to get it moving inside the feline. Before Aston could do much of anything, he felt that arm making progress, sliding his ring down the roo’s arm another inch, then another, and another. That paw slowly clenched into a ball inside the feline, with the roo tucking those long fingers in, giving him a few extra inches to work with without having to push any deeper into the feline’s belly. Thankfully, the roo’s forearm didn’t thicken up nearly as much as his tail, but the sensation was still intense as that impressive girth pushed through his insides and pulled them apart. The burn moved up from his rim to his depths, making breathing difficult for the young feline, who suddenly felt a lot less space to expand his lungs as that fist and arm took up a good bit of it. Aston gasped and grunted as the roo hit another wall inside, stopping that steady progress with a sudden jolt to the cat, and forcing out a steady hiss through his clenched teeth. The progress had been steady yet rough, although now Aston had one long and straight shot of arm wiggling up inside him, about halfway up from wrist to elbow.\n\n“How we doing, beautiful?” the roo called out, hearing the cat’s whines and hisses turn a little more strained than he was comfortable with hearing. To help out, the roo held steady to let him get used to the feeling, trying not to turn or twist his arm more than he had to.\n\nAston struggled to get enough breath to say much, but the feline scraped together enough to squeeze out, “Still.. Hurts. How much is in?” after a few strained pants.\n\n“About half my arm,” the roo said pretty casually, although with a little spark of surprise underneath. “Honestly, that’s more than I thought I’d get in someone your size. Holy fuck is it hot! You’ll have to watch the video after, but trust me, you look amazing right now.”\n\nThose words allowed Aston to almost smile through his strained face, looking up and to the side to catch the glance of a camera looking at him from an oblique angle, showing off the strange mixture on his face for a few moments. “Really?” he panted back out with a groan.\n\n“Really,” the roo answered, giving a slow pull back of an inch or two, then a push forward back to where it was before, causing the feline to rock on the bed from the effort. “Think you can go deeper?”\n\n“N… no…” Aston called out after learning his lesson the previous time. He heard a chuckle from the roo, and he got another few pats on his hip, before that arm gave another pull back and push in, traveling a bit further back than it had on the first movement.\n\n“I don’t want to hurt you,” the roo said after yet another slow pump. “You okay with this so far though? I won’t push any deeper.”\n\n“I… think so…” Aston said, still fighting that strain, but feeling it become a little easier with each full motion. It was still intense for sure, with each little slide taking his breath away, but the feline’s claws weren’t dug in deep into the sheets anymore. His paws still kept their grasp however, holding on to those sheets, with his claws flashing out on occasion, with soft growls and hisses leaking from him every now and then.\n\n“You’re doing amazing, especially for a first time,” the roo continued, only picking up the pace to a slow and steady pumping, then holding it there to let the feline get comfortable. Aston hadn’t even realized he’d been going further back with each pull. The roo had a sort of practiced grace to his pumps, making them all feel steady and casual, while only sparking the occasional burst of sensation as he pushed the cat a little bit each time. That is, until the feline felt the base of that paw pulling back against his rim, that wider spread making him grunt and mew in protest, while he added a reflexive squeeze to try and keep that paw inside. The roo felt that and backed off the pressure, pushing his arm in deeper once again to quell the feline’s cries. However, the next pull back also sent Aston squirming from the pressure of that paw on his inside rim, although his reaction wasn’t as hard this time. A few more tugs back to that point left Aston’s senses almost dulling to the strain. He let it fade into the background, following the rest of the strange feelings bouncing around his guts. Meanwhile, the roo’s arm had settled into a steady pumping, sliding back and forth from wrist to midsection, getting as much travel as it could. “My tail will be easy after all this warm-up, trust me.”\n\nAston could only grunt back in response, huffing out as that fist carved a deep and open passage through his tunnel, with each sloppy slurp ringing out to the cameras while he endured the treatment. It had faded to a dull ache after a bit, but now the intense feeling was bubbling up again as his body was finally starting to resist. He wanted to push that arm out and get the strain out of his guts, knowing that the fist part would be like a more intense version of the knot on his toy. It’d hurt, but then he’d be free and empty, a very different feeling from being so full. The play between each one was definitely a rush, and Aston could certainly feel the difference from when the roo was all the way in and then pulling on his rim yet again. But, after a few more casual pumps, Aston shot out a whine and finally found the breath to say, “Can you… pull it out? Give me a break?”\n\n“Yeah, sure, you’ve earned it buddy,” the roo said with a chuckle, before unclenching his paw from that ball and gently pulling back. The release wasn’t as bad as Aston thought honestly, with the thick part of that paw pulling out with a gentle slurp and slick pop from his rim. Those fingers nearly fell out right after, along with a decent rush of lube as his pucker failed to clench back together tightly enough to hold everything in.\n\n“Mmm, that looks beautiful,” Herald said as his paws went to either of Aston’s ass cheeks, pulling them apart and trying to make the hole spread along with it. “Push out again, let me see.”\n\nAston was happy to get in a few deep breaths as that paw left his insides, giving him that familiar empty feeling which made him shiver, along with a heavy sense of accomplishment settling in soon after. He’d felt the same after taking his first toy, then his first real cock, then the knot on his toy, and now half an arm. It was a rush like nothing else. Of course it was hard and hurt at times, yet that feeling of knowing he’d done something impressive was too addictive to pass up. Aston had never wanted to be fisted before, and yet here he was, a smile spreading on his face at the tingle underneath his tail, feeling some perv’s heavy breath on his slick ass cheeks and open hole as he pushed back, forcing it to open wider as he did. \n\n“You’re destined to be a star,” Herald repeated as those slick roo fingers traced around his somewhat sore rim, making the feline close it back up with a clench at their contact. Those words made him shiver and mew though, all the strain pushed out of his head and body to let that satisfied and proud sensation trickle on through instead. That praise was what Aston really wanted, and the roo knew it. He knew he could get the feline to endure the hard parts with enough supportive words, and that it’d keep the feline going. \n\n“Thanks,” Aston replied with another deep groan, feeling those fingers pull off his rim as the roo let those cheeks go. “You’re good at that. Never thought something like that would fit.”\n\nThe roo chuckled and added a few more pats to that butt with his non-slick paw, before pulling away and reaching out for that bottle of lube. “I’ve had a bit of practice,” he said in a somewhat proud voice himself. “I’m usually a pretty good judge of limits, and I think we almost hit yours.”\n\n“Almost…” Aston replied as that sting had already faded from memory, and he felt another challenge coming from the roo. They still had the main event to go after all, and with Aston catching his breath, he gave another wiggle to his rear end and tail, making the roo chuckle again.\n\n“Gosh you’re cute,” the roo’s soft voice spilled out once more. “So, are you ready for the tail?”\n\n“I guess,” Aston replied, fighting through a little surge of nerves as his mind flashed back to what that tail looked like. But, after having had the roo’s arm inside of him, how much worse could that tail be?\n\n“Good boy,” Herald answered, before reaching behind himself and bending his tail between his legs, soon letting the tip flop onto the bed next to Aston, which caused the feline to look over with another shiver racing through him. “Why don’t you get on your back for this one? I really want to watch your reactions - it helps me gauge how you’re doing better. And the cameras love to see all of them too,” he teased, spreading out his paw and sweeping over all the cameras on one side, reminding Aston if he needed a refresher.\n\nAston often forgot the cameras were watching when he was busy, but as he slowly turned over and flopped down onto his side, then wiggled onto his back, he got a new view of the room in it’s entirety. There was the slender roo, standing above him completely naked, with that unusual cock and balls combo out on full display. His tapered cock was hard and standing proud, with those balls draped on either side and held up by the somewhat above average looking shaft. The roo didn’t seem to notice it himself though, caring far more about Aston than so much as giving his own shaft a stroke. That tail was there to greet him too, sliding between the roo’s slender but powerful looking thighs, held up by the edge of the bed and the roo’s grasp in an unusual looking curve, but something the roo didn’t seem to mind. Then, past that red and orange fur, were the lights and the cameras - a few focused right in on the feline as he gave off a cute mew and lifted his legs into the air, offering his already open hole up to the roo.\n\n“I said it before,” the roo teased, before popping open the bottle of lube and drizzling a good bit out onto his paw. “You are a natural star. You’re going to go far, kid. Come see me in a few years if you like this sort of stuff. Hopefully you’re enjoying, yeah?”\n\nAston knew it’d be rude not to nod a bit, although he wasn’t completely lying. A challenge was a challenge, and if people wanted to see him impaled on a roo tail, then he was going to do his best to do it. Though, no one but the roo had actually asked to see it… Still, he added a soft squirm from side to side as he watched the roo heave up his tail with his clean paw, before smearing that pawful of lube all over the tip and first six inches or so. He was thorough, making sure to get every last spot, and even adding a little more as the fur soaked up a decent bit, leaving that tail dripping as his slick paw let go and let the tip hang in the air.\n\n“Alright then cutie,” the roo said, taking a step backwards and maneuvering the base of his tail up a bit more, getting things into position as the tip of that tail brushed up against the feline’s ass cheek and thigh. “Take a few deep breaths for me. The first bit should be easy with that warmup, but then we’re going to push, okay? I’m going to be a little hard when we get to it, but you handled my arm so well that I know you can deal with it. I’ll try not to push too hard, but if you need me to really stop, just say so. Otherwise, let those cute grunts, whines, hisses, and moans fly out - don’t hold anything back. Everyone wants to hear it all.”\n\nAston nodded with a little huff as he gave his legs a quick stretch with a kick or two. He’d just barely settled back into place before he watched the roo wrestle that tail tip over and between his legs, gasping as it pressed against the feline’s pucker. With all the lube coating it, Aston didn’t even feel the light fur or anything. It simply felt like quite the big cock wanting to slip into his slick soreness, with that tapered tip lining itself up and already pushing into the feline a half an inch or so at first contact. “Here we go,” the roo called out, before taking a slow step forward to push two more inches into the feline, getting a good angle nearly right from the start. He kept his paw clenched around his girthy tail, providing enough support to keep things lined up and firm, as Aston felt the new appendage push at his rim and pull him apart once again.\n\nThe roo was right - the first bit wasn’t bad at all as the feline’s hole spread and swallowed it up with a slick slurp. Aston gasped and squirmed of course, feeling the burn from their previous session surge through his rear end, but that soon faded away as the roo ground another inch or two against him, releasing a new stretching burn that Aston was quite familiar with. A small shuffle forward, and Aston’s rim really felt that tightness and strain, with the girth growing way faster than the roo’s arm did. It left the feline gritting his teeth and muffling a few grunts in the process, gasping for breath to try and cool the ever-growing burn underneath his tail.\n\n“That’s it… deep breath…” the roo shot back as he got into the flow of things, feeling that rim squeezing with Aston’s heartbeat and keeping him from going any further, at least for now. Herald let his paw fall off his tail, having enough inside the feline that his appendage could stay steady from its own muscle power. Once he’d given the feline a moment to catch his breath, he started a slow pull back with his hips, then a careful but steady thrust forward, keeping that tail lined up properly and sliding it back into the young boy with a gentle thrust.\n\nAston could feel the girth increase quite a lot even with that little thrust, going from barely any reaction to a soft hiss within a few inches. He bit down on his lip to help steal some of the pain signal from his rear end, but even though it kind of hurt, now the feline was committed. That spark of victory and accomplishment with the roo’s arm earlier pushed him further than he would normally want to go, taking another stinging push into him as the roo rocked on his powerful legs, those large feet keeping the slender guy steady as the rocks and rolls picked up the pace.\n\n“That butt… will have nothing stopping it… from pleasuring any guy coming your way,” the roo spat out between thrusts. He gripped the feline’s ankles with his paws for a bit more leverage, and almost pulled the feline down another huffing and hissing inch around that tail, mixing his praise with the burn to keep the feline from tapping out too soon.\n\nAston loved hearing those words. They were exactly what he’d wanted for some time now, and thanks to his hard work, he always found a way to do just what he needed to do. He wanted to make everyone happy, let them live out their dreams, and get more attention than his little mind could handle. If he had to practice a bit to handle a stallion, a bear, or whatever, then that’s what he was going to do. His heavy huffing breath was there to prove it as that tail made his rump burn, but Aston wasn’t about to tell the roo to stop.\n\nThe problem was that when Aston got comfortable, the roo pushed a bit more into him, forcing those cute whines, grunts, and hisses to fall out of his muzzle just as quick, with his paws balling up and claws tearing small holes into the bedsheets as he growled out from his throat, needing an outlet for the continuous burn he was feeling. Still, the roo knew how to push just hard enough, letting the cameras capture Aston’s facial expressions of strain and dedication all throughout the fucking, as well as the roo’s nearly blissful and spiritual release of his own body as he pumped away. Even though the roo’s cock was simply bouncing in the air with each thrust, a good bit away from having any chance of penetrating the feline, his own moans, deep breaths, and eyes staring at the ceiling left the roo looking like he was feeling the best thing ever. His own face turned and twisted into moans of pleasure, knocking his glasses to the side when a real strong one caused his body to shake, only for the roo to adjust them with a flick of his muzzle and look back down at Aston with a warm smile, clearly lost in some strange pleasure himself.\n\n“Such a good boy,” Herald let slip again in between his own strained grunts, showing off just how hard it was for him to keep his tail straight and steady as well. “Such a good kitten. Made it further than so many other grown men could ever hope to. I’m so proud of you,” he continued with a tone that made Aston believe him, sending a quick tingle up Aston’s whole body while he let out a cute mew, then a strong clench around that tail as the roo pushed in a bit hard once more.\n\n“I’m… trying to be… a star…” Aston squeaked out when he had a little spare breath, the grunting and gasping breaking up his words as that tail tip wiggled against his insides. The loud slurps nearly muffled his own words as copious amounts of lube dripped back down onto Aston’s tail base and the bed, creating a big wet spot right on the edge.\n\n“You already are,” Herald shot back with a smile down at the struggling feline, not even caring when his glasses slipped down his muzzle further than he needed to see him properly. He tried to flip his muzzle up and slide them back into place, but eventually he released one of Aston’s legs to adjust them, before grasping it back once again with a soft growl himself. “I’ve seen your videos. You have so many followers. They’ll love to see this, trust me. Everyone loves a small boy stretched open wide by big things… as you know.”\n\n“I know,” Aston replied with another soft hiss, though the roo had stopped trying to push too hard, finding too much resistance in that young rear end, and instead just working on picking up the pace, yet still making Aston hiss when that tail reached its maximum depth. The tip was punching up against Aston’s guts quite hard as well, not with quite enough force to straighten him up and move things out of the way, but certainly enough to hit a wall there too without too much more progress to be made. So, sensing that the feline was taking everything he could, Herald just kept his pumps short and steady, letting their bodily noises ring out for a good while to let the cameras enjoy.\n\nAston was even starting to enjoy himself as well, with his clenches becoming a little less intense on the sheets as the two of them let the moans do the talking, though he was still holding on as that roo’s tail pushed pretty hard against his hips, threatening to slide him across the bed. The grasp on his ankles did help to hold him steady, as did all the lube weighing down the upper layer of sheets, but the small feline needed all the help he could get as the roo built up to a heavier speed than Aston had taken yet.\n\nSoon enough the feline’s near continuous discomforted expression turned into a grimace, with that faster pace of pumping and wide stretching really testing his rim and insides. The roo took notice as well, huffing pretty hard himself at this point, and struggling to keep his tail steady as it was slumping and growing tired from the constant contraction to keep it angled up. “Mmmph, give me… two more minutes… and everything you’ve got… cry out loud if you need to,” the roo nearly shouted over his heavy breathing, with Aston being pretty far ahead of him already. He nodded with a weak whine in his voice as the roo’s powerful legs continued their assault, that tail not going much deeper even with the renewed energy, but the feline’s body wouldn’t let it in even if he wanted to. It was pressed up against his limits pretty hard now, both in width and depth, as the cat cried out in heavy hisses and growls in his throat each time the roo hit his maximum stride. Yet, he closed his eyes tight and held on, knowing that two minutes wasn’t all that long, and he had endured worse. \n\nThat confidence led him on all the way to the end, sending out loud mews and hisses into the air to match the roo’s own panting moans, with the slurp of that tail and the squeak of the bed joining in on their march to the finish. With about thirty seconds to go, the roo slipped his paw off the feline’s ankle and finally moved it to his cock, grasping that bouncing and leaking shaft with a weak squeeze and pumping just as fast as his hips were flying. It didn’t take long to bring him over the edge as Aston watched on in curiosity, seeing those balls bouncing on either side of that cock as the roo vigorously pumped and thrusted at the same time, only to hear those heavy gasps as the roo reached his edge, and shot a few heavy jets of cum out and over Aston’s body.\n\nThe first one hit him right in the cheek, creating a strong splotch from his muzzle down toward his belly, with the next few finding bits and pieces of him depending on where the roo’s hips were in their thrusts. Soon enough those thrusts rolled to a halt, with the roo digging in as far as his tail would go, spearing into Aston’s insides. That strong burn once again surged over the cat, almost making him wiggle and pull back to evade it, as the roo leaked out the last shots and dribbles of his load down onto the boy’s own half-hard cock and groin.\n\n“Fucking… fantastic…” the roo panted, with such a derpy expression on his face - the post-orgasmic haze really rushing all over his brain. His glasses had slid down and were sitting crooked under his matted and sweaty fur as the roo just stared at the blurry feline for a moment. He finally let his tapered cock drop from his grasp, and with a well-spent sigh he adjusted his glasses, once again smiling down at the feline with a wide muzzle showing of appreciation. “Hold… just a little longer…” the roo continued, breaking through his afterglow to reach for that close camera, once again yanking it off the tripod to get a close up of Aston’s face, cum-splattered body, and of course that tail wedged inside his rear end. \n\n“I’m gonna pull out, and you push,” he said after a few passes. “I want to see the biggest gape you’ve got,” he teased with that warm and excited tone that he’d had since the beginning. The feline, ready for that intense burn to end, just nodded in response, ready to do anything to have a break.\n\n“One, two, three!” the roo said before stepping back and letting his tail slurp out of that hole, with Aston pushing nice and hard on his sore rear end to force his ring open. That tail yanked out with a quick and easy slide, happy to be free of the feline’s tight grasp, while a small waterfall of lube followed that tip out, splashing along Aston’s tail and soaking into the edge of the bed. Both gave out a few heavy gasps at the release, with Aston’s body visibly shaking as that strain turned into an empty ache, though the burn in his pucker wasn’t completely done yet as his muscles held it open, giving the last of the energy he had to make sure the roo got the view he’d worked hard for. The roo was quick to gaze and marvel at what he’d done to the feline’s rear end, letting the camera lead the charge to get the first view as his tail flopped off the bed and down onto the floor underneath him.\n\n“Absolutely beautiful,” the roo said in a breathless gasp, looking at that rim holding wide open, all the while still leaking a good bit of lube down and onto the feline’s tail base. The roo reached down his free paw and gave that puffy rim a soft circling rub, diving in a few fingers with ease into that open hole, before pulling back and letting the camera get its last shots of that gape. Aston held on for as long as he could, struggling with a small grumble to keep himself open, before he finally needed a break. With one last loud gasp, he released the pressure and clenched back down with a heavy wink. The roo smirked at that as well, watching the feline’s feet sink back down to hang off the edge of the bed with a tired huff. The roo got a few more slow sweeps over the spent and sore, cum coated feline frame, before he hit the power button on the camera and laid it over to the other side of the bed.\n\nWith a wide grin, the roo leaned down and kissed the feline right on the forehead, forcing Aston to shoot back a weak mew in return and give his tail a soft flick, but not do too much else. The roo pulled back and smiled at that, unable to hold back a chuckle as he said, “You’re just so adorable, you know that?”\n\n“Yeah,” Aston said with enough confidence to surprise the roo for a second, before they both broke out into a hearty chuckle.\n\n“You even have the attitude to be a star,” Herald countered, shaking his head and adjusting his glasses one more time. “It’s destiny!” He paused for another small chuckle, and another slow look over the tired feline, before adding, “I meant everything I said though. You are everything you think you are, and more. If you keep up with this kind of stuff, there will be nothing you can’t do. Hopefully no serious trouble follows you, because otherwise, you’ll be able to do what you want for a long time.”\n\nAston wasn’t sure what to say to that, but with a soft mew and nod he gave off a little squirm, which seemed good enough to make the roo happy. Though, as he laid there and gave his tired and tingling legs a few kicks, he did open his muzzle to say, “How far have you gotten your tail in someone else?”\n\nThe roo, almost ready to turn around and start shutting down the lighting and camera gear, twisted back to face the feline with a surprised grin, before yanking his tail back up between his legs and showing off just how far that slick line had made it up his fur. “Well, you are here,” the roo said, taking a moment to think and size things up, before sliding his free paw to that line and then dragging it down another two or three inches. “Most people tap out around here,” he continued, watching the feline’s eyes shoot open in surprise and a bit of pride. “Though the deepest…” the roo started yet again, quickly sliding that paw down past the halfway part of his tail, then even further, basically bumping up against his balls as he tugged the tail forward, trying to get even more length to work with. “Probably around here.”\n\n“H…how?” Aston asked with a little whine, cocking his head to the side and trying to calculate how many more times deeper that would be.\n\nHarold chuckled once more and let his tail drop back down to the ground with a hearty hit, shrugging and adding, “That even I can’t answer. Never had someone take the whole thing, but a mix of being a very large bottom, a lot of training, and a lot of hard work that night did the trick. Don’t worry, you’ll get there,” the roo finished with a warm smile, before leaning down and ruffling the feline’s head fur. “If you want to, that is.”\n\n“Maybe,” Aston replied with a small nod, before slowly sitting up on the bed and stretching out his upper body. His hips, tail ring, and tail end were all sore, and he definitely felt it moving, but it wasn’t as incapacitating as he thought it might be. He slowly hopped up onto his wobbly feet, giving a small wince as some of the dried cum on his belly pulled at his fur, but those stuck sections quickly broke as he took a small step or two.\n\n“That’s the spirit,” Herald called back, now actually turning to start the disassembly of the camera gear. “Now, I’ll edit this up and send it to you, then you can do what you want with it. I can’t exactly release it on the normal channels, so I’ll leave that to you. I’ll block out what I need to, so you can just post away.”\n\n“Sounds good,” Aston said with a soft purr ringing in his throat, before taking a few steps toward the roo and giving him a quick nuzzle and hug, trying his best not to get any cum in his fur. “Thanks for that. It was certainly… something!”\n\n“Oh no, thank you kitten,” the roo replied with another warm smile and a ruffle of his head fur again. “That was kind of a bucket list item if I’m being honest - a secret kink I don’t dare tell people, so thank you so much for helping me with that. And everyone that’s been with you before thanks you as well, whether they say it or not, believe me.” Those words made Aston smile and purr louder as he pulled away from the roo, only to hear him continue with, “Keep up the good work. You’re making lots of people happy.”\n\n“I will,” Aston said with a nod and a smile himself, feeling a strange warm sensation surging through him with those words.\n\n“Good,” the roo answered with a nod and another adjustment to his glasses. “Now, get a shower and get all the roo spunk off you. I don’t want an angry Momma cat coming after me because I did bad things to her son. Then we can get you home before anyone gets worried.”\n\nAston chuckled at that but nodded again, walking by the roo and toward the bathroom. He hopped in and turned the water on nice and warm, before reaching back and giving a soft and soothing rub to his poor pucker as the burn hadn’t quite faded yet. He ended up slipping his whole paw inside without too much effort, making him shiver at this new level of lewd he’d just unlocked, before pulling it back out and washing everything off, hoping it didn’t hurt as bad tomorrow as it had after that orgy.", "writing_bbcode_parsed": "She said yes!

Aston’s heart was racing as he built up the courage to ask. He and Alex had just finished an after school session in his bedroom this time, and as they lay there naked together on his bed, he finally let his thoughts spill out before he could stop his muzzle from moving.

“Do you wanna be my girlfriend?”

Alex’s eyes went wide for a quick moment, but with a small breath her head nodded along, making her ears flop against her shoulders as she said, “Yeah, sure.”

It was a casual response, but it left Aston’s body fluttering as he smiled and purred, reaching out to squeeze her tight in another hug. That agreement left them talking over a few details, but it was obvious that both were okay on taking the more casual approach to a relationship. They could have some fun on the side, as long as they were still special to one another. It was growing pretty clear that both Alex and Aston were pretty special after all, though each in their own right. Yet, he didn’t bring up his hobby right then and there. He instead thought it’d be better to try and ease into it, just to gauge the rabbit girl’s reaction.

Aston asked her a bit more about photography as they came down from that happy little high, and after talking about cell phones and cameras and such, Aston suddenly struck a few poses on his bed to see if Alex would be interested in taking his picture, still nice and naked of course. She giggled, quite a lot in fact, but soon enough she reached for her phone and did just that. It turned from a few casual snaps to some full on directed poses with some proper lighting, or at least as proper as the lighting could get in Aston’s room. Both ended up having quite the fun time, and they took more than a few sexy pictures that Aston was quite fond of. As Alex was sending them to him, Aston commented that it wasn’t his fault if they ended up on the dark web, which sent Alex into a giggling fit yet again. That was a good sign at least. Sure, Aston was somewhat joking, but he did already have plans for a few of the images. It would totally be his fault that they ended up on the dark web…

Still, he didn’t say anything at the moment, simply giving the rabbit girl a hug and kiss before they got dressed and he saw her out the door before his parents got home. He didn’t post those pictures right away, instead waiting for a few days before doing a big release on his Kinkykub page, to which a lot of comments complimented the new image quality and asked him if he’d gotten a new camera. That finally gave him an idea for how to use the money he had hidden away. There was an electronics and camera store at the end of town, and although he knew things could get quite expensive, he also knew he had a good bit of money to spend. An upgrade over his own cell phone and laptop camera was much needed for sure, but now the question was if he should go alone and pretend he was a ‘streamer’, or to let Alex in on his secret and see if she wanted to help him shop.

That was still a big decision for him to make, and Aston knew he didn’t have to jump right on it, especially as those new pictures got him a new wave of comments, messages, and all that other stuff to stroke his ego. He always liked digging through the new people that came out of the weeds and commented or sent him a private message. A lot of people were always coming and going from sites like Kinkykub, so there was always a fresh supply of fresh meat to gawk at his profile.

One in particular caught his eye as the feline scanned over his new private messages. It was from a pretty blank profile like most others, although the species was listed as ‘Kangaroo’ which sparked the feline’s interest. Despite the lack of text or any further description, he did have two pictures up in his gallery. One was of him laying chest down on his bed, shot from above, although anything above his shoulders was cut off. The shot showed just his back, butt, and paws, with that thick tail taking the center of the image as the tip curled around his legs. The other was a pretty generic front shot, with that chest, belly, and strange inverted cock-and-balls setup that most roo’s had going on. It focused on his hard and tapered cock shooting out between his balls, with his tail tip also in the shot laying against his hip, as if comparing thickness. It was more than most had on their profile, so Aston was instantly intrigued. Especially after reading the roo’s message.

Hey little guy. A lot of cute stuff you have on your page. Handling some big things for someone your age! If you ever want a REAL challenge though, I’d be happy to put you to the test.

Aston had gotten messages like that before, and he was quickly growing used to guys offering him the ‘biggest and best’ he’d ever had. Some were certainly more capable than others to say that, but it still made him chuckle whenever someone’s confidence outweighed their species or the attached cock picture. Yet, for some reason, something caught Aston’s attention with this roo. He could clearly see that his cock, while a decent size, would probably not be a serious challenge for the feline. But, the fact that his tail was in both pictures left the feline wondering… wondering enough to send him a message back.

Hey! I’m really glad you like all my stuff. I work hard and try to get the best pictures and videos I can. There’s always more to learn though. What kind of challenge did you have in mind?

Aston left his first message at that as he sent it away, and the next day he got his response.

I like a boy that enjoys a good challenge. That sort of dedication should be commended! I’m sure you’re probably not worried about my cock, but my tail has shown plenty of boys what a good stretch really means. That and my paws, as well as a few toys if I can manage to bring them. That toy you got is a nice warmup, but I’ve seen some impressive things fit in places they shouldn’t, and it’s super hot to watch. I bet your hole could handle more than you give it credit for.

I travel around for work quite a bit, so if you’re interested, let me know where you are, and I’ll see what I can do the next time I stop by. I’m sure everyone would love to see a kitten stretched to his limits and then some!

The roo’s words left Aston squirming on his bed, already feeling the tingle under his tail as he read them over again and again. He’d seen videos of unnaturally big things going into holes before, and of course there were plenty of stallions in porn going above and beyond what their partners were designed to handle. Aston knew that if he wanted to get into the real stuff, that he’d need to be able to handle something like that too. A well hung fox was his only true porn experience at the moment, but that just wouldn’t cut it when he got bigger and made all the cocks around him look smaller.

Still, a tail? Up under his tail? Aston brought up the roo’s pictures again and tried to get some kind of measurement off them, going back and forth between a few numbers, and even pulling his toy out to try and get a handle on it. That tail was thick, no question about it, but… maybe it wasn’t as bad as it looked. That thought bubbled up inside of him as he waited to message the roo back. In the mean time, the feline got busy looking up some ‘tail fucking’ porn, some even with roo tails, just to do some research. It was clearly a thing, although also quite rare. Yet, as Aston watched a hungry fox slide almost a foot of roo tail inside of him, hearing him cry out at the strain and the bulge in his belly, it made Aston both nervous and excited at the idea. He was the wrong kind of cat boy to offer a challenge to after all.

So, after a day or two of thinking, the feline pulled up that message from the roo and typed something back.

I do love a challenge, you’ve got me there. Alright, I’m down to try it at least, so long as you promise not to push me too hard.

Aston then did what he always dreaded doing and gave out his general area, feeling a nervous twitch as he clicked that send button, wondering just how long before such information was public knowledge. It probably already was if he was honest with himself, with the ape and his friends probably spreading it far and wide by now, though he still pretended that no one knew his dirty little secret, despite a good bit of the school seeming to know somehow.

He didn’t have to wait long for the response.

Well fuck, I’m not far away from there now! I can probably stop by in a day or two if you’re free. I’ll get the hotel and everything, you just bring yourself and be ready!

This was Aston’s last chance to back out, but he knew he couldn’t at this point. With a simple ‘I’ll be there’ message sent back, the feline was left wondering just what he’d signed up for.

—


That feeling didn’t get any less intense when the day finally came. Aston had the urge to call the whole thing off honestly. He could already feel the burn under his tail, making him wonder if this was what he really wanted. He had nothing to go by but the roo’s excited words and assurances, but that didn’t seem like enough for the nervous feline. Yet, when the roo sent him a message that he’d settled into the room, in a fancier hotel than Aston was used to visiting, that was all it took to make him gulp down his nerves and start his way over.

He’d gotten prepared as well as he could, knotting his toy each time he got himself ready for anal, and feeling that strain get a little less and less each time. That knot was big, at least as big as the first few inches of the roo’s tail, so it had given him a little confidence, but whether it was misplaced or not he could only wait and see. He was still a mix of emotions as he walked into the lobby of the hotel and got into an elevator, taking the ride up, and watching those doors open up to let him free on the floor.

Finding the room wasn’t hard, and as Aston checked the number again and again, he thought about backing out one last time. Yet, he found his paw lifting up, and soon giving a few quiet taps on that door. He waited for a second, listening for any sound inside, before adding in a few harder ones. He was just about to send the roo a message to say he was there before the door slowly cracked open, and that orange and tan muzzle poked out to greet him with a smile.

“You came, awesome!” the roo quietly said with a smile, before opening the door another foot and stepping back, giving the feline space to slip inside. Aston hesitated for a second before pushing his way in, turning his body to the side to wiggle into the small gap the roo had left for him. Once he was inside, the door closed hard behind him, making Aston jump and squeeze out a quick mew at the slam. The roo pushed up against the feline, almost making him slide out of the way, as the roo’s fingers worked quick to secure all the locks on the door, leaving the feline committed as he faced the kangaroo in front of him.

Still, as the roo turned back to smile down at the nervous feline, with those thin glasses framing his muzzle, Aston couldn’t help but feel a little less intimidated. He was tall for sure, but at the same time the roo was pretty slender. He wasn’t nearly as bulky as some of the roos Aston had seen online. And those glasses made him look almost… normal? Not quite nerdy, but not quite the kind of guy that would give Aston no mercy either. The feline grabbed a quick glance at those small paws, and even that tail behind him when he could see it, and although it was hard to compare sizes right off the bat like that, the reality seemed to calm the feline a bit as he took a slow, deep breath. He could do this… maybe.

“You are far cuter than you look online, you know that?” the roo began with a slow look over the feline, crossing his arms over his chest as his eyes continued to wander.

“You’re not the first to say that,” Aston answered with a twitch of his tail behind him. “Maybe I just need to look cuter in my videos,” he continued with a soft chuckle as he shrugged, slowly rocking back and forth on his foot paws to help let some nervousness escape his body.

“You’re plenty cute in those too,” the roo responded, nodding as if he was in deep thought and remembrance. With another small and awkward pause in the conversation, the roo’s gaze turned to look toward the bed. Aston followed it, only to see a few tripods and lights already set up, with some serious looking cameras all pointed at the bed. A large bottle of lube sat on the night stand as well, complete with a set of anal beads dangling off the bedside lamp shade, hanging by the ring. They weren’t normal sized either, with the smallest bead looking like a golf ball in size, with the largest being bigger than a baseball for sure.

“This small setup will have to do,” the roo said to break the silence between them, starting forward and carefully taking steps past the tripod legs and running wires to make his way over to the bed. He sat down on the edge with a small bounce, and patted his side to get the feline to join him. “It was all I had with me. If you can ever visit me at home, I’ll be sure to make it worth the trip, trust me!”

Aston nodded before he made his way through the tripod and lighting legs as well, taking a good look at each, before taking a seat next to the roo with a soft squirm. Aston felt one of the roo’s arms wrap around him, squeezing his shoulder to the roo’s chest. The feline let out a cute mew at the pressure, giving a slow yet somewhat awkward rub back against the roo. “How much stuff do you have at home?”

“Oh, far too much,” the roo shot back with a chuckle. “A whole garage full.”

“What do you do with all that?” Aston continued, feeling his breathing pick back up with a tingle of excitement. The roo’s paw gave another squeeze around Aston’s arm, and the feline added in another small rub and mew of his shoulder into the roo’s chest. Aston was far from completely relaxed, but he was already feeling a bit more comfortable as the roo didn’t seem like such a bad guy, at least not after the first minute or two they’ve met.

“Oh, I’d love to show you,” the roo replied with a wink. “Gotta come and visit me though. For now, we’re just going to have to rough it. But, that can be fun too,” he continued with a soft thump of his tail over the bed, making Aston flick an ear and try to turn his head to look.

“You do this a lot then?” Aston asked, pulling away from his chest to get his first good look at that tail laying on the bed behind him. It was long and definitely thick at the base, but the tip didn’t seem too daunting. As the roo twisted that long appendage to move it a little closer, brushing the tip up against the feline’s back and side, Aston couldn’t help but reach down a paw to rub along the length. With a few soft squeezes, he felt confident in saying the tip was about the size of his toy’s shaft, but it did grow to the knot’s size a few inches down. Then it continued to grow thicker the further the feline’s pawpads traced along it, going well past the bull’s size after another two or three inches.

The roo let the feline explore, clearly excited at the cat’s curiosity, before nodding slowly and saying, “Not with boys like you, honestly. But, when I saw your videos, I saw so much potential, I couldn’t help but send you a message. I’m really happy you replied honestly, and that you’re here. I’ll make things exciting for you, promise, but I’ll try not to break you. I know a growing star when I see one!”

That last part was certainly more teasing than threatening, and with a small chuckle Aston felt another deep breath take some of his nerves from his system. He pulled his paw away from that tail, feeling himself squirm as he turned to look up at the roo’s warm, smiling face. With one final question, the boy simply had to ask, “Is this what you do when you travel? Is this your job?”

The kangaroo burst out laughing at that, slowly patting Aston’s thigh with his paw, before he answered with, “You know, it’s probably best we don’t learn too much about one another. Some things are probably best left unsaid.”

Aston nodded after a moment at the strange response, but he understood why the roo might want to hide a few things. Still though, all this equipment, and that quiet confidence he was showing, made the feline think he was more correct than the roo wanted to admit. “I guess though,” the roo continued as he settled down, “I should give you a name at least since I know yours. You can call me Herald.”

“Nice to meet you Herald,” Aston replied with a small mew leaking out afterward.

“A pleasure to meet you too, Aston,” the roo countered, reaching his paw up to give a ruffle to the feline’s hair between his ears, making the cat mew and shake it all back into place when that paw left. “So, should we get started?”

Aston could only nod at that as the roo gave his thigh one more pat, then pushed himself up onto his springy legs. “Awesome,” Herald said as he made his way to each camera to turn it on, only to carefully slide his way over to the laptop sitting on the desk to make sure everything was connected.  “You can strip down and get comfortable. I don’t normally worry about the strip-tease bits or anything. We’ve got some warm-up to do anyway.”

Aston nodded, and with a soft huff, he hopped up onto his paws and quickly grabbed at his shirt, yanking it off and tossing it aside. He did the same with his pants and underwear, pulling them down and kicking them off to the side, before the roo came back to gather them all up and lay them over in a far away corner, out of the shot. The feline hopped up onto the bed before the roo turned back, getting on all fours and facing the cameras. He arched his back like a good cat, both stretching and showing off, before he wiggled his hips and lowered his front half, making it look like he was going to pounce on the nearest camera in a playful display of felineness.

“Gosh darn you’re cute,” the roo interrupted with a chuckle as he watched, walking back over and rubbing the boy’s headfur again, then giving him a slap to the rear and making him jerk up from the sensation.  “I knew you were a natural. Didn’t even hesitate to get naked and in position. And you look good in it too, very good.”

Aston gave off a cute mew at that praise, doing his best to fall into his role and let his confidence build up at that reaction. He’d been in front of enough cameras at this point to feel comfortable even already, jumping into the zone once his clothing had come off. It was kind of surprising how fast he could push the nerves out, even to him, but the kind words certainly helped to do just that, leaving the feline ready to go as the roo shot down another chuckle at him.

“Alright then, spin around and lift that tail up,” the roo continued, walking to the closest camera to grab it from its stand, bringing it in for a close up. “Let’s see what I’ll be working with.”

Aston nodded with a deep breath, feeling just a small twitch of nerves bubble back up after his casual display, but it didn’t make him hesitate for long as the feline twisted his body and padded around, ending up with his rear end facing back at the roo. He lifted his tail up and pushed his hips back as his upper body angled down, having already learned what both his stream watchers and in-person partners liked to see. It seemed to work as the roo let out a soft moan at the sight, getting the camera trained on that underaged boybutt in front of him, and having it take in the sight for a few long moments.

“Mmm, beautiful,” the roo mumbled back, before he reached out to lay a gentle paw on one of those cheeks, softly pulling it aside to show off that crack and pucker a bit better. “You certainly work out. I can feel the firmness in those cheeks. Whatever you’re doing, keep it up!”

“Thanks,” Aston mewed out with a soft moan, slowly shaking his hips and grinding them back against that groping paw. “I play…” Aston stopped himself before letting all his secrets slip, that strong pause lingering as the feline considered his options, and then added, “sports.”

The roo nodded with a firm chuckle at the feline’s wording, digging his fingers into that rump cheek with a squeeze as he said, “Mmm, I can tell. Bet you’re a star in the locker room showers after the game. Half the boys must be staring at this - even the straight ones.”

Aston gave off a soft mew at that comment, hiding his face down into the bed a bit more with a few deeper breaths, before he said, “Maybe.”

The response was cute and ambiguous enough for both the roo and the watchers of the video to interpret however they wanted, which was perfect for the feline whether he knew it or not. His response got him another firm swat on his rump cheek, making the feline jump and moan out with another whip of his tail above him. He could feel his cock starting to grow as well, not just from the teasing, but from being naked and showing off like this. Those needy chemicals were already pumping around the feline’s system, and the longer the roo admired his ass, the more excited the feline became, feeling his cock bouncing off his belly and thighs with each twitch that surged through it.

“Good kitty,” the roo replied with a breathy groan, soon pulling the feline’s cheek open once again nice and wide. “I love to get a before and after shot, so go ahead and clench nice and tight. I want to see the biggest difference possible.”

Aston nodded at his instructions, and with a squeeze of his muscles, that tiny rim got even tinier, collapsing into itself while the roo moaned in approval.  “Yes, that’s it, such a small little guy… this is going to be so much fun,” he added with a tingle of excitement in his voice. He got a few more shots of the feline from behind, pulling back the focus to get some more of his rear end in general, and even sliding down lower to show off the feline’s balls and dangling cock. He finished with another slow pass up between the catboy’s cheeks, asking him to clench one more time, before finally letting Aston’s cheek go, satisfied with the results. He took a step back to pick up that tripod, bringing it nice and close to the bed, then set the camera back into its place and adjusted the angle to make sure everything was still in frame. With both paws now free, Aston soon felt the roo grab onto each of his cheeks, spreading them even wider than they had been already, while the roo groaned and said, “Alright, a little for me first.”

Aston wasn’t sure what that meant, but as the roo kneeled down behind him, and that hot breath washed over his taint and rim, Aston didn’t have to wait long to find out. The press of those lips against his hole with a quick kiss left the feline jerking and squirming, only to be held down by those small but surprisingly strong paws. The feline’s squirms only grew as that tongue joined the party, pushing over and around his rim in a few quick swirls. Not content with just touring the area, it soon drove down against his pucker, pushing past Aston’s squeezing tightness to invade that hole after a firm bit of effort.

Aston gave up the fight as he felt that tingle shoot past his opening, gasping and mewing for breath as the roo pushed in, and the feline relaxed to welcome him.  Both of the roo’s paws squeezed hard around the feline’s hips, pulling him back onto that pointed muzzle, as hot and heavy groans and gasps left the roo’s lips, all while being muffled by the feline’s own fur and flesh. Hungry slurps filled in the air, along with a few pants as the roo pulled away for a breath, but that break only lasted a second before he dove back in, with that tongue once again attacking the exposed rim in a few long, slurping circles.

Aston could feel his cock shoot up to full hardness at that treatment, smacking his belly quite a few times as the sudden attacks and jerks jostled him around. Heavy gasps leaked out of his muzzle as well, moans and mews following when the roo really pushed in hard, invading the little kitten with a quick burst of prods, slurps, and pushes against both his outsides and insides. Yet, Aston opened up for him, much like he had for a lot of guys recently, and that tongue soon had the run of the place, claiming that young but eager feline boy for itself.

A few minutes passed with the roo lost between those cheeks, but as spit began to drip down the feline’s taint and onto his balls, he felt the roo pull back one last time, breathing deep and wiping his chin with one paw, while the other still held a cheek open.  “Absolutely beautiful,” he said with a happy moan, adding a few gentle pats to Aston’s free cheek once that paw was done with his muzzle. “Thanks for indulging me.”

“Thank you,” Aston echoed with a soft huff himself, catching his breath as the cool tingle of evaporating spit left his rim clenching a bit more. “Always nice to get a rimming.”

“So polite too,” the roo shot back with a soft chuckle, before letting go of Aston’s cheeks, watching them bounce back into place as he got up. He walked by the feline’s head, giving his headfur another rustle as he did, before reaching out for the big bottle of lube on the nightstand. He took it back behind the feline, and with a soft bubbling squirt, the cat could hear some squeeze out and into the roo’s paw. A moment later and that fluid was brought up to his still glistening rim as two fingers easily pushed up against it, slipping inside that warm hole to start spreading it around.

Aston let out another moan at the intrusion, feeling the way those long digits twisted and reached into his depths, before even more lube was added and pushed through him, causing some to leak back out and down his taint. “Can’t have too much lube,” the roo said with a chuckle, before slipping his fingers out of that hole and maneuvering them down to Aston’s balls. With a dancing and tingling moan, Aston felt those roo digits press firmly to the back of his sack, and slide up to catch whatever lube had dribbled out. With a slow and corralling drag up the feline’s sack and taint, they pushed most of the slick fluid back into that waiting hole with another slurp, making Aston arch his back with a soft growl in his throat through the process.

Two fingers had been easy, but Aston was surprised at just how easy three were as well, feeling a small bump up in size but nothing crazy. “Mmm, you look tight,” the roo replied with a soft groan, pushing all three digits inside as far as his paw would allow and giving them a slow twist, “but damn do you open up good. A real champion in the making,” he teased again, forcing Aston to both gasp and moan at the combination of words and sensation.

“You… really seem to like me,” Aston teased back, giving off a little groan and whine as he felt those fingers dig in again, knuckles grinding against his rim as the roo added another slow but firm twist to his wrist.

“There’s a lot to love, honest,” he countered, before taking his fourth finger and wedging it inside that hole as well, the whole paw taking a cone shape as the roo grasped onto Aston’s hip with one paw to hold him in place, and pushed with the other to force them all in.

Aston could really feel the sting now, letting out a soft hiss and grunt as those digits pulled his rim apart. He rocked his hips from side to side to help ease the strain, pulling away in little bits to try and dull the ache, but the roo only let him get so far before adjusting his own arm position and pushing in a little harder. In the end, the feline kept his position more or less steady, bracing himself against the bed with a firm grip on the sheets, as the roo sunk his way into his last knuckles again, clearly making some serious progress with some slow but forceful grinds.

“Mmm, alright now Aston,” the roo mumbled out, with the fingers of his free paw dancing on the feline’s hip in a small drumming pattern. “This is the big test - the real stretch. I’m going to have you push back on your own. You’ll definitely feel the burn, but I want you to keep going just a bit further than you think you can handle, got it? Push, then push just a bit more, then you can have a break to let everything relax.”

“I’ll try,” was all Aston could squeak out, which was plenty for the roo as he added a few more soft taps to that cheek in his grasp. He could already feel the strain as he gave a teasing wiggle back, and he hoped all the shots were coming out good at least. He was sure someone would love this, and Aston didn’t want to let them down. He didn’t want to let the roo down either. So, being true to his word, Aston arched his back and pushed against that wide paw with his legs and midsection leading the charge, wiggling his rear back with a slow but determined grind.

Aston felt the burn pretty quick, and almost felt like he’d run into a brick wall as the bones and flesh of the roo’s paw expanded out even wider than he thought. But, Aston wasn’t someone to give in so easily. He felt the strain for sure, but he did what the roo had told him to do. He could feel the pressure leveling off as his push back slowed, but the feline kept in it for a bit more, fighting that burn around his rim, until he finally needed a gasp of air and pulled forward, letting that burn fade as he slipped down to the second knuckle on all those fingers.  The roo didn’t say anything, simply holding his arm still and giving the feline’s rear end a pat after a few seconds, only to feel Aston huff and start pushing again, sliding back onto that paw and getting right back to the burn. A little more pressure, and a little more progress this time left the feline huffing before needing another break, then another grind left him holding on for a bit longer, but still feeling that paw give him enough resistance to make him pull forward again for another small break.

“It’s so much fun watching you work,” Herald said with a few supportive pats to his hip and cheek, sliding his fingers out completely, only to slather them in a bit more lube and push them all back to the mid knuckle.  “A few more and you’ve got it! You can do this, I believe in you.”

Aston fed on the praise as he nodded and grit his teeth, feeling that extra slick set of fingers push back in with what seemed like relative ease. Those heavy knuckles ground against his rim as it opened up quite wide, but it still had a bit to go. However, the feline was determined as he could feel his resistance giving way. So, with a few more deep breaths, the feline slid back once again, grinding against those knuckles and feeling his rim stretch. A pull forward to relax, then a push back to stretch again as another small bit seemed to inch forward. It was hard going, but the way the roo’s gasps of amazement and soft moans rang down behind the feline, Aston thought he might be close. Just a little more pressure, another small wiggle to adjust the angle, and then…

A heavy slurp and a sudden reflexive clench of his rim around that wrist later, that paw was inside. It’d come so suddenly for the feline that he didn’t quite have time to plan on what to do once he got there. He locked up and clenched tight as that paw settled in his insides, trying not to move too much, dreading to pull or push as each little motion added another surge of discomfort and strain to the boy.

“I knew you could do it!” Herald cried out with a few more strong pats on Aston’s hip and ass cheek, giving it enough of a slap to help take his mind off of some of the burn from his ring and insides. Aston needed every last bit of relief he could as his body was still somewhat in shock, but as that realization flooded into him, he felt the sting, tingle, and burn of every muscle on that paw clench and flex inside of him, each time making him gasp a little more.

“It… hurts… a bit…” the feline whimpered out with another firm set of clenches around that wrist, with the roo adding in his own gentle rubs around his ass cheeks, ruffling up his fur to help get his mind off it.

“The first time always does,” the roo continued in a strangely soothing voice.  “Take a few deep breaths, clench and release, work it slow and steady with a few rocks back and forth. You’ve got this. You’re such a good boy.”

Aston did his best to follow the roo’s instructions, and to his surprise it did help a good bit. That static sting in his rim was electric at first, each movement a small shock of surprise and strain shooting through his body, but after a moment that faded away to leave just a dull ache, something the feline was familiar with, and something he could handle. He’d felt the same after his first toy ride, his first real cock inside him, the time the bull had first forced his way inside, and now this. Aston was almost a veteran at this point, and as the sharp spikes faded away even more, the surprise of accomplishment filled the gap. He’d done it!  He’d taken a paw inside him. He never thought he’d have such a goal to be honest, but now that he’d done it, he felt pretty great for being able to.

“Mmm, beautiful… absolutely beautiful,” the roo responded as he moved his arm in a few directions, trying to get the best shots possible on the near-in camera. Each little twist and tug left Aston squirming with a hiss and squeal, fighting back the small but sudden surges racing through him. “Think you could handle some more?”

“I… I dunno…” Aston replied through some thick breaths and soft whines, lowering his head down to the sheets.

“Didn’t sound like a no to me,” the roo teased, before clenching his digits back around Aston’s hip fur and holding on tight, as his paw and arm pushed forward with enough force to get it moving inside the feline. Before Aston could do much of anything, he felt that arm making progress, sliding his ring down the roo’s arm another inch, then another, and another. That paw slowly clenched into a ball inside the feline, with the roo tucking those long fingers in, giving him a few extra inches to work with without having to push any deeper into the feline’s belly. Thankfully, the roo’s forearm didn’t thicken up nearly as much as his tail, but the sensation was still intense as that impressive girth pushed through his insides and pulled them apart. The burn moved up from his rim to his depths, making breathing difficult for the young feline, who suddenly felt a lot less space to expand his lungs as that fist and arm took up a good bit of it. Aston gasped and grunted as the roo hit another wall inside, stopping that steady progress with a sudden jolt to the cat, and forcing out a steady hiss through his clenched teeth. The progress had been steady yet rough, although now Aston had one long and straight shot of arm wiggling up inside him, about halfway up from wrist to elbow.

“How we doing, beautiful?” the roo called out, hearing the cat’s whines and hisses turn a little more strained than he was comfortable with hearing. To help out, the roo held steady to let him get used to the feeling, trying not to turn or twist his arm more than he had to.

Aston struggled to get enough breath to say much, but the feline scraped together enough to squeeze out, “Still.. Hurts.  How much is in?” after a few strained pants.

“About half my arm,” the roo said pretty casually, although with a little spark of surprise underneath. “Honestly, that’s more than I thought I’d get in someone your size. Holy fuck is it hot! You’ll have to watch the video after, but trust me, you look amazing right now.”

Those words allowed Aston to almost smile through his strained face, looking up and to the side to catch the glance of a camera looking at him from an oblique angle, showing off the strange mixture on his face for a few moments.  “Really?” he panted back out with a groan.

“Really,” the roo answered, giving a slow pull back of an inch or two, then a push forward back to where it was before, causing the feline to rock on the bed from the effort. “Think you can go deeper?”

“N… no…” Aston called out after learning his lesson the previous time. He heard a chuckle from the roo, and he got another few pats on his hip, before that arm gave another pull back and push in, traveling a bit further back than it had on the first movement.

“I don’t want to hurt you,” the roo said after yet another slow pump. “You okay with this so far though? I won’t push any deeper.”

“I… think so…” Aston said, still fighting that strain, but feeling it become a little easier with each full motion. It was still intense for sure, with each little slide taking his breath away, but the feline’s claws weren’t dug in deep into the sheets anymore. His paws still kept their grasp however, holding on to those sheets, with his claws flashing out on occasion, with soft growls and hisses leaking from him every now and then.

“You’re doing amazing, especially for a first time,” the roo continued, only picking up the pace to a slow and steady pumping, then holding it there to let the feline get comfortable. Aston hadn’t even realized he’d been going further back with each pull. The roo had a sort of practiced grace to his pumps, making them all feel steady and casual, while only sparking the occasional burst of sensation as he pushed the cat a little bit each time. That is, until the feline felt the base of that paw pulling back against his rim, that wider spread making him grunt and mew in protest, while he added a reflexive squeeze to try and keep that paw inside. The roo felt that and backed off the pressure, pushing his arm in deeper once again to quell the feline’s cries. However, the next pull back also sent Aston squirming from the pressure of that paw on his inside rim, although his reaction wasn’t as hard this time. A few more tugs back to that point left Aston’s senses almost dulling to the strain. He let it fade into the background, following the rest of the strange feelings bouncing around his guts. Meanwhile, the roo’s arm had settled into a steady pumping, sliding back and forth from wrist to midsection, getting as much travel as it could. “My tail will be easy after all this warm-up, trust me.”

Aston could only grunt back in response, huffing out as that fist carved a deep and open passage through his tunnel, with each sloppy slurp ringing out to the cameras while he endured the treatment. It had faded to a dull ache after a bit, but now the intense feeling was bubbling up again as his body was finally starting to resist. He wanted to push that arm out and get the strain out of his guts, knowing that the fist part would be like a more intense version of the knot on his toy. It’d hurt, but then he’d be free and empty, a very different feeling from being so full. The play between each one was definitely a rush, and Aston could certainly feel the difference from when the roo was all the way in and then pulling on his rim yet again. But, after a few more casual pumps, Aston shot out a whine and finally found the breath to say, “Can you… pull it out? Give me a break?”

“Yeah, sure, you’ve earned it buddy,” the roo said with a chuckle, before unclenching his paw from that ball and gently pulling back. The release wasn’t as bad as Aston thought honestly, with the thick part of that paw pulling out with a gentle slurp and slick pop from his rim. Those fingers nearly fell out right after, along with a decent rush of lube as his pucker failed to clench back together tightly enough to hold everything in.

“Mmm, that looks beautiful,” Herald said as his paws went to either of Aston’s ass cheeks, pulling them apart and trying to make the hole spread along with it. “Push out again, let me see.”

Aston was happy to get in a few deep breaths as that paw left his insides, giving him that familiar empty feeling which made him shiver, along with a heavy sense of accomplishment settling in soon after. He’d felt the same after taking his first toy, then his first real cock, then the knot on his toy, and now half an arm. It was a rush like nothing else. Of course it was hard and hurt at times, yet that feeling of knowing he’d done something impressive was too addictive to pass up. Aston had never wanted to be fisted before, and yet here he was, a smile spreading on his face at the tingle underneath his tail, feeling some perv’s heavy breath on his slick ass cheeks and open hole as he pushed back, forcing it to open wider as he did.

“You’re destined to be a star,” Herald repeated as those slick roo fingers traced around his somewhat sore rim, making the feline close it back up with a clench at their contact. Those words made him shiver and mew though, all the strain pushed out of his head and body to let that satisfied and proud sensation trickle on through instead. That praise was what Aston really wanted, and the roo knew it. He knew he could get the feline to endure the hard parts with enough supportive words, and that it’d keep the feline going.

“Thanks,” Aston replied with another deep groan, feeling those fingers pull off his rim as the roo let those cheeks go. “You’re good at that. Never thought something like that would fit.”

The roo chuckled and added a few more pats to that butt with his non-slick paw, before pulling away and reaching out for that bottle of lube. “I’ve had a bit of practice,” he said in a somewhat proud voice himself. “I’m usually a pretty good judge of limits, and I think we almost hit yours.”

“Almost…” Aston replied as that sting had already faded from memory, and he felt another challenge coming from the roo. They still had the main event to go after all, and with Aston catching his breath, he gave another wiggle to his rear end and tail, making the roo chuckle again.

“Gosh you’re cute,” the roo’s soft voice spilled out once more. “So, are you ready for the tail?”

“I guess,” Aston replied, fighting through a little surge of nerves as his mind flashed back to what that tail looked like. But, after having had the roo’s arm inside of him, how much worse could that tail be?

“Good boy,” Herald answered, before reaching behind himself and bending his tail between his legs, soon letting the tip flop onto the bed next to Aston, which caused the feline to look over with another shiver racing through him. “Why don’t you get on your back for this one? I really want to watch your reactions - it helps me gauge how you’re doing better. And the cameras love to see all of them too,” he teased, spreading out his paw and sweeping over all the cameras on one side, reminding Aston if he needed a refresher.

Aston often forgot the cameras were watching when he was busy, but as he slowly turned over and flopped down onto his side, then wiggled onto his back, he got a new view of the room in it’s entirety. There was the slender roo, standing above him completely naked, with that unusual cock and balls combo out on full display. His tapered cock was hard and standing proud, with those balls draped on either side and held up by the somewhat above average looking shaft. The roo didn’t seem to notice it himself though, caring far more about Aston than so much as giving his own shaft a stroke. That tail was there to greet him too, sliding between the roo’s slender but powerful looking thighs, held up by the edge of the bed and the roo’s grasp in an unusual looking curve, but something the roo didn’t seem to mind. Then, past that red and orange fur, were the lights and the cameras - a few focused right in on the feline as he gave off a cute mew and lifted his legs into the air, offering his already open hole up to the roo.

“I said it before,” the roo teased, before popping open the bottle of lube and drizzling a good bit out onto his paw. “You are a natural star. You’re going to go far, kid. Come see me in a few years if you like this sort of stuff. Hopefully you’re enjoying, yeah?”

Aston knew it’d be rude not to nod a bit, although he wasn’t completely lying. A challenge was a challenge, and if people wanted to see him impaled on a roo tail, then he was going to do his best to do it. Though, no one but the roo had actually asked to see it… Still, he added a soft squirm from side to side as he watched the roo heave up his tail with his clean paw, before smearing that pawful of lube all over the tip and first six inches or so. He was thorough, making sure to get every last spot, and even adding a little more as the fur soaked up a decent bit, leaving that tail dripping as his slick paw let go and let the tip hang in the air.

“Alright then cutie,” the roo said, taking a step backwards and maneuvering the base of his tail up a bit more, getting things into position as the tip of that tail brushed up against the feline’s ass cheek and thigh. “Take a few deep breaths for me. The first bit should be easy with that warmup, but then we’re going to push, okay? I’m going to be a little hard when we get to it, but you handled my arm so well that I know you can deal with it. I’ll try not to push too hard, but if you need me to really stop, just say so. Otherwise, let those cute grunts, whines, hisses, and moans fly out - don’t hold anything back. Everyone wants to hear it all.”

Aston nodded with a little huff as he gave his legs a quick stretch with a kick or two. He’d just barely settled back into place before he watched the roo wrestle that tail tip over and between his legs, gasping as it pressed against the feline’s pucker. With all the lube coating it, Aston didn’t even feel the light fur or anything. It simply felt like quite the big cock wanting to slip into his slick soreness, with that tapered tip lining itself up and already pushing into the feline a half an inch or so at first contact. “Here we go,” the roo called out, before taking a slow step forward to push two more inches into the feline, getting a good angle nearly right from the start. He kept his paw clenched around his girthy tail, providing enough support to keep things lined up and firm, as Aston felt the new appendage push at his rim and pull him apart once again.

The roo was right - the first bit wasn’t bad at all as the feline’s hole spread and swallowed it up with a slick slurp. Aston gasped and squirmed of course, feeling the burn from their previous session surge through his rear end, but that soon faded away as the roo ground another inch or two against him, releasing a new stretching burn that Aston was quite familiar with. A small shuffle forward, and Aston’s rim really felt that tightness and strain, with the girth growing way faster than the roo’s arm did. It left the feline gritting his teeth and muffling a few grunts in the process, gasping for breath to try and cool the ever-growing burn underneath his tail.

“That’s it… deep breath…” the roo shot back as he got into the flow of things, feeling that rim squeezing with Aston’s heartbeat and keeping him from going any further, at least for now. Herald let his paw fall off his tail, having enough inside the feline that his appendage could stay steady from its own muscle power. Once he’d given the feline a moment to catch his breath, he started a slow pull back with his hips, then a careful but steady thrust forward, keeping that tail lined up properly and sliding it back into the young boy with a gentle thrust.

Aston could feel the girth increase quite a lot even with that little thrust, going from barely any reaction to a soft hiss within a few inches. He bit down on his lip to help steal some of the pain signal from his rear end, but even though it kind of hurt, now the feline was committed. That spark of victory and accomplishment with the roo’s arm earlier pushed him further than he would normally want to go, taking another stinging push into him as the roo rocked on his powerful legs, those large feet keeping the slender guy steady as the rocks and rolls picked up the pace.

“That butt… will have nothing stopping it… from pleasuring any guy coming your way,” the roo spat out between thrusts. He gripped the feline’s ankles with his paws for a bit more leverage, and almost pulled the feline down another huffing and hissing inch around that tail, mixing his praise with the burn to keep the feline from tapping out too soon.

Aston loved hearing those words. They were exactly what he’d wanted for some time now, and thanks to his hard work, he always found a way to do just what he needed to do. He wanted to make everyone happy, let them live out their dreams, and get more attention than his little mind could handle. If he had to practice a bit to handle a stallion, a bear, or whatever, then that’s what he was going to do. His heavy huffing breath was there to prove it as that tail made his rump burn, but Aston wasn’t about to tell the roo to stop.

The problem was that when Aston got comfortable, the roo pushed a bit more into him, forcing those cute whines, grunts, and hisses to fall out of his muzzle just as quick, with his paws balling up and claws tearing small holes into the bedsheets as he growled out from his throat, needing an outlet for the continuous burn he was feeling. Still, the roo knew how to push just hard enough, letting the cameras capture Aston’s facial expressions of strain and dedication all throughout the fucking, as well as the roo’s nearly blissful and spiritual release of his own body as he pumped away. Even though the roo’s cock was simply bouncing in the air with each thrust, a good bit away from having any chance of penetrating the feline, his own moans, deep breaths, and eyes staring at the ceiling left the roo looking like he was feeling the best thing ever. His own face turned and twisted into moans of pleasure, knocking his glasses to the side when a real strong one caused his body to shake, only for the roo to adjust them with a flick of his muzzle and look back down at Aston with a warm smile, clearly lost in some strange pleasure himself.

“Such a good boy,” Herald let slip again in between his own strained grunts, showing off just how hard it was for him to keep his tail straight and steady as well. “Such a good kitten. Made it further than so many other grown men could ever hope to.  I’m so proud of you,” he continued with a tone that made Aston believe him, sending a quick tingle up Aston’s whole body while he let out a cute mew, then a strong clench around that tail as the roo pushed in a bit hard once more.

“I’m… trying to be… a star…” Aston squeaked out when he had a little spare breath, the grunting and gasping breaking up his words as that tail tip wiggled against his insides. The loud slurps nearly muffled his own words as copious amounts of lube dripped back down onto Aston’s tail base and the bed, creating a big wet spot right on the edge.

“You already are,” Herald shot back with a smile down at the struggling feline, not even caring when his glasses slipped down his muzzle further than he needed to see him properly.  He tried to flip his muzzle up and slide them back into place, but eventually he released one of Aston’s legs to adjust them, before grasping it back once again with a soft growl himself. “I’ve seen your videos. You have so many followers. They’ll love to see this, trust me. Everyone loves a small boy stretched open wide by big things… as you know.”

“I know,” Aston replied with another soft hiss, though the roo had stopped trying to push too hard, finding too much resistance in that young rear end, and instead just working on picking up the pace, yet still making Aston hiss when that tail reached its maximum depth. The tip was punching up against Aston’s guts quite hard as well, not with quite enough force to straighten him up and move things out of the way, but certainly enough to hit a wall there too without too much more progress to be made. So, sensing that the feline was taking everything he could, Herald just kept his pumps short and steady, letting their bodily noises ring out for a good while to let the cameras enjoy.

Aston was even starting to enjoy himself as well, with his clenches becoming a little less intense on the sheets as the two of them let the moans do the talking, though he was still holding on as that roo’s tail pushed pretty hard against his hips, threatening to slide him across the bed. The grasp on his ankles did help to hold him steady, as did all the lube weighing down the upper layer of sheets, but the small feline needed all the help he could get as the roo built up to a heavier speed than Aston had taken yet.

Soon enough the feline’s near continuous discomforted expression turned into a grimace, with that faster pace of pumping and wide stretching really testing his rim and insides. The roo took notice as well, huffing pretty hard himself at this point, and struggling to keep his tail steady as it was slumping and growing tired from the constant contraction to keep it angled up.  “Mmmph, give me… two more minutes… and everything you’ve got… cry out loud if you need to,” the roo nearly shouted over his heavy breathing, with Aston being pretty far ahead of him already.  He nodded with a weak whine in his voice as the roo’s powerful legs continued their assault, that tail not going much deeper even with the renewed energy, but the feline’s body wouldn’t let it in even if he wanted to. It was pressed up against his limits pretty hard now, both in width and depth, as the cat cried out in heavy hisses and growls in his throat each time the roo hit his maximum stride. Yet, he closed his eyes tight and held on, knowing that two minutes wasn’t all that long, and he had endured worse.

That confidence led him on all the way to the end, sending out loud mews and hisses into the air to match the roo’s own panting moans, with the slurp of that tail and the squeak of the bed joining in on their march to the finish. With about thirty seconds to go, the roo slipped his paw off the feline’s ankle and finally moved it to his cock, grasping that bouncing and leaking shaft with a weak squeeze and pumping just as fast as his hips were flying. It didn’t take long to bring him over the edge as Aston watched on in curiosity, seeing those balls bouncing on either side of that cock as the roo vigorously pumped and thrusted at the same time, only to hear those heavy gasps as the roo reached his edge, and shot a few heavy jets of cum out and over Aston’s body.

The first one hit him right in the cheek, creating a strong splotch from his muzzle down toward his belly, with the next few finding bits and pieces of him depending on where the roo’s hips were in their thrusts. Soon enough those thrusts rolled to a halt, with the roo digging in as far as his tail would go, spearing into Aston’s insides. That strong burn once again surged over the cat, almost making him wiggle and pull back to evade it, as the roo leaked out the last shots and dribbles of his load down onto the boy’s own half-hard cock and groin.

“Fucking… fantastic…” the roo panted, with such a derpy expression on his face - the post-orgasmic haze really rushing all over his brain. His glasses had slid down and were sitting crooked under his matted and sweaty fur as the roo just stared at the blurry feline for a moment. He finally let his tapered cock drop from his grasp, and with a well-spent sigh he adjusted his glasses, once again smiling down at the feline with a wide muzzle showing of appreciation.  “Hold… just a little longer…” the roo continued, breaking through his afterglow to reach for that close camera, once again yanking it off the tripod to get a close up of Aston’s face, cum-splattered body, and of course that tail wedged inside his rear end.

“I’m gonna pull out, and you push,” he said after a few passes. “I want to see the biggest gape you’ve got,” he teased with that warm and excited tone that he’d had since the beginning. The feline, ready for that intense burn to end, just nodded in response, ready to do anything to have a break.

“One, two, three!” the roo said before stepping back and letting his tail slurp out of that hole, with Aston pushing nice and hard on his sore rear end to force his ring open. That tail yanked out with a quick and easy slide, happy to be free of the feline’s tight grasp, while a small waterfall of lube followed that tip out, splashing along Aston’s tail and soaking into the edge of the bed. Both gave out a few heavy gasps at the release, with Aston’s body visibly shaking as that strain turned into an empty ache, though the burn in his pucker wasn’t completely done yet as his muscles held it open, giving the last of the energy he had to make sure the roo got the view he’d worked hard for. The roo was quick to gaze and marvel at what he’d done to the feline’s rear end, letting the camera lead the charge to get the first view as his tail flopped off the bed and down onto the floor underneath him.

“Absolutely beautiful,” the roo said in a breathless gasp, looking at that rim holding wide open, all the while still leaking a good bit of lube down and onto the feline’s tail base. The roo reached down his free paw and gave that puffy rim a soft circling rub, diving in a few fingers with ease into that open hole, before pulling back and letting the camera get its last shots of that gape. Aston held on for as long as he could, struggling with a small grumble to keep himself open, before he finally needed a break. With one last loud gasp, he released the pressure and clenched back down with a heavy wink. The roo smirked at that as well, watching the feline’s feet sink back down to hang off the edge of the bed with a tired huff. The roo got a few more slow sweeps over the spent and sore, cum coated feline frame, before he hit the power button on the camera and laid it over to the other side of the bed.

With a wide grin, the roo leaned down and kissed the feline right on the forehead, forcing Aston to shoot back a weak mew in return and give his tail a soft flick, but not do too much else. The roo pulled back and smiled at that, unable to hold back a chuckle as he said, “You’re just so adorable, you know that?”

“Yeah,” Aston said with enough confidence to surprise the roo for a second, before they both broke out into a hearty chuckle.

“You even have the attitude to be a star,” Herald countered, shaking his head and adjusting his glasses one more time. “It’s destiny!” He paused for another small chuckle, and another slow look over the tired feline, before adding, “I meant everything I said though. You are everything you think you are, and more. If you keep up with this kind of stuff, there will be nothing you can’t do. Hopefully no serious trouble follows you, because otherwise, you’ll be able to do what you want for a long time.”

Aston wasn’t sure what to say to that, but with a soft mew and nod he gave off a little squirm, which seemed good enough to make the roo happy. Though, as he laid there and gave his tired and tingling legs a few kicks, he did open his muzzle to say, “How far have you gotten your tail in someone else?”

The roo, almost ready to turn around and start shutting down the lighting and camera gear, twisted back to face the feline with a surprised grin, before yanking his tail back up between his legs and showing off just how far that slick line had made it up his fur. “Well, you are here,” the roo said, taking a moment to think and size things up, before sliding his free paw to that line and then dragging it down another two or three inches. “Most people tap out around here,” he continued, watching the feline’s eyes shoot open in surprise and a bit of pride. “Though the deepest…” the roo started yet again, quickly sliding that paw down past the halfway part of his tail, then even further, basically bumping up against his balls as he tugged the tail forward, trying to get even more length to work with. “Probably around here.”

“H…how?” Aston asked with a little whine, cocking his head to the side and trying to calculate how many more times deeper that would be.

Harold chuckled once more and let his tail drop back down to the ground with a hearty hit, shrugging and adding, “That even I can’t answer. Never had someone take the whole thing, but a mix of being a very large bottom, a lot of training, and a lot of hard work that night did the trick. Don’t worry, you’ll get there,” the roo finished with a warm smile, before leaning down and ruffling the feline’s head fur. “If you want to, that is.”

“Maybe,” Aston replied with a small nod, before slowly sitting up on the bed and stretching out his upper body. His hips, tail ring, and tail end were all sore, and he definitely felt it moving, but it wasn’t as incapacitating as he thought it might be. He slowly hopped up onto his wobbly feet, giving a small wince as some of the dried cum on his belly pulled at his fur, but those stuck sections quickly broke as he took a small step or two.

“That’s the spirit,” Herald called back, now actually turning to start the disassembly of the camera gear. “Now, I’ll edit this up and send it to you, then you can do what you want with it. I can’t exactly release it on the normal channels, so I’ll leave that to you. I’ll block out what I need to, so you can just post away.”

“Sounds good,” Aston said with a soft purr ringing in his throat, before taking a few steps toward the roo and giving him a quick nuzzle and hug, trying his best not to get any cum in his fur. “Thanks for that. It was certainly… something!”

“Oh no, thank you kitten,” the roo replied with another warm smile and a ruffle of his head fur again. “That was kind of a bucket list item if I’m being honest - a secret kink I don’t dare tell people, so thank you so much for helping me with that. And everyone that’s been with you before thanks you as well, whether they say it or not, believe me.” Those words made Aston smile and purr louder as he pulled away from the roo, only to hear him continue with, “Keep up the good work. You’re making lots of people happy.”

“I will,” Aston said with a nod and a smile himself, feeling a strange warm sensation surging through him with those words.

“Good,” the roo answered with a nod and another adjustment to his glasses. “Now, get a shower and get all the roo spunk off you. I don’t want an angry Momma cat coming after me because I did bad things to her son. Then we can get you home before anyone gets worried.”

Aston chuckled at that but nodded again, walking by the roo and toward the bathroom. He hopped in and turned the water on nice and warm, before reaching back and giving a soft and soothing rub to his poor pucker as the burn hadn’t quite faded yet. He ended up slipping his whole paw inside without too much effort, making him shiver at this new level of lewd he’d just unlocked, before pulling it back out and washing everything off, hoping it didn’t hurt as bad tomorrow as it had after that orgy.", "pools_count": 1, "title": "Curiosity Killed the Cat 20", "deleted": "f", "public": "t", "mimetype": "text/plain", "pagecount": "1", "rating_id": "2", "rating_name": "Adult", "ratings": [ { "content_tag_id": "4", "name": "Sexual Themes", "description": "Erotic imagery, sexual activity or arousal", "rating_id": "2" } ], "submission_type_id": "12", "type_name": "Writing - Document", "guest_block": "f", "friends_only": "f", "comments_count": "2", "views": "1031" }