WARNING: The following text contains scenes of textual nudity and graphic sex between consenting males. If you are offended by such material, or are under the legal age of consent to read such material, please do not read any further. All persons and events depicted in the following story are entirely fictitious. Any resemblance to those living or dead is purely coincidental.
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"When It Rains It Pours" - Part 1
by Mikey Mark
It all began on a moist and miserable Monday morning, in the middle of the merry month of May. Such beginnings tend to become obvious after the fact, when one looks back on it and can say 'that was the day that it all began'. But at the time, I didn't know what had begun, or that anything had happened at all.
My day started off normally enough, with my regular morning boner to greet me along with my alarm clock at 7:30 in the morning. A few quick strokes and couple of kleenex usually took care of the boner problem, but that didn't account for the fact that my dad didn't have any blue socks to wear. Dad desperately needed blue socks to wear with his new suit so mom came into my bedroom to rummage through my sock drawer in order to find a pair of blue dress socks for dad to wear to some important meeting that he was going to be late for.
So there I was with the bedsheets pulled back, laying stark naked, thrashing about with my toes curled and furiously stroking six inches of rock hard teen cock, experiencing the all the joys of orgasmic ejaculation. The first shot hit my face and I closed my eyes. I felt a few more warm gobs of goo splatter across my chest and I slowly relaxed and opened my eyes. Mom was standing right there in my bedroom in her dressing gown mumbling about blue socks and dad being late. It is hard to say who was more surprised and embarrassed by the whole situation, mom or me.
Mom actually turned her back to me and started looking through my sock drawer. I grabbed my bedsheets to cover up and hid under the sheets, burning with embarrassment. I could feel my cum dripping down the sides of my chest. She found what she wanted and actually asked me if I wanted cereal or toast for breakfast and then told me that I had better get up and into the shower or I'd be late for school as she walked out of my room. What a wonderful way to start the day.
I was late and running to catch the bus that I missed when I got splashed by a nasty taxi driving full speed through a huge puddle in the curb lane and sending up a spray of water twenty feet high. It was a miserable monday morning all round.
At lunch that day, Nicholas the Toad was the first to notice that the 'Big Apple' was missing. He was a big hulking loner, allegedly a junior, who always sat down at the far end of our table at lunch - every day - he never missed a single day, even on a snowy blizzard day in January when the school was half empty, he was there. And he always ate an apple every day, so Nicholas called him 'Apple Guy', but 'Big Apple' seemed more appropriate given the size of the guy, so that's what the rest of us called him. He seemed to be a real loner - and looked far too menacing to talk to, so we all ignored him, except when we talked about him. Anyway, he wasn't there that day.
So odd things kept on happening like that. My best friend Josh, who was insufferably and enviously good looking, was actually starting to flirt with my other best friend Emily. This was entirely radical and a portent of great tides shifting. Emily (and I) had both been in hopelessly love with Josh since middle school, but we were both believed to be entirely friend-zoned with Josh - until that very day at lunch. Again, it was Nicholas the Toad, so named because he was short, not very good looking and wore round thick glasses, who commented on it. Nicholas was always making smart ass type comments. He was usually pretty funny too.
Anyway, Nicholas started needling Josh about being horny and looking for a blowjob from Emily. Of course Emily hit him for that. So did Josh. We were always hitting Nicholas. But Josh was blushing a bit, which was taken to be confirmation and proof of his amorous pursuit of Emily.
Nicholas suggested to Josh that "if you are looking for a blowjob, maybe you should to ask Brandon for a date."
Brandon was an 'out' gay emo guy - one of the very small handful of openly gay students at our high school. He was a grade ahead of us, but we all knew who he was. Everyone laughed at that joke - Matt spit out his milk from laughing and nearly hit Emily from across the table. Josh then suggested that given the dating prospects of the rest of us, maybe would should arrange a group date for us guys and we could all hang out and surf internet porn and all jerk off together like the pathetic young virgins that we all were.
I could only wish to hang out surfing porn and jerking off with Josh. I fantasized about it regularly. I wondered if he was maybe dropping a hint to me. I'd been in love with him since middle school and I'd known him since grade school. I was certain he was straight. He always talked about girls all the time - and now he was hitting on Emily. I was definitely going to hear more about that.
In social studies class that afternoon, we watched a movie about peasant farmers in China. Half the class was sleeping with the lights out. When the movie was over and the bell rang, everyone was yawning and stretching. I looked over at my friend Tyler who sat in the next row. I'd known him since grade school. He was grinning and pointing at his lap and then pointing at the girl two seats ahead of me - blonde haired Jessica with the big tits.
So I looked over at his lap since that seemed more interesting than Jessica. It looked like some white fabric was poking out of his front pocket. It took me a second or two to realize that it was the head of his cock pushing the inside of his pocket out. Tyler stood up and furtively tried to poke his pocket back in. That just moved the big lump in his pants down a bit and straight off to the side. He held his books in front and smiled at me. He was blushing a bit and we were laughing about it as we shuffled out the door.
What was doubly weird about the whole situation was that of all the guys in my school, one of the only guys who's dick I'd actually ever seen was Tyler's. We took swimming lessons together for years and he always looked like he had a really small cock, way smaller than mine, though I'd only ever seen him soft, and maybe not for at least a year since. So how did that tiny little cock I'd seen in the change rooms at the swimming pool grow big enough to poke out the side of his pocket? I'd always thought Tyler was a pretty cute sexy guy. He had blond curly hair - almost golden in color, with blue eyes and and an impish grin. Too bad for Tyler that he was still a bit short and young looking, so all the girls tended to ignore him.
So that was my crazy Monday. It may not sound like much, but it was just the beginning. Things around me were changing. I could feel it. I could also feel my cock getting hard again as I thought about Tyler's amazing pocket popping boner - and watching porno videos with Josh. I just had to jerk off when I got home from school - and again before bed. That was part of my regular routine. I jerked off first thing in the morning, then when I got home from school, and then once more before going to sleep. Such is the life of a fourteen year old boy - life is just one boner at a time.
Tuesday got off to a much better start. My morning jerkoff session was not witnessed by my mother or any other family member. That was good. I got to school on time and everything. My first class was math and there was Jeff Ryan looking as hot as ever. I figured him to be the hottest guy in 9th grade. I'd known him since middle school, but he'd always ignored me back then. We were kind of almost friends now, mostly because we shared a few classes together and I helped him with his math homework. He was about 5'10" tall with an athletic build, lean upper body, powerful legs and the hottest bubble butt in our whole high school. He was the star of our track and field team back in middle school. He had dirty blond hair, blue eyes and perfect white teeth and a 100 watt smile. Everyone loved Jeff Ryan.
Tuesdays and Thursdays were my favorite days of the week. That's because after math class, I had science class first two periods in the morning. Jeff Ryan also had math then science class, so the two of us would leave math class to walk to our next class together. We'd always stop off at the washroom along the way for a mid-morning piss. Standing next to Jeff Ryan at the urinals was pretty much the high point of my day. He wasn't shy either so I usually was able to sneak a good peak at his cock and he had a beauty. Well, that day, Jeff's usually beautiful cock looked like it was half-hard when he pulled it out to pee. My eyes nearly fell out of my head. I had a boner for the rest of the day just thinking about the sight of Jeff Ryan's half-hard cock.
At lunch that day, Josh continued his amorous flirting with Emily which would have been the talk of the table except for the fact that it was the second day without Big Apple and that was the hot topic for Nicholas and Matt. However, the big event of my day came after school. I had to stay late in my last class to talk to the teacher about something, so I was late getting back to my locker and the hallways had mostly cleared out. I shuffled through my books and my knapsack and was about to lock up and go home when a voice behind me said "hey".
I turned around to see Brandon, the gay emo guy standing there. He was in 10th grade, but his locker was right across the hall from mine. He'd started off saying 'hi' to me a few months before and I did my best to be polite and acknowledge his salutations, but I didn't really want to be seen talking to the gay guy at school if you know what I mean. I thought I might be bi, but the idea of being all out and gay seemed pretty scary and weird to me. Just being seen talking to Brandon was enough to start rumors, so I thought it best to steer clear of him.
Except there he was talking to me. He said he had overheard me talking about the new Pirates of the Caribbean movie with my friend and he said he loved those movies. I always thought they were funny, but neither Josh nor Matt would go to see the new sequel - they hated Johnny Dep. Brandon did want to see it and invited me to see it on the following saturday. We got along so well talking that I totally forgot that he was gay and I said "sure, that sounds great" and we swapped numbers to make plans. It was only afterward that I realized that I had just agreed to go on a 'date' with Brandon the infamous gay emo guy at school. My life was turning very strange, very quickly.
Wednesday was pretty much a quiet day - especially at lunch. Nicholas the talking machine wasn't there, so we ate our lunch in almost silence. Josh and Emily were making goo-goo eyes at each other and Big Apple was still missing. Matt invited me over to his house that evening to play video games. It was a pretty standard situation. Matt was a bit of a nerd and a dweeb and he wore braces, but he'd been one of my best friends since grade school just because we lived so close together. He was into science and computers and math and stuff, so he wasn't exactly the coolest guy in the world to hang out with, but we always had fun together. That day was no exception.
Visiting Matt's house was always so weird. It was like "Leave it to Beaver" - it felt like a time machine back to the 1950's over there. Matt's mom stayed home and baked cookies and bread every day and always wore a white apron over her dress. His dad was always super friendly and asked how school was going and how my mom and dad were and stuff like that. They even said grace before every meal holding hands and Matt said he'd get strapped with a belt if his parents ever heard him swear.
Anyway, we were playing video games in Matt's room when his mom brought up a tray with two glasses of milk and a mountain of cookies for us. We consumed them while I kicked Matt's butt. After a while, Matt seemed to get bored of the video game and said he wanted to show me something on his computer. Needless to say, it was a porn site - free with no registration - and it was loaded with thousands of pictures of tits and pussy. We both were 'adjusting' ourselves pretty soon after that.
Matt was my oldest best friend. We had talked about jerking off and we both admitted to doing every day. I'd never talked to anyone else about something like that - except maybe Emily, but that's only because she was always curious about guys and stuff and would ask me the most embarrassing questions about guys and cocks and balls and jerking off and other things girls knew nothing about.
Anyway, Emily wasn't there, but Matt was. He kept talking about how horny he was and how hot the pictures were and how he liked to jerk off looking at hot pictures like this. I agreed that it was very hot and I was also really horny. I could see a big lump in Matt's jeans. Matt was the only other guy I'd seen nude. His dick always looked huge - way bigger than mine.
We sat and watched the porn on the computer for a while getting hotter and hornier by the minute. We were both 'adjusting' and stroking ourselves as surreptitiously as possible, like we were hiding it from each other.
"Do you wanna jerk off?"
That surprised the heck out of me. Matt was normally pretty nerdy and straight-laced. He never wanted to do daring things or anything he wasn't allowed. He nearly had a fit when I raided my parent's liquor cabinet. He didn't even want to try any of it. But now he was asking me if I wanted to jerk off with him.
"Ah... yeah... sure."
Neither one of us said anything more. We just continued playing with our cocks, but just more openly than before. Then the zippers came down and we had our cocks out. Matt's cock wasn't as big as I imagined it would be, but it was really thick, like twice as thick as mine. We just sat there beside each other watching porn on the computer and jerking ourselves.
Matt eventually undid his belt and pushed his jeans and boxers down to his knees and laid back and really started to stroke. The sight was very impressive. Matt maybe wasn't the best looking guy in the world, but from the neck down he was pretty hot. He had more muscle definition than I did. His pube hair was shaved off and his dick looked to be about the same size as mine - six inches, except as I said before, it was a really fat cock. His balls were pretty big too - bigger than mine and hung down loose and bounced around while he jerked himself. That looked so hot.
I followed Matt's lead and laid back to slide my own jeans and underwear down to my knees and my dick slapped back against my stomach. I was starting to leak precum I was so horny. We were both there, side by side but not touching, and jerking our cocks full speed like it had become a race between us. I won and hit my chin with the first squirt. The second hit my neck and the rest across my chest. Matt came pretty soon after and started splattering gobs of cum in all directions. My cum was fairly clear wet and runny, almost a liquid. Matt's was really thick white and gooey blobs - and lots of it. The two of us were a mess.
After mopping up the mess with a bunch of kleenex, we laughed a bit, but then it seemed a bit awkward so I got up and went home. I ended up jerking off again before going to bed that night thinking about seeing Matt stroking his fat cock and the sight of all that thick gooey cum on his stomach.
Thursday morning meant Math and the Science with Jeff Ryan and most importantly, a mid-morning visit to the boys washroom. Jeff never disappointed, though he wasn't half-hard, just the usual confident display. I swear he knows I'm watching him out the side of my eye. Science class was always just a bit more interesting after that.
At lunch on Thursday the disappearance of Big Apple was the subject of continued interest and avid theorizing. Josh suggested that he probably got expelled. Matt figured it was aliens. Nicholas suggested that he might have moved to New York. Emily thought we were all nuts. Then one of Josh's buddies came up and he and Josh did the whole gang-style greeting thing that was so popular with some of the guys at school.
Nicholas said, "that's so gay, next thing you know, they'll be having gay sex in some public washroom."
Nicholas was a loud-mouthed brat. That Nicholas the Toad didn't get beat up regularly at high school for saying such things was yet another mystery of life that I pondered when I was bored in class.
Anyway, it was just another boring day at school until last period social studies class, which was boring as well. Tyler seemed pretty friendly and we joked [quietly] about what happened last class as Jessica came in and took her seat. She was so hot. During class, Tyler caught my attention a few times and made me laugh with his antics. He was blowing kisses at Jessica and stupid stuff like that.
At the end of class, Tyler asked me if I wanted to hang out with him after school. I said 'sure' and that I'd meet him at his locker. So off I went to my locker to dump my stuff and grab my jacket and helmet and headed to Tyler's locker at the other end of the school. Tyler was waiting for me, chatting with a few other guys. We headed to the bike-racks since we both rode bikes to school.
It was a nice sunny spring afternoon so we rode our bikes over to the ravine park and along that winding bike path along the creek and then we cut off over to Tyler's house at the big bridge. It was the long way around from school, but it was a much nicer bike ride than riding on the street. I hadn't hung with Tyler for a few years. We were close buddies back in grade school, but not so much in middle school. But now we re-connected as if we'd been best buddies all along.
At Tyler's place we parked our bikes in his garage. It was a double garage with a gabled roof and a storage loft. The place was filled with stuff, including a beautiful old 1957 Chevy. A work-bench filled the back wall of the garage. There were like a dozen old bikes there, in various parts and pieces. Tyler told me to wait there as he headed inside. He returned a few minutes later with a couple of cans of soda pop and lead the way up a wooden stairway to the storage loft. There was a couple of places to sit up there. This was Tyler's secret hangout spot at home away from all his brothers and sisters.
We hung out talking about soccer and music and girls at school and Jessica's big tits. Typical stuff. Well, it was all very typical and normal until I caught a glimpse of white fabric of his pocket poking out a bit. Tyler's eyes followed my own and he grinned at me.
"I'll bet I could hit the wall with my splooge from right here."
"What?"
"You heard me. Wanna bet?"
"How much?" The wall was like five or six feet away from us.
"Ten bucks"
"You're on" I couldn't believe it. Tyler was acting like he was totally serious.
He was serious. Tyler got on his knees right where we were and unzipped his pants and pulled out his cock. It was definitely big - or rather it was long, but not very thick. It looked almost exactly like my own cock, except several inches longer, like it was an extended version.
"Wow. You've got a big cock." As if he didn't know that already.
"Yeah - I guess so."
Tyler just shrugged off my compliment and continued stroking his long cock. I just sat there and watched. It didn't take him long and I could tell when he was getting close.
"Are you watching - check this out."
I was watching and I checked it out. He aimed his dick up at a 45 degree angle and started thrusting his hips. The first squirt shot out and arched through the air and hit the wall - as did the second. The next few squirts landed a foot or two short. After that, his cock sort of just leaked and drooled out a bit more. I was impressed. His cum was clear and watery like mine and he could really shoot for distance. I couldn't imagine shooting my cum even half that far.
So I paid Tyler the $10. It was worth it just to see that. Tyler then started badgering me to make a bet about how far I could shoot my cum. He kept pointing at places and saying, "do you think you could hit that from where you are?"
He was really getting me going and my cock was already hard as a rock from watching him jerk off, so I went along with it. Another $10 bet. I had to hit the wall, but I was about three feet away and on my knees just because you couldn't stand-up in the loft with all the cross beams and the roof. So I pulled my cock out and started stroking. Tyler said I had a pretty nice sized cock, but I figured he was just being polite since his was so much bigger. It wasn't going to take me long. I felt Tyler's knee touching my leg and I could feel his body heat. That felt so hot that I just had to cum. I aimed my cock the same as Tyler did and closed my eyes to enjoy it, thrusting my hips with each orgasmic spasm.
I got my ten bucks back.
Tyler clapped me on the back as I put my dick away and zipped back up. I'd just jerked off with each of my two oldest friends, two days in a row. Wow. Who'd have thunk it. A week before and I couldn't have and wouldn't have even imagined it. Anyway, Tyler's mom was calling him and I had to get home for dinner so I hopped onto my bike and rode home and jerked off again thinking about all the crazy stuff that was happening to me.
To be continued in chapter 2
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