Bad Behavior - Part 5

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#5 of Bad Behavior

Part 5: The conclusion of Bad Behavior. Casey invites a couple familiar friends over to play with Will. This chapter is pretty big... came in at over 14,000 words. Sorry for the long wait! I've been sitting on this for months but school and work have been crazy. Not completely satisfied with the editing, but this is as done as it is going to get. I hope someone enjoys it!


BEEP BEEP BEEP! Will's alarm blared off at 9:30 am. He slept naked, like usual. He hopped out of bed to turn it off, but didn't get more than two steps before the leash pulled him back sharply into reality. "Fuck..." he muttered, looking down at his small young body. He had hoped against hope that it had only been a dream, but that clearly wasn't the case. Casey was just now waking up with a groan, blinking quickly as he dragged himself up to turn the alarm off. "Morning, pup." He got back in bed and pulled the small boy with him, spooning him from behind. "You sleep well?"

Will let out a soft gasp as the older male grabbed him. He rubbed his neck, a bit sore from being leashed to the bed. "Yeah..." he said. It was a lie, but he wanted to start today off smooth, he could still feel the sting of his last punishment.

"Good. We're gonna have a busy day," Casey said with a chuckle, rubbing his hard member against the boy's rump. He reached around to play with Will's cock as well, stroking it teasingly.

The boy's small cock was hard, like any teenager would be in the morning. He let out a moan as the older male stroked him. "We...we do? What are we doing?" He asked. More torment, he was sure.

"Well, wouldn't want to ruin the surprise..." he said tauntingly. Casey turned onto his back and sat up a bit, pulling Will on top of him so that his little boyhood was rubbing against his own big member. "Be a good pup and paw us off."

"Ooof!" Will cried as he was lifted on top of the older male. He leaned down and thrust his little cock against Casey's, moaning as he did. He wrapped a paw around the two, barely even able to do so as he began stroking them, nipping at Casey's neck as he did.

"Heh, someone is excited..." Casey teased, moaning happily as the boy played with their cocks. His thick member was already leaking pre, getting Will's paw and boyhood slick with it. Will ignored the remark and let out a gasp, his boyhood throbbing against Casey's thick member. He stroked and thrusted, spreading their precum across their cocks as he did. The folf's tail was wagging back and forth and he sunk his teeth into Casey's neck. Casey murred in delight, gasping softly as Will bit his neck. He liked that the kid still had some dom in him even now, and decided to indulge the kid before bringing him even lower later that day.

Will's tail wagged even harder when he realized that Casey wasn't going to stop him, and so he sunk his teeth in harder. He moaned into the older male's neck as he continued stroking their cocks, but the joy of dominance was cut short when he realized that he was already close to cumming, having far less stamina than he did before. He pulled off of Casey's neck and bit his lip. "fu-fuck..."

Casey stopped him, gripping Will's small cock to keep him from cumming. "Just slow down a bit. Here, paw me off and then you can hump my muzzle." The coywolf put Will's paw back on his big cock, murring.

He stared wide eyed at the older male, almost unable to believe the offer. Of course, it being his idea meant it was less an act of dominance, but he didn't care. He wrapped his paw just around Casey's cock this time and started stroking, slowly at first but then quicker.

Casey tilted his head back and moaned, thrusting up into the boy's slick paw. He was always really horny when we woke up in the morning. It wouldn't take him long to cum. "Ahhh..! That's it... Just like that..."

The folf leaned down to sink his teeth into the older male again, then continued stroking him off even quicker. He wagged his tail back and forth eagerly. "Mmm... I want your cum..." He whispered into his ear, biting on his ear playfully.

Casey gasped and moaned louder. If he hadn't known how thoroughly in control he was, he might have blushed. "Fuck, I'm getting close...!"

Will growled softly, purely on reflex, as the older male got close. He squeezed his cock tight and milked him for his seed, forgetting - for a least a moment - how small he was and how far he had fallen. The older male just enjoyed himself for the moment, knowing exactly what he had planned for Will. He let out another moan, thrusting into the boy's grip as he came, his cock throbbing and spurting hard. Casey's seed shot onto both of their bodies, covering their torsos in thick hot cum. A good portion of it ended up on the folf's cock, which would only make fucking the older males muzzle even better. He didn't even wait for the Coywolf to finish cumming to straddle his chest and press the head of his cock against the older male's lips.

Casey's malehood was still throbbing and leaking cum when Will's cock was at his muzzle. He murred happily and licked some of his seed off the boyhood, opening his muzzle to take Will's little erection. Will let out a moan and thrust his entire boyhood into the older male's muzzle, his head swimming in more pleasure than he had felt all weekend. His tail was still wagging as he started pulling out and back in, not even needing to worry about gagging the coywolf.

"Mmmm..." Casey moaned around Will's member, slurping up his own cum. He sucked on it eagerly, but didn't move his muzzle, just letting Will use him.

The folf let out a loud moan. "Ohhhh... yeah... suck that big cock," he said. Like the growl, it was instinctive to say that; he didn't even realize he had, so caught up in thrusting his cock against Casey's tongue. Casey suppressed a chuckle and kept at it, sucking and slurping on the little cock in his mouth. He moaned encouragingly, just for show, waiting for the boy's small load.

"Casey!!" Will moaned out, trying to hold back his own climax, but with just another thrust into the older males mouth and without any warning he came, shooting his watery seed into the coywolf's muzzle.

Casey grinned as he swallowed the boy's thin cum, milking the small cock for all of Will's meager load. He teased the folf's member a while after he was done, and then finally pushed him off. "You like that, pup?" he said with a smile.

Will let out a satisfied sigh and leaned back on his paws. "Daaamn...That was good..." He said grinning. In his ecstasy he could forget for a moment the situation and the body that he was in.

"Heh, that's good, cuz you're going to have to work hard to earn anything more today." The coywolf said with a grin. He took the boy's wrists and bound them in the cuffs that were still attached to the bed. He reached down to the floor for one of his bags, taking out a chastity device much like the one that Will had put on Skyler. "I'm sure you're familiar with this, aren't you?" he asked, holding it up for Will to see.

The smaller boy's eyes went wide. He didn't respond immediately, just stared at it in fear. Finally he nodded, and wrapped his tail around his waist to cover his spent boy parts. "Co-come on Casey, we don't need to use that..."

"Don't bother telling me what 'we' need or don't need. There is no 'we' today, kiddo. And it's about time you start remembering the proper way to address me. Or do you need another spanking?" Casey swept the boy's tail aside and pinned Will's legs down with his own knees. He fastened the device onto Will's small cock, locking it in place.

Will squirmed under Casey, but to his credit did so far less than usual. He could still feel the sting of last night's spanking. "No! No... I don't need another spanking, sir." He said, his voice shaking as the older teen locked up his once proud cock.

"Good." Casey grinned, uncuffing Will's arms. He passed him a bag that appeared to be filled with clothes, though it wasn't apparent what they looked like. "Here. Put these on. This is your outfit today." Inside the bag was a pair of pink girl's panties and what looked like a schoolgirl uniform, complete with a white shirt and a plaid skirt. Will pulled the clothes out, expecting another embarrassing outfit that would look right on an 8 year old. He was actually shocked at what he found. He looked at the clothes, back at Casey, then back at the clothes.

"No I ca-" he started, then slapped a paw to his mouth, seeming to finally be getting it.

The older, bigger male just stared at him, a look of scorn on his face. He was hoping - for Will's sake - that the boy was learning to follow directions. Casey stayed quiet, watching what Will would do next.

The younger boy wiped his nose and eyes then got up and started pulling the panties on, having to work a bit to stuff the cage into them. It took him a while to get into all of it, once it was on he looked in the mirror. With his younger form he really could pass for a girl. He turned back to Casey. "We-we aren't going back out today, are we? I do-I don't want anyone to see me in these..."

"We will. We'll need to get some food." Casey said, being completely serious. He wanted to go get some food and snacks for the rest of the weekend before Skyler and Jessie came over. Casey brushed Will's short hair and clipped it in place with a small bow, finishing off the image. "C'mon, I don't want to waste time!"

He dragged Will out again, this time to a grocery store. Will thought yesterday was bad, today was just miserable. He saw one of his teachers, didn't even look twice at him. On the bright side, Casey let him get pretty much everything he wanted. Not that that helped too much. Casey didn't grope or tease the 'girl' on the train, either. Just bringing him out like this was enough. They did the shopping, getting chips, soda, frozen pizzas, and other things and taking it home with them. If nobody had recognized Will yesterday, today he looked even more different. He reminded the folf of that, but it didn't make him blush any less. After they got home, they put the groceries away.

Will jumped a bit as the doorbell rang, and when he looked to Casey, the older boy gestured towards the door with a smile. "Go on, go answer it. I'll be right behind you," he said, knowing exactly who it was.

Will opened his muzzle to protest, then shut it quickly. He ran to the door, and looked out the peephole. At least, he would have looked out the peephole if he wasn't too short now. Humiliated and dejected, he opened the door slowly, his eyes widening as he did. "Fuck!" He shouted, when he saw who was there. Skyler and Jessie were there staring back at him. Both looked excited, though Skyler still looked a little nervous compared to Jessie, whose enthusiasm was quite obvious. They both grinned at the sight of Will, the once proud and dominant, shrunken down and dressed as a girl. The boy's giggled at the sight. "Hey, Will. You look cute." Skyler said, then smiled as he looked over the folf's shoulder. "Hi Casey!"

"Hey guys! Just in time. Come on in." the coywolf said, putting his paw on Will's shoulder to lead him back into the living room.

"Dude! I didn't believe it! Even after he sent us a video I didn't believe it! But DAAAAMN!" Jessie cried out, looking down at his best friend for the first time in his life. "You look great." He said with a grin.

Will however, looked terrified. He looked up at Casey. "Wha-what are they doing here?" He whined, blushing furiously. If it had just been him and Casey who saw the boy this way, things could go back to normal when it was over, but now things with Jessie would never be the same.

"I invited them over last night, when I sent them the video of you taking my big cock." Casey said bluntly. With one quick gesture he clipped the leash back on Will's collar, just to make sure he had control of the kid. He loved every shade of red that ornamented the boy's cheeks. "So, you like our good little girl Skyler?"

The dalmatian was grinning from ear to ear. The reality of it was finally sinking in. Will had been completely subdued. He was smaller, humiliated, and dominated. "I didn't believe it either, but it's true! Damn, this is goooood." he laughed, groping Will's ass playfully.

Will let out a small yelp and jumped as the older male, his bitch only a few weeks ago, reached out to grope him. "Heyy!" He protested meekly. He knew that Casey could have only brought them here to use him, but that didn't make him any more comfortable with it.

Jessie just grinned, the small geeky boy's tail wagging as he studied his friend's new form. He at least, wasn't touching just yet. "So...is he smaller everywhere?" He asked, tilting his head curiously and pushing his glasses up. Skyler looked at him too, the same question in his eyes. Casey nodded, grinning.

"Much smaller. Smaller than you." he said to both of them. "Not that he can show you right now..." he held Will from behind, lifting the skirt and pulling down his underwear at the same time to reveal the cage around his boyhood. "But let's move upstairs. I'm sure you two are dying to have some fun."

Jessie laughed. Will blushed brighter than he had throughout this whole ordeal. He couldn't stop the older male flashing his now small, locked up boycock to the two other boys. The little Jaguar reached out to grab Wills balls. "Damn, he really does have you good. You're having fun, right?" He asked, but the now younger boy didn't give any response, he couldn't even bring himself to talk right now, just followed Casey up the stairs.

"He'll never admit it, but he loves it. He came... what, 5 times so far since we started?" They got up to Will's room, and immediately Casey started stripping out of his clothes, his malehood already growing hard. Skyler followed, still a bit nervous, but more excited. "So, who wants first turn with our good girl's muzzle?"

Will shot pleading eyes to Jessie. He didn't dare say anything, for fear of another spanking, but hopefully the jaguar would pull through for him. Jessie was a little bit busy though, staring at Casey and his newly revealed manhood. He whistled. "Whoa! That's big! Even bigger than Will's!" He said, a wide smile on his face. He started stripping down too, his body lithe and small, but seeming to be starting a growth spurt. He turned to Skyler, unashamed of his naked form, now knowing that there were -two- smaller guys in the room. "Flip you for it?" He asked.

Skyler shrugged, stroking his cock to get it hard. He looked down at Will. "Why not share? We can switch off." he suggested, gesturing for Jessie to go first. Casey pushed Will down to his knees in front of the two boys. Jessie's cock was inches from his muzzle.

"Go on, pup. Show them how good you are." Casey said, reaching down to play with Will's balls.

He had sucked Jessie off so many times, but this one was different, and they both knew it. Jessie was felt in charge, even if Casey was pulling the strings. Will whined nervously before leaning forward and licking the tip of the jaguar's small-but-bigger boyhood.

"Ohhh. Good girl," The feline said, purring as his tail swished back and forth. Wills ears flattened against his head.

Casey pushed Will's muzzle down onto Jessie's cock. "That's it, pup. That's it." the coywolf whispered to him, nibbling on his neck. He groped Will's ass while the boy pleasured his friend, sliding the panties down a bit so he could rub a finger against Will's tailhole. Meanwhile, Skyler was watching and panting, stroking his cock slowly. He moved in closer and smacked it against Will's cheek, wetting it with precum. "Heh, be a good girl and give Skyler some attention too." Casey told him.

Will was getting overwhelmed with the sensation, sucking on his best friends cock while his tormenter rubbed his hole. He moaned around Jessie's boyhood, which actually fit in his muzzle nicely. His cock was straining against the cage, he reached a paw down to play with it before he remembered it was locked up. Jessie thrust into his mouth just as Skyler struck him in the face. He whined and pulled off Jessie to start lapping at the head of the dalmatian's member.

Skyler slapped his cock against Will's muzzle again before pushing in, humping excitedly. "Oh fuck! Yeah... suck it like a good bitch." he said, surprising both the other boy's with how quickly he got into it.

"Damn! Thought it would take you a little longer to get so assertive." Casey said.

Skyler chuckled and gave another rough thrust into Will's muzzle. "I've been waiting for this all week, I'm gonna enjoy every minute of it." he answered.

Casey laughed and pulled Will's tail up, consequently forcing the boy onto all fours. Skyler and Jessie dropped onto their knees to stay at muzzle-height. The biggest boy spread Will's cheeks and lapped at his tight tailhole. Will allowed himself to be pushed to the floor, moaning as the Coywolf's tongue invaded him.

"Yo-you've been planning this all week?" he said, his first words through all of this. He looked to Jessie to see if he had been in on it, but the cat gave no indication, just pushed the boys muzzle back down on his cock.

"A little longer, actually. But if you're going to talk, stop asking questions and tell us how much you love this instead." Casey said, before continuing to assault Will's entrance with his tongue. He circled around Will's boyhole before replacing his tongue with a finger, sliding it into him slowly. Skyler reached down to tease Will's balls and his trapped cock, grinning as he tormented the boy who had used him like a fucktoy.

"Yeah, shut up and suck my cock!" Jessie said, forcing the folf all the way down his hard member, not that it was hard. He was dripping pre, and hoped that he could last longer than he normally did. Will moaned around his friends cock. Since his own boyhood was now so small he could actually get mostly hard in the cage, not that he could get it any stimulation. Still he humped, brushing the plastic against the dalmatian's arm.

Casey chuckled, now thrusting two fingers in and out of Will's rump. He pulled them out and gave the boy's ass a nice smack before handing Skyler a bottle of lube. "You get the first turn on his ass." he said, putting a grin on Skyler's face as he grabbed the bottle and got behind Will.

"Oh man. I'm going to enjoy this so much..." the dalmatian said, squirting some lube onto his fingers and rubbing it into Will's hole. He slicked his cock up too, rubbing it between the boy's cheeks so it slid against his tailhole but didn't enter yet. Casey came over to the front, pushing his cock against Will's lips.

"Slow down, kid," he said to Jessie as he took the felines place for a while. "You'll be next after Skyler."

Jessie moaned and nodded, pulling his cock out of Will's muzzle, which was immediately filled by Casey's. The Jaguar started tugging on his friend's cage, taunting his boyhood. Will shut his eyes, he didn't want Skyler to fuck him. Casey was one thing, but the dalmatian was hardly bigger than he was now. That would make it easier sure, but so much more humiliating.

"Doh... doht..." He whined, the thick cock in his muzzle making it impossible to speak.

"Hm? What's that?" Casey taunted, knowing that his big cock was muffling Will's words. He pulled out so only the tip of his cock was in the boy's mouth. "You want to cum don't you? Don't you want to get that cage off your boyhood? You better beg for Skyler's cock if you want to ever paw off again, pup. So let's hear it." he pulled the rest of the way out, slapping his big cock against Will's face. Skyler waited for it, continuing to slide his cock between Will's cheeks, teasingly pressing the tip against his hole.

"I... I...Oof..." He began, stopped by the older male's heavy cock slapping him in the face. Begging for Skyler's cock was the last thing that he wanted to do, but he couldn't stay in this cage! Who knew how long the older male would keep him in it, even after his body changed back. He sniffed and looked up at Casey, moaning as the dalmatian's small cock rubbed against him. "I... take the cage off please! I want Skyler's cock! I'll take it as many times as I have to, just take it off!" He whined, it did not help that Jessie was teasing him further by licking his now small ball sack.

"You heard him, Sky! Give the poor girl what she's begging for!" Casey said, shoving his cock back into Will's muzzle. At the same time, Skyler pushed forward, sinking his small member into Will's tailhole. He tried to go slow, but was so pent up he was overcome with desire. "Ohh fuck! Fuck that's good!" Skyler cried out, humping Will's rump furiously.

Will was surprised when Skyler's cock entered him, he shouldn't have been, since it was pressing against his ass, but Casey didn't normally let him get away with such little begging. He let out a moan, Unlike Casey, Skyler didn't work up to pounding his ass. He was however half the size, so there wasn't near as much pain. He let out a moan, over-exaggerated for their sake.

Skyler went to town on Will's ass, fucking him fast and hard without any hesitation. He had been waiting a long time for this, but also knew there would be plenty more opportunities in the next two days to have his fill. "Ohh yeah! Fuck, Will, your ass is so good..." he moaned, thrusting faster. He definitely wasn't going to last long. Casey pulled out of Will's muzzle, leaving it for Jessie to enjoy a bit more before Skyler finished. He moved behind Skyler, nibbling on the dalmatian's ear and pressing a slick finger to his tailhole again, thrusting it into Skyler as Skyler humped Will. The extra stimulation made him cry out louder in pleasure as Casey stroked his prostate. "Fuh-fuuuck!! Oh fuck! I'm gonna cum!!" The dalmatian slammed into Will's ass, shooting his load into the folf's tailhole.

Will panted as Skyler took his cock from his muzzle, but didn't have long until it was replaced my Jessie's. The youngest boy didn't seem to care hump or thrust into his muzzle, more like he was just finding a place to put it. Still he got it nice and wet, knowing it would soon be in his tailhole for the first time. He moaned even louder as the older males cum filled his hole, his cock was begging for release that it couldn't get, he even reached down to wrap his paw around the cage, trying desperately for any feeling. "Damn, you came already Skyler? Is it that good?" He asked, teasing good naturedly.

Casey couldn't help but laugh, and so did Skyler. They all knew what position Will was in. Nobody had anything to prove anymore. Skyler moaned again as he pulled out. "I've been pent up for days. There's plenty more where that came from!" The dalmatian said. He pulled out, and Casey patted Jessie on the back. "Your turn, kid." the coywolf said.

Skyler shoved his cum-covered cock against Will's muzzle. "Lick it clean, bitch." he said, taking his phone out as he started to record.

Will looked up at the dalmatian wide eyed and shook his head. His cock was covered in cum and lube and had just been up his tailhole. He had no intention of taking his small cock into his muzzle. But just then the Jaguar shoved his own cock into his tailhole, not even lubing up first. Will gasped, allowing for Skyler's cock to enter his muzzle.

Casey laughed and pushed Will's head down, keeping his muzzle on Skyler's cock. Skyler gasped and squirmed, his cock sensitive and now overstimulated, but he held out for as long as he could before pulling out again, catching it all on camera. Afterwards he moved back, recording it all as Jessie took Will's tail.

The folf looked down, trying to avoid the camera as the dalmatian filmed him. Jessie was showing just as little restraint as Skyler had, fucking him hard and fast, moaning and panting as he did so. "Fu-fuck Jessie..." Will cried once the cock was out of his muzzle, his voice cracking.

"Good girl. Good puppy girl..." Jessie said, stroking his back as he humped away at his hole.

Casey lifted Will's face up so he couldn't avoid the camera, holding him by the chin as he pushed his big cock back into the folf's muzzle. "What a cute bitch. Once all three of us get off, I'll let you show them your little cock while you paw off. You want that?" he teased, while Skyler kept recording.

Will blushed heavily at that, somehow despite the indignities he had suffered the idea of showing the two males that he had tormented over that very issue his shrunken boyhood was too much. He whined and moaned around the coywolf's cock as Jessie pounded his cum filled ass. "Ahhhh damn Will! I'm gonna... I'm gonna cum!" He cried out, filling the little boy's tight ass with even more cum.

Casey grinned, pulling out of Will's mouth with a pop. He pushed the folf down onto his balls for a moment. "Looks like it's my turn, little girl. Keep that ass raised nice and high for me." The coywolf moved to get behind Will as Jessie finished. Skyler was already hard again, and pushed his cock against Will's lips. "Heh, at least you're all lubed up with our cum now, huh bitch?"

Both the younger males panted heavily as the Jaguar pulled out of Wills overflowing ass, cum and lube leaking out of Will's hole. The folf lapped at the older male's member, hoping to keep him distracted with his muzzle so he would be slow on the way to his ass, which was already sore from the two smaller males using him so hard.

After Casey got positioned behind Will's used rump, he rubbed his cock against his wet tailhole, smearing his cock with the cum of the two boys who came before him. Skyler moaned and started fucking Will's muzzle again, thrusting his small boyhood into his warm, we mouth. "Mmm... what a messy pussy you have..." Casey teased, sliding his big cock between the boy's ass cheeks, getting his shaft nice and slick.

Will lolled his tongue out and moaned as the largest male rubbed his big cock against his ass. He was surprised when Skyler pushed his cock into his muzzle again, but quickly started sucking on his still slick thin cock. Jessie stood by the dalmatian. "You're ready to go again? Man you must really be loving this."

"Even more than I thought I would!" Skyler said, moaning in delight as Will sucked his hard member. Meanwhile, Casey was lining himself up, slowly pushing the head of his cock into the folf's used hole. It slid in easily, but still felt nice and snug around his big cock as he pushed it in inch after inch.

Jessie just looked down at his friend and chuckled. "Man, I can't even believe this." He said, running his hand through the Folf's hair. "When will he be back to normal?" The Jaguar asked Casey. Wills eyes shot open and moaned as the much larger male entered his well-used hole, trying to focus on servicing Skyler instead of the Coywolf invading his tail.

Soon Skyler was too distracted to keep recording, and he passed the phone to Jessie so he could keep both paws on the back of Will's head. But even as enthusiastically as Skyler was humping Will's muzzle, nothing could distract the boy from the much larger malehood sinking into his tailhole. Casey groaned happily as his cock sunk into the cum-filled boyhole, panting as he finally pushed all the way in, grinding against the boy's ass. "Ohhh... fuck that's good...." he moaned, unable to answer Jessie at first. "Hard to say really. Most of the time the effects reverse in two or three days." He pulled out and thrust back in, cum dripping from Will's rump as he did so, leaking down onto the folf's balls.

Will tried to pull off of the dalmatian's cock for a breath of air, but the now stronger male could easily force him down on his cock. He whined again and danced his tongue around Skyler's doghood. He writhed in pleasure under the two male's use of his body, his cock as hard as it could get in his cage - which was almost all the way given his new much smaller size. Skyler moaned loudly, fucking Will's muzzle hard and fast, almost ready to cum again. Casey started thrusting faster too, his heavy balls slapping against the smallest boy's ass every time he slammed his cock in again.

"Fuck yeah... gooood bitch, take my big cock!" the coywolf moaned, giving Will's ass a nice smack. Both boys were completely absorbed in their own pleasure, using the folf roughly while Jessie caught it all on the phone.

Will didn't know how long the two males would last using him so thoroughly. His little cock yearned for release, he could almost forget about the humiliation of the two new boys seeing his cock if it meant he could cum. But that wouldn't happen unless both males cum first. He sucked hard on Skyler's cock, hoping to finish him off quickly as the large Coywolf roughly took his tail.

"Ohh fuck that's good! Good girl, just like that..." Skyler gasped, stroking his cock into Will's mouth. Will gasped for air as Skyler pulled out of his muzzle, but his relief wasshort. Skyler let out a cry a few moments later and pulled out, stroking himself quickly as his small load painted Will's face. He smeared his wet cum all over the folf's lips as he finished. Casey was breeding the small boy's ass furiously, giving it another smack. He held onto the boy's rump with both paws, pulling his ass back to meet every thrust forward. He leaned forward and pulled Will's body close to his own, biting down on his neck as he humped into his slick tailhole fast and deep. With a primal growl he slammed in one more time, filling the boy's ass with his huge load as he bit down harder on Will's shoulder. Thick and hot ropes of cum shot into the small folf's used ass, already started to spill out before he was even done.

He bared his neck to the Coywolf as his teeth sunk into him, and let out a muffled cry as Skyler rubbed his cum into his face. Jessie laughed as he kept recording, zooming in on Wills face as the girl writhed under Casey's torment. Will panted heavily as the Coywolf started to shoot and overflow into his ass.

Casey growled again, giving a few more short thrusts as he filled the boy's tailhole. He pulled out, the last few shots marking Will's ass as cum spilled from the used hole. The coywolf wiped some of it up with a paw, reaching around to shove his cummy fingers into Will's muzzle forcefully. "Mmnn, like that, bitch?" He took the phone from Jessie and gave it back to Skyler. Turning to Jessie with a wicked grin, he grabbed the jaguar, taking him by surprise. "Don't think you're an innocent, Jessie, just because you were following Will's orders. I know how you used Skyler too. You're only in on this because I'm using you as part of Will's punishment." He pushed Jessie down behind Will, shoving his muzzle under the boy's well-used tail. "Clean up my bitch, boy."

"Hey!! What are you doing?" Jessie cried as the older male grabbed him, but he understood immediately what was going on. He expected that something like this would happen, he just hoped that his punishment wouldn't be as bad as Wills was. The boy whined and lapped at his best friend's boyhole, tasting the combination of the three males seed and lube, which he had to admit tasted good. He, at least, enjoyed this sort of treatment, but that didn't stop him from flattening his ears and blushing as his friend moaned and writhed.

Skyler hadn't been expecting Casey to do anything to Jessie, but he had to admit he enjoyed it. He grinned as he recorded this too, zooming in to see the jaguar lapping at this friend's wet tailhole. Casey kept a paw on Jessie's head, keeping him down, and the other paw gave the feline's ass a sharp slap. "You're no less of a bitch than Will is, got it? In fact, you're gonna be Skyler's bitch from now on, just like Will is mine." He slapped his ass again, and again. "You're going to do whatever he says, and you're gonna like it. Aren't you?"

Unlike Will, Jessie was very familiar with being treated this way and enjoyed it. He blushed and nodded. "Yessir..." He whined, as he continued to lap up the combination of seed leaking from Wills tail hole. Will however was a little bit more shocked at the situation.

"Wait! Come on Casey, don't do this... I ordered him to do it!"

Casey pulled Jessie away finally, smacking Will's ass hard. "That's 'sir' to you, and don't bother trying to defend him, I've already decided. Don't worry, you'll still have plenty of opportunities to suck him off and raise your slutty tail for him." The coywolf said with a grin. He pulled Will up by the leash, the folf's skirt finally falling back down to cover his rump. He nudged the boy's caged cock with a footpaw. Skyler grinned down at his new toy, rubbing his crotch against Jessie's face just because he could.

"Cleanup time?" the dalmatian asked his friend. Casey nodded, pulling Will into the bathroom. Skyler was right behind him with Jessie.

Will yelped and looked dejected as the Coywolf lead him to the bathroom. "It's alright Will." The Jaguar said, truly not seeming to be upset about this.

"No sir, please! Let him out of this. I'll do anything you want. Sir. I'll never question or disobey another order, I'll listen to you, and to Skyler and Jessie and service you whenever you want, I'll delete all the videos I have just...please sir..." He begged impassionedly, his eyes watering.

"Why do you care so much?" Casey asked, stripping off Will's clothes and letting tossing them onto the bathroom floor. "You should feel lucky that Jessie will be sharing the attention."

Skyler laughed. "Or is that it? Do you want all the cock for yourself, and you don't want to share? Greedy slut." he teased, groping Will's balls." Casey chuckled at the joke.

"If you shut up and stop complaining, I'll take this off and you can cum. What's it gonna be?" Casey said, tugging on Will's trapped cock gently.

For the first time Will didn't even struggle as the older males undressed him. His cock was still straining the cage, and he really wanted to cum, but this time even that didn't keep his mouth shut. "Come on sirs...." He said, adding the honorific to Skyler without whining. "Isn't there something I can do to let him out of this? I'll do anything I'll serve him too, I just really like him...please" He said, wiping his eyes, Jessie standing naked and awkward behind the other two.

"Hm. What do you think, Skyler?" Casey looked to the dalmatian, who was staring at Jessie.

"Will doesn't get a say in any of this." Skyler said decisively. He pulled Jessie forward. "We'll let Jessie decide. If Jessie agrees to be my bitch, we'll take the cage off of Will's little cock for now. If he says no, he doesn't have to listen to us at all, but poor will won't be touching his cock for at least a week. What do you say, Jessie?"

The Jaguar looked between the two older males and then to Will. "Will...I...I..." Jessie said, tail tucked between his legs. Will bit his lip and whined, blushing heavily. He wanted out of the cage desperately, but Jessie had no idea how far the two would push him, further than he had before. "Let him stay in the cage then. He...deserves it." the youngest boy said, hoping that he was convincing.

Casey raised an eyebrow, surprised by the boy's choice. It would be a tough week for the folf, but apparently not for the jaguar. Skyler nodded, also a little surprised but in some ways happier. He didn't need Jessie as a bitch with Will to use, and he suspected the feline would do a lot willingly anyway. But having Will be unable to cum for that long? It was the perfect punishment. "Alright then. Looks like Jessie is free... unlike Will's cock."

The coywolf looked at both of them, and then took control of the situation again. "Cool, but we still need to get this bitch clean." He smiled, bringing Will to the shower. "Still think you're so hungry for cock you don't want to share it. Isn't that right?" He said to Will, pushing him down onto his knees, the coywolf's cock just an inch from his muzzle.

Will looked to the Jaguar and blushed, grateful that the Jaguar had agreed, but fearful for himself. He turned back to Casey and looked up nervously. "Ye-Yessir. I just love your big cock so much!" He finally said, trying to reach the coywolf's member with his tongue to sell what he was saying.

"That's right. And you better be good, or I'll make Jessie my bitch, whatever Skyler says. You're mine." He said with a growl, keeping Will just out of reach. Cum was still leaking from Will's ass onto the floor of the shower. Skyler was recording again, wanting to get as much on camera as he could so he could savor it after Will got bigger again. "All mine..." Casey repeated. He held his cock aimed at the boy, relaxing until a stream of piss hit Will's chest.

"Aahhh!" The boy cried out as the Coywolf's piss hit him right in the chest and drizzled down him, marking him as Casey's in new and degrading way. Jessie's eyes opened wide as he watched, surprised at how far the two older males were going with it, and understanding why Will had pushed him so far. Will sniffed and looked down. "Tha-thank you sir..."

Skyler's mouth was open, more from excitement than surprise. Casey had already done this with him, so it didn't completely shock him that he was doing it to Will. Casey grinned and soaked the boy's chest, aiming down to soak Will's cock and balls too before going back up, hitting his face and muzzle. Skyler shoved the phone into Jessie's paws. "You better get all of this." he said to the jaguar, moving to take a place behind the folf. He chuckled as he lifted the boy's ass up by the tail. A few minutes later, Skyler was marking him too, pissing on his ass and tail as Will squirmed and blushed in humiliation.

Will blushed heavily and closed his eyes and mouth as the stream of piss hit him in the face. He let out a yelp when the other steam hit him from behind, but then quickly shut again before any could get into his muzzle. Jessie, as asked, got every bit of it on film. When Casey and Skyler were done, Will's fur was mostly soaked already.

"Good boy. Good bitch." Skyler said softly, petting the wet folf. He turned the shower on. "Heh, what a dirty pup." The dalmatian stayed in the shower with him, getting soap and starting to wash his back and rump. Casey was tormenting the boy's balls and teasing his cock. "Think you made the right choice?" the coywolf asked Jessie, smiling.

Will looked down, his normally cream belly was now a dingy yellow from being marked by both of them. He was grateful for the shower to wash it away. He moaned heavily as Casey teased his balls. This was going to be the rest of the weakened and longer, everyone tormenting his little cock and balls while he couldn't even cum. Jessie nodded. "Oh yeah. Nice shot, by the way. Didn't miss an inch." He said, feigning a smile. He needed to stay on their good side, he saw that now.

Casey stared at Jessie for a few minutes before looking away. He could tell that the jaguar had reservations, but the feline wouldn't have any doubts when he was balls-deep in Will's ass again. Jessie's hard cock was proof of that. Skyler kept washing the folf, working over his face gently, then down his chest, between his legs and the rest. He slid two soapy fingers into Will's tailhole, cleaning him there too. After they were done washing him, Casey wrapped Will up in a towel and carried him back into the bedroom, drying him off on the bed.

Will groaned and lolled his tongue out as the dalmatian cleaned him, washing the scent and color away from his fur rather, but he could never wash away that it happened, or that he was marked by both of them forever. He didn't struggle as Casey carried him back to the room. Throughout all of this he never felt so defeated. Jessie followed along with the camera, his cock hard and tail wagging. "Dude, this is so intense..."

"Haha! You wanna see how small he is?" Casey asked Jessie, not waiting for an answer. He retrieved the key to the chastity device, and got a ruler too. Unlike the one Will used on Skyler, this one was accurate. Skyler held Will from behind, holding his arms. The coywolf unlocked the little cage, carefully taking it off so that Will's little cock was out in the open.

"Oh my god! It Is smaller than mine! Skyler said, ecstatic. Even before measuring it was clear he was bigger than Will was now.

Jessie nodded, and Will moaned as his cock was finally free again. But he was no happy about what he was being freed for. He started struggling again, his tail wrapping around trying to hide his hard member. Jessie just laughed. "Yeah...look how tiny it is!" He said, genuinely smiling this time. "He zoomed in the camera on Wills boyhood, and turned to Casey. "How small is it? Have you measured yet?"

Casey shook his head. Skyler took the ruler from him excitedly. "Let me do it!" The dalmatian lined the ruler up with Will's boyhood, pressing it against the small length. He laughed and grinned. "Just -barely- three inches!" he said, letting them both see. He grabbed Will's cock with two fingers, stroking it teasingly."

"Hey, hey. Careful. Don't want him to actually cum." Casey said, stopping him. He slid the cage back onto Will's member, which was slick with precum. It was a little tight, but still fit just fine as he secured it with the lock again. "What should we make him wear now?" he asked Jessie, letting the jaguar decide.

"That! That can't be ruhh-right!!" Will cried out, interrupted by a moan as Skyler announced the measurement and stroked his boyhood. He turned to the Coywolf as he fit the cage back on him. "Tha...that's the fake ruler isn't it??" He shouted, not even protesting when the cage shut on him again.

Jessie raised his eyebrow curiously. "Fake ruler?" He asked, looking to Casey for clarification

"Hahaha! Nope, this is 100% accurate." Casey told Will, being completely truthful. He turned to Jessie and Skyler. "Will has a ruler that he made you two use that was about half an inch shorter than normal. Isn't that right, Will?" He squeezed the folf's balls.

Will blushed harder and moaned as Casey squeezed his balls. "Yeah... It's true..." he said whining. He bucked his hips up, uselessly as his cock was locked up tight.

Jessie looked down at the small boy. "Will? Really? I can't believe you...You've had me hung up on my size for months and you were doing that??!" He said, actually upset with his friend.

Skyler couldn't help but giggle at this new revelation, amused at the entire situation. He started getting dressed. Casey followed suit, picking his clothes up off the floor. "Don't worry Jessie, you're still one of the smallest I've seen." the coywolf said teasingly. "Now hurry up and decide what Will should wear. I want to go out and get some food."

Jessie blushed at Casey's comments and smacked the smaller male hard on the ass, causing him to yelp in pain. He started dressing as well. "Put him back in his panties, but I want him in the clothes he dressed me and Skyler in. That way he knows just how small he is, and that he's a little girl underneath it all." He said with a shake of his head. Will just burned in shame, perhaps for the first time through all of this feeling bad for what he had done. He may have truly messed things up this time.

The other two boys nodded, and Skyler found the clothes and tossed them to Will. "You heard him, put 'em on, pup." When all four of them had clothes on again, Casey led them out the door. He wanted to go someplace closer this time, so they were just going to walk a few blocks to a pizza place near the park. He had grabbed a couple things to put in his backpack just in case and brought it with him.

As they were walking, Casey made small talk with the folf's best friend. "So, what do you think of things so far? Think we're being too rough on him? Are you having fun?"

Will hesitated over putting these clothes on. These were the ones that Will had wet, they had been washed since then, but that didn't make it any less humiliating. He put the panties on first, his hard cock in the small cage straining them. But a sharp shout from Casey and he pulled them on again.

"Oh yeah I'm having fun. We're being rough, but not more than he can handle or deserves." He said with a grin. Before he would have said they were being too rough, but now he wanted revenge on his friend more than he wanted to just have fun sex.

"Haha, I knew you'd see things our way." Skyler said, grinning. It had been his idea to bring Jessie in on this to begin with. "Besides, he likes it. Otherwise his useless little cock wouldn't be hard all the time."

They continued to talk and tease the small folf as they made their way to the restaurant. After they ordered at counter, Jessie and Will went to go get a seat while Skyler and Casey got drinks. Casey pulled something out of his pocket, another pill of some kind. Skyler looked at him with amused curiosity as the coywolf crushed it up into Will's soda, but knew he didn't need to ask what it was. He would find out soon enough. They brought the drinks back, and Casey was careful to give Will the right one.

Will, who had been sucking cock all morning, was very dehydrated and grabbed the drink handed to him, chugging almost half of it down in one go. He wiped his mouth and carefully looked to Casey, who was sitting to his right, and Jessie who was across the booth from him, learning from yesterday that just being out of the house didn't make him safe from his torment.

"I'm really hungry, can I have an adult meal?" He asked Casey in a small, defeated voice.

"Don't worry about it, already covered." Casey assured him. He wanted Will to keep his energy up, so there was no use denying him food. Soon the food came, and Casey and Skyler were both tearing into their pizza. Neither of them bothered Will while they were eating.

Will was thankful that he didn't have to endure another meal of torment. Maybe this outing would be a regular one, though he really should have known better by now. Jessie ignored him too, preferring the conversation of the older males to his apologetic gaze. He finished the rest of his drink before the meal was over, not even noticing the taste or the powder residue floating in it.

Skyler and Casey continued to joke around with Jessie throughout the meal, though they also talked about normal things, like video games and movies and school. After they were finished, Casey paid for the food and they left the restaurant to go hang out in the park. It wasn't huge, but it was very pretty with a lot of trees. Though the weather was nice, not many people were out, which was perfect for Casey's plans. He led them to a small enclosure of trees and bushes, one that he was intimately familiar with from many, many times before. He was groping Will's ass before they even got there. "Ready for more fun?" he asked the group.

"Hell yes!" Jessie said, not even concerned about the location. Will looked around nervously though.

"What, here? What if someone sees? We could get in a lot of trouble!" He whined, hoping it might at least stall their "fun." Jessie just scoffed and shook his head. "Come on PUP. It's not like you haven't taken me in a park before." he said with a laugh

It was only a few moments before Skyler and Casey both had unzipped their pants, letting their growing cocks free. Casey gently pushed Will down to his knees as they both rubbed their members against the boy's face.

Jessie joined in on the fun, pulling his own member out as well. With the three males standing in front of him, all their bigger-than-his cocks out, he started licking each of the heads, shutting his eyes and blushing bright, hoping no one else came by.

Casey was, appropriately, the first to push into Will's muzzle. "Yeah, that's it... be a good bitch and take it nice and deep." He moaned happily. After the first thrust he took his paws off of Will's head, letting the folf do the work. Skyler panted and stroked his cock, smearing pre-cum on Will's cheek.

Will started sucking on Casey's massive cock, moaning around his thick length. He took as much as he could into his muzzle, which was still not all of it despite his training this weekend. He reached his paws up to stroke the other two, smaller-but-bigger-than-him males, one in each paw. Skyler moaned and thrust into Will's paw while Casey used his muzzle. After a minute or so of enjoying Will's obedient sucking, the coywolf pulled out and let Skyler take a turn. After already getting off twice, the dalmatian was going to last a lot longer than he normally did, and he savored every second as he rubbed his cock against Will's lips.

"You know what to do, pup." Skyler said, grinning.

Casey smiled at Jessie, reaching out to stroke the feline's boyhood. He hadn't gotten a chance to play with Jessie yet, and had a feeling that the younger boy wouldn't protest.

"Yes...yessir..." Will said as he took the dalmatian into his muzzle. He could handle having the much smaller males member all the way in, and started sucking eagerly, hoping to just get him off quick like the last times. As Casey replaced his paw on Jessie, he grabbed the Coywolf instead, stroking him off quickly. Jessie moaned as Casey's larger paw took him, covering his entire member as he stroked. The Jaguar looked up at the much larger male lustfully, licking his lips and bucking his hips into Casey's paw.

Leaving Will to serve Skyler with all his attention, Casey brought Jessie's paw to his big cock, encouraging the cat to stroke it. He continued to play with Jessie's cock, grinning at him. "You wanna taste it?" he offered, matching the boy's lustful look.

Jessie nodded eagerly and immediately sunk to his knees, nuzzling against Casey's huge member and purring. He gave it a few licks and wagged his tail, still looking up at the tall male. "Damn... It's even bigger than Will was."

Skyler moaned and slapped his cock against Will's face, wetting it with pre-cum and saliva. Pulled back a bit and stroked it in front of him. "Give a kiss, pup."

Will gave a yelp as the older boy slapped his face with his cock, whining softly as he leaned forward to give the tip a kiss, then another and another, kissing every inch of the older males small cock.

Skyler chuckled as he watched the small folf kiss all over his cock as he kept pawing, smearing pre-cum on Will's face. "Good boy. Now tell me how much you want it." the dalmatian said, tail wagging.

A month ago, when this all started, the last thing he could have imagined doing was begging for the dalmatian's pitiful cock, and it was the last thing that he wanted to do now. His ears flattened against his head and he blushed heavily, still licking the cock, but not saying anything.

Casey murred in pleasure as Jessie licked his cock, enjoying the sight of the cute jaguar down on his knees. "You can play with it all you want." he told Jessie with a smile, letting the boy do go at his own pace instead of being aggressive.

Jessie began lapping at the older males cock happily, licking every inch and tasting his precum before taking it into his muzzle, immediately sinking nearly all the way down it - having far more practice with big cocks than Will had, and buried his nose in the Coywolf's pubic fur, inhaling the sexy scent of his manhood.

"Ohhh fuck... Damn Jessie, you're really good..." Casey moaned, petting the feline gently. His thick malehood was leaking pre into Jessie's mouth, and he had to hold back to keep from thrusting. Jessie purred happily at the Coywolf's compliments, his tail wagging eagerly as he looked brightly up at the older male. Hs tongue danced around Casey's malehood as he bobbed up and down, before pulling off to lap at his heavy ball sack."

Meanwhile, Skyler growled down at Will. He slapped his cock against the folf's face again, and shoved the boy's muzzle against his balls. "I gave you an order, bitch. Don't think I'll go easier on you just because I'm not big like Casey is."

Will inhaled sharply, surprised at how hard the dalmatian had hit him. He winced and submitted to the boy who was now bigger than him. "I... I want your cock sir! I want it so much!" He said, breathing in deep the musky scent of his balls. He was almost convincing.

The dalmatian held Will's muzzle against his cock, humping his face. He panted and growled again. "Say it again, better this time." he said to the boy. Casey just kept moaning happily as Jessie worked his muzzle up and down his big cock. He spread his legs a bit as the boy lapped at his balls, and the coywolf stroked his big cock quickly, ready to get off again.

"Better beg for it Will, if you ever want to cum again." The jaguar said with a laugh before taking the big males cock back into his muzzle, eagerly lapping up his precum.

Will blushed and nodded, knowing he had no choice. "Puh...please let me have your cock sir! Your cum tastes so good and it's so much bigger than mine. Let me have it please!" He whined as the dalmatian's hard small member brushed against his cheeks, matting his fur with his precum.

Casey chuckled at the sight, smiling at Skyler as his friend thrust back into Will's muzzle. Casey groaned and stroked himself into Jessie's mouth, the pleasure quickly rising. He was leaking a steady stream of pre now, and the feline was enjoying every bit of it. Skyler held onto Will's head with both paws and was fucking his muzzle, gasping as he approached his release.

"Damn that's good..." Casey moaned. "You're way better than Will is, that's for sure! I'm not gonna last much longer!" he said, watching Jessie's muzzle work up and down his thick cock.

"I'm getting close too..!" Skyler gasped, humping Will's muzzle happily.

Jessie grinned, pleased with the compliment. Of course he was better than Will, he had been sucking on the folf's big cock for a year. Still he beamed up at the older male and eagerly lapped up his pre, waiting for his huge load of teen cum.

Wills eyes shot open, pressure building in his own boyhood as well. His hard cock was straining against the cage and he almost felt like he could cum without getting out of it, until he realized he wasn't about to cum, he was about to pee. He tried to pull off of Skyler so he could run to a bush, but the dalmatian held him down on his throbbing boyhood. He tapped at Skyler's leg, trying to get his attention, but he just kept fucking his muzzle.

Skyler didn't know why Will was tapping his leg, but didn't care. He was so close to getting off, it only took a few more thrusts. "Fuck that's good... oh fuck I'm gonna cum!" His load splashed against Will's tongue as his small cock throbbed in the folf's muzzle.

"Ohhh Jessie... get ready, here it comes..." Casey moaned, letting out a howl of pleasure as he came as well, his big load of hot, thick cum filling Jessie's mouth quickly. Jessie eagerly slurped down the large males hot seed, Wills tasted better, but there was much more of Casey's, even if Will was normal sized. He reached a paw down to his own member and started stroking it off quickly, still hard and leaking pre.

Will tried to talk around the dalmatian's member, but it didn't help. Soon his muzzle was filled up with his seed, which he swallowed down quickly. But the dalmatian didn't let him up in time. Just as he was pulling off Skyler's cock, crying "Oh fuck oh fuck oh fuck oh fuck..." He lost control and started wetting his pants.

Skyler didn't notice at first, still too caught up in his own pleasure as he milked the last bit of cum onto Will's lips. Casey saw it first, laughing aloud as he looked down at the boy. "Hahaha! Oh gods, those pants must be unlucky!" he said, pointing to Will's shorts as the pup's shame spread across the front of the shorts.

Skyler looked down and joined in on the laughing, tormenting the boy as he put his cock away. "Jeez, Will! You weren't even tied up! At least I had an excuse!"

Jessie wiped his muzzle of cum, pointed and laughed. "Wow!!! How young did that pill make him Casey?" He said, reaching over and feeling at the boy's crotch. "Yup! They're soaked!"

"I don't know what happened! I just lost control! I... I tried to tell you put you were holding me down!!" Will said, his eyes watering, still emptying his bladder into his pants.

Skyler patted Will on the head, still laughing. By the way Casey was looking at him he could tell why it happened, but neither of them were going to say anything. "Poor baby! Guess you're gonna have to walk home like that. Good thing it isn't too far!"

Casey helped Jessie to his feet, groping the feline's boyhood. "Do you want me to finish you now, or do you want to wait until we get home so we can change Will?"

Jessie put his boy cock back into his pants and plugged his nose. "We better go home, I don't think I can get off with that smell in the air." He said, exaggerating for Wills humiliation.

Will's bladder was finally empty, but was sufficiently covered in his own urine. "I don't... I can't walk home like this! Someone will see!!" He cried out, not meeting any of the three bigger male's eyes.

"Well there's no other choice, kid" Casey said, pulling him up. "Better hurry if you don't want to be seen! Come on!" The coywolf started dragging him back towards the house, the other two following. He went quickly, but not nearly as fast as he could have. A few people in the neighborhood saw, whispering to each other as they passed and giving Will strange looks. It wasn't every day you saw a child that old have an 'accident' like that.

Will saw the pointing and heard the laughing as they left the park. Kids younger than him were even making fun of him. He had never been so humiliated in his life. He hadn't wet himself since he was 7! He didn't know how he lost control like that, but Skyler was right, he wasn't tied up like the dalmatian was.

Jessie was walking beside his friend. "I guess karma really is a bitch, huh?" The Jaguar said with a smirk on his face.

Once they were back at the house, they went back up to Will's room and Casey sent him into the bathroom. "Go on, kid. Get out of those and clean yourself up again!" he said, pushing him towards the door. He turned to Skyler and Jessie when he was gone. "So, what should we do with him next?" he asked.

Will was thankful to be free of his trio of tormentors, however brief it was. Before he realized what he was doing he found himself drawing a bath for himself rather than just hoping in the shower. He was afraid that the pill or Casey's treatment was starting to make him think like a younger kid too. Once the tub was almost full of hot water he got in and hung his head down, not particularly doing anything to clean himself outside of soaking.

"Oohhh Casey, better take off your shoes, it looks like the baby splashed you." Jessie said, pointing and snickering. He turned to Casey, well, turned and looked up to Casey. "Clearly he needs to be punished for wetting himself. I mean, Will put Skyler in the cage after he wet himself. But he already has it on and I don't know what we can do worse than that." Skyler let out an exasperated sound and went to take his shoes off. "I swear, we gotta get him good, but I don't know how..." he said, sighing.

Casey just shook his head. "Sheesh, do I really have to be the brains of this whole operation? Good things I think ahead." he said, going over to his bag and pulling something out. He turned around and showed them both what he had: a pair of big training-diapers, fresh and clean and ready to go on a humiliated boy.

Jessie just laughed again, they even had little teddy bears on them! "Jeeze Casey! How do you even think of that? Were you planning on him wetting himself?" He asked curiously. Casey took his torment much farther than Will ever did, and it turned the little Jaguar on so hard. He almost wished that he did opt into it. Almost.

Will finally grabbed a bar of soap and started cleaning himself, particularly around his crotch. His small boycock had finally gone soft. After soaping around his junk he accidentally slipped out of the plastic shaft of the cage. He gasped. The tight ring was still around his balls, but the cage was built for a bigger cock. Checking the door to make sure no one would come in he started stroking his boycock quickly, hoping maybe to cum before someone came in and got him into trouble. The ring was too tight though, and even though he could touch himself, it didn't allow for him to cum. More frustrated than ever he grabbed a towel and stepped out of his bath, wanting at least to not get into trouble. He stood in the doorway of the bathroom, covering up his youthful body with a towel. "Umm... guys... Casey..." He said, blushing and stammering nervously. "I... I slipped out of my cage, it was an accident!"

The coywolf glared at him, as did Skyler. Casey walked towards the boy, grabbing him roughly and throwing him on the bed. He acted like he was really angry, but then busted up laughing, flicking the boy's little cock. "Oh gods, you're too small to even stay in the cage? That's hilarious! Fine, fine. I give up. You can have your little cock. I think we can agree that your punishment is bad enough without it." he said, grinning at Skyler and Jessie. He unlocked it and slid it off, giving him 'freedom' once more. "Hey Jessie, feel like getting him off before we get him dressed?" He asked.

Will stared and shrunk away from the big male as he marched towards him, afraid he was going to get another spanking. But when the older boy burst out laughing his blushed again, moaning despite himself at the contact to his cock. "I... But...I" He tried to protest before he realized that it was coming off. "Ohhhh thank you sir thank you thank you."

Jessie watched the show with a smirk, Will had no idea what he was in for next. The least he deserved was a little pleasure first. "Sure. I want to see if that little cock can even shoot!" He said with a laugh, going over to the bed and wrapping a paw around his cock, stroking it slowly and teasingly.

Skyler was still giggling at it all, knowing what was coming next for Will. Casey and him looked at one another knowingly before continuing to watch as Jessie teased the folf's small member. "That's it, be a good pup and let our friends see what your little cock is capable of," Casey teased. The dalmatian had his phone out again, always eager to get as much recorded footage of this as he could to hold over Will long after this weekend was over. "Don't forget to smile!" he teased.

Will squirmed under Jessie's touch. After all day in the cage his boyhood was leaking and throbbing with need. He tried to hide his face from the camera, but Jessie reached his paw up and spread his own precum across his face. "You heard him boy, go on and smile!" He said with a cracking voice.

Jessie wagged his tail and leaned down to lick Will's cock. No matter the position he was in, he was always eager to please someone. He took the entire thing eagerly into his muzzle, which was admittedly a lot easier now that he was small, and began sucking on it to the encouraging whoops and jeers of the older boys and the moans and whimpers of his friend.

Casey grinned, watching over Skyler's shoulder as the dalmatian recorded it. He rubbed up against Skyler's back, reaching around to grope him through his pants, making the smaller male blush. They both could feel Casey's malehood stirring again, grinding against Skyler's rump.

Will stifled a moan by biting his lip. He could feel his boyhood throbbing in pleasure in Jessie's familiar muzzle. He bucked his hips, thrusting his entire length in and out of the Jaguars muzzle before letting out a loud cry of pleasure.

"Je-Jessie!!" He called out the younger boy's name, not even trying to hide his burning red face from the camera as he came.

The Jaguar let out a purr of pleasure as his friend's seed filled his mouth. Will shot far less than he used to, so he was easily able to swallow it all after three or four pulses of the folf's boyhood. He pulled off and wiped his muzzle off with a grin. "Damn! He still cums, but just barely." He said laughing.

"Didn't last long either!" Skyler added with a grin. He stopped recording and slipped his phone back into his pocket. He leaned in closer to tease Will's small cock, rubbing the sensitive tip as it shrank back down to its flaccid size.

"Of course he didn't," Casey said. "You saw how little self-control he has. Speaking of which..." He pulled out the diaper again, holding it up for Will to see. "Do me a favor and hold our pup down while I put this on him. We wouldn't want him making a mess again, would we?" He laughed as Jessie and Skyler held the folf down, and he slipped the diaper underneath Will's rump, giving his tiny member another squeeze before fastening it on.

Will had shut his eyes in shame as Skyler player with his boy cock. Shying away from the bigger males, and lost in the pleasure of his orgasm, it took him until it was too late to realize what was happening. "He-Heyyy! What the fuck are you doing? I - I don't need a diaper, I'm not a baby! Let me go let me go!" He squeaked, his voice getting higher and higher with each protest. He tried to pull away, but even the two weaker boys were able to hold his tiny body down as he burned with shame.

Despite Will's protests, he could do nothing to stop them. Soon the undersized folf was sitting there pouting as the others giggled in delight. While Skyler snapped photos, Casey warned Will that his punishment would be even worse if he took it off. He then turned back to Jessie, rubbing the front of the boy's crotch. "I still haven't had the chance to repay you for earlier," he said, grinning. "Still up for it?"

The Jaguar grinned wide and nodded. "Hell yeah." He said, his own small member hard in his pants. He looked over to Will and felt a moment of pity for him, but still unzipped his pants to release his cock.

Will blushed as hard as he had all weekend, his long fluffy tail had wrapped around his waist to partially shield himself from the dalmatian's camera. He wiped his watery eyes and nose and looked up to the larger canine. "Co-come on Skyler... Le-Lemme out of this thing..."

Skyler felt a little bad, but was still motivated enough by revenge that he didn't stop for a little longer. "Oh shut it. You know you would do the same." He pulled his own pants off as well, dragging Will up onto the bed.

Casey reached forward to grab Jessie's small boyhood, stroking it until it was hard. He knelt down in front of him, pulling his pants down so he could nuzzle and lick the jaguar's balls. The coywolf sucked on them gently, rolling them over his big canine tongue. "Like that?" he asked, working his way up Jessie's short length.

Will whined as the big dog pulled him to the top of the bed. He shook his head. "I- But I didn't! I never... not this... come on please!" He whined, knowing that he would just face more abuse for it.

Jessie, ignoring Wills plight now that the older male's attention was on him, let out a moan. "Oh... oohhh yeah." He cried out, his tail waving back and forth erratically. He looked down at the coywolf, who never broke eye contact as he licked his member and could feel his whole body tremble in intense pleasure. Casey licked his way up to the head of Jessie's cock and swirled his tongue around it. He took it into his muzzle, suckling the tip and getting a good taste of Jessie's precum. The older boy reached around to play with the feline's ass, rubbing a finger under his tail as his warm muzzle enveloped all of Jessie's hard boyhood.

On the bed now, Skyler was ignoring all of Will's protests and whines. The dalmatian leaned back on the pillows, spreading his legs and pulling Will's muzzle down to his balls. "If you want out of it sooner, you'll do what I say." he said, stroking his growing member.

Will let out a bark as he was yanked down to the spotted dogs small ballsack. He whined, but nodded. "Yes...yessir I'll do whatever you say..." He said softly, willing to do anything to get out of the diaper.

Jessie shut his eyes and purred heavily as the largest male played with him. He alternated between pressing back against the finger at his hole and thrusting his boycock into Casey's muzzle. "Damn Casey... Damn that feels nice..." He said, leaking precum into the coywolf's muzzle.

Casey murred lustily around Jessie's cock, working his tongue against the throbbing length. He pulled off a moment to get his finger nice and slick with spit. This time when it rubbed against Jessie's tailhole, the coywolf slid it in slowly, sinking the digit deep into him. Casey smiled up at him, licking along the feline's member as he relished his moans.

Keeping his paw on the back of Will's head, Skyler panted softly and pushed the folf's muzzle against his balls, making the boy lick and suck them. He kept stroking his cock slowly with the other paw.

Jessie let out a satisfied moan as the Coywolf's finger entered his hole. He ran his paws through the older male's hair and thrust himself into Casey's muzzle. "Ohhh... Fu-fuck Casey... fuck that's so good..." He cried out, trying to hold back.

Will let out a muffled cry as the older male forced him on his balls. He lapped at them, breathing Skyler's manly scent in deep, his own little member already hard again, though you could hardly tell through the thick diaper.

Skyler moaned happily, rubbing his foot against the front of Will's diaper, giggling as he felt the younger boy's arousal. "Gonna mess yourself, pup?" he teased. It wouldn't take much to get Will to cum again, and even if he didn't, it wasn't the only thing the folf had to worry about. The drug Casey had given him that made him wet himself surely hadn't worn off yet. Rather than allow Will to respond to the taunt, Skyler spread his legs and pushed Will's muzzle farther down to his tailhole.

Will whined as the dalmatian rubbed against his boyhood. He shut his eyes tight and tried to concentrate on the pleasure of Skyler's touch against him. He blushed as the older male pushed him further and further down, until he was forced to lap at the dalmatian's tail. He had to get himself out of the diaper, no matter what Skyler made him do.

"Ohhh, that's it... use that tongue, pup..." Skyler moaned, panting harder as every swipe of Will's tongue sent shivers of pleasure up his spine. His member was leaking in his paw, and he squeezed it tightly, drawing things out.

Meanwhile, Casey took Jessie's cock back into his muzzle, sucking on it gently as he thrust his finger in and out of the jaguar's ass. As much as he wanted to argue being called pup by Skyler, he couldn't afford to piss him off more. He buried himself between the boy's cheeks, his tongue dancing across Skyler's tail. He humped against the dalmatian's foot, moaning as he did so. Jessie through his head back and let out a loud moan as the Coywolf took his entire member into his muzzle. It was the best blowjob he had ever gotten, he didn't want it to be over just yet. "Fuck... Fuck Casey I'm getting close!"

Casey pushed his finger as deep into Jessie as he could, stroking the boy's prostate relentlessly. He wrapped his other paw around the base of Jessie's short cock, stroking it as he kept the tip in his muzzle to suckle on. He knew any second Jessie would blow his load, giving him a taste of his hot cum. Jessie couldn't hold back any more. He felt his knees buckle and his body spasm and with one last thrust into Casey's muzzle shot his seed down the coywolf's throat.

As every lick brought Skyler closer to the edge, he held out as long as he could before finally letting go. "Fu-Fuuuckk!! Here it comes, pup!" he groaned, pulling Will's head up as he pawed himself to finish on the folf's muzzle.

Will panted heavily as the older male finally released him, but blushed and whined as Skyler finished on him. He licked his lips and moaned as he continued humping against the dalmatian's foot. "Fuck!" He cried out, feeling like he was going to cum any second, but instead felt his bladder empty again.

Casey murred again as Jessie's cock throbbed in his mouth, each pulse splashing more cum across his tongue. He milked every bit of he could out of the young feline, getting a nice mouthful. He savored the taste a few moments before pulling Jessie in close, kissing him deeply. They shared the taste as the older male's tongue danced in Jessie's muzzle.

The dalmatian groaned as he wiped his cock off on Will's cheek. The folf's obvious distress made him laugh in delight once more. He knew exactly what was going on. "Something wrong, little pup?" he jeered, still rubbing his foot against Will's crotch as he soaked his diaper.

Jessie grinned and leaned up into the coywolf's kiss, eagerly tasting himself. He ran his paws down the bigger males back. He didn't even notice what was happening to his friend.

Wills eyes began watering, he couldn't even lie about what happened, it was obvious. He could smell the scent of his own urine as he continued filling the diaper he was forced to wear. "N-N-No...." He said softly, blushing and throwing his face down into a pillow.

After the kiss ended, leaving both boys panting, it still took a few moments before Casey sensed something was up. He looked up at Will and Skyler, already guessing what was up. "Our big boy messing himself again?"

Skyler laughed and groped Will's diaper, feeling the warm squishiness of it. "Sure feels like it!" he said, dragging Will down off the bed to the other two. "Good thing he has this on, huh? Wouldn't want to ruin another pair of pants!" Will landed with a blomp on the ground, looked up at the three bigger males leering down at him, then blushed furiously and hung his head down.

Jessie let out a snort, but looked confused. "Seriously Will? What's wrong with you?" He asked. Skyler had been tied up when he wet himself, but now Will had done so twice when he could have easily gotten to the bathroom.

"I... I.. I don't know!!" the folf cried out, tears running down his cheeks as he sat their soaking in his wet diaper.

"Oh, I'm sure he can't help it, poor tyke." Casey cooed, ruffling Will's hair. He laughed and grinned. "I'd say it was time to change him, but he'll probably have to go again soon... Guess he'll just have to live with it for a little while! Anyone up for some video games?"

Will stretched as he woke up. He slept between the three other boys, who ended up in a pile on the floor. He could still feel the dried cum on his face, where all three of them had finished the night before. They were all in various stages of undress, he was still in his diaper. They had changed him before bed, and he was disappointed to find that he was wet again. He was even more disappointed to find that he was still small in stature, everyone had been expecting him to change back in the morning.

One by one, the other three boys awoke as well as the group began to stir. They took turns yawning, stretching, and rubbing their waking eyes. Skyler and Casey both smiled at each other, lingering a bit longer than the friendly smiles they normally shared. Casey already knew what he wanted, and had already decided not to wait much longer before asking Skyler to be his boyfriend. For now, though, he was content to enjoy the end of this crazy weekend.

"I- I'm still small." The folf announced sadly as the other boys woke around him. Casey said it wasn't exact, but he was beginning to freak out. His parents would be getting home that night.

Casey blinked slowly and looked him over calmly, not overly concerned with the situation. "You seem a little bigger. Don't worry about it, I'm sure it won't be long. And worst case scenario, I'll get something from my dad's work to fix it." he said. He looked to Skyler, who just shrugged and mumbled an agreement.

Casey's answer did not make him feel better. He didn't seem to be any bigger at all. Ignoring him and the wetness of his diaper he whined. "Ca-Casey! My parents are coming back today! What do we tell them?"

Jessie wiped his eyes and groggily leaned over to rub the folf's bare chest. "Come on Will... It'll be alright, it should wear off in a little bit."

"Yeah, stop being such a baby." Skyler said, yawning again. He patted Will's back for emphasis. "Besides, maybe it'd do you some good if it never wore off." he said, grinning. Casey chuckled, covering up his growing nervousness.

"No! No I can't... My parents, school... Guys this isn't cool!" Will whined, looking for a bit of sympathy from the boys he had tormented. He looked into Jessie's eyes, begging for help. "Please!" he said, tears starting to well up in his eyes.

Skyler grabbed the folf by his paw and pressed it against his own cock. "Shut up brat. It'll wear off, and you've still got a debt to pay off."

"He's paid it, now back off." Jessie said, surprising even himself. He clamped a paw across his mouth, but it was too late, the damage was done. The older boys turned to him, a predatory look in their eyes.

"Sounds like you're volunteering to take his place" Casey said, raising an eyebrow curiously. "Good thing too, you've got such a talented muzzl" He said, licking his lips.

"N-no, you're both going to leave Will and me alone." The jaguar said, quickly finding his confidence and crossing the room to the folf and putting himself between him and the other two.

"Just why would we do that?" Skyler asked.

"Because I have copies of all of those pictures, and if they get out Will might be embarrassed, but you guys will go to juvy" He said, his voice cracking but his threat quite serious.

The dalmatian shook his head. "You can't be serious, there are just as many incriminating pictures against him." He said, pointing at the folf.

"Je-Jessie... Back down, I don't want you to get hurt..." He said, wrapping his arms around the Jaguar and glaring at Skyler and Casey.

The Coywolf looked the two over, quizzically at first, but then let out a laugh. "You're serious, aren't you kid?" He asked.

Jessie nodded. "He's mine, back off Casey. You guys have had your fun." He said, crossing his arms and staring right back.

He gave the two a wide grin. "Well played then. Let's pack it in Skyler, looks like Jessie wins this one." He said, crossing over to him and ruffling his hair. "Just keep him in his place, got it?"

"I will." the Jaguar said, looking up at the older male and smiling back. Everyone there knew that he meant it.