Date: Thu, 4 Feb 2016 18:14:16 -0500
From: Leather Dude <bklynleatherdude@gmail.com>
Subject: Losing My Cherry to My Jock Buddy - Part 1

Thanks to everyone that gave me feedback on my first story for Nifty -
Wrestling Team Try Outs - I really appreciate hearing what you guys
like. So keep it coming!

For my second submission, I thought I'd explore my first experience and
start a series based on the true stories of my sexual exploration over
several years with the boy I lost my virginity to. This is a true story. I
changed the names to keep out of trouble.

All the usual disclaimers apply - and don't forget to support the Nifty
Archives!

________________________________

Losing My Cherry to My Jock Buddy - Part 1

One of my best buddies when I was young was this kid named Carl. He and I
were the same age. Our mom's were close friends and decided we were
destined to be life-long friends, despite the fact that we lived in
neighboring towns about 20 miles apart. We were pretty different, too, both
physically and in personality. He was a natural born jock and troublemaker
with a muscular, stocky build, big for his age with a mop of messy blond
hair. I was the proverbial Catholic alter boy and did everything I was
supposed to whether anyone was watching or not. I was average in height for
my age with fair skin and dark hair, lean and lanky up top but with
muscular thighs and a conspicuous bubble butt I'd developed running.

My only truly remarkable feature in middle school was that I hit puberty
first among my classmates. By age 10, I had hair under my arms, a bush of
pubes and hairy arms and legs and the beginnings of a 5 o'clock shadow. By
age 11, my dick and balls grew like crazy had filled out to their full
adult size almost overnight. I was about 5'5" tall and 95 pounds soaking
wet - but my dick had grown to be a solid, meaty 6" long and almost 5 1/2"
around in girth. I mean, it really did look ridiculous on my awkward
teenage frame, even when it was soft it stuck out from my body and my balls
were way to big for me. Plus, the fucker was always - I mean always -
boning up for no reason. And there was just no hiding it, especially not in
my school uniform corduroys with my shirt tucked in - as was mandatory. We
had to stand up next to our desks when called upon in class and one of the
nuns actually asked me what I had in my pocket one time. It was mortally
embarrassing at the time, but I think it's hilarious now.

My dad was a college football player so he was always signing me up for
different sports trying to help me find one I could be good at. But having
no older brothers and a dad that was always on the road working, I didn't
have much experience with the usual throwing, catching, kicking that most
boys of that age do. As a result, I was uncoordinated and not terribly
confident and pretty miserable at every team sport I tried. And it didn't
help matters that in the locker room after practice, the other boys
constantly razzed me about my huge cock and balls calling me "donkey dick"
or "tripod," as none of them were packing what I was yet. The coach even
pulled me into his office and talked to me about wearing a jock strap now
that I was "filling out," and he gave me my first one. I sprung a raging
hard-on when he showed me how to put it on and nearly lost my balance
getting my legs through the straps. When coach touched my waist to
straighten out the twisted band for me, it was like an electric shock and I
was so freaked out that I pulled my shorts on and scurried out of his
office in flash. I was just beginning to realize that it was boys and their
dicks that flipped my switch and not girls and their boobs. I was confused
and really didn't have anyone I could talk to about it, except Carl.

Carl went to public school in a nearby town to mine. I went to a super
strict Catholic school, so our school experiences were totally different
and we always compared notes when we'd get together - which was about one
or two times a month for a sleepover. He also had a fearless attitude,
which I always envied, but it often got him into trouble. He was a bit of a
bully and a jock -playing on the junior high football and baseball teams. I
liked to explore my repressed mischievous side when I hung out with
Carl. He'd scheme up the trouble and I would talk us out of any punishments
- so it worked out pretty well and we learned a lot from each other.

Like the other boys, Carl became fascinated by my freakishly big cock as
his was still pretty small. Neither of us had older brothers, we both had
uptight religious parents, and being the 80's there was no internet to
guide us, so we were pretty clueless about puberty and sex in general. Carl
became obsessed with measuring his dick and charting it's growth - he even
had a little notebook where he wrote down the date and the length. Of
course, he wanted me to join him in this exercise and I was eager to get
our dicks out at the same time. We'd gotten comfortable being naked around
each other as boys and had started feeling each other's cocks and balls.
Carl had heard about blow jobs from some neighbor kid, so we tried blowing
on each other's dick - literally blowing air from our mouths. Clearly, we
didn't know what the fuck we were doing. A kid in my neighborhood told me
about jacking off and orgasms. But I wasn't really sure how it was all
supposed to work.

At our next sleep over, no sooner were we naked in my room than Carl
reached over to palm my dick. He was in total awe of its size and really
just wanted to play with it. It was literally twice the size of his in both
length and girth and he liked feeling it - how hard and hot it was in his
hand, the way it throbbed in time with my heart beat, and he pretended it
was his own big "grow up cock" and closed his eyes while he stroked it up
and down slowly. Then we switched places and I did the same to him. His
smaller cock was plenty hard and excited and it definitely made him feel
good when i ran my fingers over it. But we were doing each other dry and
talked about how it would feel better if there was less friction. I got an
idea and spit on my palm and went back to his cock with some slimy saliva
as lube. Carl's eyes rolled back in his head and I knew we were on to
something. He did the same for me. But it dried too quickly and we kept
having to spit over and over.

I quietly crept out to my mom's bathroom and grabbed the barely used vat of
Vaseline from the cabinet. That was the magic stuff. Carl stroked my cock
and fondled my big balls until I felt like I was about to explode with piss
-so I made him abruptly stop. He was confused as to what happened, so I
explained I felt like I was going to piss all over the place. But my cock
was leaking gooey pre-cum like a faucet - it was different from the slick
Vaseline and burbled out of the tip of and ran down my throbbing cock. It
definitely wasn't pee - we both tasted it, too. Kinky curiosity, I
guess. Carl said "dude, that is definitely not piss. I think you can make
sperm. Let's see! I want to see your sperm!" and pushed me flat on my back,
sat on my legs and jacked me off furiously until my whole body convulsed
and I sent forth a geyser of cum into the air. It landed on Carl's hair and
face, my chest and abs, the wall - it was everywhere. When I came down from
the high of my first-ever orgasm and was able to focus my eyes - the first
thing I saw was Carl scooping my cum off my abs and putting it right to his
lips to taste it. That seemed perfectly natural to me - what does that
stuff taste like? It was little bitter and smelled like a musty
basement. But it didn't taste bad. We kept swiping some from here and there
and tasting it and the next thing I know, Carl is licking a dribble of cum
straight up the shaft of my still-hard cock. The sensation was amazing and
my head thrashed around - I begged him to do it again.  We had discovered
the real meaning of jacking off and blow jobs all in one day.

I flipped Carl into position on his back and first stroked him with
Vaseline and got him to orgasm pretty quickly, but there was no cum for
him, just a little drizzle of clear juice. Then I licked it off him and
sucked his cock for a while. I liked the sensation - and I liked the
control I had over my much bigger pal when his dick was in my mouth,
too. Carl then sucked a second load from my cock. He ended up with a mouth
full of my spunk. My second cum load even and I already had a dedicated cum
dumpster to feed it to. He let it dribble out of his mouth and back onto my
twitching cock and balls while I was still coming down off that crazy
intense high feeling. We were both fascinated by the whole thing. He
scooped up some of my cum and fed it to me like it was the most normal
thing to do. It was sweeter that my first load and the consistency was like
nothing we knew. I got into eating it and Carl fed me the rest. We were on
our way to being totally kinky fuck buddies, but we didn't know it yet.

Not long after that night, I discovered my dad's porn stash. Nothing too
crazy, but a few Playboys and some other pictorial mag that actually showed
people fucking and a collection of old issues of Forum magazine. I couldn't
wait to show Carl and begged my mom to let him sleep over that weekend. I
didn't give a fuck about the boobs on the girls in Playboy, really. I was
pretty certain I was only into boys. The stories in Forum were eye-opening
and I read all of them cover to cover before I got to share them with
Carl. In the back, they published letters from readers about their sexual
exploits and my life changed when I read one from a man who'd had sex with
his male co-worker on a business trip. I wanted to try everything I read in
the story.

The next time Carl slept over, my folks went out to a party so we had the
place to ourselves for a few hours. We got naked immediately and I spread
all the porn mags out on my bed for us to look at. I showed him my favorite
- which wasn't a playboy but it showed a guy with a cock that looked too
big to be real fucking a Dolly Parton look-alike. Carl was really into her
tits and wet pussy while I was totally focused on the man's hard, dripping
cock. The spread that showed her sucking his cock was one we both liked and
we both wanted to try it again. Then I showed Carl the story of the two men
and told him to read it. He was immediately on the same wavelength and we
put the magazines back in my dad's nightstand and padded back to my room,
hard cocks bobbing in front of our naked bodies, to get started.

Carl had made me come for the very first time and it was super intense. Now
I was hoping Carl would be ready for his first cum and I wanted it in my
mouth. Since that day a couple weeks prior, I had read a year's worth of
Forum magazines and gotten a crash course in sexual possibilities that I
wanted to share and explore with Carl. Plus, I'd been jacking off at least
twice a day getting to better understand the feelings and becoming aware of
what to expect, exploring different ways to stroke it - all the way up and
down - twisting, working just the tip, both hands - and I could make it
feel even more awesome than our fumbling that first time. And after the
education I got reading the stories in my dad's magazines, I was curious
about playing with my buttonhole and maybe even fucking. I'd ventured a
finger back there and wormed it in some, it felt kinda good, but it was too
awkward - I needed a buddy to do it. From what I'd read, it was well worth
trying. And with Carl's cock being pretty small, it wasn't too
intimidating.

Back on my bed, Carl pushed my back onto the pillows and scooted up between
my beefy legs and plunged down taking most of my cock into his hot,
slobbering mouth. He was clumsy but enthusiastic and I was so horned up, he
got a mouthful of my pre-teen jizz within a couple minutes. I let up and
tackled him, straddling his torso and put my mouth on his for a surprise
kiss. We hadn't done that yet, and I wanted to try it. Apparently Carl did
too, as I remember him opening his mouth right away and I could taste some
of my cum on his tongue. We got into the kissing immediately and rolled
around on my double bed making out. Roughly, like boys. I broke free to get
his hard cock into my mouth. I bobbed up and down, twisted side to side and
then popped off so I could suck his still-hairless balls for a bit. That
got him going and then I pushed his legs up and worked my way down towards
his hole. Carl started to protest, but when my tongue swiped across his
little rosebud all he could do was moan loudly. I lapped away at that
little hole for a while before engulfing his cock again. Just like I read
in the story, I dipped my finger in the vaseline and worked it slowly into
Carl's hole while I had his cock in my mouth. Then it happened! He blew his
very first load into my mouth and I Hoovered it up! He moaned and thrashed
while his dick shot down my throat and his butt write around impaled on my
index finger - the secret weapon. I sucked all of his jizz into my mouth
and rolled it around on my tongue while I popped my finger out of his
hole. We took a little breather while Carl returned to earth from his first
cum. He was grinning ear to ear and I knew just what he was feeling - it
was intense, and I went in for a messy kiss with his cum in my mouth. I was
discovering that we were both dirty fuckers and didn't have many hangups.
We made out for a while, rubbing our steel hard cocks against each other
the entire time and staying sexually frenzied.

I wanted Carl to put his hard cock in my ass. I didn't want to talk about
it - so I just decided to do it. While he was still panting, I reached for
the vaseline, smeared some on my buttonhole and his cock and then got into
position to sit straight down on it. It hurt that first time, that sharp,
shooting pain anyone who's been fucked in the butt can relate to, but once
I sat down to the pubes and stayed still a bit, it felt pretty good when
Carl started bucking up into me from below. And my own big cock stayed rock
hard the entire time. I bounced up and down for a few minutes and then Carl
came again - straight up my ass - while he stroked my dripping cock and
rubbed it against his smooth abs. But this time, he turned me around on all
fours saying he wanted to see his cum drip from my hole. I got into the
requested position and he pulled my big cheeks apart and I could feel his
breath on my pucker. Then he dove in and started licking like mad while I
stroked my cock until I blew my load all over my headboard. Cum splattered
everywhere. Carl's mouth looked like he had a milk mustache made of my cum.

Right at that moment - with my head pointed toward the window, I saw the
headlights of my parents car coming down the street. We scrambled to wipe
all the cum away, throw some clothes on and scurry over to the TV room and
tune in MTV before they hit the door.

Carl and I explored sex together since that first time in 6th grade until
about a year after high school. He was straight and never played around
with another guy except me. But when we got together, he was game for
anything. He liked having my big cock pounding his ass and I could make him
cum hands-free, something we discovered during out exploration of bondage.
But I enjoyed being his bottom boy too. My cock was always bigger than his,
but he always had a better-developed muscle body than me. Se often joked
that our cocks had been switched at birth since we would have looked much
more proportionate with the other's cock.

I have more stories about Carl. We were fuck buddies from age 11-19, but
then he joined the service, moved away, got married and had a bunch of
kids. Last I heard he lived in Florida with his third wife. I miss that
dude. And if I ran into him in an airport men's room, I'd happily bend over
and let him slam fuck my ass in the handicapped stall.