Jack Hamilton

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Jack Hamilton Is Not A Nice Person

Chapter 9

THEN

"What's wrong you little faggot, don't you want a closer look?" Jack called tauntingly after the boy. He was walking out of the public restroom just a dozen or so feet behind another teenager.

"What's going on?" Evan asked as he saw the younger boy walk out quickly with Jack close behind.

"I was having a piss and that dirty little homo was trying to check out my cock!" Jack called out loudly. "Where you going, faggot?"

The younger boy looked back nervously for a moment but carried on walking away.

"Hey, I asked you a question!" Jack called out, speeding up to try and intercept him, his friends following.

The boy sped up in response and within moments was running through the park at full speed, Jack and the other football players hot on his heels.

"Come on, little fag. Don't you wanna play with us?" Jack called out tauntingly. The boy wasn't fast, Jack and the other athletes would have had no trouble catching him, but for now they were just enjoying making him run.

"Leave me alone!" the boy called back, tears streaming down his cheeks, terrified.

Jack laughed at the boy's terrified whimpering. "Last chance to stop before we make you!" he called out. When the boy didn't slow, Jack gestured for his friend to keep up and piled on the speed, catching up to the younger teen in moments. He grabbed the boy's shoulder, spinning him round and making him trip over his own feet.

"Please... please don't hurt me!" the boy pleaded desperately, cowering as the five bigger teens surrounded him.

"Why were you checking out my cock?" Jack asked surprisingly calmly.

The boys hands were trembling, eyes wide with panic. "I... I wasn't... I just... I happened to.... to look round, right when you did!"

"Of course you did!" Jack said, smirking in disbelief. "Well you got a good look at me, so let's get a good look at you! Strip him!" he commanded.

The other four players swooped down onto the prone boy, two pulling at his shorts, two grabbing his shirt. He struggled against them in vain, the large athletes easily pulling the clothes off, slightly ripping the shirt in the process. The boy sat there in just his briefs and sneakers, crying.

"Take them off!" Jack said to the boy, gesturing to the underwear.

"No... please!" the boy begged, his voice a barely-audible squeak through his sobbing.

"Fine, don't then. Guys..." Jack said, gesturing to his teammates again.

The four of them paused for a moment, glancing at each other, but with Jack watching them closely they soon complied. They reached down, each grabbed part of the boy's waistband and pulled. With a loud rip, the white briefs were ripped to shreds in seconds. The boy's hands were immediately in his crotch, covering up.

"Ha, look at the little homo, he's playing with himself!" Jack taunted. He glanced round, seeing the bank of the lake a short distance away. "Throw him in the lake, that might help him cool off a bit!"

Again the others hesitated briefly before complying, but eventually picked up the struggling boy easily and carried him down to the edge of the lake. Jack followed, picking up the boy's shirt and shorts but leaving the tattered remains of his underwear where it had fallen. Watching in amusement as the other four threw the boy into the cold water, he tossed the clothing into the upper branches of a nearby tree.

"Next time keep your eyes to yourself you dirty little faggot!" Jack called out as he walked away laughing.

NOW

Jack lay in his bed, staring across the room at the dildo. He knew his was breaking the rules by not having it inside him, but with nobody there to enforce the rule he didn't see any harm in popping it out. The problem now was that he couldn't stop staring at it. It was a perfect mould of his own cock. Normally he was quite proud of the size of his cock, but now he was cursing it.

His tormentors had taken great pleasure in making Jack fuck himself with his own cock all night and had then sent him home with one of the new toys inside his ass, with the command to keep it in until told to remove it. They had used the mould to make several different versions. One was a full model of his cock and balls with a large suction cup attachment on the base to allow it to be stuck to smooth surfaces. Another one had a vibrator inside it. The third one was the one now sat on his desk. It was a basic copy of just his cock with a flat base.

It had thankfully been heavily lubed before being pushed inside him, which made made it a little less uncomfortable, but that also meant it began to slide out every time he walked. Just walking from Lincoln's house to the car it had almost popped out completely, his ass naturally repelling it. He had to keep pushing it back in, effectively fucking himself. When he had sat down in the car, that had thankfully stopped it sliding out, but instead presented another problem as it pushed the toy further inside, stimulating him further.

Stimulation was something he was in no short supply of, however. The viagra he had been given earlier in the night was still still in his system. He had been forced to milk himself to orgasm no less than five times throughout the evening by his tormentors. It was only after the fifth ejaculation that his cock finally softened enough for him to be put back in the chastity cage that he had hoped to never see again.

Once he got home, he had immediately removed the dildo, washed it to avoid having his room smell of ass and placed it on his desk before going to bed, expecting to sleep easily considering how exhausted he was. Another part of him refused to let him sleep though. Thanks to the viagra, his cock kept swelling as much as it was able to within his cage, causing both a substantial amount of discomfort and a desperate desire to cum once again.

'I need Bryce!' he thought to himself. 'One ride on his cock and I'd be shooting in seconds! Fuck, no, I can't think about that sort of thing. That's some gay shit right there! Besides, I doubt Bryce is gonna be doing me any favours any time soon!' He shook his head, rolled over and closed his eyes.

A minute later, he sighed, sleep still eluding him. He rolled onto his back, threw back the covers, clicked on his lamp and looked down at the cage. 'Fucking thing. Why'd they have to put it back on me? Those fucking faggots. I should probably try to stop calling them that, Elliott gets all pissed about it. I don't get why he's so angry at me or why he's so defensive Ben, the little... faggot. Fuck it, he's a faggot. I can use that word in my own fucking head! Fuck, man up Jack, don't let them get to you like this!'

'Right. If I can't sleep cos I need to cum, then I gotta cum!' he thought to himself. He reached down and stroked his chest. It felt bizarre being smooth again, he couldn't even remember last time he had been like that. 'Right, nipples, don't fail me now!' He grabbed a nipple with each hand and began rubbing and squeezing them. Immediately his cock twitched in the cage. He flinched as his cock tried to swell against it, but continued playing with the sensitive nubs.

'Oh shit this is good!' he thought, his breathing growing heavier. He continued for a few minutes, wave after wave of pleasure rippling down his body from his chest to his encased dick. 'Fuck, it's not enough!' he thought in absolute frustration. 'Okay, I'm only this cos I have to!' he told himself as he released his left nipple and slid his hand down between his legs.

"Uhhh!" he groaned aloud as he allowed his index finger to slide inside his aching hole. "Oh fuck!" he muttered as he slid it further inside. "Yes, yes, yes!" he repeated as he felt an orgasm building once again, the dual stimulation of nipple and hole edging him even closer.

A few more minutes passed and despite the abject pleasure he was feeling, the orgasm remained elusive. Beginning to get desperate, he looked over to the desk. 'No, you can't!' he told himself, eyeing up the replica of his own cock. 'But I have to!' he replied to himself.

Pulling out his finger and releasing his nipple, he swung his legs round and got off the bed, giving his aching balls a gentle squeeze as he stood. He paced slowly across the room and grabbed the toy around the base of the shaft. It felt so bizarrely familiar, it truly did feel like gripping his own dick. He walked back over to the bed to lay down again, staring at the dildo nervously. 'Fuck it, I gotta cum!' he told himself, lowering the toy between his legs.

He began pushing it into his hole, but without lube it didn't seem like it was going to go in without significant pain. 'Fuck!' Jack thought. He tried thinking of anything he could use to lubricate it, but couldn't think of anything. With an unhappy sigh, he spat into his hand and started lubing his hole with his own saliva, then raised the dildo to his mouth with the other hand. 'Come on, you don't need it this much!' he told himself as he considered sliding it in.

The hand lubing his hole pushed inside slightly, sending a jolt of pleasure straight to his cock. 'Fuck it, yes I do!' he told himself, plunging the dildo so far into his mouth that he actually gagged a little. He coughed, but let his tongue slide around the silicone-rubber toy, moistening it sufficiently for what he intended to do with it.

Pulling it out, he immediately lowered it back down between his legs and pushed the head, his own cock head essentially, against his hole and began pushing it inside. "Ah yeah, that's it!" he moaned aloud as he felt it filling him up again.

He let his hand make its way back to his nipple as he started fucking himself. His muted groans began growing louder and louder, more and more intense, getting as loud as he dared to without alerting the entire house to what he was doing. The orgasm was building, and building, and building... but was still just out of reach. "Fuck, fuck, fuck, fuck!" he repeated to himself. It truly did feel amazing, but he needed to cum. His cock was literally flowing with precum now.

"Wait, I know. Do it like I do it with Bryce!" he whispered to himself. He whipped the dildo out, sprang up onto his knees and placed the dildo between his legs. He started lowering himself onto it. It didn't quite have the same feel as Bryce's cock. Mostly it lacked the girth of his younger teammates monster, but Bryce's dick had a wonderful curve to it that made it hit just the right spot.

Jack closed his eyes anyway, determined to finished what he had started. He began bouncing on the dildo but it still didn't feel right. 'Fuck, I neeeeeed Bryce!' he whined to himself. He glanced back and grabbed a pillow, holding it in front of himself, his arms wrapping around it. Closing his eyes again, he continued bouncing on the replica of his own cock, biting the top of the pillow, imagining that it was Bryce's shoulder, that the younger teen was pressed up against him. "Oh Bryce, fuck me, harder, please!" he begged lost in the fantasy.

A few more minutes passed and he still hadn't managed to achieve orgasm. His asshole was throbbing, his dick ached as it continued attempting to swell against the cage and the pillow was drenched in precum.

"Fuck it!" he snarled angrily, throwing the pillow aside. He reached down, yanked out the dildo and dropped it off the side of the bed. "I just wanna cum!" he groaned, reluctantly beginning to accept the fact that he simply couldn't do it alone.

He curled up again, pulling the covers right over his head, determined to ignore his infuriating desire.

Eventually, he was just beginning to drift off to sleep when he heard his phone vibrate. He considered ignoring it, but curiosity got the better of him. It was a message from Elliott.

[You're in trouble for taking out the dildo, but well done for putting on an impressive show!] the message said.

Jack sat bolt upright in bed, eyes wide, re-reading the message. Elliott knew? But how? How could he know the dildo was out and how had he seen what Jack had just been doing? He looked round the room, wondering if Elliott might actually be there or if he had somehow hidden a camera in his room. The phone vibrated again.

[It's your computer, fucktard. Your webcam is set to broadcast 24/7. I can see you right now!] Elliott replied.

Jack felt furious. They had taken so much from him over the last few days, the privacy of his room one of the few things he had left and now even that was gone too. Once again his anger seemed aimed solely at Elliott. Again he found himself wondering why Elliott was even doing this. Sure, most of the others could probably find reasons to be pissed at him, but why Elliott? Jack had never been anything besides a friend to him.

[Elliott, please can we talk about all of this?] he requested, attempting to suppress his rage.

[Put the dildo back in and go to sleep!] Elliott replied.

[Please talk to me!] Jack sent, grabbing the dildo and sliding it back inside his throbbing hole. He eventually fell asleep, waiting futilely for a reply.

For once, Jack was awake before Elliott and Ben invaded his room. He had woken up early after rolling over onto the dildo which had slid out of him during the night. He showered, pulled on some underwear and sat waiting for the other two teens to arrive. It felt humiliating to think that he had to wait for them to pick out his clothes. On the bright side, whatever they chose for him today wouldn't be worsened by visible erections, his cage prevented that particular embarrassment.

"Morning Jack," Ben said with a smile as he walked in and saw him sitting on the edge of his bed.

"Morning Sir!" Jack replied without even thinking about the words.

Ben approached the bed and patted the pillow. "Morning to you too, Bryce!" Ben teased, making it apparent that he too had seen what Jack had done, or tried to do, during the night.

Elliott laughed aloud at Ben's teasing, particularly as he saw Jack blushing bright red, all the way down to his bare shoulders. He paused for a moment. Jack had shaved after his shower, so with his smooth jawline and now hair-free torso, Elliott couldn't help marvelling at how much Jack looked like he had a few years ago, back when they were actually good friends. He felt a slight twinge of nostalgia as he thought of the good times they used to have.

Elliott had started to worry over the last couple of days that what they were doing to Jack had stopped being about helping him and simply become a matter of revenge. In fact, after hearing what the football team had done to him, he had been close to ending it all, actually considering deleting all the incriminating footage and releasing jack as a lost cause, but then Jack had said something last night that gave him hope.

' You actually had me doubting myself. For just a second I thought perhaps some of this was my fault,' those were the words Jack had used during his angry outburst. He didn't expect the others had really even picked up on it, but being closest to Jack, it called out loud and clear to Elliott. There was doubt there, possible self-reflection. Jack had actually begun to consider that the things happening to him were the result of his own actions!

Part of him wished Jack would just hurry up and figure it out. That was the same part of him that wanted to rush forward now, wrap his arms around his friend and apologise for everything. It was a constant struggle for Elliott to keep that part of him under control, to keep pushing Jack further and further towards his eventual breaking point.

Shaking himself from his thoughts, Elliott headed for the closet to choose today's outfit. Both parts of the outfit mattered today for different reasons. He wanted a top that showed off as much of Jack's chest and upper body as possible. The way he had been on show the last couple of days, everyone would have seen his hair. Now that he was smooth, Elliott wanted to make sure they noticed. Jack was so body-conscious that he was bound to be humiliated further by having everyone know that he had shaved. The bottom half was also significant. He didn't need it to show off an erection like the tiny shorts on Monday had, he needed them loose.

Finally picking a low-cut tank top similar to the previous day's and a pair of small but fairly loose shorts, he handed them to Jack who began to dress. "Erm, did I tell you to put on underwear?" he asked, raising an eyebrow.

Jack sighed. "No," he replied.

Elliott swung a hand and slapped Jack. It wasn't a hard slap, just enough to shock him. "No... what?"

Jack sighed again, holding his cheek. "No Sir!" he said unhappily. He pulled his leg out of the shorts that were halfway on and then slipped the underwear off before beginning to dress again. Just as he got the shorts up, he heard Elliott clear his throat. He looked up to see his former friend gesturing towards the dildo that lay on his desk.

"I have to have it in?" Jack asked, looking completely downtrodden.

"I don't recall ever giving you permission to even take it out," Elliott replied coldly.

Jack pulled off the shorts one more time and approached the desk. He picked it up and realised that once again it lacked lubricant.

"No need to be shy, it's nothing we haven't seen before!" Elliott smirked.

"Hey, maybe this'll help!" Ben said, sensing Jack's reluctance. He grabbed the dildo from the older teen and held it against his crotch as if it were his own erection. "On your knees, boy!" he commanded.

"Oh come on!" Jack moaned, but seeing neither of the others back down, he dropped to his knees and opened his mouth as Ben moved closer.

The sniggering fifteen-year-old used the dildo to fuck Jack's mouth for a few seconds before pulling it out.

Blushing even more now, Jack stood up and looked round for the dildo which had now been handed to Elliott. He stared in angry shock as he saw his former friend pull a small bottle of lube from his schoolbag and apply it to the toy.

"If you had that, why did you make me..." he started, his voice trailing off, not wanting to verbalise what he had just done.

Elliott shrugged and smirked. "For fun! Now bend over!"

Jack scowled, but leaned over onto his desk. He felt ther other seventeen-year-old's fingers applying more lube to his hole, then begin pushing the toy into him. He had thought by now that his ass might have actually started stretching. It was not something he wanted, but it would certainly make tasks like this a lot easier. His hole remained as tight as ever though.

Once the toy was sufficiently inserted, Jack was granted permission to dress. He did so quickly, then followed the other two down the stairs, walking a little awkwardly. About halfway down the stairs, he felt the toy sliding and reached back to push it in.

"Morning son!" Jack's father said as he walked down the hallway past the stairs.

"Moooooorning!" Jack replied, a surge of pleasure shocking him at exactly the wrong moment as the dildo pushed back inside.

"Morning Mr H," Elliott said, smiling at the knowledge of what was really happening.

"Morning Elliott. And good morning to you, too, young man!" Mr Hamilton added, looking to Ben whom he had never seen before.

When Ben failed to reply, Elliott looked round at him only to find him staring at the man, eyes wide with what appeared to be shock. "Ben," he said, trying to get the boy's attention. When he didn't immediately respond, Elliott added, "This is Mr Hamilton. Mr H, this is Ben!"

"Pleasure to meet you!" Mr Hamilton said politely before continuing down the hallway into the lounge.

"Ben, you okay?" Elliott asked, seeing that his young lover had still not moved since seeing Jack's father.

"Oh, erm... yeah!" Ben said, forcing a smile. "Come on, let's get to school!" He jumped down the last few stairs and dashed for the door, Elliott and the awkwardly-walking Jack close behind him.

The ride to school was both pleasurable and torturous for Jack. Every bump the car hit seemed to nudge the dildo in his ass, a not entirely-unpleasant sensation but at the same time to continuing stimulation kept forcing his cock to try and break out of the cage. As they drove, he kept finding his eyes drawn to Ben. Ever since this all started, he seemed so cheerful, always smiling and laughing... except for Sunday evening in the park. The things he had said still played on Jack's mind. At first he had just thought the little fag was bitter and resentful, looking for any way to lash out back at him. The longer Jack's ordeal went on, though, the more he began to worry it might have actually been true.

'You are literally the worst person I have ever met,' Ben had told him, going on to add, 'You are going to spend your whole life miserable and alone.' Until this all began, Jack never really had much of a concept of being alone. Aside from always being surrounded by other members of the team and a seemingly-endless stream of girls (who seemed to be steering clear of him lately), Elliott had always been there. The two had always been best friends.

Jack allowed his gaze to wander to the other side of the car, to Elliott. He still wanted to talk to his former friend alone, to find out why he had turned on him. If nothing else, Jack wanted to know what he could have possibly done to make him so angry. That would have to wait though as they were just pulling into the parking lot.

"Okay, the dildo stays in all day!" Elliott ordered, turning to look at Jack in the back seat. "In morning break and at lunch, head straight to the store room we used on Monday. Got it?"

"Yes Sir!" Jack replied immediately. He was far from happy with the instruction, but all things considered it could have been a lot worse. If anything, the part he was dreading most was seeing the rest of the football team.

After the things they had done to him in the shower the previous day, he had a feeling that what little of his reputation he thought he had managed to cling to had actually been irreparably shattered. What did that mean for him as Captain though. When the team had just been a little insubordinate, the Coach had threatened to strip Jack of his Captaincy. If he went out with them in outright revolt, there was little doubt about what would happen.

He made his way up to the front steps, avoiding eye contact with anyone, particularly when he had to reach back and attempt to discreetly push the slippery dildo back up between his cheeks. As he walked through the doors, it felt like the entire world stopped. It seemed like most of the football team was in the corridor, gathered together in various little groups.

Trent and Evan, the two who had acted as ringleaders broke away from their respective groups as soon as they saw Jack arrive and headed straight for him.

'Fuck, what now?' Jack thought. He looked briefly to Elliott and Ben who were a short distance behind him, but they both shrugged.

"Hey... erm, Jack," Trent said nervously.

"Yeah hi Cap," Evan added looking equally worried.

"Erm... morning," Jack replied. He had expected insults and abuse so their quiet fearfulness came as quite a shock.

"Are you... are you okay?" Trent asked quietly, looking round and gulping.

Jack frowned, wondering if this was part of some elaborate set-up. "Yeah I guess so," he replied cautiously, moving to the side of the door as some other students came up the steps behind him. The dildo began to slip down a little.

"Look, about yesterday..." Evan started, b ut his voice seemed to trail off.

Jack's puzzled frown turned into an angry glare. "What about it?" he demanded.

"You haven't, like, told anyone about it, have you? I mean, like, your parents or, like, a... a teacher or anything, have you?" Trent stammered, turning a little pale.

"You kidding? I posted it on facebook, tweeted it, popped a few shots on insta and check your phone, I even sent a few snapchats about it!" Jack replied, watching as his teammates looked increasingly terrified. "You fucking kidding me? Why the fuck would I want anyone to know about it?"

"Oh, erm, good. We just, erm... on behalf of the team we kinda want to.... apologise," Evan said, barely daring to look at Jack.

"What?" Jack asked, looking genuinely shocked.

Evan nodded. "We mean it. What we did was kinda out of line!"

"Kinda? Kinda out of line is insulting your Mom or stealing the last slice of pizza. What you guys did was so far over the line, it just.... I mean, seriously, what the fuck!"

Trent sighed. "You're right, but you... kinda drove us to it!"

"What, so this was my fault?" Jack asked, eyebrows raised.

Elliott and Ben exchanged looks for a moment, intrigued by the entire exchange.

"No, well, yes... but..." Trent stammered. He took a deep breath, his brow furrowing, clearly preparing to say something difficult. "Jack can I... be honest with you?"

Jack simply shrugged.

Trent took another deep breath and started, "Okay, you're a good Captain, like seriously, one of the best. You just have to look at the trophy case to see that, but..." he paused briefly, "But sometimes... or most of the time really, you're a bully. We get that you need to be tough on us on the field, that's what gets us the results, but it's like... all the time. You seem to get off an making us miserable and eventually it just gets a bit much. Last night, all the anger and frustration just kinda reached a tipping point and.... well, you know what happened."

Jack was more than a little shocked. As was becoming the norm lately, he felt both proud and ashamed of what was being said to him at the same time. Did they really see him as a bully? Most of the time he was just playing, doing guy stuff, or at least that was what he thought.

Elliott watched intently. He knew how important this was. In the space of barely more than twelve hours, the football team had made the point he was trying to get across, punished Jack for it, confronted him with the truth and given him the chance to talk about it. It was like his entire campaign against Jack condensed into a handy bite-size chunk. The question was, how would Jack respond?

"I think what we're saying is... we're sorry," Evan added to Trent's explanation of what had happened. "And we still want you to be Captain, but... just, stop being such a cunt!" He added a playful smile at the end, hoping Jack might be able to take it in good humour.

Jack laughed, the gentle chuckling seeming to alleviate the fear on both Trent and Evan's faces. It stopped as abruptly as it started, Jack's face contorting into pure rage. "You think you all get to do what you did, then just tell me its my own fault, apologise and think everything'll be cool? Are you fucking stupid?"

As the terror returned to the two football players' faces, Elliott looked genuinely disappointed.

"You run back to the rest of the team and you tell them this from me. Because of what you did, I now have the power to get you expelled or even arrested, so if any one of them so much as looks at me funny again, that'll be it, I'll see you all go down for it. As for how I treat you all," he snarled, stepping forward and grabbing the collar of Trent's letterman jacket, "I'll do whatever the fuck I like and you'll thank me for it. Got it?"

Trent nodded rapidly, then dashed off down the corridor with Evan.

Jack looked round at Elliott, seeing the look on his face. "And what's your problem?"

Elliott's jaw clenched. Silently, he shook his head and walked away.

Relieved to have managed to turn the situation with the team around, but still worried about Elliott, Jack headed towards homeroom. "For fuck's sake!" he muttered to himself as he pushed the dildo back in again.

For morning break, Jack headed to the store room as instructed. Lincoln and Elliott both fucked him quickly whilst he sucked off Ben, all while they tortured his nipples and did everything else they could to arouse him. Already infuriatingly horny from his attempted orgasm during the night, Jack had crossed the line from frustrated to desperate. By the time the dildo was re-lubed and shoved back inside him, he was actually pleading with his tormentors to let him cum.

Jack had to rush to get to his class after break, which in itself only made his discomfort worse. Attempting to run with the dildo in not only battered his prostate, but it also forced the toy out more rapidly making him reach round every few seconds to shove it back in. When he sat down in class, he inadvertently grunted with pleasure as the dildo moved in further. Worst of all, the wet patch from his seemingly-endless stream of precum was becoming somewhat obvious.

When he returned to the store room at lunchtime, Ben tossed him a granola bar and bottle of water and said he had a few minutes to eat it. Jack's heart dropped as he realised that meant he was likely to be tortured for the entirety of the lunch break. In a way though, he was glad to be back in the small, secluded room. He had been getting comments all day on his personal grooming habits, his lack of body hair very much noticeable in the low-cut tank top. It seemed that with every passing day, the other students were getting more and more bold with their taunts towards Jack, their fear of him ebbing with every humiliation that was piled on him.

"Clothes off!" Elliott commanded as soon as he walked in.

Ben, Lincoln, Aaron Danny were already there, but Bryce remained absent from the group, much to Jack's relief/disappointment.

With a disgruntled huff, Jack pulled off his shorts and tank top. It worried how quickly he was getting used to being naked at school, albeit only in the little store room that had become his own private torture chamber. He still wished there was a lock on the door, but had come to accept by now that people didn't really pass by it much at lunchtime so there was minimal risk of having anyone walk in.

Once he was naked, he stared at Elliott, awaiting further instruction. Staring back, the other teen reached down and began to unbuckle his belt, then let his pants drop to his ankles before pushing down his boxer-briefs.

"On your knees!" Elliott commanded.

Jack complied, mentally preparing himself for the prospect of a cock shortly entering his mouth. Elliott approached, cock semi-hard, the long tool swinging back and forth. Instead of directing the meaty tool into Jack's mouth, Elliott turned around.

"You were an asshole tom Evan and Trent this morning, so now you get an asshole as punishment!" Elliott said with a slight smirk. He wished he had remained facing jack so he could see his slave's expression. Instead, he just reached back, grabbed both sides of Jack's head and pulled it forward so his face disappeared into the crack.

"Ugh!" Jack groaned, pulling free. "No fucking way, I'm not going near your ass!"

Elliott looked back angrily. "You'll do as you're fucking told or you'll get worse!"

"No. NO! Fuck you, no I'm not doing it. Not that!" Jack refused. He had put up with a lot, followed a lot of orders, done a lot of 'faggoty' things, but that seemed just a step too far.

"Fine," Elliott said. He looked to the others. "Get him on the floor!"

The other four pounced on Jack. Already down on his knees, he was easily subdued by the four other teens, each taking a limb and holding him flat on the ground. Jack wanted to shout at them to stop, but he was more worried about anyone out in the hallway hearing him and coming in to investigate. Although he knew the others would likely get into trouble, it would also likely trigger the full exposure of the things he had done to everyone in the school!

Elliott kicked off his pants and underwear, freeing his legs up more, allowing him to stand with a foot either side of Jack's head. He began to squat.

"Oh come on, please!" Jack begged.

The pleading was futile, Elliott ignored it, continuing down until he was sitting on Jack's face. His hole was positioned over his mouth, his cock and balls covering Jack's nose and eyes. He really began to squirm, muffled noises coming from his covered mouth. Elliott raised his ass a little and asked, "Sorry, I didn't quite catch that!"

"I can't breathe!" Jack gasped!

"Then get your tongue in there or next time I stay on longer!" Elliott replied, sniggering to the other tormentors. He sat back down, but this time held up his balls so as not to cover Jack's nose.

It took a couple of seconds, but eventually Elliott felt the tip of Jack's tongue press against his hole. It felt incredible, but almost stifled a moan, but realised it would actually torment Jack more to know that his misery was causing Elliott such pleasure. "Come on, you can do better than that!" Elliott growled down at Jack.

The tongue continued poking at Elliott's hole, but failed to do much more. Elliott shook his head. "Looks like he needs a little encouragement!" he suggested. He looked back at Ben and Aaron who were holding down Jack's legs. "Pass his legs up here!"

The two teens began raising Jack's legs until Elliott took hold of them, pulling them back further and holding them under his arms. Jack was now doubled over, his ass exposed to Ben and Aaron, the dildo beginning to slide out.

"Hey, none of that!" Aaron said, slamming the toy back in firmly, getting a muffled grunt from Jack in response.

"Why don't you give him some encouragement!" Elliott suggested, looking first at Ben, then at his discarded pants, then back to Ben again.

The younger teen grinned, immediately knowing what Elliott was suggesting. He reached for the pants and pulled out the belt. He doubled it over, holding the end with the buckle in one hand, slapping it down into his other with a loud crack.

Elliott grunted as Jack's terrified whimper send a little vibration of fear through his ass.

Ben swung round and brought the belt down onto Jack's ass with a loud slap. If Elliott hadn't been sat on his face, the yell from jack probably would have been heard on the other side of the school. It did what Elliott had hoped and spurred the naked teen on to try harder. His tongue started working around the hole, pushing into it, sliding back and forth across it.

"Ah fuck, he's a fucking natural ass-licker!" Elliott taunted. He was exaggerating. Jack was quite good, but far from the best. That title was firmly held by Ben, but he knew that it would once again make Jack feel even worse. As he felt Jack's tongue beginning to slow, he gestured for Ben to swipe again.

The belt connected with the bare ass. This time though, the dildo had emerged slightly. As well as the sharp pain across his cheeks, Jack also felt the impact deep in his ass on the other end of the toy. He whimpered again and tongued Elliott's hole more vigorously.

"Anyone else want a turn?" Elliott asked the others.

"Fuck yes!" Lincoln said eagerly, jumping up to shuck his pants and underwear. His cock was rock hard but he felt no shame in showing it off, he was long past that point with his friends by then.

As Elliott stood, Jack gasped for air. Even without his nose covered, Jack was finding it hard to breathe with someone sitting on his face. He groaned as he saw another ass lowering down onto his face. As much as he hated to do it, he immediately thrust his tongue into the newly-arrived hole, fearing another swipe from the belt.

"Do I need to hit him again?" Ben asked, sounding almost hopeful.

"N... No!" Lincoln moaned. He had never been rimmed before so he had little frame of reference, but he seemed to think Jack was already doing a pretty good job.

"Oh, okay," Ben pouted, dropping the belt. Wanting something else to do, he reached out for the dildo that was beginning to emerge once again. He pulled it out until just the head remained inside, then thrust it back in. He chuckled as it first made Jack moan and then Lincoln, Jack's moan sending pleasurable vibrations through his ass.

As Jack clenched from the sudden violent thrust, he started pushing the dildo back out again. Once it was about halfway, Ben slammed his hand onto it again, causing a similar reaction to before. It continued over and over, slamming in, pushing out, slamming in, pushing out.

"Let's try that with something else!" Elliott said, rolling a condom down his cock. He gently nudged Ben aside, slid out the replica of Jack's cock and pushed his own tool inside.

"Ah fuck," Elliott moaned as he fucked his former friend.

Danny and Aaron both seemed a little uncomfortable. They were holding down Jack's arms, although he had long given up struggling against them. They loved seeing Jack suffer, but were both substantially less keen to watch the gay sex going on in front of them. Neither of them were even slightly homophobic, they had no problems with gays or gay sex, but it simply did nothing for either of them... usually!

Elliott grinned as he saw Danny reach down and rearrange his bulge. "You wanna go?" he asked with a cheeky grin. "If it helps, you can pretend it's a girl's ass!"

Danny looked nervous, glancing at Aaron. As the other totally 'straight' guy in their group, the two seemed to have an unspoken bond of non-involvement in that sort of thing. Aaron just shrugged, clearly not bothered about it.

"Fuck, why not, I need to get off!" Danny said, standing up and releasing Jack's left arm.

"Okay, I'm... almost.... aaah!" Elliott moaned as he shot his load. He pulled out and moved aside, catching his breath. He reached into his bag and grabbed a condom from the stash he now kept with him at all times. He handed it to Danny who looked somewhat nervous.

The large teen didn't strip, he simply unzipped and pulled his cock out. It was moderately think, about six inches and already solid. He slipped on the condom and knelt down behind Jack. He paused his cock into the well-lubricated hole. Despite the fucking he had just been given by Elliott and the prolonged presence of the dildo, he was pleasantly tight.

"Ah yeah," Danny growled as he slid all the way in. "Shit, I see what you guys were talking about. That's one hot piece of ass!"

Elliott laughed, knowing how much it would be upsetting Jack to hear how good his ass was at pleasing another guy.

Before they had finished, Ben and Danny had also taken a turn getting rimmed by Jack while Lincoln had fucked his ass. Ben was now straddling Jack's chest, his cock pulled out of his zipper and shoved in the older teen's mouth while the others were standing over them, dressed once again. The dildo had been lubed one again and shoved back in position.

Suddenly, they heard the bell ring.

"Shit, I totally lost track of time!" Elliott called out in shock. His next class was on the other side of the school. He reached down, grabbed his bag and headed for the door.

The other four all did the same, leaving Jack to roll aside and try to hide from sight of anyone who might be passing. Still naked and somewhat exhausted, it took a few minutes before Jack was out of the room and heading for his next class.

By the time he got to the Chem lab, he was a few minutes late. He opened the door, hoping to sneak in relatively unnoticed. Sadly, that was not to be.

"Mr Hamilton, good of you to join us!" Mr Wendell, the chemistry teacher said as Jack stepped through the door.

"Sorry I'm late," Jack apologised.

"Well it's your first time, but don't let it happen again!" Mr Wendell said, getting a breath of relief in response from Jack. "Not so fast. As you're already on your feet, why don't you come up to the front, I need an assistant!"

Jack moaned quietly. The dildo was sliding out again and he was hoping to sit down quite quickly to push it back in. He headed to the front and placed his bag down. As he did so, he pressed his back against the wall, pushing the dildo back in and stifling a moan.

"Come on, we don't have all day!" Mr Wendell said.

Jack approached the teacher's desk, standing behind it where the man pointed. As teachers go, Mr Wendell was one of the less unpleasant ones in the school. Somewhere in his mid-to-late twenties, if he hadn't dressed so clearly like a teacher, he could potentially be mistaken for one of the older students. Many of the female students seemed to like him for obvious reasons, with his youthful handsomeness and what appeared to be a fairly impressive physique hidden beneath the suit.

"Good, stand there and hold this!" Mr Wendell instructed, handing Jack two large glass beakers. A small tube came from each down to another beaker at the bottom.

Jack rarely paid attention in Chemistry. He got by with decent grades, but it never really interested him so he usually tended to faze out during Mr Wendell's descriptions of the experiments he displayed. Today was no different, Jack paid very little attention to what the man was saying but for very different reasons to usual. He was solely focused on clenching his butt cheeks to keep the dildo in. With his hands occupied, he would have no way to push it back in if it started sliding.

Mr Wendell went on with the experiment, talking to the class about what he was doing. Jack would feel most of the yes were on him, although he didn't dare look up to confirm it. With his arms raised, his pits were also exposed to the class, further emphasising his bodily-baldness to them.

Despite his best efforts, Jack could feel the dildo beginning to slide, little by little. Thankfully though, it seemed the experiment was coming to an end.

"Although the one drawback," Mr Wendell went on with his explanation, "Is the amount of hydrogen sulphide the reaction releases. Don't worry, there's not enough produced here to be harmful, but in a moment, you may get the smell of rotten eggs, but I assure you it's just the experiment and not Mr Hamilton!" he joked.

The students burst into laughter, making Jack's already reddened cheeks an even deeper crimson. Suddenly, the smell of phosphorous hit Jack. Aside from being an unpleasant scent, it tickled his nose. The tickle quickly turned into something stronger. Jack took an involuntary deep breath in. He realised what was about to happen but was too slow to stop it. He sneezed with fairly substantial force. As his whole body clenched, the slippery dildo shot out of his ass, dropped out of the leg of his shorts and hit the floor with a thud.

Whilst the teacher's desk hid the toy from the rest of the class, Mr Wendell saw what happened, looked down at the replica of Jack's cock and stared wide-eyed at the boy.

Jack froze as panic gripped him.