Chapter nineteen Thursday July 26
After that day when he finally got Milt to take it up the butt, Matt found it easier and easier to dig up excuses to subject his big brother not only to the "Prisoner Games" but to the "Final Punishment" as well. If Matt didn't know better it almost seemed after the second time he got fucked Milt was going out of his way to find ways to "be bad" and end up getting punished. When he fucked him a third time he had strange feeling that his brother was actually pushing himself onto his dick and it took little jacking to bring him off. Milt also seemed to figure out it wasn't Matt's cum coming out of his dick but drank it down nonetheless.
A few days after the "Punishments" were in full swing Matt's friend from the football team, Brian came over to hang out. They were knocking around in their bedroom, basically arguing about where they should go that night when Milt walked in on them.
"Hey Milt ya big stud how are ya doing?" Brian went over and gave him a slap on the shoulder and knocked fists with him.
"Hello I know you."
"That's right. Remember I'm Brian."
"Brian" Milt repeated. Brian had been over frequently, but Milt continued to have trouble with names.
"That's good Milt. You been doin okay?" Brian was aware of what had happened and wanted to do what he could to help out the big guy. Milt had been this huge hero to him when he was younger, and Brian still looked up to him. Hell, half the school still remembered his football career and felt bad about what happened.
"Brian" Milt repeated again "I am good. Sometimes I am bad too."
"C'mon Milt man how bad can you get. I bet you're doing real well these days. I hear you're coming along and will be back to your old tricks any day now."
"No I am good" Milt went on "and when I am bad sometimes Mattie punishes me."
"Milt remember what I said?"
"Brian, I like it when Mattie punishes me" Milt said looking at Matt.
"Milt don't you want to have something to eat" Matt got up, trying to stear him out of the room "I'll make you a cheeseburger."
"I don't want a cheeseburger."
But Brian was curious now, "what does Matt punish you for? You beat him at Mortal Combat still?" and he chuckled. Everyone knew that Matt was the baddest video game player.
"No Brian" Milt was not getting up "he punishes me for other stuff. But I don't mind."
"What does he do? Take away your music?" Brian remembered seeing Milt sit for hours listening to his CD's.
"C'mon Milt let me get you something to eat" Matt saw a major problem looming.
"No he punishes me different" Milt stood up and pulled off his t-shirt "wanna see?"
"C'mon Milt, Brian doesn't wanna see it."
"No it's cool" Brian said "you're not wailing on your bro are you Matt?" but Matt was trying to gesture Milt out of the room without Brian seeing.
But Milt started to unbuckle his jeans.
"Milt stop! Don't!" Matt went back into the room and pulled his hands away "no it's bad."
"Is it bad? Did I do something bad?" Milt was almost smiling "You gotta punish me!"
"No Milt not with Brian here."
"Does Brian want to punish me?"
"Okay Matt what you been doing to your brother here?" Brian was looking over the broad back trying to see any bruises or welts, then to Milt "has Matt been hurting you?"
"It hurt once" Milt stood there with his shirt off, his impressive hairy expanse of chest rising and falling "now it doesn't hurt anymore."
"Milt don't say anything to Brian, it's our secret remember?"
"Brian is our friend right?" he looked between Brian and Matt "right?"
"Yes Milt I'm your friend and I'm Matt's friend too. I won't tell okay?"
"No Brian it's cool it's just we... y'know do brother stuff" Matt felt the trap closing.
"Go on Milt I won't tell. Show me."
"Yes Captain" and he started to take off his pants.
"You been putting on a few pounds there, big guy" Brian said, not sure where this was going but kind of enjoying seeing his bud Matt starting to squirm big time. Yeah, he would not mind getting some dirt on him for a change.
"C'mon Brian don't make him do this. He'll just obey anything you say."
"Matt my man, I won't say a word bud" the evilest glint in his eye.
"Really Brian, if you ain't cool and I mean SUPER cool with this, we can all get into really big trouble. I mean really BIG trouble! You gotta swear."
"Geez Matt what's the big deal? You been beating him or what?"
"It ain't like that" Matt pulled him aside "remember he looks twenty-eight but he's only about twelve or so in his head. Remember when you were twelve?"
"Yeah I was always horny!"
Matt looked at Milt who was waiting for his command "Okay Prisoner drop and give me forty!"
Milt pulled down his shorts, his dick starting to show some puffiness poking from his very hairy crotch.
"Maaaaan..." Brian could not believe what he was seeing! He never saw the big guy naked and this was like the ultimate frat initiation. He felt the huge adrenelin rush knowing his big hero was willing to take orders. From anyone!
"Ya start to get the picture? He thinks it's y'know all this prisoner stuff he saw in some damn movie. But Brian you gotta keep your mouth shut I mean it man, ya gotta swear?"
"Oh man do I ever swear! I'd sell my gramma's ass to the gypsies for this!"
"I mean it Brian not a fuckin WORD!"
"Okay geez I swear. Man don't tell me, there's like no way you tellin me now you been getin into y'know... sex stuff with your own bro Matt? That would blow me away dude!" Brian said watching Milt, naked and beading with sweat, going through his pushups.
"It's the only way I know to keep him in shape" Matt lied.
But Brian was entranced watching his big football hero, like he never saw him before, bare-assed and starting to show some fullness, his muscles starting to strain and glisten from the workout.
"Hey Milt you enjoying this? Looks like you're throwing a rod?"
"Rod?" he said when he next pushed off the floor.
"Y'know man, looks like your dick is enjoying this."
"I can't help it. I must be bad Brian. But Mattie punishes me for it" he said and resumed his pushups.
"Man you make him work out like this? Man you are a dog and a perv to boot doing that to your own brother" but Brian was chuckling in spite of himself.
Milt finished his pushups and then just lay on the floor, his back and butt sweating, little trickles running through the hair and off him.
"Man I never thought I'd see something like this" Brian said, not able to take his eyes away. He never saw Milt naked before this day but never imagined he would look this big and hairy, and damn maybe it was a bit hot. He was a bit surprised by his reaction and doing all he could to hide his growing condition but Matt needed an excuse to call this quits.
"Okay that's it, you happy?" Matt said getting up and trying to pull Brian to his feet too.
"Hey can't I sit here a sec?" Brian had zero intention of letting them see what effect this was having on him.
"C'mon bud stand up."
"No it's cool."
"Brian, c'mon" and Matt practically dragged him to his feet, just as Milt rolled onto his back, exposing his hardon.
"Fuck" Brian stole a peak down at himself unable to make it go down, and unable to stop Matt from pulling him to his feet.
"Damn Brian" Matt looked down "you throwing a bone dude. And watching my brother!"
"It ain't like that!" but Brian felt two sets of eyes on his crotch. He looked down and wished he had put on underwear this morning. When he got hard it was not too easy to hide. Brian was one of the bigger ones on the team.
"Man you are! You are perving on my brother here!"
"C'mon Matt gimme a break."
"Yeah you got a rod watching him naked. Well unless you want this all over school... now you're gonna HAVE to swear to keep quiet about this."
"I already did fuckhead!"
"That was different. Now things are a bit ...harder you might say."
"Funny Matt."
"Okay Bennings off with the pants!"
"You nuts or something?" Brian felt the table turning fast.
"Off with the pants or I tell people you were trying to hurt Milt here."
"Mattie he didn't hurt me" but Milt was looking at Brian's crotch his hand coming very close to his dick.
"C'mon Matt you fuckin know I can't -- I won't say a word."
"And I won't either if you lose the pants. Now!"
Brian pulled away from the hold and then looking back and forth said "fuck" and then unsnapped and unzipped himself. His pants fell to his knees and his fully-lengthened dick came into view.
"Brian is big!" Milt said, his eyes wide "bigger than you!"
"Bigger than both of us" Matt said also amazed. He had seen Brian naked lots of times but never full like this. He couldn't believe it.
"Man how you been hiding that thing?"
"Hey it's kinda embarrassing" Brian said kicking the pants aside and sitting back down.
"I would like that kind of embarrassing" Matt said "how big that log get?"
"Don't know."
"We are gonna find out."
"Captain am I gonna get punished?" Milt said.
"Yes Prisoner, you are bad" Matt said, regaining control of the situation, seeing how badly Brian had embarrassed himself "you must do your situps. Brian here will help you."
"No that's okay."
"Do it Brian!" Matt ordered "sit on his ankles man."
"Oh, okay I can do that."
He dropped down to the floor and positioned himself on top of Milt's big feet. The contact with his warm skin was something he wasn't prepared for. His balls felt the warmth coming up between his legs. Luckily the bottom of his t-shirt hid a lot.
"Okay Prisoner give me... seventy."
"Too many... Captain" but Milt started to sit-ups.
"And Brian" Matt went over to get a better look "lose the t-shirt."
"No that's okay"
"Lose it man! Now!"
"C'mon Matt gimme a break okay?"
"Just do it bud" Matt pulled off his own shirt "see no biggie."
"Fuck" Brian said, knowing they were both looking but finally he pulled it up. He pulled it over his head, feeling both sets of eyes on his bod. He watched it go sailing over to the pile with his pants, afraid to meet their gaze. But nobody had to say a word.
"Okay now you hold me" Milt grunted, leaning back down starting his situps.
"I am, big guy" Brian said, afraid to increase the physical contact with the warm sweaty legs beneath him.
"No like this" and Milt grabbed his wrists and put them on his thighs. Brian pulled away like he touched a hot stove.
"Go on bud" Matt said "so he don't cheat."
"I can't grab him... there" Brian whispered.
"Do it bud. You're already in way deep shit."
Brian looked over and damn, if Matt wasn't enjoying this. He stole a peak at his crotch and it seemed that Matt was starting to stretch down one pants leg. But then he saw Matt catch him looking and say "yeah go on. Grab him good."
Brian gave up at that point and reached forward, his palms sliding along Milt's warm wet treetrucks. Milt let out a 'yeahhh' as he came back up again. Brian tried to keep his grip as best he could but everytime Milt came up his thumbs and index fingers bumped against Milt's balls. He kept moving his hands lower but it seemed that Milt was scrunching down further so it only took two or three more for his hands to slide from Milt's knees back up to his crotch. It was only a matter of time before his thumbs brushed against the base of Milt's dick.
"Go on Brian, you can touch it..."
"Fuckoff Matt."
"Hey Milt you don't mind if Brian touches you down there do you?"
"Knock it off Brian" Matt was fighting a losing battle here.
"It's... a... bad... touch... Mattie" Milt grunted between situps.
"See?"
"But... it's...O...K..." Milt said starting to slow.
"There y'see? Go on Brian. Play with that stud dick."
"Eat shit man!"
"Do it or else..."
Brian was doing all he could to convince them -- and himself -- he didn't want to, but his dick was making a liar of him. Finally he let his thumbs come to rest on either side of that pole and then start to slide them back and forth in time to Milt's crunches. Without turning he heard Matt shedding his pants and shorts and then crouch down on the floor next to him.
When he felt Matt's hand make a grab for his now very hard dick he almost didn't notice that somehow Matt had squeezed something slippery into his hand and before Brian could stop him had rubbed it down the length of his cock. He gave a loud gasp,
"Motherfuck what WAS that?"
"Like that don't you?" Matt had him now "like this hand on your dick don't you?"
"I never did anything...like this..."
"And look where your hands are Brian? Go on, go ahead and grab his cock, wrap your hand around the big football stud's cock, man... that really got you goin don't it?"
"Damn I never did anything like... never felt anything..." but Brian was too distracted by what Matt was doing to his cock to realize he really had his hand wrapped tightly around Milt's cock. Milt just lay back now, not even trying to finish his situps.
"Like it don't you?"
"Man..." he was shutting his eyes, feeling the slow sliding of Matt's hand up and down his now rock-hard length, feeling his hand playing with Milt's big cockhead.
"Say it. Say you like it."
"Damn you!"
"Say it!" the hand squeezing tight.
"Stop!"
"Say it!" the hand rubbing the crease of his red crown like torture.
"Yeah okay...I... like it."
"Okay Prisoner that's enough" but Milt just lay there, his forearm over his face, his hairy armpit and chest matted with sweat, his massive chest heaving catching his breath, and his hard cock pointing straight up, being openly stroked by Brian's hand.
"Did I do enough?" Milt said, from underneath his forearm, "no more Prisoner Game?"
"No more Prisoner game" from Brian but it sounded like a question.
"No...Final... Punishment?" Milt whispered.
"Final Punishment?"
"You want the Final Punishment?"
"What the hell is that?" Brian pulled his hand away, but Matt's hand continued its stroking.
"Yes Captain. I am... bad... make... Brian punish me..." Milt raised his head and squinted at Brian, and then down to what Matt's hand was wrapped around.
"Hey big guy, I don't know what this Final Punishment is but I ain't gonna do anything to hurt you. I don't like hitting people or anything like that.
So if it's anything like that forget it! I ain't no goddamn sadist or that shit."
"What's a sadist?" Milt asked Matt.
"It's a very bad man" Matt tried "someone who hurts people real bad, like blood and broken bones."
"No not that!" Milt said a bit scared "no, the Final Punishment like WE do."
"No I won't hurt you" Brian continued.
"Please Captain" Milt continued as well "I'll do good. I'll do what you say if you punish me okay?"
"Do I have to hurt you?"
"No" Milt said looking at Matt as well "I'll do what you want."
"Okay then stand up big guy" and Brian got off his legs so he could get up.
He also wanted to get Matt's hand off his cock which was more stimulating than he would have admitted.
"Okay now show the Captain your big muscles!"
"Huh?" Milt was kinda confused.
"You know, like in a contest" and Brian started to do some poses himself to give Milt the idea.
Milt watched him and then got the idea "Oh, like the wrestling guy!" and he started to flex his biceps.
"Yeah like the wrestling guy..." Brian crouched there looking up at a sight he never dreamed of. The big guy was posing! Naked! For him! He had to squeeze his eyes shut to keep his cock from throbbing.
"You don't like watching me?" Milt sounded confused.
"Keep it up big guy you look good!" Brian had to admit "better than the wrestling guy!"
Brian went and sat down on the bed watching while Milt did a series of poses, some of which were actually awesome. After a while Milt started to lose his hardon.
"Okay Matt buddy why don't you go over there and help your bro out?"
"Whatda mean?"
"Get on your knees bud. Get him hard again."
"Brian you're full of shit!"
"Okay Matt cut the crap! It's real obvious you and your bro here been getting into deep sex shit here. And you know that I could make your life just as miserable as you could make mine okay? So cut the act. Right now I wanna see you down there with your mouth on that thing."
"No way!"
"Way! You been into this shit and okay now you know I could really start enjoying seeing you suck off your brother, like now we're both in this up to our eyeballs. So just do it."
Matt looked at Brian and then at his brother. He never had any desire to do this but if it got Brian one step closer to what he had in mind, then fuckit he'd do it. He got down on the floor in front of Milt, and then looked over to Brian now slowly stroking his big cock, and he started to play with his brother's balls and then eventually his cock. It didn't take much to get it full hard again so he took it in his mouth and started to suck on it.
"Okay big guy do some more of those hot poses again."
Brian sat there spellbound. Seeing Milt naked was hot, and seeing him hard was even hotter, but seeing him get sucked off by his own brother, man, if he wasn't careful he'd pop a load right then and there.
"No Mattie" Milt started to push him away "I want my milk for the Final Punishment."
"Damn you two, what is this Final Punishment shit?" Brian stopped his jacking, his cock shiny from that shit Matt smeared on it, and maybe more.
"Okay Milt, you think it's time we show him?"
Milt got a shy crooked smile on his face and went over to where Brian was sitting. He nudged him to the side and got up on the bed. When he got down on his knees and pushed his ass out, Brian let out a grunt, "No! fuckin!... WAY!!!"
"Now you see what his punishment is."
"He wants you to... fuck him???" Brian was barely able to get the words out, looking at the crack of Milt's butt, seeing his rather stretched hole.
"No Brian, he wants YOU to fuck him."
"Mutherfuckin.... son of a bitch..." but Brian started to run his hands over Milt's cheeks like they were the ultimate trophy "you guys CAN'T be serious."
"Milt are you sure? He's a lot bigger than me" Matt hated to admit it but there it was staring at him.
"Yes Captain I am bad. I have to have the Final Punishment."
"Milt you really really sure big guy?"
"Yes Captain."
Matt reached over and found the tube from before "you're gonna need more of this."
"Fuckkkkk...." was all Brian could say as he smeared himself with more and then started to work it into Milt's hole. Milt reached behind himself and pulled his cheeks apart further. Brian lost all control and started smearing his fingers in and out of Milt's hole feeling it relax and push out. He brought his cock up to it and just knelt there not daring to move, his eyes closed. But when he felt that hot wet hole push back onto his greased cock he almost came right then and there. He reached down to squeeze the base of his cock to keep from exploding, and then the head popped right in.
"Goddamn! I can't believe this" Brian was breathing hard, every vein in his neck starting to pop out. He felt himself too close and had to pull out.
"What's the matter?" Matt said "Milt you okay?"
"More Captain!" Milt grunted.
"Okay Matt get up there and give him your dick now" Brian was leaning back, waiting for the trobbing in his dick to subside.
"Say again?"
"Prisoner you want to have Matt here put his cock in your mouth?"
"No Brian c'mon..."
"Yes Captain. Make him do that!"
"You heard the prisoner. Do it!" and Brian slowly inched his cock back into the warm gripping hole.
Matt had never made Milt do this before but it seemed Milt was not objecting. In fact he seemed to want to do it. Matt crawled up to the head of the bed and before he had a chance to ask him, Milt leaned forward and engulfed his hard cock with his hot mouth. Matt almost went through the ceiling.
And when Milt felt Brian's hand on his cock he started to moan, but could say nothing with his mouth full of cock. But when he felt Brian's cock push all the way into that spot inside him and then keep pushing even further and deeper he started to grunt very loudly.
"You like that stud? You like it when my dick hits your nut?"
But Milt could only grunt, ungh, ungh, ungh, with each thrust. Brian had to keep giving the base of his cock painful pinches but could feel the cum start to bubble out of his balls. He sped up his hand on Milt's cock and in a matter of seconds felt it throb and start to blow cum all over the sheets.
Milt's asshole squeezed down hard on Brian's cock and that was too much. Brian lost his grip and then pushed himself all the way in, shooting his load again and again deep into his hero's ass. Matt looked at that huge dick impale itself in Matt's ass and that did it. He pulled out of Milt's mouth, gave his cock a couple of yanks and shot off all down his brother's shoulder. As he opened his eyes he made the mistake of looking up past Brian's shoulders to see someone standing in the doorway. The shape of his father paralysed him worse than being electrocuted , and the blood drained from his face.