Mikey’s dad woke him up early the next morning to give them extra time to prepare. Mikey hadn’t gotten much sleep; the toy whirring around inside him had been a constant distraction, every sensation new and strange as it writhed away inside Mikey’s rectum.
As promised, his father helped him take out the dildo so he could go to the bathroom, leaving him alone for his morning hygiene routine. Mikey took as long as he could in the shower, scrubbing at the tattoo on his lower back even though it was still tender and sensitive to the touch.
He knew the thing wouldn’t come off with soap and water, but he scrubbed at it anyway. He tried not to think about how the mark would be with him for the rest of his life. How even if he managed to somehow escape Bryce Allen’s clutches, he would still be explaining to future partners ten years down the line why he had a tattoo branding him a slut. He squeezed his eyes shut against tears of anger and humiliation, trying to pull himself together.
When he finally got out of the shower, his dad bent him over the bed and prepared him using the lube that Bryce Allen had left for them. Mikey’s cheeks burned as his father’s fingers squirmed around inside of him, generously coating his insides to ready him for penetration.
His father’s enthusiasm for the task apparently went farther than Mikey had realized; when the fingers finished, he felt something sliding into him that was not the dildo that had been left for him. He looked over his shoulder to find his father overcome by lust and happily shoving his cock up his son’s ass. Mikey groaned as his father fucked him. The man was apparently very worked up from having fingered him; it only took a handful of thrusts before he was coming, leaving Mikey a deposit of semen to take with him to school.
When his father had finished, he quickly replaced himself with the assigned toy, diligently pushing the black dildo into position inside Mikey. When it was deep and snug within him, his father strapped it in place, giving his butt an affectionate pat when he was done.
“All ready,” he said cheerfully. “Now finish getting dressed. I’ll get breakfast ready so you don’t miss your bus.”
The bus ride itself was torment as well, every little bump and jostle slamming the toy up into Mikey with uncomfortable force. He thought it would be a relief to get to school, but actually it only revealed a different sort of problem.
As he sat in Social Studies class, the toy continued to writhe away inside of him. It was terrible and distracting, but the worst part was that sometimes, occasionally, it... wasn’t. Every once in a while the toy would move in exactly the right way to nudge up against something inside him. Something that felt very, very good. When it happened he would jolt slightly, causing all of his nearby classmates to look over at him. He tried to suppress the reaction as best he could, but he could feel his penis getting half-hard in his lap in spite of his best intentions.
The second period of the day was gym class, which presented its own set of challenges. As Mikey sat on the bench while all the other boys changed around him, he wondered what he was supposed to do. He wasn’t going to be able to play soccer with this thing inside of him, he was pretty sure. Could he get away with just standing on the sidelines and pretending to participate?
Regardless, he definitely wasn’t changing in front of any of the other boys. Not with the secrets hiding beneath his clothes. As soon as everyone was distracted enough not to notice him, he grabbed up his gym uniform and made his way into the bathroom stalls. Even with this added precaution, he still waited for everyone else to finish changing and leave the locker room before starting to undress himself.
The gym shorts were at least roomy enough that hopefully they would hide the penetration, Mikey thought glumly. He came out of the stalls into the empty locker room clutching his clothes to his chest. No matter what, this was gonna suck. He bent down to stow his old clothes in his locker on the bottom row.
“Well well, what have we here?” came a voice behind him.
Mikey whirled around to see Mr. March, the boys’ gym teacher, standing behind him. Coach March was a big man, not quite as huge as Bryce Allen’s bodyguard, but much more hairy. Even with the man’s windbreaker jacket, Mikey could clearly see an enormous forest of curly chest hair peeking out from under his tank top.
Mikey was confused about what the man meant until Mr. March forcibly turned him around again, lifting up the back of his shirt and letting out a low whistle.
Of course. The tattoo.
Mikey had almost forgotten about it in his distraction over the sex toy shoved up his ass, but of course it would have been visible in the small of his back when he bent over and his shirt rode up. Mikey hurriedly tried to pull the fabric down to hide the incriminating mark, but it was far too late.
“To my office, Campion,” said the gym teacher, striding towards the tiny, closet-sized room on one side of the locker room.
Mikey followed glumly, wondering what on earth he could say to try to explain himself. Tattoos and piercings were definitely against the school dress code. Not that he cared if he was suspended at this point; if anything, it might make his life easier. But the text of the tattoo... well, what could he even say?
Mr. March closed the door to his office behind them and stood towering over Mikey, looking down at him.
“So,” he said, “that tattoo. Fuck hole, huh? That a description, or an instruction?”
Mikey blinked up at the man, startled. He was leering, lecherous intent clear on his face. Mikey swallowed and opened his mouth, but didn’t know how to respond. “I-”
“Ah, that’s right,” said the coach thoughtfully. “You’re part of Bryce Allen’s little after-school program, aren’t you? What was it called... Right Path? Well, he’s certainly got a long way to go with you, if this is what you think is school appropriate. Let’s get a closer look at it, shall we?”
Before Mikey could protest, the gym teacher lifted him up and bent him over the metal desk against one wall, his chest pressed against the surface and legs dangling over the side. Without further preamble he pulled down Mikey’s shorts and underwear to his knees.
Mr. March let out a low whistle when he saw what was revealed underneath. A curious hand pushed up against the base of the sex toy, shoving it an extra inch into Mikey’s hole and making him groan.
“Definitely a naughty boy indeed,” murmured the coach. “Well, seems like we better follow instructions then, huh?”
Mikey heard the unzipping of the man’s fly and saw him reach over to the hand lotion on his desk, pumping it once into his palm. A moment later he felt a hand once again on the base of the dildo, moving it.
For a moment he thought the gym teacher was going to pull it out of him. It was a bit of a relief, even though he had no idea how he would strap it back in on his own. But it turned out he wouldn’t have to find out after all; the coach’s hand wasn’t pulling the toy out of Mikey at all, merely shifting it to the side to make room.
Mikey’s eyes bulged as the tip of the gym teacher’s cock nudged against his hole where he was already stuffed full with the artificial phallus. “No, wait-” he tried, panicked, but it was too late. Slowly, painfully, the coach began to shove his way in beside the toy.
Mikey whimpered. He felt like he was being split in half. One cock had already been plenty; two was unbearable. The penetration was relentless, forcing itself deeper and deeper, cramming its way inside. The coach let out a low groan as he slowly worked his way up into Mikey’s ass beside the dildo, inching his way inside in short, harsh thrusts. When he was finally all the way in he let out a sigh of relief and pleasure.
“Well then,” he said with a chuckle. “Let’s fuck this little hole.”
He proceeded to move. Mikey cried out as the harsh, painful thrusts slammed him against the desk over and over. The lube and cum still left inside him from that morning made obscene wet squelching noises as the coach fucked him. Mikey squeezed his eyes shut and prayed for it to be over quickly. He wondered if he might pass out.
A particularly vicious thrust shoved the still-vibrating dildo up against that strange spot inside him. Mikey gasped. His own cock twitched against the cold metal of the desk. He bit his lip. The last thing he wanted was for any of this to feel good.
But the coach’s thrusts kept pressing the toy into him over and over, pushing it up against the sensitive place. Against his will, Mikey felt himself growing hard from the ministrations, in spite of the pain. He’d only ever masturbated before a few times, and even then his cock had never felt quite like this. He desperately hoped the coach wouldn’t notice.
“Mmm,” Mr. March murmured as he continued to viciously fuck Mikey’s ass. “What a delightful little hole you’ve got here. So tight. So eager. A perfect little fuck hole, just as promised. No wonder you’re training yourself up for cock. You’re clearly made for it.” Another hard thrust shoved the dildo against Mikey’s pleasure spot, causing Mikey’s ass to clench involuntarily. The coach groaned, stilling inside him for a moment.
“Oooo, yeah,” he said. “You like that, huh?” He reached under Mikey, cupping his half-hard penis, completely enclosing it in a single large, meaty hand. He chuckled when he felt how stiff it was. “Yeah you do. Look at that. Your tiny little boy-penis doesn’t lie. Clearly this is what your hole craves. You looking forward to some nice big dicks pounding you in the future? Well hey, if you’re ever lonely, feel free to come and get fucked by me any time. I’d be more than happy to give you the deep-dicking you’re looking for.” As he said this, the coach began to thrust even harder, his hips slamming forward, grabbing Mikey and yanking him backwards hard onto the spike of his penis. Within another few thrusts he was coming, his balls squeezing as they pumped fluid into the tight orifice. He came for a long time, flooding Mikey on and on and on with his semen.
When he was done, the coach pulled out and tucked himself away with a grunt. Without so much as another word he left the room, heading back out into the gym. He left Mikey lying over the desk, streaks of sweat and cum beginning to trickle down the insides of his leg. For a long time he just lay there, catching his breath, willing it not to turn to sobs.
A minute or so later, he heard a much smaller, quieter voice. “Mikey? Mikey, are you in here?”
It was Connor. Mikey swallowed. He wanted to move, didn’t want Connor to see him like this, but he was stiff and in pain from the coach’s attentions, and there was little he could do. A moment later he heard the creak of the office door being pushed open and then a gasp as Connor saw him in all his glory, his ass still stuffed full with the vibrating sex toy and clearly having just been fucked across the gym teacher’s desk.
“M-Mikey?” the boy’s voice sounded horrified. “Are you okay? What happened?”
Mikey started to reply, but began crying before he could get any words out. He sobbed quietly to himself while Connor gently rubbed his back, radiating concern. When his tears finally died down to sniffles he finally worked up the physical effort necessary to shove himself off of the desk, pulling his shorts back up. He wondered how Connor had gotten away with coming back here to check on him. Maybe he’d told the coach he had to use the bathroom.
He rubbed his nose and sniffed, saying nothing. Connor reached forward and pulled him into a hug.
“It’s Bryce Allen, isn’t it?” Connor whispered. “I heard something about you getting pulled into some kind of... program that he’s running. Is that what this is all about?”
Mikey nodded. It was more or less true. Connor squeezed him a little tighter.
“We’ll think of something,” he promised. “I won’t let you go through this by yourself, I promise.”
Mikey could still feel the gym teacher’s cum dripping down the inside of his leg, staining him. He didn’t have much hope for Connor’s optimism. His friend had been right the first time; he should never have tried to stop Bryce Allen in the first place.