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Casey pulled him on just in time, paying for both of them. It was very crowded, and they squeezed into the crowd towards the back. The older boy held Will close in front of him, keeping a paw on his shoulder. "So, you want a milkshake with dinner?" he asked, the bulge in his pants rubbing against the boy's back, right above his rump.

He reached his paw up to grab the handle bar, but found he was too short. He let out a sigh and let the older male support him, blushing heavily as he felt his large manhood. "Yeah, that sounds nice. Where are we going?" He asked, hoping that the outing could be relatively normal.

"You know that diner next to the game store? Close to the movie theater? That place is my favorite." He said, working a paw down to squeeze the boy's rump teasingly.

He blushed even harder, the train was full of people, and not one could see the older canine teasing his slight form. His body betrayed him and he began to grow hard again, letting out a soft murr as he did. "I - I know the place... I've never been there before..."

"I'm sure you'll like it. Maybe we can go see a movie afterward." Casey chuckled, a few devious thoughts entering his mind. He got a little bolder, reaching around to grope Will's boyhood through his pants.

He could cry out and end it all right now. He almost did. Casey would never dare release the video of him when he had his own of Skyler, but what if the drug never wore off? He needed Casey in case he needed an antidote. He bucked his hips slightly forward, brushing his boyhood against the coywolf's paw. "That sounds nice..." He said through gritted teeth.

"Yeah, I thought so." Casey chuckled again and stopped his teasing. He didn't torment him the rest of the train ride, deciding to give him a break until they were off. The older male patted his shoulder as they arrived at their stop, getting off and walking into the mall. Once they got to the place, they were seated and soon the waitress came by to get their order. Casey ordered for both of them, getting a kids meal for Will despite the fact he looked just a little too old for that. They both got a milkshake too. He had fun dragging small talk out of the boy as they waited, and soon their food arrived. Both hungry, the boys dug in eagerly.

He tried to protest to the waiter when Casey ordered a kids meal for him, but his "Cousin" Was paying, so what else could he do? The meal came with a plastic car, like a hot wheels toy, which he absent mindedly played with on the table before the meal came. His burger was about half the size of Casey's. He looked down at it with a frown. "Come on, you couldn't have gotten me a bigger burger? I'm starving." He said, and took a bite despite his complaints.

"Hey, gotta leave room for that shake, right? Besides, I bet you won't be able to eat as much as you're used to anymore." Casey teased, enjoying his own meal. "So, what was your favorite part of using Skyler?" he asked, his paw sliding over the boy's crotch under the table.

The young boy blushed, jumping a bit in the booth as he felt Casey's paw on him. He looked around to make sure that no one was watching or listening. "I... I... Well there was a lot of things. I liked being in charge... I liked being bigger then him, getting... getting sucked whenever I wanted to. I liked how compliant he became, how much he begged to be used." He said, his boyhood growing hard talking about it. He wished he could do it again..."What do you want to hear?"

Casey chuckled and kept groping. He looked around too to make sure no one was paying attention, but even if they were they were at an angle that no one could see what was going on. "Hmm... well, what was the most humiliating thing you ever did to him?" he asked, sliding his paw down Will's pants to wrap around his small cock.

His back arced and he let out a moan as Casey's paw closed around him. This outing wasn't going to end the torment at all. "Fu-fuck Casey...you gotta do this here?" He whispered. "I- I gave him a fake ruler to measure himself with, the numbers were all off so that he would think he was even smaller than he was... He thought that he was smaller than Jessie even..."

Casey laughed aloud, both at Will's conspicuous moan and at the story. "That's pretty great, I'll have to remember that trick. What else? You ever bring Jessie in on play time?" he asked, unzipping Will's pants and pulling his little boyhood out under the table, stroking it faster.

He quickly grabbed his burger and stuffed it into his mouth to stifle the moan. His body was shaking with pleasure, his boyhood was throbbing in Casey's paw. He swallowed hard. "Di-didn't he tell you everything? Ye-yeah I had Jessie take his tail..."

Casey grinned. His paw was getting slick with Will's precum, and he ran his thumb over the head of the small boyhood teasingly. Suddenly, he stopped, leaving Will panting in need. "Oh yeah, every bit. I just like hearing it from you." he said. "C'mon now pup, eat up quick. There's a movie I want to catch."

His tongue lolled out of his muzzle, panting a bit too loudly. A woman across the restaurant stared at him. "Kids." She said, shaking her head. He ate his fries and about half of his burger, most of his shake. He looked down in his lap to see his boyhood hard, if someone was at the right angle they could see it out. He picked up his burger, brought it to his mouth and then set it down again. "I-I'm not hungry anymore..." He finally said.

"Aw, are you sure? Well, we'll take the rest home for later." the coywolf said with a smile. He flagged down the waiter and got a box along with the bill. He threw down some cash and nodded towards the exit. "Ready to go? Better zip up, kid!"

He blushed and reached down to stuff his cock back into his underwear, and zipped up his pants, though it was still pretty obvious that he was hard. They got up and walked over to the movie theatre, it wasn't far. He heard talking right behind him.

"What do you want to see Jeff?" A young voice said behind him.

"I'm good with anything really." Another said.

-fuck. He turned around, then back and ducked his head, recognizing the two boys from his class. Normally he was taller than they were, but now they both had a head on him. "Fuck. Fuck Casey I know those guys..." He whispered.

"Oh? Don't worry about it. Like I said, they won't even know it's you." Casey assured him as they got in line. He ordered their tickets - two for a crappy fantasy film from the late 80's that they were doing a limited screening of for the "extended edition" or something lame. The coywolf didn't actually care about it. As they were leaving, he purposefully dropped on of their tickets right in front of the two boys. "Damn. Hey pup, get that for me?" he asked, pointing. The two guys behind them looked at them both, no recognition in their eyes.

He leaned down and grabbed the tickets hesitantly, standing back up with the two boys looking down on him. "Hey kid. Bit old for a collar aren't you?" Jeff asked with a chuckle. Will froze, unsure what to do or say, just looked between the two and Casey.

"Yeah, you'd think right? Still manages to get lost from time to time, and his parents are really overprotective." Casey said, laughing. "C'mon, pup. Movie is starting." he tugged him along to the theater. When they went in, almost no one else was there, just like he planned. Nobody cared about this film. He brought Will to the seats in the back row, tucked in the corner. The movie was already starting. "See?" he whispered into Will's ear. "Told you they wouldn't know it was you."

Will let out a sigh. "How- How could they not see? I sit next to them in class! We-were on the baseball team together!" He let out a sigh, he must have changed even more than he thought. "Why do you want to see this damn movie anyways?" He asked

Casey shrugged. "Does it matter? I'm in charge, and you better remember that and keep your mouth shut if you want to make sure those guys never -do- figure out its you." he threatened. The movie started, and he pretended to watch it, even laughing at the campy jokes.

"What... are you going to tell them? Casey you ca-can't..." He crossed his arms and stared at the screen, not really paying much attention to it. He just leaned back into the seat and shied away from the Coywolf.

About fifteen minutes or so into the film, when it was clear no one else was going to come in unexpectedly, Casey got bored enough to start fooling around again. He pulled Will close, reaching down to rub the front of the boy's pants once more.

The young folf bit his lip and gasped. "Come on Casey, there are people in here..." He whispered. There were about 6 total, and they were mostly in the front. "Someone could see..."

The older boy shrugged. "No one is looking. Don't give them a reason to." he said, undoing the folf's pants again and pulling his little boycock out. He stroke it until it was hard and dripping again, which didn't take much after teasing him in the restaurant. He wiped up some of that precum and smeared it on Will's lips, grinning.

"Fuuck..." He cried out very softly. He opened his muzzle to let the older male's fingers in, sucking on his own cum as he blushed. He reached over and began rubbing the front of Casey's pants too, wildly horny from the boys teasing.

"That's it... good pup..." he grinned and undid his own pants as well, freeing his much bigger, thicker malehood. He put Will's paw around it, making the boy stroke his thick shaft. "You like that, boy?"

Now that his paw was smaller it covered even less of Casey's huge cock. "Yeahh..." He said, murring happily. The movie was loud, perhaps that was why they could make noise without anyone looking. "Damn... This is really bad..." He said as he continued stroking the big canine.

"Heh, you think so? Such a naughty pup..." Casey said, panting softly as he cock began to leak a steady stream of pre. "You know, I've only gotten off once today. You've already cum three times. That's not very fair, is it? I think you owe it to my big cock to make up for that... why don't you give it a kiss?"

"What... In here?" He asked. "Come on Casey... I'll do it when we get home..." He whined. As much as he had teased and humiliated Skyler and Jessie, Casey took it all to another level. He had never pulled off anything in public before. "I don't want to get caught..."

"Hmm, did I stutter? Was I not clear?" Casey said, using a teasingly impatient tone. "Oh, you must have been confused when I phrased it as a suggestion. I'll help you out. Give my cock a kiss. Now. And tell me how much you love it."

He stared at the boy and nodded. He kneeled down on the floor between his knees, which was sticky in the way that only a movie theatre floor could be. He leaned forward and kissed the coywolf's large shaft, but wasn't about to start praising it in the middle of a movie theatre.

Casey stroked his big cock and slapped it against the boy's muzzle, letting out a lot growl. "Do you want me to reveal your 'little' secret to all your school friends? Do what I told you." he said, staring down at the nervous and humiliated pup.

The folf sniffed and looked down at the floor, his cock hard and dripping onto the floor, adding to the sticky mix. He finally nodded. "I... I love your big cock... It's so thick and sexy..." He whispered finally, not even sure if the older boy could hear him over the action scene of the movie.

The coywolf grinned, apparently satisfied. "Good boy. Now get that cute muzzle to work, kid." he said, pulling will towards his cock until the tip was pressed against his lips.

Will looked up and down the row to make sure no one was looking, whined and opened his muzzle slightly to allow for the tip of Casey's cock to enter his muzzle. He sucked on it slowly, tasting the older male's delicious precum.

Casey let out a soft moan, making sure to keep the noise below the volume of the movie. He pushed Will further down onto his cock, throbbing in the boy's muzzle. After teasing the folf so much today, he really needed to get off again. The coywolf grinned down at him, rubbing his boyhood with a footpaw. "Damn you're good at this. Such a dirty little slut."

Will whined at Casey's words. He nearly always returned the favor for Jessie, so he had plenty of practice. That didn't make him a slut though. Still... he humped the coywolf's foot, desperate for relief after so much teasing. He closed his eyes and tried to shut everything out, the movie, the stupid teen's taunts, and just focus on the pleasure.

The older boy groaned and panted happily, guiding Will's muzzle up and down his big shaft. He pulled the folf off and pushed him down to his balls. "Yeah, use that tongue, pup..." He pumped his big cock, slapping it against his face from time to time.

The folf lapped at the older teens big balls, inhaling his musky scent, whining and grunting as the large member struck against his face, wetting it with his own saliva. Still he lapped at his balls, taking them into his muzzle and sucking on them while he stroked his own little boyhood.

"Ohh... Good boy, good boy... I'm getting close..." Casey shoved his cock back into Will's mouth, stroking his length into his muzzle. "Ohh fuck, keep sucking... I'm gonna blow soon, pup. Better drink it all down if you don't want to get messy.

Fuck... He couldn't walk out of this movie theatre with cum on his face... He took as much of the bigger canines cock into his muzzle as he could, burying his nose into Casey's pubic fur, moaning around his thick length. He couldn't even concentrate on his own member anymore, so caught up in sucking on Casey's.

Casey groaned louder, only saved by the action on screen. He held on to the boy's ears, thrusting into his muzzle. "So deep... fuck, I'm gonna cum!" Holding the boy down on his malehood, he moaned in pleasure as he filled his muzzle with big shots of hot, thick seed.

His small muzzle filled with the older male's seed, some of it drizzling out onto his chin. He pulled off, letting the last shot hit him right in the face. He coughed and wiped his face with his sleeve, hoping that he got it all before he returned down to stroke his own hard boyhood

The coywolf milked his cock, smearing the last of his cum on Will's lips. He panted softly, chuckling down at the boy. "Didn't quite get it all, huh? Better clean you up. Come on, let's get you to the bathroom before that dries in your fur." He zipped his pants back up and pulled the boy to his feet.

"But! But..." He whined as the older boy lifted him up and pulled him away from his boyhood. But he knew it was no use arguing. He stuffed his boyhood into his kiddy underwear and buttoned his pants, following the older male out of the theatre.

Casey led him through the mall, taking him up another story to the 3rd floor. One end of the floor was particularly empty right now, so hardly anyone was around there. He dragged him into the bathroom, where one guy was using a urinal and another was just finishing washing his hands. He took a look at the two and then walked out without as much as a second look. "Alright, let's get you presentable." Casey got a paper towel and wet it under the faucet. He wiped the small boy's face clean, and tried to clean up his shirt some too. The other guy finished, washed his hands and left as well, leaving them alone in the bathroom for the moment. "There, that's better."

Casey was not gentle when he wiped off his face, the smaller male let out a muffled cry as the paper towel brushed off the cum, but at least it wasn't going to mat up in his fur. He leaned down to see that there was no one in the stalls after the last two left. "Can... can I have a turn now?" He said in a small voice, his cock still hard in his pants.

"Oh, the pup is still hard?" He groped Will's arousal with a smile. He looked around as well, and then brought Will into the stall on the far end of the room, away from the sink and urinals. After closing the door, he slid a paw into the boy's pants, playing with his little balls. "What do want, kid?"

Will was getting used to letting the older male lead him around. He tilted his head back and moaned as Casey fondled his balls. "Can you...suck me off please?"

"Hmm... You asked so nicely, I'm actually considering it." Casey said truthfully. "How about you add a "sir" onto that request?" He opened Will's pants, tugging them down around his ankles.

His hard boyhood strained the fabric of his tight kiddy briefs, there was a wet spot in the front from the precum he was leaking. He stared wide eyed at the older male, biting his lip. He didn't want to call the older male sir, there would be no going back from that. Not like there was going back now... "Please...sir..." He said, monotone.

Kneeling down in front of Will, Casey pulled his underwear down as well and leaned in to run his tongue along the short length of the boy's member. "Mmm... tasty... Say it again, pup."

Will moaned and shuddered, his cock throbbing and thrusting forward. He blushed furiously, shutting his eyes. "I... I don't want too..." He whined.

Casey shrugged and got up again. "Then I don't want to suck your tiny little cock." He started pulling Will's pants up again. "You ready to go?"

"Wait no!" He said, trying to hold his pants down. "Okay, please sir...Please sir suck my cock..." He whined, blushing furiously.

"Heh, good boy. That's better." He petted the folf gently, leaning in to kiss him. He could taste his own cum on the boy's tongue. "Good boy's get rewarded. Remember that." Casey knelt down again, kissing and licking Will's small boycock.

"Fu-fuck... Fuck that's good..." He cried out. Normally he would reach his paw down to stroke his cock into someone's muzzle, but he didn't have the length for that anymore. "Damn I need to cum so bad..."

Casey murred around the boy's small member, easily taking all of it. He played with his balls, sucking harder and working his tongue along the underside of Will's cock. The sound of the door opening made them both freeze. He heard someone walk up to one of the urinals on the other side of the room. Pulling off for a moment, Casey put a finger to his lips. Then, with a devious grin, he took the boycock back into his muzzle, suckling on it intently.

His tail wagged nervously when the door opened. If anyone looked under the stall and saw two pairs of feet, they would know for certain. Yet Casey still kept sucking with a smug grin on his face. "Casey!" He whispered with a small moan. "Casey... I'm gonna cum..." He cried out, reaching down to hold the coywolf's head on his little cock as he started spurting a very pathetic load of cum, praying that the new person didn't hear him.

The bigger canine kept sucking, milking every drop of Will's meager load with his tongue and mouth. It was easy to take it all, and he stood up again to kiss the boy deeply, shutting him up with a taste of his young seed.

Will blushed furiously as he tasted his own seed. He murred into the kiss, having to stand on his tip toes to even do it properly. He pushed his own tongue back into Casey's muzzle, moving some of his seed into the bigger males muzzle as he did so.

Casey smiled as they shared the load. The kid was being a bit more forward that he should, but he was letting it slide. Will would pay for it later. His ears twitched as the stranger left, and he tugged Will's pants and underwear back up. "Alright, we've been out long enough. Let's head back home."

"You mean... we aren't going to finish the movie?" Will said jokingly as he buttoned his pants and followed the older male out of the bathroom.

They both laughed at the joke, making their way back to the station. He gave Will his coat to cover up his cum-stained t-shirt, and it looked ridiculous on the boy but in a cute way. When they got on the train home, this time they got seats, and Will started nodding off. Casey held him closely, leaning the boy's head on his shoulder. When their stop was approaching, he gently shook the boy awake again.

Will was starting to like the Coywolf despite of himself. Perhaps if they had met under different circumstances they could have actually be friends, not like that changed the fact that he had been coerced and drugged, but maybe- just maybe he could enjoy this weekend. He didn't remember falling asleep, but the train ride seemed over as soon as he sat down. He rubbed his eyes. "Are we here?"

They got off and walked back to Will's house, hardly talking. Once they were back, he went to go put the leftovers in the fridge. "Want to watch TV or something?" he asked, looking around for soda. He found that, but also beer, and grabbed two bottles of that instead, bringing them to the living room.

"Um... Okay..." He said, wary of any promise of something normal going on after he was teased and molested in the dinner and theatre. He eyed the bottles. "I can drink?" He asked the older male hopefully

"Of course! Didn't get both these just for me," he said with a grin, opening them both and handing one over to Will. He kicked back on the couch, turning on some cartoons and taking a sip of his beer. "Let me know if you get hungry again, alright?"

He took the beer hesitantly and nodded, taking a sip. He never had much to drink before, and being in an even smaller he was sure to get drunk very quickly. "Why are you being so nice?" He asked skeptically.

Casey drank some more before answering. "Hm? I'm a nice guy, that's why." he said with a smile. "I'm not just an asshole, you know. I just like to have fun, and you made yourself a target by messing with Skyler. What do you do for fun, anyway? Besides tormenting boys with small cocks."

Will nursed his beer. "You'll understand if I have a hard time believing that..." He said with more than a bit of spite in his voice. He took another, bigger sip, his face already starting to redden. "I don't know...whatever activities my parents sign me up for I guess. I'm on the baseball team and the swim team...I used to take piano lessons but they were boring. I play video games and porn is pretty awesome." He said with a shrug.

Casey nodded, trying to look friendly. "Cool, cool. I did baseball for a while too. Never tried swimming, but I've messed around with about half of the team." he said with a grin. "You ever mess around with anyone besides Jessie and Skyler?"

"Yeah a few. A guy at camp last summer was my first. And I've fooled around with... Jeff... the deer we saw at the theatre." He said, blushing at the memory. "Just a few times though, Jessie's the only long term one." He finished his beer, drinking probably quicker than he should.

The coywolf smiled as he saw Will finish his drink. He didn't want to get him that drunk, just tipsy, and that would definitely do the trick. "And you've never raised your tail for anyone?" he asked.

He shook his head. "No I... I never... I've only been on top." He said. "Jessie wanted to, but I never let him. Must have been glad I let him take Skyler's." He said with a chuckle.

Yeah, I bet." He flipped through a few channels, looking for something new. After finishing his own beer, he got up to get two more, again handing on to Will. "So, does that mean you aren't interested in it? Bottoming I mean."

He shrugged and cracked open his beer. "Not to someone like Jessie. Someone like yo - someone dom maybe." He said, correcting himself.

Casey nodded again, holding back a smile. He could tell that as much as Will wanted to keep resisting, all this was growing on him already. "It's really fun. With the right person anyway. I'm actually switch, so I'm good with both. Topping is really great, but there's nothing quite like getting your tailhole stuffed full of hard, throbbing cock."

"You bottom?" He said, surprised. "Do you let...? I mean... How do you find someone who can, when you're so dom?" He asked. "I prefer getting sucked most of the time though. So how long have you known you're gay?"

"Whoa, slow down. Let me answer them one at a time." he said with a chuckle, slowly sipping his drink. "I've known since I was 13. Before that I thought I might be bi, but once I got the chance to go all the way with a girl, I learned it wasn't for me. As for finding a guy to top... I don't care if they are the most dominant guy in the world. I mean, I've found a couple guys who could match me, mostly dumb jocks. Rough, but fun. But most of the time it's with someone less dom than me. You can take a fat cock under your tail and still be in charge, believe it or not. Commanding a sub to fuck you while you're still holding the leash... that's one of my favorites.

"Oh! I never thought of that." He said, he had to admit that it did sound appealing. And Jessie would sure like it. "That sounds...pretty awesome actually." He said with a grin.

"Yeah! Another good one is to tie them up and blindfold them, then ride their cock. You can paw off while you do it and finish all over their face." He grinned at that one, another of his favorites. He had actually done that to Skyler the other day. "Even stuff like fucking them while you have a dildo in you. There's lots of ways to enjoy both."

"So... why didn't you take Skyler earlier?" He asked curiously. "He obviously wants someone in charge of him." The now small pup said with a laugh. He would have to try all of this stuff with Jessie, once his cock was the right size again.

Casey shrugged, finishing his second beer. "He was my best friend. We were both out to each other, but I didn't think he was interested. He's always been... slow. I didn't want to push him into anything. I knew eventually he would be up for it, and now he is."

"Was your best friend? What are you two like, boyfriends now?" He asked. He and Jessie had never put that label on their relationship, but it wasn't far off from the truth. Maybe Casey and Skyler were the same.

Well..." Casey paused a moment. He hadn't really considered it that much. "I guess we aren't exactly dating yet... But I plan on changing that soon." he said. He moved closer to the smaller boy, putting a strong arm around his shoulder. "So, pup. You know I'm going to break your tail in. Are we going to do this the easy way, or the hard way?"

Will blushed heavily and tried to pull away from the older male, but his arm was wrapped tight around him. His ears drooped. "Is- Is it going to hurt?" He asked, having never considered it before.

The coywolf stroked his hair gently, genuinely trying to be comforting. "A little, yeah. Kind of unavoidable. But it varies a lot depending on how you go about it, and I know what I'm doing. We'll start slow and work our way up. It will be as good as it could possibly be, I promise."

He couldn't deny that it was something he wanted, but remembering the size of the older males cock gave him pause. "I- I dunno..." He said nervously, his boyhood stirring in his pants again.

Casey reached down and grabbed his little bulge. "I know you want to try it. And like I said, it's going to happen one way or another. So are you going to behave, or are you going to make it harder for yourself?"

He yelped as jumped a bit as the boy grabbed his cock. He let out a soft moan and blushed again. "Co-come on Casey, we could do other things right? I could keep sucking you off... you like that right?"

"That isn't an answer." Casey said in a stern voice. "I asked you a question, and there are only two options. This is your last chance. Think carefully before you speak again."

Casey had been so nice since they got home, maybe it made him forget the lesson he had learned. Or maybe it was the drink in him making him bolder. Whatever it was, the young boy shook his head. "No... No I don't want to..." He whined.

Casey just stared at him, raising an eyebrow. He sighed and shook his head. "That was very, very stupid of you. Alright then. Come on." Casey kept his hold around the boy, taking out the leash with his other paw and clipping it onto Will's collar. He started to lead the boy upstairs forcefully.

"Wait!" the folf cried, immediately regretting his decision. "Wait no Casey I'll do it, I'll be good! I'll be good!" He said, whining and struggling his entire way up the stairs.

Casey kept his firm grip, making sure not to hurt the kid, but not letting him get away either. "You still need to learn a thing or two about how this works. Whatever we could be, whatever we will be, right now you are my bitch. Your job is to be obedient and please me. What about that can you not understand, kid?" After dragging him onto the bed, he bent him over his knee and pulled his pants and underwear down, leaving his cute little boy butt vulnerable. "Consider this another lesson." he said as he brought down his paw to smack Will's upturned ass.

"Ahhhhh!" He cried out as the coywolf's paw came down on him. "Owwwww fuck!" The folf's eyes watered even after the first hit, and it wasn't the last either. As more and more stinging slaps came down on his ass, he tried harder and harder to get away "Fuck! Owww come on let me go! Fuck Casey I'll be good... ow...shit...damn...fuck!" He cried, the string of profanity coming out of his him sounded even more out of place with his young cracking voice.

Casey kept going, slow but steady. If Will was still cursing, he wasn't done yet. Only when the boy apologize and begged for relief, addressing the older boy properly, would it be over.

"Fuuuuuck!" He cried out as more and more sharp THWACKS were delivered to his ass. "Come on Casey! Stop! Stop please! Fuck me! Fuck me, just stop please!" He said, tears flowing freely down his face.

The coywolf stayed his paw, holding it above Will's rump. Part of him felt bad to see the boy cry, but he knew the folf was an entitled brat who did more than his share of tormenting others. "Please...?"

Will sniffed and rubbed the tears from his eyes. "Puh please stop... I'll be good I promise." He cried. Somehow, despite all of this, his cock was still hard, begging for release. "You-you can fuck me... you can do whatever you want...

"I don't need you to tell me that, but it is nice to hear." Casey said, rubbing the boy's sore ass. "Now tell me that you're sorry, and do it properly."

He looked up at the cruel older male. "I... I..." He stuttered, whining as the older male ran his paw over his stinging ass. "I'm sorry Sir... I'm so sorry I won't disobey you anymore..." He cried, submitting to his tormentor.

Casey smiled. "There, was that so hard?" he pulled Will's pants and underwear the rest of the way off, and then pulled his shirt off as well, leaving him naked save for the collar and leash. He lifted the boy up some, taking the leash and tying his paws together in front of him, high enough that he couldn't reach his own cock but could still support himself enough. "Stay still, pup." The older boy went over and grabbed one of his bags, bringing it onto the big bed with him.

Will sniffed and stared up at the older male. He was scared about what was going to happen next. "Now that you've... punished me... we can do this nice and easy right?" He asked, hardly daring to hope. He tugged at his bonds and tried to reach his hard cock, but it was no good.

"Shhh... just relax." Casey took a blindfold out of the bag, tying it around Will's head so he could no longer see. After that, he bent the boy over, putting plenty of pillows beneath him to keep him propped up without having to strain. After taking out a bunch of his other toys and some lube, he knelt behind Will and spread his legs. He groped the boy's ass gently, then lifted his tail to circle a finger around his tight hole. "Like I said, nice and slow." Casey leaned in and ran his tongue over Will's tailhole slowly.

Wills tongue lolled out and he humped the stack of pillows beneath him. He writhed in pleasure as the older males tongue assaulted his tailhole. He tried to wiggle his head so that he could knock off the blindfold, he hated not seeing anything, but it was on too tight. "Ohhh... oh fuck that feels nice..."

Casey lapped at the tight boyhole, murring as he teased him, getting him nice and wet. When he stopped, he replaced his tongue with a finger, gently stroking it over the boy's entrance. "First tip, pup: use lube. Lots of it." Grabbing the bottle, he squeezed some onto his fingers and smeared it under Will's tail, then slowly slid a single finger into him.

"I always do..." He said with a chuckle. His tail wagged and he panted happily as the older male stroked him. He kept humping the pillows, leaking precum all over. "I- I do have a big cock you knoooahhhhhh..." He cried, his words breaking into a moan.

Casey let out a small laugh, reaching down to squeeze his boyhood. "Had. Now you're just as small as Jessie and Skyler." he teased. He added a second finger, slowly thrusting them in and out of Will's tailhole as he groped his balls with his other paw.

"Tha- That's temporary!!" He whined, moaning as the teen stroked his now pitiful boyhood. "I'll... I'll get it back... you promised..." He moaned again, as Casey added more into his hole.

"Mhm. After I have my fun with you..." Casey said, reaching over to grab one of his toys. It was a small dildo, gently tapered to help work up to bigger things. He lubed it up and pressed it to the boy's tight hole. "Just relax now. This is my smallest toy." The coywolf slowly pushed it in until all 5 thin inches were inside him.

His eyes shot wide open as the older male penetrated him with his toy. It didn't hurt, but it was a weird sensation none the less. He felt too...full. He took a couple of deep breaths, his cock leaking from the stimulation.

His eyes shot wide open, even though he could only see the barest bit of light from the corner of his eye*

Casey murred as he watched Will adjust to the toy. His own cock was hard and ready, but he was going to be patient for now. Will would get it nice and rough once he was warmed up. "There, not so bad, is it?" He started thrusting the toy in and out, gently stretching the boy's tailhole.

"Nu-no... It's pretty small..." He said, breathing in deep and labored breath. To be honest he was more nervous than anything, it was the anticipation that was killing him. He let out a loud moan and thrust his hips, hoping to stimulate his boycock.

"Good. We'll have to work up a bit. My cock is way bigger than this." he said, chuckling. He slid the toy out and set it aside, picking up the next one. It was bigger and shaped like a real cock, 6 inches and thicker than the smaller toy. He slid it between the folf's cheeks, teasing him. "Ready for the next one?" Without waiting for an answer, he slowly pushed it in so the head of it spread the boy's entrance.

He wasn't ready. Just as he got used to the strange new sensation it was pulled out, which perhaps felt even stranger. It only made it worse that he couldn't see what was going on. The bigger girth on the next toy took him by surprise, and he let out a yelp "Ahh! Ohhh that's big..."

"Heh, if you think this is big..." Casey didn't finish the thought, instead reaching down to tug on Will's small balls as he pushed the dildo further in. Inch after inch sunk into the folf's tailhole until the base pressed against his rump.

Will blushed. He had very little concept of size at the moment, but he was sure that the Coywolf was much bigger then whatever was invading him now. He let out a whine as the older male played with his balls. His once large orbs fit easily in the palm of the older males paw, and he let out a gasp as they were stimulated.

"How does it feel, pup? Do you like it?" the older boy asked, pumping the bigger toy in and out of Will's ass. He was slowly growing more forceful as the younger boy became accustomed to it.

"Mmm! Fuck!" he cried as the older male pushed the toy in faster. He squirmed in the teens lap, knowing that he could do nothing about it even if he wanted it to stop. It probably wouldn't hurt so badly if his ass hadn't been tanned. "It's... its ok..." He finally said, taking deep breaths.

"Heh, it'll get better." Casey panted in anticipation as he fucked Will with the toy, angling it to hit the boy's prostate. He milked the folf's cock with a paw, getting it slick with precum that he smeared on Will's face.

He let out a gasp that quickly turned into a boyish moan. "Ca-Caseyyyyy" He cried out, but his voice was soon muffled by the coywolf's paw rubbing his own pre across his face. He blushed and his ears and tail drooped in shame, not that it stopped his cock from leaking.

Casey slowed it down again until finally his slipped the toy out of him. Will's tailhole was getting slick and much looser. He took the last toy and was going to press it under the boy's tail, but then tossed it aside again. "Enough with the practice, kid. I can't wait anymore..." he growled lustfully, moving forward to rub his big cock against Will's upturned ass.

"Mmm!" He knew he wasn't ready for the coywolf's big member yet, but there wasn't going to be anything that stopped the older male, and he didn't dare risk another beating. He bit his lip and to his credit only tried a little bit to squirm away. He would have given anything to see what was happening, but couldn't shake the blindfold. "Oh...okay... I'm ready." He conceded after a minute, moaning from the big member rubbing against his tight virgin hole.

"Hehe, good. But let's change this a bit..." He pulled the boy up and flipped him over onto his back, lifting Will's legs up onto his shoulders. He rubbed his hard shaft under the boy's tail, smearing precum. Casey murred in delight as he pushed forward, and right as the head of his cock was past the young pup's tight hole, the coywolf took the blindfold off of him.

His eyes that had been clenched shut tight in anticipation shot open again as the blindfold was torn off him. He let out a howl as the older male entered him. He was much thicker than either of the toys that he had used on him. Skyler should count himself lucky that the folf had fucked him before this monster coywolf had, though he dare not voice such a comment, or anything really. "Fuuuuuck!" He cried, his voice cracking. "It's so big!"

Casey growled and leaned over him, licking and biting his neck as he pushed another inch into the pup's well-lubed tailhole. "Damn right it is, bitch. And you're going to take every inch like a good little pup."

The smaller boy panted heavily and bared his neck to Casey, now a reflex even though it would never have been considered this morning. "I- I can't it's too big!" He whined, though he desperately tried to get his paws free so that he could reach his throbbing boyhood.

Casey pinned the boy's arms down, slowly pushing more and more of his huge cock into Will's ass. He groaned when finally he was all the way in, holding it there for a while to let Will get used to the size. "Feel that, pup? My big cock is filling you up."

He tilted his head back and let out a loud moan as more of the older males cock entered him. "Fuck...fuck...fuck..." He panted, thankful that Casey was gracious even to go slow at first. As the pain subsided it made way for pleasure, his cock twitched and spurt a little shot of precum. "It- It feels good..." He said at last, blushing bright

"Haven't even started yet." Casey said with a grin. He pulled out almost all the way and then pushed back in slowly, making sure Will felt every inch. He reached to the side to grab cuffs from his bag and forced them on Will's wrists, locking them to the bedpost so they were stuck above his head. "Can't have you touching yourself. You'll have to beg to cum."

He was so caught up in the thick monster of a cock entering his tailhole that he didn't even notice Casey reaching for a new toy. He struggled against his new bonds, even tighter then the last. "Tha-that's not fa-faaAAHHHH"." His words turned quickly to a moan, pain and pleasure mixing together to produce a near constant stream of pants and moans from him.

Casey looked down at the boy and grinned lustfully. He teased Will's little cock with a paw. "Gooood boy. Let's save this moment, shall we?" he took his phone and turned the camera on, pointing it down at the small pup as he thrust into him again. "So kid, how's it feel to be put in your place? You like that big cock in your tight little tailhole?"

The now small teen boy stared up into the camera, wide eyed and blushing even harder than before. "I... I...I..." He stammered, his voice high and squeaking. He sniffed and let out another moan, not believing how full his humiliation was. He dropped his head, unable to say anything to the camera.

"Hmm, what was that?" Casey taunted, grinding his hips against Will's rump and letting out a groan. "Gonna have to say more than that if you want to cum."

"Oh fuuuuu!" He let out a louder moan than he would have liked. He shut his eye tight and looked away from the camera. "I...I like your big cock Casey..." He said with hesitation.

Casey growled and began rocking his hips back and forth, pumping his malehood into the folf's boyhole. "Fuuuck! You're so hot and tight.... what a sexy pup..." he moaned, still recording as he fucked will harder and faster.

Will whined, writhed, and panted below the other male as he fucked him fast and hard. "Fuck....shit it's so big...I love your big cock...I love your big cock..." he repeated over and over, his own boyhood throbbing n need.

"Ohhh yeah.... fuck..." The older boy bred him roughly, slamming his big cock into him with every thrust. "Damn, your tail is so good... I'm already getting close, kid. You want to cum with me?"

He nodded furiously. "Yes! Please!" He cried out, moaning loudly with every thrust into his virgin tailhole.

Casey stopped thrusting, just watching the boy squirm and moan, filled with his big malehood. "Are you going to be a good boy for me, Will? Are you going to be a good bitch and raise your tail for me whenever I want?" He gave one hard thrust to emphasize his questions.

He frowned. The last time Casey held cumming over him is how he got into this mess. Raising his tail whenever the Coy wanted it... he couldn't deny that he was enjoying it, but still.... "I...but... I...ohhhhh please! I wiiiilll." he cried out.

The co

ywolf grinned, getting it all on camera. "Good. I'll hold you to it." He leaned forward and undid the cuffs around Will's wrists so he could reach his own member again. "Now play with your little boyhood while I fill you up with my cum." He held onto one of Will's legs, his other paw still holding the phone, and started thrusting again hard and deep, groaning every time he pushed into that tight tailhole again.

He let out a sigh of relief and pleasure, reaching his paw down to stroke off his boyhood. Once he would have just wrapped his whole paw around it, but now he just used his thumb and first to fingers, stroking himself furiously. He wouldn't last long he knew. "Ahhh... ohhhh Casey..."

The bigger male panted and moaned, losing himself to the pleasure as he fucked the boy furiously, slamming his big cock into his ass over and over. Each thrust was faster and harder than the last. Finally he let out a triumphant howl, grinding his hips against the boy's rump as he flooded Will's tailhole with hot, thick seed.

Casey's cum filling him pushed him over the edge. With one more quick stroke his boycock started shooting cum too, a very pitiful amount compared to what he once shot. His poor little balls must have been working overtime to produce any cum at all.

Casey moaned and pulled out about halfway before thrusting in again, drawing out his pleasure. Cum leaked from the boy's tailhole, already too much for it all to stay in. His cock continued to throb and spurt his huge load. "Fuuuuuck!!"

Three little spurts and Will was done, yet Casey was still pumping his tailhole full of seed, claiming his body for his own. Will blushed and panted heavily, once again avoiding the gaze of the camera while the Coywolf finished with him.

After Casey was done, he panted heavily and grinned down at the boy, turning off the phone. He pulled out of Will's ass, leaving cum dripping from the used hole. The coywolf wiped up some of his hot seed with his fingers and stuck them in Will's muzzle. "How'd you like your first time, pup?"

He sucked on Casey's fingers, slurping up the older males seed. "It-it was good..." He said when the fingers finally left his muzzle, speaking in a quiet, defeated voice. "You're so big..."

"I know I am. But you did a good job. Such a good pup." He petted Will gently, feeding him more cum. "Heh, it's your bed time soon, kid. And you can't go to bed like this. Why don't you go wash up?"

He looked at his alarm clock. "It's only 8:30!" He complained, crossing his arms. He was covered in cum though, and wasn't going to argue to having a shower instead of a bath, so he hoped up and headed to the bathroom anyway.

"Hurry up now. I'll be in there in a minute to help you." Casey said with a devious smile. He chuckled as the boy left the room, turning back to his phone. He quickly composed a text to both Skyler and Jessie, who he had secretly already met. The text read: 'look who's finally learning his place ;) be here tomorrow at noon.' He attached the video to the message and pressed send.

He let out a heavy sigh. He didn't want help. The body he was in wasn't even young enough to need help bathing. He turned the shower on super hot and got in to start soaping up his fur, trying not to think about all that he went through today.