Warning: this story contains sexual content, and contact between young boys. If the subject matter offends you, is not to your tastes, or if you are under legal age for your area, then find something else to read. In the following story all names and events and are completely fictional. Although I may mention a specific location, place, or person any resemblance to said real people, location, or places is completely unintentional.
Matt was a lucky guy. He thought this to himself with a goofy grin as he took in what was happening. Matt was lying on his back, and a beautiful 18 year old swimmer was riding his 14 year old 5 inch cock up and down. The college freshmen's moans and increasing pace indicating that he was approaching his climax. At the same time, being inside his beautifully toned ass was bringing Matt excruciatingly closer to his own peak. While this was going on, a stunningly cute just turned 14 year old named Cal was in pure ecstasy, as Matt gave him his first ever blow job. Cal was sitting on Matt's chest and his 4 inch dick had completely disappeared inside Matt's mouth, a sight the 8th grader was stunned, and incredibly turned on by. Matt was holding Cal's hairless balls, and sliding his mouth from the tip of the boy's dick all the way to the base, where his nose would come to rest in the sparse patch of not quite peach fuzz and not quite full on pubes. The 17 year old, named Connor, was sitting on Matt's crotch, facing Cal's back, watching his smooth bubble butt loosen and tighten as Matt serviced his teen cock.
Cal felt Matt smile around his beautiful uncircumcised dick, and looked down at Matt. He returned a genuine smile and searched for the words to express how thankful he was to be included in this without sounding too gay. Cal had never dreamed of messing around with other guys, that is until a kid as admired and popular as Matt asked him if he wanted to.
"You're a cool kid Matt." Cal decided these words got the point across pretty well. The irony of Cal's choice of words made Matt smile even more, considering a few weeks ago he was...
But before he could get too deep in thought, Connor called out with desperation in his voice. "Matt, I think I'm gonna cum, pump me harder bro!" Matt gladly obliged. He grabbed onto Cal's ass, bringing Cal closer to his face, and started humping Connor's hole with everything he had. This brought all three boys right to the precipice of their climaxes, where their sexual arousal seemed to hover for a moment, prolonging the agony and pleasure. Until Cal, with his eyes scrunched closed, feeling the unstoppable building of his first orgasm brought on by a person other than himself, let out a single involuntary cry that was much higher in pitch than his normal 8th grader voice. That one uncontrolled sexual sound was too much for either Matt or Connor, and they both let loose into mindblowingly powerful orgasms.
Every time Matt had pumped into Connor, he had hit that spot that drives him crazy, the sight of the muscles in Cal's 14 year old ass tightening and loosening was strike two, and the super cute noise Cal made was the nail in the coffin for Connor. Without ever once touching his six and a half inch dick, he shot rope after creamy rope of college boy cum. The first one went up and over Cal to God knows where. Shots two through six blasted into Cal's slightly toned back and ran down his butt crack onto Matt's lower chest. While the rest dribbled onto Matt's six pack stomach, making a belly button pool of cum. Meanwhile, Connor's contracting anus sent Matt over the edge. To say this was one of the most powerful orgasms of Matt's life wouldn't be fair, because they all seemed to be like that these days, but this one was certainly up there. His body convulsed into a slight U shape, and the whole world seemed to stop. His dick pumped out as much watery semen as it possibly could (which was nowhere close to the thick barrage Connor had just let loose) into Connor's awaiting ass. He honestly couldn't control his body's movements. But he somehow had the presence of mind to want to continue making Cal feel good, but his body wouldn't cooperate. As it turned out, it didn't need to. Matt contorting into a U jammed Cal's 4 incher as far as it would go into Matt's mouth and then some. That paired with Matt tightening his mouth like a vice around Cal's dick was too much. The pleasure in his penis built and built, it approached the point that Cal had grown used to reaching when he was by himself, and then it surpassed it. It kept growing until he literally thought he was going to explode. And then he did. He felt the most intense pleasure he thought could possibly be obtained by a human being. His cock convulsed so violently, he thought it was going to break off. The first 3 convulsions threw small amounts of watery thin clear cum into Matt's awaiting mouth. The rest of the twitches were equally powerful and pleasurable but produced nothing.
The three boys covered in sweat and Connor's thick cum stayed like that for a moment. The afterglow of their orgasms bringing nearly as much pleasure as the cums themselves. Cal was the first to snap back to reality. He looked down at Matt, and saw his post orgasm face. Eyes scrunched closed and face relaxed in serene joy. That paired with own dick still in Matt's mouth was too much. He burst out laughing. Matt snapped out of it, realized why Cal was laughing, and started laughing too. He pushed him off his chest and sent him sprawling to the floor, where he continued laughing in a heap. Gasping for air he managed to get out, "You have DICK BREATH!" and then he continued laughing hysterically.
Connor grinned and shook his head. "You guys are retarded...Pass me the bowl bro."
Matt reached for the still smoldering pipe on his nightstand and handed it to Connor, who took a long deep rip. He exhaled, sending a thick cloud of weed into the air as he raised himself off of Matt's slowly deflating penis. Cal stopped laughing as watched Connor detaching himself from Matt, a look of serious concentration on his face. And then he burst out laughing again. "And you have CUM ASS!!" Now all three of them started laughing.
A few minutes later, Connor checked the time on his phone, "Damn guys, I got class tonight, I gotta get going," Connor started franticly searching for his clothes among the mess of the three boys' outfits strewn about the floor. "Matt, let me know when you need some more bud ok?"
"Sounds good man." Matt said as Connor ripped his clothes on and jogged out the door to his car.
Cal, still naked and semi hard watched him go from his spot on the floor. "So he doesn't make you pay at all?" Cal asked Matt in disbelief.
"Nope, he just wants to mess around every now and then, and in exchange I get all the weed I want."
"That's awesome man..." Cal smiled and shook his head. He'd meant to say something else, but the feelings the weed was giving him caused him to become lost in his own happy thoughts. He admired Matt so much. All the kids and teachers at school liked him. He was super smart and didn't even seem to try, and he was awesome at pretty much every sport. And the coolest thing about him was that older kids seemed to like him too. They were always inviting him to parties and giving him weed and boos. Everybody at school knew he'd dated just about every popular girl at school and they all loved him, but he'd also been seen hanging out with older girls in high school too. But the weird part was that nobody knew for sure, because he never bragged about anything, and if you asked him he'd sorta just smile and shrug his shoulders.
The combination of the weed and the amazing orgasm afterglow had both boys feeling really good. Cal had never smoked before or gotten a blow job for that matter, so Matt decided to let Cal zone out with that peaceful smile on his face a little while longer. While Cal zoned, Matt took in his amazing body. He was still leaned up against the wall, where he'd landed when Matt chucked him off his chest, and his dick was still semi hard, twitching with each heart beat. He had the body of an athletic kid who had just started puberty, but then puberty seemed to change its mind. He had a 4 inch uncircumcised dick that after years of his parents constant (and embarrassing) reminders, he kept obsessively clean. And his balls were still pretty small and hairless. In fact the only hair he had on his body was the dirty blonde hair on his head, a few strands under his arm pits, and the small patch of not quite peach fuzz not quite pubes above his dick. Because puberty had seemed to change its mind for Cal, he didn't have the toned body he deserved for the hard work he put in to soccer. Instead his tummy was flat but undefined, he had an amazingly cute bubble butt that most girls would kill for, and he had slightly puffy nipples about the size of quarters. His face was in a word perfect, Matt thought. Despite having just turned 14, he still had the face of a preteen. His dirty blonde hair was medium length and swept to the right, he had dark brown eyes, a cute chin and straight white teeth framed by full lips. Matt smiled as he recalled conversations in which Cal complained about his lagging development, but one happy consequence of this was that while many of Cal's classmates were indeed growing hair in places Cal wasn't, their faces were also becoming covered in acne. Cal's skin was smooth and blemish free.
"Hey man, the bowl's still a little green. Wanna smoke a little more and then jump in the shower?" Matt asked Cal.
Cal awoke from his zone out with a goofy smile on his face. "How lucky am I that a kid like Matt is my friend?" Cal thought to himself. Cal wasn't exactly popular at school, but he was by no means an outcast either. He was just kinda average. Adults said he was cute, but girls always seemed to pass him over. Not in a mean way, but they just thought he looked too young compared to the other 8th graders.
Cal contemplated the bowl for a moment and that said, "Sure. Let's do it." Smoking weed was another thing Cal had never dreamed of doing. He'd been raised, like many kids are, with hypocritical adults telling him how bad it was and to stay away from it. But then Matt, with a little convincing, got Cal to try it. Now Cal cursed all the people who told him not to do something as awesome and fun as this.
Matt picked up the bowl and headed to the bathroom with Cal trailing behind. He stopped in front of the large mirror above the sink and said, "Watch yourself in the mirror so you don't fumble around with it as much as last time dude," as he handed the bowl to Cal. Cal took the bowl and awkwardly began trying to simultaneously light the lighter and take a hit.
"It doesn't help that he's high as a kite." Matt thought to himself as he watched his friend's reflection fumble with the bowl. As Cal struggled, Matt took in the contrast of the two bodies before him. Where Cal's body had just started into puberty, Matt's was already well into it. His arms and shoulders were muscular and defined, he had pectoral muscles that every teenage boy wished they could have, and to top it off he had a six pack. That being said he was skinny like Cal and his muscles, while exceptionally strong, didn't have much mass because he was of course only 14 (sorta). He had an extremely handsome adolescent face that girls of all ages loved, with brown medium length hair that had a just woke up sort of quality to it. Matt's circumcised dick looked huge compared to Cal's even though it was in reality only an inch longer. It was however, wider and the light amount of hair on his balls and the small patch above his dick made his look much more mature. Matt had never messed around with an uncircumcised kid before, and he loved the way that Cal's foreskin hung over his smooth balls. Looking at Cals package, Matt decided he'd have to experiment with the boys foreskin a little in the shower. With that thought, despite having just had an Earth shattering orgasm, Matt felt a stirring in his balls, and realized he'd be rock hard again in seconds if he didn't calm down.
"It's so easy to get hard at this age." Matt thought to himself. To avoid liftoff, Matt grudgingly pried his eyes off of Cals youthful body and switched his attention to the boys failing efforts to light the bowl. All he'd succeeded in doing was to burn his fingers and spill a little of the weed.
Grinning, Matt picked up the weed that Cal had spilt and placed in back in the pipe. He then stood behind Cal, and placing the boys hands in his own, showed him how to properly hold it. When he reached forward to grab the hand in which Cal was holding the lighter, the boys bodies made contact. Matts toned stomach fitting into the small of Cals back, and his already excited member nestling between Cals smooth bubble butt cheeks. Cal enjoyed the accidental embrace and settled back into his friend. Matt grinned even wider and began reciting the 7s table in his head. It didn't work.
As Matt removed his hand from Cals bowl hand, and lit the lighter for him, his cock quickly swelled to its full 5 inches. Matt very much enjoyed the feeling of his dick rubbing Cals butt crack, and judging by Cals rapidly inflating member, so did he. But Matt remained focused on the task at hand. He lowered the lit lighter to the bowl and said, "Ok budd, now take a big rip." Cal did as he was told, exhaled and passed it to Matt.
With that hit, Cal was on a different planet. His whole body felt sensational, everything was electric. The feeling of being so close to Matt, and the sensation of his cock rubbing between his butt cheeks was like nothing he'd ever felt before. He snuggled a little more into Matts body and enjoyed the feeling of his touch and his warmth. Gay or straight didn't matter to him right now. He just wanted to be close to another human being.
He handed the bowl over to Matt and headed for the shower. Matt finished off the weed, and then blew out the remains into the toilet. Matt noticed his very high friend staring at a floor tile with his mouth half open, and did what any good friend would do. He gave him a titty twister. Cal half yelped half laughed and then shoved Matt into the shower. What ensued was a titty twisting sack tap battle, the likes of which have never been seen before. Both boys were laughing hysterically enjoying the naughty feeling of being naked, horny, and high as kites. But then Matt turned Cal around and began soaping his back. Once it was good and slippery he started rubbing and massaging his back.
Cal quieted down and enjoyed the sensation of his friend gently kneading him. Before today, Cal would have dismissed the notion that friends could do this sort of thing together as gay. But earlier that afternoon, Matt had pointed out that the girls in school just aren't as horny as boys are. There's no way around it. A kid like Matt dated all the pretty girls, but most of them wouldn't do anything more than make out, even for a kid as cool as him. Cal allowed himself to think back to the school day as his friend rubbed his back... Earlier that day
20 or so 7th and 8th grade middle school boys were engaged in a gym class soccer match. This being their only chance of the school day to blow off some steam, they were all going all out. Because of the unseasonably warm September weather, most of the boys were wearing thin tee shirts and athletic shorts making the class seem more like another day of summer vacation rather than a mandatory requirement. All of the boys were playing hard and having fun, but one boy was quickly taking over the game.
Despite having never played soccer competitively, Matt had become the focal point of his team. Utilizing an athletic ability not at all common in a boy his age, Matt was making steals, playing defense, and scoring goals seemingly at will. In fact he was doing so well that he decided to tone it down a bit, so as not to draw too much attention to himself. Despite having just started at this school at the beginning of September, the whole school already admired him greatly for his athletic ability and his easy going kind nature, but he didn't want to get carried away.
The other team committed a turnover, giving Matts team possession of the ball. In a gesture that he found both flattering and amusing, the boy on his team who made the steal immediately passed the ball to Matt. Normally teamwork comes a little tough to boys this age, but everybody liked and respected Matt so much that despite having made no attempt to call for the ball, it was instantly given to him.
Matt broke down the field, blowing by most of the defense. He found himself approaching the goal, with only one defender in his way. The defender was a younger boy, a 7th grader who had been stuck on defense because he wasn't as good as the 8th graders. Matt knew he could effortlessly fake out the smaller boy and score an easy goal, but Matt knew the kid. He was a cute boy named Sean who got picked on because he was smaller. He had short blonde hair and light freckles across his cheeks. His blue eyes looked almost unnaturally bright in contrast with his light hair and skin. He had a charming look of concentrated determination on his face as he contemplated how to prevent Matt from scoring. Matt knew his team was already far ahead and in no danger of losing, so he decided to give the kid a boost in self esteem. He allowed Sean to get in close and slide tackle the ball away. Matt did a slightly theatric nose dive, and Sean passed the ball to one of his team mates. Matt got up and jogged over to the smaller boy and said, "Hey Sean, nice play dude!"
Sean was momentarily speechless, not accustomed to being given the time of day by older popular kids. Then his face lit up, and with a huge smile he said, "Thanks Matt!" Matt returned the smile and then jogged back to rejoin the game.
A few minutes later, the gym teacher told the boys to head back to the locker room and get changed. The sense of summer like freedom and fun was instantly replaced with a feeling of dread and misery as the boys trudged back to the school building and the monotony of class. Matt was focused on drinking from his water bottle when he heard a voice say, "I saw what you did there with Sean. That was pretty cool man." Matt looked down to see a boy whose name he knew was Cal walking next to him. Cal had been on Matt's team, but other than basic on field communication, the two hadn't spoken in school before now.
Matt did his best to not look surprised. "Don't know what you're talking about dude, that kid should be on the Olympic team, he's a beast." Said Matt with a sarcastic smile.
"Yea, all 70 pounds of him." Cal said, causing both boys to laugh. "I'm Cal by the way."
"Matt." Said Matt as he shook Cals hand.
By now, the boys had reached the locker room and had sat down on the bench to remove their shoes.
"You were kicking ass out there today. Why don't you try out for the school team? We could use you." Cal asked as he tugged off his socks.
Matt laughed, "I've never played soccer before. Other than screwing around in the back yard or in gym class. That's why."
Cal shook his head, "That doesn't matter, you're a natural athlete. Comon man, give it a shot. We need a good striker."
"I dunno dude." Matt was just about to say no when Cal slid off his athletic shorts exposing a pair of plaid boxers that was about a size too small. Probably an older pair from last year or something. These boxers did an excellent job of showing off Cal's wonderfully round bubble butt to Matt, as well as outlining a little package in the front. After staring for a split second too long, Matt changed his mind. "Ok, I'll do it."
"Great! Try outs start at 2. I'll see you down there." As Cal said this, Matt had been removing his shirt. Now it was Cal's turn to stare at Matts toned arms shoulders back and six pack. When Cal was unable to pull his eyes away, Matt realized this was going to be interesting.
The day was going by rather uneventfully for Matt until the second to last period of the day. It was science class for Matt, and nobody in the class was paying much attention to the monotone teacher going on about gravity. Matt was beginning to nod off when he felt his phone vibrate in his pocket. He held it under his desk so that he could see it, but the teacher couldn't. It was a text message from a number he didn't know. The contents of this message made him smile from ear to ear. It was a self shot mirror picture of the girl two rows over from him. In the picture, the girl, whose name was Nicole was shirtless and was exposing her left nipple from underneath her bra. Underneath the picture were the words, "I think ur cute."
Matt looked over at Nicole. She too had a big grin on her face, but she looked straight ahead, pretending to pay attention to the teacher. She was a very cute girl. She had long dark hair, tan skin and green eyes. There was a rumor going around school that she was on birth control, which was entirely believable given the fact that her boobs were huge for an 8th grader.
"I think you're pretty cute too." Matt texted back.
"Then meet me in the 2nd floor boys bathroom in 10 minutes." Was the reply he got back. Matt could feel his cock rising at the thought of what would happen in that bathroom.
"Mr. McCarthy?" Nicole called out with one hand in the air and the other holding her stomach. "Can I go to the nurse, I'm not feeling well."
"Of course." Mr. McCarthy said without hesitation. Every girl in the school knew that if they wanted to get out of a class taught by a male teacher, all they had to do was act like they were having menstrual cramps. No guy teacher wanted to deal with that.
Nicole got up and did her best to keep up the cramp act as she left the room. Mr. McCarthy had already resumed his lesson when she entered the hallway, so he didn't see Nicole provocatively thrust her butt out at Matt. The boy smiled as she walked away down the hallway, not at all in the direction of the nurse's office.
Matt glanced around the room to see if anybody had noticed the booty thrust. Just about everybody in the class was in a vegetative state, with glazed over eyes and mouths hanging open. But then he noticed movement out of the corner of his eye. One seat up and to the left the boy at that desk had put his backpack on top of his desk. Matt thought this was a little strange, but then he realized why. The tent in the boys white athletic shorts indicated he had a boner. Pretty good sized dick, Matt estimated about 4 and a half inches, considering the kid was so scrawny. Matt imagined himself sitting in that boys seat and realized he would have had a perfect view of Nicole's little show. Matt didn't think the boy realized who the show was actually intended for, instead he smiled as he watched the boy desperately try to hide his woody. The boner boy had short dark hair, a long face and a big nose. He had a goofyness about him that caused him to fly with the nerdy crowd and he always tried a little too hard in class, but he was a nice kid. Matt knew the kid was gonna be waiting a long time to get laid, and for that he felt a little bad, because he certainly was a nice kid, just not exactly a ladies man. Matt still had a few minutes to wait until he could meet up with Nicole, so he decided to have a little fun.
Matt racked his brain for the boy's name. Andrew, he realized. He scrolled through his contact list hoping against all hope that he had his number. Incredibly, he for some reason did indeed have his number. Matt accessed an anonymous email account that he kept just for times such as this, uploaded Nicole's nipple picture, and in the "TO" field entered Andrews cell number. Then the icing on the cake. Matt wrote a short message underneath the picture, replacing Nicole"s, "I think ur cute," with, "Somebody told me you might like this. Ask her out sometime." Then he hit send. He wasn't worried about the picture being linked back to him, because it came from an email account that he had no official connection to. Then Matt sat back and enjoyed the show.
Andrew felt his phone vibrate, which actually felt kinda nice so close to his hard dick. He couldn't remember ever having his cock be this hard before. When Nicole had popped her butt out he thought he was dreaming. He didn't know who she did it for, and he didn't care. All he knew is that it was super hot and that he had a mega boner. The mixture of his raging hormones, lack of action, and the raw sexyness of Nicole combined to form the perfect storm. He didn't just want to jerk off. He NEEDED to jerk off.
He considered asking Mr. McCarthy if he could go to the bathroom so that he could madly beat off, but he didn't know how he would conceal his raging dick as he walked out the door. Class would be over in about 20 minutes. Could he wait that long? He wasn't sure. Then he remembered that his phone had gone off. He grabbed it out of his pocket, and the tugging of his shorts across his dick sent waves of pleasure coursing through his 13 year old body.
He was already seeing stars when he dreamily looked down at his phones screen. At first he thought he was imagining things, then he looked again and realized that he was looking at the boob of the girl that had just given him the hardest boner of his 13 year old life. Suddenly, the fact that he was still in class didn't matter anymore. Nothing mattered except cumming. He HAD to jerk off.
Matt was trying his best not to start laughing hysterically as he watched this whole train wreck unfold right in front of him. He was stunned to see that nobody else in the class was noticing what was going on. Andrews boner was obvious, despite the backpack on his desk, and now he was sweating as if he'd run a marathon. But then Andrew did something that Matt hadn't anticipated. Andrew jammed his right hand into his pocket and started jerking off through his shorts.
Matt couldn't believe it. This kid was gonna get fucked. You could get expelled for doing something like that. Andrew had his head down, staring at the picture of Nicole that Matt had sent him, his mouth was hanging open and he was breathing heavily as he viciously beat his 4 and a half inch cock with the pocket of his shorts. He seemed to be making no attempt to hide what he was doing, and yet the entire class was in such a comatose state that nobody noticed.
His breathing was getting heavier and he was picking up speed. Matt was already turned on looking forward to meeting up with Nicole in the bathroom, but this was taking him to a new level. Matt's dick was now at full attention as he watched Andrew beat his. Suddenly, Andrews head jerked forward a little bit, and he held his breath. Matt watched Andrews tent thrust backwards and forwards as he came in his shorts. Semen immediately started to darken the entire front of his crotch. "Man that kid can shoot a ton," Matt thought to himself. Unfortunately for Andrew, the entire front of his shorts was now soaked with semen, but he didn't care. He had just had the most insane orgasm ever, imaging that he had been grabbing the very boob in the picture on his phone. As his brain slowly began to return to normal functioning, he stealthy looked around to see if anybody had seen him. Everybody was half asleep listing to Mr. McCarthy drone. Andrew smiled as he thought about what he'd just done.
Matt realized that his mouth was still hanging open, having witnessed one of the hottest, funniest things he'd ever seen. He closed it, and leaned back in his chair, his dick now painfully straining against the inside of his jeans. He thought back to the one and only time he'd jerked off in class with a smile. It had been in seventh grade and the teacher had assigned seats. The girl directly in front of him happened to have been held back a year or started late or something, so she was more developed than the rest of her classmates. She had a huge butt and the way she had sat down, the waist of her panties was exposed above her pants and the outline of her butt was clearly defined. The crack was staring him in the face and his skinny 13 year old 4 inch dick immediately responded. Matt didn't have any control in the matter, he didn't make the conscious decision to jerk in class. It just happened. He jammed his hand in his pocket, and jerked for all he was worth. It was practically over before it started. Thankfully, at that point in his development he couldn't shoot yet, so there was no mess, and he was pretty sure nobody saw him. But the fear of being caught prevented him from ever doing that again. Now having seen somebody else do it for the first time, he realized it was pretty hot and decided he might have to try it again.
Looking at the clock, Matt saw that he had about two minutes left until his rendezvous with Nicole, so he skillfully shifted his boner to hide it and asked Mr. McCarthy to go to the bathroom. As he walked down the hall towards what he knew was going to be an interesting experience, he again thought about that time in seventh grade when he had beat off in class. That had been the first time he was 13. He smiled at the thought, knowing that for some reason he was getting a second chance at youth. He didn't know why, all he knew was he was going to take advantage of it.
One day, Matt had been a successful 28 year old stock trader, admired for his cunning business sense and his youthfulness. He was tall at 6'3'', built due to his near obsessive working out, and had retained the handsome face of his college years. He had made enough money on the burst of the housing bubble to be able to retire at the ripe age of 28 and live quite comfortably for the rest of his life. But he didn't, he kept at it, trying to build his wealth even though he didn't need to. He was letting it consume him as so many do. One day he walked out the front door of the New York trading firm he made his fortune at with his head buried in his phone, examining the potential upside of a new start up in Silicon Valley. He was so engrossed in the need to make more money that he didn't see the taxi flying towards him when he stepped into the street, didn't hear the people call to him. Wasn't aware of the eminent threat to his life until the screech of the tires and the blaring of the horn a couple feet away from him.
He didn't feel an impact, had no recollection of an accident. Just white light and a feeling of flying. "Am I dead?" Matt thought to himself. He wasn't sure. He knew that instead of pain, or the sense of overwhelming dread he was expecting, he instead felt calm and at peace. If he was dead, than he thought that was ok. He just wished he'd had more time. He recalled the events of his life in a matter of seconds, instantly seeing the whole thing before him rather than individual memories one after another. He realized that he felt a great amount of regret at the fact that his childhood had kinda sucked. Just as he'd started seventh grade his parents had gotten a divorce, and he'd been the odd man out. That time in childhood when everything is really getting weird and you need the most support was exactly when he found he had none. As a result, he'd been a pretty awkward kid. Didn't get laid till college, not in the best shape, not the funniest or most popular, not quite a loser, but always on the outside looking in. A feeling which he suspected had planted the insatiable hunger to succeed in him, so that he'd never be excluded again. In college he found himself, his confidence. He started working out. He devoured his business classes, picked the brains of his professors for hours, and started trading on his own. Before he knew it, he wasn't a virgin anymore, and his trading wasn't just an experiment anymore, he was making pretty decent money. He fed on the anger and hunger he had from his teen years and let it propel him.
"That hunger may have just killed me," Matt said to nobody in particular. As he spoke those words he'd been swept by an overwhelming fatigue. He needed to just close his eyes for a bit and rest, "When I wake up, everything will be fine," he thought to himself. He closed his eyes and drifted into sleep...
When he awoke, he was lying on the floor of his Manhattan apartment. He felt a little groggy but no pain. He conceded to the fact that it must have just been a weird dream, but if it was a dream, why was he on the floor in his living room, and why was he naked, and why did his body look so much smaller?! He jumped up and sprinted to the nearest mirror. Instead of the reflection of his normal 28 year old self that he was expecting, Matt was greeted by the sight of him as a child. 14 years old or so he guessed. He was skinny and undefined, the years of hard work at the gym were gone. His normally short business like hair was now long and unkempt, the way he wore it the summer after seventh grade he remembered. His dick hung limply over his balls, its soft 3 inches and meager patch of pubes above it fascinating him. His adult 7 incher had been replaced by this beautiful marvel of childhood. Staring at his youthful dick in the mirror he suddenly felt horny. Not the gradual building, slow moving desire that he'd feel when he'd go to a bar looking for a girl to take home. No, this was something entirely different. It was like a dam had broken, and he suddenly needed relief. In the 14 years it had been since he was 14, Matt had forgotten what dealing with hormones was like.
Before he knew it, Matt's dick was at full attention, its 5 inches painfully hard and sticking straight up towards his chin. He grabbed his erect dick in his hand and almost fell over at the feeling. Electric shockwaves were coursing through him. It seemed like as he'd gotten older jerking off had lost its magic, but now, with all these hormones racing through him he couldn't believe the feelings that were coming from his dick. His whole body was being enveloped by waves of pleasure with every stroke. He cupped his hairless balls with his free hand and felt them begin to rise up into him. He knew he was close. Matt started thrusting at the air, doubling the speed of his pumping. He felt the orgasm approaching, but it felt different. He'd gotten so used to drunken hookups that he forgot what it felt like to be reved up to 11 and about to get off. The approaching orgasm stiffened his entire body, the hair on the back of his neck was standing up and he had goosebumps. He stood up on his tippy toes when the feelings in him reached an intensity he'd forgotten was attainable. Matt moaned a desperate 14 year old moan and watched as 3 bursts of watery thin semen dribbled out of his dick. He was panting as if he'd just run a race and covered in sweat. The cum afterglow he was feeling was incredible, almost like being high.
In that moment, with the glorious remains of that fantastic cum washing over him, Matt decided he was going to do it all over again. He didn't know why, or how this had happened to him, but he was going to take advantage of it. He'd been lost the first time he was a teen, now he knew how to do it right, and he was going to make the best of it.
It was June when Matt had woken up on the living room floor of his apartment with a second chance at youth, and he realized that he felt like a teenager whose parents had gone away for the weekend. He could do anything he wanted, and as a kid, that is the best feeling in the world. In time, Matt realized that he wasn't simply a 28 year old in a 14 year olds body, he had a teen enthusiasm and exuberance towards life. He realized he was truly 14 again, except he had the knowledge and experience of a 28 year old successful stock trader. Not to mention the money and bachelor pad of one as well.
Matt realized the first thing he wished he'd done as a kid was work out. When you're a teenager being strong and having muscles gets you places. The first time around Matt hadn't been a wimp, but he wasn't exactly wowing the kids around him either, he was just sorta average. So he began working out with a personal trainer. Matt was astonished at how fast he saw results, in under two months he was sporting defined arms and legs, pecs and a six pack. None of them were bulging of course because he was only a kid, but he felt and looked strong.
He came to be pretty close with his trainer, whose name turned out to be Connor. Connor was an 18 year old swimmer who was just about to begin his freshman year at Fordham Univesity. Matt could tell that Connor had a sexual interest in him. Now Matt had never had a problem being with guys or girls, and he realized that having an 18 year old friend as a 14 year old could be helpful, so he bought in. By anonymously paying off the right people, Matt found he could get all the documentation he needed to enroll in school. He asked Connor to pretend to be his dad and take him to the Middle school around the corner from his apartment to enroll him. The secretary looked a little confused about the young looking 18 year old wearing sunglasses, a suit and trying to act mature being the father to a 14 year old boy, but when she saw the documents matched she just sighed, shrugged her shoulders and signed the paperwork. Matt would now officially be the new boy at Wagner Middle School come September.
Connor never asked questions about Matt's parents. Matt just told him that they were never around and Connor accepted that. He probably just didn't want to mess up a good thing. It was a good thing for Connor because Matt soon realized Connor was attracted to younger guys. So every now and then, Matt would throw Connor a bone and play sex games with him. It started with jerking off while watching porn on Matt's big screen TV and smoking weed, and eventually progressed to mutual sucking and eventually Connor asked Matt to fuck him. Matt had never fucked another guy before but he figured he'd give it a shot. Matt liked Connors smooth defined swimmers body. He loved having his 5 incher buried in his ass while jerking off the freshman's shaved package. And he loved getting off with somebody other than himself since he didn't know anybody his age yet.
This was how Matt spent that summer going into eight grade, smoking weed, fucking, working out, fucking some more and taking in the greatest city in the world with a near unlimited amount of money, a beautiful apartment overlooking central park, and a renewed youth. Some mornings he'd wake up expecting it to all be over, for it to be a dream, but over time the feeling faded and he accepted that some way, somehow, he'd been given another chance.
Matt shook off the daydream, and smiled at the memory of how he'd gotten to where he was now. He continued walking down the hallway of his new middle school towards the second floor bathroom. Matt had the feeling that Nicole would know what she was doing. He was looking forward to going down on his classmate with the beautiful boobs. As he rounded the corner and pushed open the bathroom door he couldn't help but give a toothy grin, he felt excited and wanted desperately to cum.
As he entered the bathroom, he heard the telltale slurping sounds that he immediately recognized as a blowjob. Confused, he saw what looked like Nicole's knees on the floor in the large handicapped stall furthest from the door. Matt smiled realizing that somebody had beaten him there. He stealthily approached the stall and slowly pushed the door open. To say he was pleasantly surprised would be an understatement.
It was Nicole doing the servicing all right, but it was who was getting serviced that intrigued Matt. There, with his pants down around his ankles and his four inch dick sliding in and out of her mouth was Cal. He looked shocked when he saw Matt standing there watching but made no attempt to stop. Nicole momentarily took her mouth off of the skinny teen's pole just long enough to say, "Oh good, you made it... Wanna join in?" In response Matt unbuckled his belt.
Please tell me what you think, and what you'd like to happen in the next chapter.
mattcordiero@yahoo.com