Date: Sat, 3 Jul 2004 14:19:57 -0700 (PDT)
From: Mr Bill <s409@yahoo.com>
Subject: My First Time With Larry (m/m,oral,anal)

Every guy has his first time whether it is with a man
or a woman. For a guy losing your anal virginity is a
big deal. It's one thing when you are sucking another
guy's cock, licking his ass or even fucking him. It's
quite another when you submit your hole to a dick.

At a certain point a teenage boy, when he realizes
that he is queer, will seek out someone to take his
cherry. For me, that happened when I was 15.

As a teenager, I certainly would not be described as a
young Greek god. I was pudgy, bookish and shy. At
school I mostly stayed to myself. I was an only child
living in the country. My choice of friends was
limited. Luckily a boy about the same age lived down
the street. His name was Larry and throughout our
childhood and teenage years we formed
on-again-off-again friendships. When I was 13, I
started fantasizing about having sex with boys at
school. By the time that I was 14 I wanted to try the
real thing. I craved more than just sneak peaks of
dicks in the locker room or watching the sweat run
down the chests of the jocks as they played "shirts
vs. skins" basketball.

I decided that I needed to acquire a good friend. I
needed someone to seduce. Finding a boy from school
was next to impossible. Gay teenagers of that era hid
deep in the closet. Plus my school was strict. I
remember that one boy was caught jerking off into a
bathroom sink by a teacher and he was expelled. I
could only imagine what would happen if the teacher
would have caught me with my mouth around that boy's
dick.

That left my neighborhood. Although Larry and I had
gone our separate ways since we were around 12, he did
live close by and was basically stuck in the same
isolated situation as me. He had an older sister and
two younger brothers but, like any teenager, I am sure
he tired of being around his family. Larry's only
drawback was that by 15 he had a lot of dark body
hair. In fact, he already had started shaving. My
jack-off fantasies always involved a smooth blond boy
from  school named Jamie Dodd. However, beggars can't
be choosers. At some point, I guess I decided that
Larry was to be the one.

I can remember how we rekindled our friendship. Larry
liked tennis so I got a racket, took lessons and
learned to play. I wasn't great but I had a decent
serve and I could keep up a volley. At some point we
must have been taking our rackets to school, when we
started talking tennis and decided to play matches. We
got closer and really started to enjoy each other's
company outside of the court. We went to concerts
together and rode our bikes to the store. When winter
came the tennis stopped and we started playing card
and board games in the basement of my parent's house.

I don't recall when we first decided to play penny
poker. That became our favorite game. Each of us had a
glass jar full of pennies and we'd play for hours.
"I'll raise you 10 cents," meant that you had a real
good hand.

Of course, like most teenagers we'd joke about sex.
It's was always in a obtuse manner. I know at several
points one of us brought up the subject of strip
poker. My dick would always stir in my pants.

One day we were playing our usual poker game in the
basement. My parents were not home so it must have
been a school holiday. Exchanging pennies had grown
stale and we were both restless. The strip poker
reference came up again and I remember telling Larry
that we should try it. He protested saying that you
only play strip poker if girls are present. After some
taunts of "Chicken" he relented to try it. However, he
said that we just play until we get to our underwear.

I know that I didn't try very hard to win so I quickly
wound up in my undershorts. I think that Larry only
lost his shoes and socks. Needless to say, my
underwear was tented due to my boner. Larry saw my
protruding shorts but didn't say anything. I know he
wanted to end the game at that point since obviously
we were rapidly going way past the line of friendship.
I told him that I wanted just one more hand. If I won
the hand, then I won the game. If I lost, I'd strip.

Of course, I lost. I stood up and pulled down my
underpants. My hard cock stood straight out. Larry
made some comment that everything was getting just a
little too weird. Then he asked me why I had a boner.
I told him that I was really horny. I started to pull
on my dick. He said that I was being gross but he kept
watching me jack off. I told him I would shoot my load
in front of him if he went upstairs and got me a paper
cup. For some reason I thought it would be neat to let
him look at my cum in the cup after I shot my load.
Larry agreed. He ran upstairs to the kitchen and
returned with a cup. He gave it to me making sure to
stay away from my throbbing dick. He then sat down in
the chair.

I started to pull on my cock. I guess Larry was a
little freaked out so he asked me to turn away from
him so he did not have to look at my dick. I turned
around and kept jacking. Being a teenager it didn't
take me very long to shoot my load. I had to wipe my
cock head against the side of the cup several times to
remove the cum from the tip.

After shooting my load, I felt very embarrassed. I set
the cup on the table and quickly put on my clothes.
Larry told me that he had to go because it was getting
close to dinner time. Larry said that he would throw
away the cup. He took it off the table and carried it
upstairs. I heard him put on his jacket at the top of
the stairs and leave.

For several days afterward we avoided each other.
Somehow I got the courage to call him and we talked as
if nothing had happened. I convinced him to come over
again. We resumed our penny poker games. Our platonic
friendship continued.

Since I had no outlet for my pent-up sexual desires I
was reduced to finding a mechanical means of
satisfying the need for my anus to be filled. In shop
class I fashioned a 2 inch diameter dowel rod into a
dildo. I rounded the ends and put several coats of
varnish on it to make it smooth. After I brought the
dildo home I began slathering it with Vaseline and
shoving it up my ass on a regular basis. I would then
frantically jack off. I learned to pull out the dildo
just before I came. Otherwise it really hurt to
extract the dildo from my hole.

Spring arrived and we started our tennis games again.
However, on rainy days we returned to poker in the
basement. Larry was now aware that I was a fag and
used it to his advantage. During the poker games he
would sometimes joke that I should suck his cock if I
lost the hand. After several of those taunts I finally
got up the nerve to call him on his bet. He acted
reluctant but agreed. We both knew that I would lose
but we went through the motions of dealing the cards
and playing the hand.

After some nervous joking, his assurance that I could
forgo paying off my debt and my insistence that I was
a man of my word, Larry agreed to let me suck his
cock. He stood up from the table and walked toward me.
I kneeled in front of him. He unbuckled his belt,
opened his jeans and pulled down his pants to his
knees. He then slid his underwear down. He had a
forest of black hair around his dick and balls.
Although Larry's cock was soft, my dick was straining
in my pants. I remember he said, "Suck it bitch". That
pissed me off. I might be a cocksucker but I was not
his bitch. He pushed his crotch toward my face and I
felt the tip of his dick rub against my nose. I lifted
my head slightly, parted my lips and put his cock into
my mouth. I moved my head back and forth. His cock
hardened. I was surprised that his boner could not
have been more than four inches long compared with my
six inch cock. The size didn't matter. I just wanted a
dick. Being a teenager getting his first blow job,
Larry lasted less than a couple of minutes until I
felt his cum spurt into my mouth. I had licked my own
cum after my jack off sessions so I was familiar with
the taste.

After Larry came, he pulled back from me. He made a
comment about me being gross because I drank his pud.
Larry pulled up his pants, bounded up the stairs and
out the door. I pulled down my pants, sat in chair and
jacked off. I knew that we had gone past the line of
friendship.

Larry and I avoided each other for months after I
sucked his cock. I returned to my dildo and my jack
off fantasies about high school jock Jamie Dodd. Near
the end of the school year, Larry and I saw each other
at the school tennis court. He came over and we talked
briefly about tennis. During our conversation Larry
started rubbing his crotch. He wasn't blatant. There
were other students around us. His hand would just
glide over his tennis shorts and I could tell that he
had a boner. My cock got hard too. He asked me if I
would like to walk home after school instead of riding
the bus. I agreed and said that we should meet out
front after the final school bell rang.

We met after school and began the walk home. Since we
lived in a rural area, only the first portion of the
walk was along a road. The rest was through grass
fields and a forest. It was hot but we made good time.
I remember when we reached the shady forest we sat
down on a log. We talked about general crap at school.
 Then I noticed that Larry was once again rubbing his
crotch. Since no one was around, he started massaging
his cock through his pants. I asked him if he wanted
to fool around with me. He stood up, opened his pants,
unzipped his fly and pulled out his dick. I am sure
that he was expecting another blow job. I wanted more.

I told Larry to follow me a short distance down the
trail to a clearing where sometimes the teenagers had
bonfires. Of course, legendary stories were told about
how so-and-so fucked some girl in this clearing. I
wanted to add my story to that legend. As we walked,
Larry left his hard dick hanging out of his pants,
bouncing in front of him. He was too horny to put it
away. I'm sure if I would have touched his prick Larry
would have shot his load.

The clearing had large rocks and junked cars that
blocked the view from the trail. We went behind one of
the cars. Larry yanked down his pants to his knees and
began jerking off. I knew that he was close. I sat on
the ground and took off my shoes and my shirt. Larry
looked at me strangely. I know that he wasn't
interested in seeing my body. He just wanted his cock
in my mouth. I stood up, opened my belt, unsnapped my
pants and pulled off both my pants and underwear. I
was naked except for my socks. I turned away from
Larry and got down on my knees, Then I leaned forward
resting on my forearms. Larry now had a clear view of
my ass.

It only took a few moments before Larry realized which
orifice I was offering him. He kneeled behind me and
scooted between my legs. I heard him spit in his hand.
I turned my head and watched him rub the spit on his
cock. I  then felt him rub some of the spit on my
asshole. He moved forward and started probing my
bottom with his dick. His cock found my back door. He
pushed inside of me. I thought that the dildo would
have made me ready for his cock but his spit covered
prick hurt when it entered me. Larry only delayed a
few seconds before he began humping me. Neither of us
said anything.  Larry fucked me for about five minutes
before he came. After he pulled out I frantically beat
off and shot my cum on the ground.

We were both dazed after our impromptu fuck session.
Larry pulled up his pants. I put on my clothes. We
continued our walk home in complete silence. We only
exchanged parting nods when he we got to his house. He
walked up to his door and went inside. I continued up
the hill to my parents' house.

When I got home I went into the bathroom and shitted
out his juice. Besides a few "hello's" in the halls at
school we never spoke again.