Ryan Jackson's great stretch

by James Klawitter

15 Nov 2013 10549 readers Score 8.6 (39 votes) PDF Mobi ePub Txt


Ryan had been waiting for the start of college for years. He could wait to move out of his parent's house. The freedom to stay up as late as he wanted to eat and drink what he wanted. While he had scored a little pussy in high school, now he'd be free to bring girls into his room and fuck 'em when ever he wanted. Cody was his best friend. They had been friends for ages.

They had long ago planned to room together should they both go to the same school.

Ryan and Cody figured that the pussy would just be rolling into their beds.

They were two young hot smart guys. But in a sea of young hot guys, they found girls pickier then ever before. And as the heavy load of school work started building, they found less and less time to go out and meet girls.

Having not planned for so much "together" time, the boys were at first very nervous about jerking off while their mate was in the room. Even with the lights out.

It was halfway thru the semester, Ryan had gotten a bottle of rum, and they were both very drunk and very horny, when Cody finally broke.

"Dude, I'm sorry but if I don't jerk it right now I'm gonna explode."

Slurred Cody

"Bro, I know. I'm sooooo hard" responded Ryan.

The two 18 year old studs proceeded to strip off their clothes and Ryan pulled up some videos on his pc. They sat next to each other watching sexy women getting fucking. Cody was the first to cum, exploding all over his chest and neck. Ryan wasn't far behind and shot his teen load over the side of his desk.

"Dude, Ryan that was awesome. I'm so glad we don't have to hold it in anymore." Cody said breaking the silence. "We can, can't we?"

"What?"

"Jerk it, when we need to. No feeling weird or anything?"

"Cody man, I'm so down with that idea. I have been so boned this week. I usually blow a load 2 or 3 times a day."

With that a new relationship started. Neither boy would care if he woke up to the sounds and sights of his buddy jerking off. No one would leave quickly if, when he came back after class, the other was sitting at the desk whacking off to some new video. He wouldn't turn over in bed in disgust when the other started pulling the pud before going to sleep. Most times which ever boy caught the other; he would just strip and join his friend.

After a few days, Ryan came home from class to find Cody waiting for him.

"I saw this crazy thing in a video, and I wanna show you. Look she's jerking him off and just before he cums, she puts a finger in his ass, and it makes him shoot like crazy. Let's try that."

"Cody your crazy, that's so gay. I'm not putting my finger in your ass."

"I'm not talking about that. We do our selves."

"Oh."

"Look, I'll do it first, then, if you want you do it."

Cody pulled down his boxers, his cock already hard and leaking. Lubed up his finger and while slowly jerking his cock slid the finger into his own boy hole. Ryan watched closely, and could see an almost instant reaction. Cody's cock started to swell, and he began moaning loudly.

"Oh Ryan dude, this feels so good. I'm gonna cum soon. Gonna shoot..."he was interrupted as his cock head throbbed and exploded. Cum covered his face and the bed and wall behind him.

Ryan sat there on his bed, shocked at the scene in front of him. He just watched his best friend finger fuck himself to the most massive orgasm ever. He just had to try that. Ryan stripped his clothes off and got into the same position as Cody. Lubing up his finger he slowly started to touch his own boy hole. Shivers ran down his spine as for the first time his pucker got entered. He moaned loudly, the new sensation of being entered, made his cock harder then ever. But as he laid back fingering and jerking him self off, he didn't feel anything else.

"Cody man, what am I doing wrong?" he asked.

"Do you feel a little button? You gotta hit that." responded, the cum covered Cody. He has just been laying back coming down from his high. "Here, let me help."

Cody walked over to his room mate, cum dripping down his ripped teen body.

Ryan removed his hand and lay back, slowly stroking his hard cock. Cody wiped his hand across his chest gathering up some of his own cum as lube. Slowly he slid his finger deep inside his straight best friend.

"Oh bro man, your hole is so tight and hot. It feels like a pussy."

"Oh Cody, you finger feels so good. But ... more, I want more." panted Ryan suddenly letting go of his cock.

Cody slowly pulled out his digit and then slide two fingers into his buddy's tight boy pussy. The made Ryan moan and his cock started dripping dick snot. Speeding up, Cody added another finger into the fuck. Ryan started thrashing about on the bed. Begging for more and more. Cody added his pinky but noted that that wasn't enough and quickly popped his thumb into his friend. Ryan started shaking, his cock throbbing and bouncing wildly. Cody smiled and closed his hand into a fist. With his fist, he started to rapidly fist fuck his straight buddy's virgin boy hole.

"Dude, Ryan, I have my fist in your ass." he whispered. "I'm fisting your hole."

With the Ryan's eyes snapped open, his mouth went into an O shape with no sound coming out. Cody could feel his ass squeezing shut, as his balls contracted and Ryan's cock exploded. Huge rivers of cum shot out of his cock, coating his face, bed, wall and body. It seamed that he would never stop cumming. With his fist still inside Ryan's ass, Cody began slow stroking his hard cock once more. Ryan lay on the bed, legs up ass full of another boy's fist, watching same boy jerk off. Cody gently popped his fist out of Ryan's ass. The hole was spread open.

"Oh dude, that looks so hot. I can't waste this moment." Cody said, barely a whisper. He aimed his swollen cock head at his best friend's ass. Ryan's eyes went wide, not believing what his friend was about to do to him. He was unable to stop him. Cody put the purple head of his cock on his buddy's hole and watched as is slowly sank deep inside the virgin boy pussy. With very little pressure Cody slide balls deep inside the warm hole. Ryan's body shook and trembled at the invasion of his ass. He still hard cock quickly started to throb once more as his ass, his boy pussy, his cunt started to tighten around the stiff rod of man meat. Without moving Cody felt himself quickly losing control. Never before had he felt such a hot, tight hole grab hold of his cock. The ass cunt was milking his cock. Both boys moaned as Cody dumped his cum load deep inside his straight friend's ass. Feeling the white hot liquid spreading inside him, Ryan's cock once again started shooting cum all over the place

"Dude that was awesome." crooked Ryan. His cock was still hard from the feeling of his buddy deep inside his hole.

"Oh yea, but I'm not done. I only just got it here." responded Cody.

"Oh shit!"

Cody grabbed Ryan's hips and started thrusting his cock in and out of the gooey hot hole. The tip of his cock head was repeatedly banging into Ryan's prostrate. New levels of indescribable pleasure rocked his body as Ryan got fucked for the first time. With each thrust his balls oozed a mixture of cum and piss. Having just cum twice, Cody lasted for well over and hour. He fucked Ryan until both boys exploded once again. Cum was everywhere. As they came down, Cody collapsed onto his friend's chest. Looking at his gooey face, Cody leaned in and their lips met. The boys made out before falling asleep, with Cody's cock still deep inside Ryan.

Ryan woke up the next morning to find Cody's cock still deep inside him. He felt so full. As he reached down to touch the spot where his ass and Cody's cock joined he found the area soaking wet. It was then that he realized that while they had fallen asleep face to face, Cody was on his back and Ryan was on top of him, as if he was riding Cody. His movements woke his friend up. Cody groaned, stretched (forcing more cock deep into Ryan) then grabbed his hips and started fucking Ryan hole again.

"Damn dude, I can't believe you slept all though the night. Your tight ass kept me up all night. I lost count of the number of times I came. I haven't cum this much ... ever." Cody said, his voice thick and heavy.

Ryan couldn't believe what he was hearing. His best friend, his room mate had spent the night ass fucking him, while he slept. And that here he was, still fucking him. He also couldn't believe how hard his cock was nor how good it felt to have that thick cock sliding in and out of his ruined hole.

Cody was quick to cum, his jizm running freely out of Ryan's sloppy hole. Has he started to come down, he reached around and took hold of Ryan's stiff member. He quickly milked a small load out of Ryan before dozing off to sleep again.

Ryan lay there on top of his friend. He could feel Cody's cock start to soften, even though it didn't leave its new home. Getting up, he felt Cody's cock finally pop free as a river of cum started to run out of him.

"Oh gross" he cried.

Ryan felt so dirty from getting fucked like a bitch. He wasn't gay, he was straight. He banged pussy. He needed to get clean and this would all be over. He grabbed his towel, and his bath kit and (like every morning)

walked down to the shared shower room. Ryan was so busy trying not to think about the feel of Cody's thick cock stretching his hole that he didn't bother to cover himself. Walking into the bath room Ryan froze at the sight of 5 floor mates already in the shower.

"Ryan buddy, you look like you got fucked hard. What the hell man, I thought you were straight." Called out Kevin. He was a tall blonde boy about 6'5 and ripped.

"I am, things just got out of hand." Ryan answered as he got under the spray of the water. He decided to share the story of what happened. Has he told his story Ryan didn't notice that all the boys started getting some cock chub. He was busy cleaning out his over filled ass.

"And so the asshole spent all night raping by ass to the point where, look, I can put my hole fist in and there's no pain. My ass is ruined." Ryan said while showing just how much of his own fist he could take.

The group moan slightly at the sight, a shorty by the name of Seth asked to take a look. He spun Ryan around and bent him over as the others got closer to see. Ryan pulled his fist out of his boy hole, as Seth began to finger the outside of his ass with his right hand while slowly rubbing the shaft of his hardening cock. Amazed at the hole in front of him, Seth quickly pushed his fist into Ryan's boy pussy.

"Oh wow that's crazy. I've never seen any girl ... any one take that much. He quickly pulled his fist out with a loud pop. Seth then rapped his fist around his cock head and slid both cock and hand back into the tight gooey boy cunt. Ryan moan loudly at the size of this new invader. He could feel Seth jerking his cock off, inside his ass. Seth wasn't fucking him, he was masturbating inside his stretched hole. Seth didn't last long before coating the side walls of his ass. Pulling out the boys could see Ryan's hole was split open. Cum was coating his ass, and was dripping off his balls. Kevin pushed his way forward and rammed his cock balls deep inside of Ryan.

"Oh dude, your cunt is so gooey and hot." He moaned as he started fucking Ryan.

The other two boys were brothers named Chris and Roger watched and slowly rubbed their cocks. They were twins, with brown hair and while their cocks were only 6 inches long, they were both very thick. As Kevin got close to shooting his load, they started whispering. Chris stepped up as Kevin pulled out and quickly pushed his thick cock head into the wide hole. It was thick enough that he really had to work it in. He then reached under Ryan's legs and lifted him up, so that Ryan's ass could slide down onto the thick member. Once his cock was completely in, his brother walked around lifted Ryan's legs higher. Roger gripped his equally thick cock and aimed it at the boy cunt being filled by his twin.

Ryan quickly figured out what the boy wanted to do. He tried to say no, but the thrusting cock in his pussy prevented him. He watched in horror as a second thick cock forced its way into his cock filled boy cunt. He could feel the head push its way in. Every bump or ridge on the first cock was hit by the second making it jerk about wildly inside him. Very quickly Ryan had two cocks balls deep inside his swollen ass. As they began to fuck him, Ryan moaned and his cock began leaking a stream of clear pre-cum. As Chris's cock went in Roger's cock would pull out. It was a short lived rhythm as the twins quickly got close. Soon they were thrusting together, their balls smacking, and with a load groan from both of them, they came at the same time. As the first blast hit Ryan's prostate, his own cock exploded into the air covering his chest, neck and face.

The twins pulled their cocks free as Ryan sank to the floor of the shower.

All six boy couldn't believe what had just happened. Ryan quickly cleaned off and made his way back to his room. Cody was still sleep on Ryan's bed, so he took Cody's and passed out.

by James Klawitter

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