Date: Tue, 17 Aug 2021 17:01:28 -0400
From: Jeff F <jefff7680@gmail.com>
Subject: High School Best Friend (Gay/High School)

I am 53 and married a long time now. but my first sexual experience with
another guy was with my best friend, Scott when we were both 15.  We were
the kind of best friends who were together every day after school.  We
often ate dinner at one another's homes and we called eachother's mother
"Mom."  Scott was everything a best friend should be. We rode bikes
together, skateboarded, played tennis and street hockey.  We hung out at
the movies and even "double dated" with the girls we were seeing back
then.  We were both sophomores in high school and would alternate
sleeping over eachother's houses on the weekends.  One Saturday night in
the Spring of our sophomore year we were at my house and no one else was
home. My parents and my brother had gone out and we were in my den
looking fo something to watch on cable. Back then the cable box extended
from the TV to the couch by a long wire which stretched across the floor
onto the coffee table. We discovered that if you pressed two keys at the
same time you could get the Playboy channel in very fuzzy black and white
but enough to see some naked fun on the screen.  We turned off the TV
after a while and wondered aloud what to do next.  I forget which one of
us, but one of us suggested we play "Truth or Dare."
It all started out silly enough with asking which girl we liked and
daring to find the open bottle of Amaretto in my parents liquor cabinet
and taking shots.  Then I became bold. I asked Scott during a "truth" how
big his dick was.  He said 7".  He asked me the same question next round.
My reply was 7" too.  Then came the "dare". I dared him  to measure it.
He accepted the challenge, pulled down his pants while I found the ruler
and measured himself. Sure enough he was 7".  Then he dared me.  I was in
fact 7" fully hard as well.  We took the challenges to the next level. I
dared him to touch my hard dick.  He did. He dared me. I did.  I dared
him to suck on me. He put his lips on my cock and then used his tongue.
He did not ask when to stop. He just kept going. When it was my turn I
did the same for him/. Finally in the last dare we took our clothing off
while Scott laid on the couch on his stomach and I rubbed my dick between
his ass cheeks.  The night ended and we were both excited but neither of
us ejaculated.  Truth is I had never even cum while masturbating yet.
That was soon going to change.

About a month later we were again alone in my house.  This time we were
in my room. We didn't need to play "Truth or Dare", we just started
rubbing our bodies together and before I knew it Scott was between my
legs with my pants pulled down, sucking on me.  After a few minutes I
felt an unfamiliar pressure build up but didn't know what it meant until
suddenly I felt my hands find the back of his head as I began gushing my
first load of cum into his mouth as he swallowed every drop.  When I was
done cumming he got up, went to the bathroom, took a sip of water and
returned to my bed.

I returned the favor many times after that.  Those are stories for
another day.