"Man, a whole month and that includes Saturdays" Steve cursed looking at the pink slip given him by the Principal.
"Maybe you can make a deal" Marc offered as he pulled his uniform trousers off revealing his habit of never wearing underwear.
Steve and he were at Marc's house after classes. Marc stripped off his school uniform quickly as usual. Both felt silly wearing uniforms especially because despite they were both 18 and they felt like they were being treated like kids.
Steve had loosened the tie they were required to wear and sat on Marc's bed.
"What deal? Cranston said I'd get expelled if I didn't go" Steve looked at Marc. His usual delight seeing his friend naked wasn't there. He had masturbated many times thinking of Marc. His friend seemed to like being naked, often staying that way when Steve was hanging out at his house.
"No man, you can get horny Cranston to like you, just you know, flirt"
"Flirt? With a teacher? A guy?"
Marc flipped his cock. "Are you dumb? Cranston likes guys. Don't you see the way he looks at some of the guys in class? Hell I get myself half hard just to talk to him so I get better grades"
Marc rubbed his cock. Steve stared at the growing flesh.
"Shit man, I thought you were just horny all the time" Steve laughed.
"Yea I am, but Cranston gives me points just for flashing this". Marc waved his boner in Steve's face.
"Fuck me" Steve reacted.
"Yea someday" Marc turned away.
Steve eyed Marc's bare butt as he bent over to pull on shorts.
"Just you know smile at him and scratch yourself. Watch his eyes and you'll know." Marc said imitating the crotch scratching he advised.
"So what kind of deal?" Steve asked.
"Hell man I get out of detention all the time" Marc said.
"Christ if I could get out of a month or even Saturdays" Steve lamented
"Well it would probably mean you'd have to be one Saturday but if you're open minded, I bet you can get rid of all the rest."
"What do you mean?"
"Man you're dense. Old Cranston likes to watch, you know guys" Marc said.
"Do what?"
Marc sighed "man, are you really that dumb? Suck man, fuck too sometimes, wrestle naked if you're lucky or hell all out orgies sometimes. Did you hear the guys laugh when he sent you to the Principal for detention? Everybody knows."
"You've been to detention a few times" Steve said.
"Yea, but I always make a deal and get out of it"
"You mean sex stuff?" Steve felt his crotch expanding.
"First time was you know whacking while he watched" Marc rubbed his crotch which was obviously expanding. Steve stared.
"Wrestled Connor naked once" Marc's fingers went up the leg of his shorts.
"Christ" Steve unbuttoned his white shirt as he was feeling warm.
"Yea got sucked off another time" Marc smiled "and even did a bookend thing one Saturday. That got me off detention for the rest of the fall term. And I got an A on my term paper too."
"Fuck"
"Bookend?" Steve asked his own fingers finding his sensitive nipple.
"Yea you know, one guy behind you and another in front" Marc said his expression showing his surprise that Steve didn't know the term.
"You mean fucking you in the ass?" Steve asked.
"Not so bad, hell it expands when you take a big dump doesn't it?" Marc said
"I guess but getting fucked by a guy" Steve remembered photos he'd seen on the internet.
"And the throat at the same time" Marc said
"Did it hurt?"
"A little but man it was worth it" Marc smiled "I mean the grade and no detention stuff. And now Cranston likes me. You don't see him picking on me in class any more do you?"
"Oh" Steve said "I don't think I can do that stuff, I mean it's gay."
"Hell we're horny kids. We've jacked off together right? Same thing." Marc's cock was out of the leg of his shorts as his fingers played with it.
Steve watched. "Yea but that bookend thing, what did Cranston do while you guys were doing that?"
"He watched and jacked off, you know stuff guys do. Don't worry he doesn't mess with you, I mean unless that's your deal."
"He fucks the guys?"
"I think so, never seen that, though Kyle Winner sucked him once" Marc added "me too"
"Kyle sucked you?"
"Naw I mean he sucked Cranston and so did I once" Marc admitted "Last year, on that field trip we all took. Got a good grade that semester too."
"Shit, he asked me to come to his room that time, but I didn't go."
"You should have, you only got a C right?"
"Yea, my parents were pissed off"
"I got an A" Marc smiled "So go and make a deal."
The next day, Steve went to the boy's room after classes. He removed his jockey shorts and arranged his dick down one leg rubbing it to see if the lump was visible. He rubbed his cock making it as hard as possible before walking across the hall into the classroom used for detention.
Just as he entered the room, Steve pulled his jeans up so his penis lump as sure to be seen.
"Morrison, glad you could join us" Mr. Cranston looked up as Steve entered.
He walked closer to the man.
"So you're going to be with us for a month I hear, Saturdays too" Cranston smiled. His eyes moved up and down pausing at Steve's crotch.
"Sir I uh, what can I do to get out of it. I mean a month is way too long and Saturdays too, I uh can do extra work or whatever..." he stammered.
"Hm let me think about it, sit for now" Cranston watched as Steve walked away, noting the boy sat in the front row, purposely spreading his legs and rubbing himself for what seemed like to get obvious attention.
"He's either been talking to someone or is testing me. Might be a trap." Cranston thought as the hour of detention began.
"What did he say?" Marc asked during a phone call to Steve that night.
Steve lay in his bed playing with himself as usual.
"Nothing, I mean I practically put my cock in his face."
"Maybe you were too obvious, he might have thought you were going to trap him into saying something. Let him say something next time. I think you're stuck with this Saturday at least"
"Sir is there a dress code for tomorrow?" Steve asked as the next day of detention ended.
"Uh no, dress casual is ok" Mr. Cranston said "and be on time"
"Yes Sir" Steve said as he stood and noted the man's eyes were aimed at his crotch again. But this time Steve didn't rub it obviously, though he adjusted his jeans knowing the lump down one leg would be accentuated as he did it.
"Speedos ok?" he asked smiling.
Cranstonlooked at him "no Speedos smart ass" the man smiled back. Steve knew they had connected finally.
"So?" Marc asked on the phone that night.
"I think he's warming up" Steve said
"Yea well tomorrow you'll find out, just don't jack off tonight or tomorrow, keep yourself horny. What are you going to wear?"
Steve felt odd. The mesh t shirt left over from previous year's football team fit tight on him. The gym shorts too felt weird to wear outdoors especially without a jock on. The flip flops completed his Saturday detention uniform. Marc had provided the mesh shirt and advice.
"Good morning Mr. Morrison" Cranston said as Steve entered. There were only three other students in the class. Kyle, he knew and the other two Steve recognized.
"Glad you could join us" the man said as his eyes evaluated Steve's wardrobe. "Looks like you're ready for a long morning".
"I guess. But I'd love to get out of it if there's any way" Steve paused in front of the man.
"We'll see, sit for now"
Steve sat in a front row as usual and spread his legs. He knew his balls might fall out of his tight shorts and he didn't care...it was now or never.
"So men read for now, no talking and let's get through the next three hours" Mr. Cranston said "nice to see you again Kyle" he paused and patted Kyle's bare shoulder. The boy had worn a tank top.
Steve noted the man's fingers rested on Kyle's bare skin. Kyle smiled and winked at the man.
"Otis, Sam, you two ready for today? Why don't you go get the stack of books in my classroom and take them to storage?"
The two stood and left the room while Cranston sat at his desk.
Time passed and they didn't return.
"Kyle why don't you go and see where those two are?" Kyle smiled and practically jolted out of the room. As the door closed, Steve noted Kyle had peeled his tank top off in the hallway.
"So Morrison how is your first few days of detention? Cranston asked.
"Boring. I didn't believe Principal Sedgwick gave me a month. I mean other kids get a day or two for you know..."
"Backtalking me?" Cranston stood near Steve now.
"Yes Sir, sorry," Steve said. "How can I make it up to you?" Steve moved his legs a bit further apart.
The man stood there what seemed like minutes, and then he smiled.
"Why don't you go see what those three are doing and let me know what's taking them so long? I think they're in the storage room downstairs" he said "don't take long yourself"
Steve tucked his exposed ballsac back in his shorts as he stood. He knew Cranston was watching.
"We'll discuss your offer when you get back" the man said as Steve stood facing him. "I think we can make a deal, don't you?"
"Yes Sir" Steve smiled
The hallways of school were strange on weekends. They were dark, abandoned and quiet. Steve wondered what it would feel like to strip naked and run down the halls especially since his cock was half hard at the time.
He was going to be involved in some kind of sex, he knew. It might be what Marc had described.
"Just keep an open mind and go with whatever happens" Marc advised him the night before.
The door to the basement was usually locked during school hours. It was not only unlocked but ajar now. Steve opened it and went down the steps quietly.
He heard some sounds but couldn't detect what they were. In the basement now, there were doors to the boiler room and other rooms. He had been there before sneaking with others to smoke pot.
The door to the storage room was opened too. Sounds were detectable and louder as he moved close.
He saw Kyle first. He was naked and on his knees. His face was upturned and one of the other guys had their cock moving in and out of Kyle's mouth. It was the image Steve had in his mind when Marc described "bookending".
Steve moved a bit and saw the other kid from detention behind Kyle. Hands clutched his buttocks as the guy fucked Kyle's ass.
Steve's cock sprang totally hard and popped out of his shorts. Kyle's eyes saw him. Steve played with his boner. He thought Kyle nodded towards him.
He didn't know if he should go inside or return to Cranston as the man said. Then another figure appeared in his eyesight. A man, also naked stood nearby. He was stroking his own cock. Steve wasn't sure at first but then realized it was Principal Sedgwick.
"No wonder" Steve thought "he's like Cranston, gave me a month so I'd do stuff like this"
Steve left hoping the man wouldn't notice him. By the time he returned to the detention classroom, he was able to get his cock back in his shorts, though it was still hard.
"Did you find them?" Cranston sat behind his desk. He waved Steve towards him.
"Uh yes Sir" Steve said moving close.
"What were they doing?"
"Uh still working, uh Principal Sedgwick was there."
"I know. I see you liked what you saw" Cranston eyed Steve's expanded shorts. "So I think we can make a deal"
He turned the chair towards Steve. The man's own hard cock was sticking out of his fly.
"Get on your knees boy and show me how willing you are to make a deal."
Steve's gut quivered. He was being told to suck a man's cock. He knelt and touched the rock hard long cock.
"Go ahead boy lick it"
Steve closed his eyes and licked the flesh. He decided to think of the images he saw on the internet then suddenly Marc's cock. The flesh tasted good then and his tongue action got busier.
"Good boy, eat that cock son" Cranston's voice invaded his thoughts, but Steve returned them to seeing Marc's cock. He had seen it oozing out precum and wondered what it would taste like.
Now he licked the cock head and found out. He had seen boys like him let a hard dick go between his lips. Now he did that feeling Marc's hand on the back of his head pushing it down further.
He chocked as the cock hit the back of his head. Remembering a video that told how to deep throat, he opened his throat and breathed.
"OH fuck kid you know how to work it" Cranston's voice urged him.
Steve began to move his lips tightening them up and down the man's cock. He knew Marc would like that. One time when their hands crossed during a mutual masturbation afternoon, Marc kept urging him to squeeze harder.
He felt Cranston's hands reaching down his back. They grabbed his shirt and pulled, peeling the shirt over his head.
Steve let it happen. He remembered Marc's advice and let the man's hands guide him pushing his head back onto the hard cock he had been sucking.
"Good kid, you want that cock don't you?"
Steve nodded. There was no stopping now. If the man wanted to fuck him, he'd do it. Anything the guy wanted. He'd get off detention, better grades and Marc's cock. He swore after this he'd suck Marc for real, he'd let Marc fuck him or he might fuck Marc. They would suck each other at the same time..All the things he had fantasized about seeing guys do it on the Internet and imagining Marc and him doing those same things.
"Ok kid here it comes" He tasted the salty fluid then Cranston pushed his head back. For an instant he saw the streams shooting out of the man's cock, then he closed his eyes feeling it splatter all over his face again and again.
Steve felt it drip off his face onto his chest and back on his cheeks.
"Shit kid you look great"
Steve opened his eyes just as the flash occurred. Cranston had taken his photo with cum all over his face.
"You ok son?" The man asked.
Steve nodded, and then smiled. His tongue lapped his lips tasting the man's sperm.
"It's ok, I'm healthy, you can eat it all" Cranston wiped his sperm from the boys cheek and put it in Steve's mouth.
"If I knew you liked cock that much, we would have done this before" Cranston said. "I've seen you hang around Marc so I figured you two had been doing stuff."
Steve shook his head.
"No? Well maybe we'll have to arrange something. Want me to do that?"
Steve smiled "Yes Sir" he said a bit too enthusiastically making Cranston laugh.
"So how did it go?" Principal Sedgwick was there watching shirtless cum splattered Steve on his knees.
"Good he's a hungry fucker" Cranston said.
"What about it kid, you hungry?" the Principal put his hand on Steve's head. "Why don't you go to my office and wait for me?"
Steve reached for his shirt and stood.
"Strip down and lean across my desk, I'll be there in a moment" Sedgwick said "We'll get you off detention."
Steve walked down the hallway passing Kyle and the others on their way out the school door. "We're out of here, what about you?"
"Gotta uh go to the Principal's office" Steve stammered.
"Enjoy it; you're getting the big one huh?" Kyle said "just relax and take it, but make some sounds, he likes it if you're suffering"
Steve entered the office. He had been there many times before. The desk was clean of the usual photos, pens, papers and stuff now. There was a towel laying over it and draped down one side.
He took his flip flops off, then his shorts. He was naked. It was like a sex dream, standing naked in the Principal's office.
Steve looked at the blinds. They were closed. Principal Sedgwick had planned this. He lay across the side of the desk and waited.
"So boy, back again huh?" The man's voice repeated words he had said to Steve before. His hand moved across Steve's back and buttocks. "I think you'll be back here again won't you?"
"Probably Sir" Steve said.
"First time?" the man's finger entered him.
"Yes Sir" Steve said though he had fingered himself before. He liked the feeling. Steve had stuffed odd things in his butt during masturbating. He had liked that too.
"What's it feel like?" He asked Marc as they both watched a guy get fucked on the internet one night.
"I guess it's hot, look at the guys face" the fucked guy on the screen seemed to be enjoying it.
"Nice and tight, I like that boy" The Principal said "but we'll go slow, you don't have to be anywhere do you?"
"No Sir on detention" Steve reminded the man.
Sedgwick chuckled "Yes you are, best decision I've made since your buddy Marc" the finger was inside him again.
"Just greasing you up. Special stuff, numbs you a bit to there's less pain, but you'll get used to it, probably like it won't you?"
"I guess" Steve said
It felt weird, larger then his own fingers or other things he used before. It felt like the cucumber he tried years ago.
"Yea boy, tight"
Steve squirmed a bit. He wasn't performing. There was pain as the cock began to stretch his sphincter muscle.
"Good" the man said as his fingers grabbed Steve's buttocks "nice ass kid"
"Thank you Sir' Steve said feeling himself being filled with flesh.
"There you go" the cock suddenly slid into him making Steve gasp.
"Yea all in" Sedgwick said "let's leave it there for a while" His hands moved up Steve's back and under him. Fingers found his nipples and played with them.
Steve's head again saw Marc now. They had played with each other's nipples years ago as they discovered the sensitive skin. The pinching and pulling reminded him how excited it made him.
Steve squirmed; he flexed his ass feeling the cock inside him.
"Oh you want it don't you son? Want me to fuck the hell out of you?"
Steve nodded his head. He not only wanted to get the first fuck over with but he wanted to feel Marc inside him.
The cock moved and he again gasped.
"Good kid suffer" The cock slammed into him hard pushing Steve against the edge of the desk.
"God" Steve uttered
"Yea you'll see God I promise you" Sedgwick said as he pulled his cock out and slammed it back into Steve.
"Please sir" Steve said
"Its ok boy, we'll go slower" the man patted Steve's butt as he slowly pulled out and slid his cock in. "That better?"
"Yes Sir, thank you Sir" Steve said knowing that indeed he liked the feeling.
Again and again the cock moved out and in, going into a rhythm that found Steve rocking and clutching it with his sphincter.
"Yea kid keep doing that, worship the cock"
Then it pulled out of him suddenly. Steve missed it, whining "please" he wanted it back inside him.
"Turn over kid"
Steve struggled a bit turning over as the man held his cock. It spit out streams of cum all over Steve's naked body, landing on his chest, crotch, face and legs. As he watched the Principal stroking his cock, Steve opened his mouth.
The man chuckled, "Hungry kid" He aimed and a stream landed on Steve's face and open lips. It tasted like Cranston's cum.
"Good boy" Sedgwick panted
"Lucky" Cranston's voice made Steve look where the man was standing apparently having watched him get fucked for the first time.
"He wants to do it with his buddy, Marc" Cranston said.
"They haven't been at it? You mean he was a virgin?" Sedgwick said as he pulled his polo shirt back on.
"Apparently, might make one hell of a show" Cranston said.
"Hell I have to get home otherwise I'd call Marc over right now" Sedgwick said "don't do it without me, I like watching two horny boys going at each other"
They continued to talk while Steve lay there still naked and splattered with the Principal's sperm.
"Use the towel kid and get dressed" Sedgwick said. Steve rolled over and stood as he used the towel he had been laying on to mop up the cum.
"Quick get it before it goes on the carpet" The Principal said
"Won't be the first time" Cranston said making both men laugh.
Steve wondered how many guys like him had lay on the desk or knelt as he had done in front of Cranston.
"You did good kid" Sedgwick patted Steve's bare butt "nice ass, gotta go guys, see you Monday" the man darted out of the office.
"So you did good boy" Cranston said "You can get dressed"
Steve pulled his shirt on first. He waited before pulling on his shorts over his still hard cock.
"So detention done?" He asked adding a "Sir".
"I think you will never have detention again at least not real detention. We made a deal with Kyle, as you saw that works. He comes back now and then, that ok with you?" Cranston sat on the edge of the desk, legs spread around where Steve stood.
"Uh what about my grades?" Steve remembered more of Marc's advice.
"Oh you do know what you're doing don't you?" Cranston unzipped his fly "You'll get A's you've never gotten before if you play it right"
Steve saw the man pull his cock out. It was half hard.
"Still hungry?"
Steve pulled his shirt off and bent over. The cock felt natural in his mouth. He licked it while it rested inside, then he began to suck it. This time it wasn't Marc's image in his head, it was Cranston's and Sedgwick's and he wondered what it would be like to be in between the men doing what Marc called "bookending".
"I'm surprised you and Marc haven't at least done this. If you two put on one hell of a show for us sometime, you both will get an A for my class and maybe some others too."
Steve wondered how they could do that. Were there other teachers into sex with boys like him, Marc and Kyle?
As if hearing his thoughts, Cranston explained. "Sedgwick and I can fix your records. Hell if you play your parts right, this summer, you'll not only have an easy Senior year but you both can get into any College you want."
Steve gulped. The man's second load was pouring into him. He nursed the cock letting it fill his mouth and flow down his throat.
"Nice kid glad you were still hungry"
Steve stood and took this shirt from Cranston's offering hand.
"Tell you what, talk to Marc, you two plan on next Saturday. But don't do anything with each other, don't even jack off this week, we want you both horny as hell. Agreed?"
Steve pulled his shorts over his still hard cock.
"Just stay like that" Cranston patted Steve's crotch.
"They want us to fuck?" Marc asked Steve who sat on the bed that afternoon.
"Everything, total all out, sex" Steve said "we'd get an A and no detention ever" Steve said.
"I uh don't know. We're friends, will that be weird?" Marc said
Steve wanted to suggest they could practice right then and there. He was still horny from the morning experiences.
"Naw, hell it's a deal you know that's all." Steve tried to act nonchalantly.
"You sure? I mean we've jacked together but that sex thing, it'll make things different"
Steve thought "I'm counting on it" but said "man if we hold of doing everything, I mean jacking everything, we'll be so horny it won't matter"
"Cool" Marc said as he pulled his shorts off and waved his cock. "So you want my cock?" he moved close and waved it in Steve's face.
"Man don't do that, I'm still you know from this morning" Steve turned his face away though he mentally forced himself not to take Marc's cock and drain it.
"You know what's going to happen don't you?" Marc putting his dick back into his jeans said. "Once we do that, they're going to make us do more stuff, and you said something about this summer too?"
"Yea, don't know what that's all about, but next year will be easier and Cranston said we'd get into any college we want."
"Shit, ok I'm game. It's a deal" Marc stuck out his hand and Steve took it wanting to pull his friend close enough to hold, hug, kiss and rip his clothes off.
"So no jacking off till next Saturday" Steve said "right?"
"It's going to be a frustrating week" Marc said
"Tell me about it" Steve rubbed his crotch.
"Don't worry we'll have wet dreams" Marc said "but next Saturday your ass is mine"
Steve smiled at the words he'd been wanting to hear for months.
"It's the first time I've been looking forward to detention" he said
"I don't think it'll be your last either" Marc said