Date: Fri, 22 Jan 2016 20:58:08 +0000 (UTC)
From: fiveholepunch@comcast.net
Subject: Boyhood Sex Memories Part Two

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Memories Part Two

These are memories of being young.  They are about sex in some way.  What
do you remember?


13.  Jonah

"I read your series on Nifty and I'll tell my first time story.  I had
started masturbating at twelve after accidental self-exploration led me to
figuring it out it felt good, although it took me a long time for me to
learn what an orgasm was.  I was taller than most of my classmates but I
hadn't any pubes until I was fourteen.  I dry cummed until I was fourteen.
I didn't know much of anything about sex and didn't learn the reproductive
facts of life until I was nearly fifteen after a brief talk with my uncle.
I certainly didn't know what being gay was other than knowing that others
made fun of effeminate behavior in men.

I was friends with another boy named Sean who was a year younger than me so
he was thirteen and I was just fourteen.  He was a big boy with long legs
and arms.  He had strawberry blond hair and freckles.  I liked being with
him and we still played as boys.  Most Nifty stories are about falling in
love or realizing your gay, not this one.  I didn't think I might be gay
until I was nearly twenty.  Sean and I did have sex together for awhile but
it wasn't a life changing event for either of us.

Here is what happened.  We had bicycled to a lake and we fooled around the
shore and we were exploring a locked boathouse.  Sean said he had to pee
and I did too, so we peed behind the wooden boathouse.  I had noticed Sean
had quite a large package before but only in an observational way.  When he
took out his cock it was fairly big, not so much long but having quite a
big head and girth.  I looked and Sean noticed and he looked at mine.  He
is the one that asked if I masturbated and I admitted I did.  I should note
that I wasn't embarrassed to admit this, that is how not sexual I was.
Sean asked if I wanted to "do it here" meaning by the boathouse.  I said
"yes."

He pulled down his shorts and underwear enough to free his balls; he had a
fair amount of pubes for thirteen and his testicles were very large.  That
is what gave him the fat package I saw in his shorts.  We both went at it
in the shadow of the boathouse and Sean became excited more quickly than I
did.  He started thrusting his long thighs and gave a grunt and pumped
several squirts of semen onto the wooden planks.  I finished without any
ejaculation and Sean asked why I didn't come.  I told him it didn't happen
to me and Sean was surprised.

We masturbated together about twice a week when out playing and we did
mutually masturbate each other.  I started getting some ejaculate before we
ceased our sexual play.  It was only later that I thought of sex with Sean
as being gay and not just a fun summer activity."


14.  Victor

"I have a twin brother named Ben.  We both ended up gay.  Ben was about as
uninhibited a boy as there was.  He had no shame and would run around naked
when we were little.  Ben was boy crazy even in first grade.  He would try
to kiss other boys and he hugged them despite being pushed away.  Those who
say kids know nothing about sex are wrong.  Ben used to hump his chair in
the classroom and got in trouble for it.  He did it right in the open.
There was no doubt what he was doing. Ben would kiss me too.  He was a
loving boy.  He really loved the people he hugged and kissed.

We played with each other's privates in the bath and in bed and later in
the woods.  Ben did this with other boys and he would kiss their bottoms
and bellies and that led to his kissing and sucking other boy's cocks and
mine too.  That went on for a couple of years before Ben was sent away to
live with our mother's parents.  He was given mental health treatment and
counseling but he got wilder and wilder.  They put Ben away for the first
time when he was only ten.

My brother was a kind of crazy but his treatment only made him worse.  I
don't think his being gay had anything to do with his being crazy but it
didn't help where we grew up.  I am angry and sad about what happened to
him.  My brother was a kind soul and he just couldn't handle being in that
sort of environment.  I was able to deal with it.  Who knows why I could
and he couldn't.  Ben ended up being in trouble as a juvenile and he ran
away at sixteen.  I heard from him once in a letter before I went into the
Navy."


15.  David

"The first time I had sex was when I was a freshman in high school and I
ended up pulling a train on three guys in my class.  It was rough but it
made me realize what I didn't want to – I was gay.  I was always small
for my age and I didn't start masturbating until seventh grade.  I did this
by jiggling my legs in a chair or rocking back and forth on the couch.  I
would get hard slowly and I could do this for an hour at a time.  I didn't
get an orgasm until I was in eighth grade at age thirteen.  I wasn't
thinking about boys (or girls) at this time just doing it for the pleasure
I could get with my dick.

I said I was small and was kind of cute with long curly hair but I was not
really good looking.  My dad told me point blank that I wasn't good looking
and my mom tried to make me feel good about myself by buying me nice
clothes.  By the time I was in high school I wasn't getting better looking,
that was for sure.

I was in with the slow kids, I wasn't too smart.  I tried but I wasn't
going to win any awards.  I had been in with certain other slower kids and
there were three guys that I had in many of my classes since middle
school. Jim was sometimes nice but usually mean like a bully.  I now
realize he was made fun of for being slow by his family and wasn't in that
different a position than me, maybe worse.  Max was nice but really slow
and just went along with the group.  John was the biggest and totally hyper
and pushy.

I had been hanging out with them more in class when we got to ninth grade
since we knew each other from before.  I also was attracted to Jim for some
reason but I didn't fully know why.  This is funny because Jim's cock was
something he wasn't shy about showing off in his pants.  He grabbed it a
lot.  John and Max did too but they weren't as open about it as Jim.  They
included me in some of their dirty talk about girls and sex and that led to
making references to boners and jacking off.

I learned pretty quick that they had been jack off buddies for years and
they invited me to John's house if I wanted to come and jack with them
after school.  I went and we went up to John's bedroom and we took out our
dicks.  We were all cut.  John had a real banana dick.  It curved way up at
the end.  He was five inches.  So was Max.  Max's was straight up.  Jim's
was about the same length as the other two guys but his balls hung real
nice and that's what gave him more in his pants.  His cock was real nice,
the best looking one and his cock head was a real nice curved helmet.  He
showed it off to me by standing there with it half up.

I'm not short in the dick department but I wasn't as long as these guys who
were more than half a foot taller than me.  My dick was bone hard seeing
the other guy's dicks.  Jim and then John could see I was real interested
in their cocks.  They said I had to jerk them to prove myself.  I handled
them all.  Jim got real straight up hard, Max had to stop me as he was
close.  John got kind of mean and said I should have to "service" them.
That's where it turned and I just knew it and they did too.  They started
ordering me around.

They made me get on my knees and kiss their balls and then suck their balls
and cocks.  I was scared but I did what I was told.  I was hard through all
of this.  It was John who said they ought to fuck me and Jim agreed and got
some hand cream from the bathroom.  I had to lean over the bed and John got
me first. It didn't go in because my ass tightened and it hurt.  A lot!
They told me to stop making so much noise and I buried my head in the
blankets. I was crying real tears. John was the most muscular and he
pounded me good.  I lost my erection during all this but something felt
good about it even though my asshole was burning with pain.

Max put it in next and it went in easier because I was stretched.  His cock
was longer or felt longer because it was straight.  He didn't last any time
at all and he pulled out and I could feel the jizz drip down out of my
asshole.  Jim was laughing seeing the jizz and he slid in best of all.  I
could really feel his head go in.  He came pretty quick too.  I was a mess
and they had to get some toilet paper to clean up my ass and Jim's dick.
It got on the blankets of John's bed and I was real embarrassed and we got
dressed and they warned me not to say anything.  I wouldn't anyway.

I went home after and layed in my bed.  My asshole was burning sore and I
was wore out.  I felt used by my friends and I was guilty feeling but I
couldn't help thinking about doing it again.  I knew I wanted to have cock
in me and be done hard.  I kept getting hard thinking about it and
masturbated thinking about it every chance I got.  Specially Jim.  He was
who I thought about most. I did do it with these guys again a couple of
other times but eventually they called me a homo and queer in so many words
and they said they weren't.  It was something I had to deny for most of
high school until no one cared anymore.

I didn't have sex with any other guys until I was nineteen."


16.  Gary

"Here is a big sex memory from when I was a junior in high school.  I went
over to my friend Dave's house; we were going somewhere to do something,
doesn't matter.  It was very hot so it was like June.  I had to wait for
Dave and I went down to the basement rec room where it was cool.  Dave's
twelve year old brother Hayden was there, lying on the leather couch,
watching TV in just his cotton jockeys. He said, "Hi" as I stood there
waiting.

Hayden was on his back with his arms behind his head.  His legs were spread
and he had one leg high on the back of the couch.  He was splayed and his
crotch was there to see.  Hayden didn't move out of that revealing position
and I gave a few side glances pretending to be interested in what was on TV
but really checking him out.  Hayden spread his legs a little wider so I'd
notice but without saying anything.  I could see his balls and that he had
a boner in the cotton fabric.  I wasn't pretending not to look now.

Hayden turned his head and gave a slight smile and moved around on the
couch in a slow sexy manner.  I could feel my cock head starting to drip in
my shorts.  Hayden kind of sucked in his stomach and it made his boner
stand out more.  I smiled and waited for more.  Hayden ran his hand down to
the leg opening and "adjusted it."  About this time I heard Dave coming
down from upstairs to the ground floor.  We both knew we had a few seconds
before we would be interrupted.

Hayden pulled the side of his briefs up and exposed his tight boyish
scrotum and his three inch, totally stiff erection to me for as long as
possible.  Dave called for me from upstairs as he was ready to go.  I said,
"Be right there."  Hayden showed himself for a second or two more and then
tucked himself away.  I gave a wink and headed upstairs, thinking about
trying not to get an erection.

Needless to say I masturbated to that image for weeks.  Even though I went
to Dave's house many times after that, Hayden didn't repeat anything like
that performance again."


17.  Mike

"Flannel boxers!  They had just come back when I was thirteen/fourteen.  I
walked around with half an erection all day when I wore them.  I could have
come if I wanted to wearing them and a few times I did when I was home
alone and not in school!  I would rush home, head straight for my room and
jerk myself off in no time and usually do it again.  The other thing I
remember was the quilt on my bed.  The bumps and slippery fabric on my
naked body aroused me."


18.  Michael

"I debated whether to send this but I think it is important because of
people suppressing sex.  In my family one of our brothers had trouble
during birth that resulted in brain damage and he was severely disabled
with language impairment, intellectual impairment and a slight palsy.
Because my parents were well off, Billy was cared for at home and we
expected to treat him, as much as we could, as a member of the family.  I
was closest to him in age, he was nearly two years younger, and I did spend
more time with him than my older brothers. My father thought it would give
us an appreciation of how fortunate we were and it did.

Billy did wear a diaper in case of an accident and he was changed by his
day attendant or my parents and we also were asked on occasion to help.  At
different ages as we grew, it could be an embarrassment.  By the age of
fourteen, I accepted this situation and had no problems in doing this task
when necessary.  It was rare, however.  Billy would let us know if he
needed to be changed.

This is the important part of the story.  I was fourteen and had been
masturbating for about three years.  I knew that Billy was growing up and
he looked taller as he grew.  But I didn't think about Billy becoming
sexually mature.  One time when I was in his room, Billy was enjoying
watching TV, or so I thought. I was reading something and Billy was moving
around in his chair and making satisfied sounds and he grew more and more
excited.  I looked up and wondered what was on TV that was so interesting.
There was really nothing.

Billy indicated that he needed to be changed and I led him to his
bathroom. I asked him if had urinated and he said yes.  When I went to
change him I saw that he hadn't urinated.  He had come!  I looked shocked,
Billy smiled and laughed and I did too.  I didn't think that Billy could
masturbate but he was like any other boy.

That Billy had erections and sexual desire was embarrassing to me on one
hand because I didn't want to discuss that I was interested in sex with my
family at age fourteen, but it was something I was happy for Billy to
experience on the other.  Billy was instructed on "private time" and he was
as active as any other teenager."


19.  Jan

"I humped sand at the beach once when I was thirteen.  I was lying on the
sand in my swimming suit and the sand was warm enough to be felt through my
suit.  I got hard and rocked back and forth.  It would've been hard to
notice as I barely moved.  I came and waited for an opening to run to the
sea."


20.  Red

"I was 16 and my friend was 15.  About 12 of us were swimming in the bay
behind my friend's parent's house and we had a blow up trampoline in the
water and were just having fun, it was the 4th of July, so his older sister
asks if he and I would go on a beer run.  So we jump out of the water in
just swim trunks and take off in the car heading to the store and I notice
he has a boner in his shorts and he notices me staring at it and smiles and
reaches for my dick and rubs it.  We get to the store and buy the beer
(underage but we knew the owner) and, as we are heading back, he pulls down
a block by a closed convenience store, pulls over and just grabs my dick
through my shorts.  We start making out and he says, "Let's get in the back
seat."  He pulls my shorts down and starts blowing me and playing with my
butt hole.  He suggests we get into a 69 position so we do and he starts
eating my ass out and I`m blowing him.  He cums all over me and he goes
back to blowing me and fingering me.  I busted my nut and we drove back
like nothing happened.  So that was my first gay experience."


21.  Ronald

"When I was twelve I came in on my older brother right after he had
masturbated into his Speedos.  He had rolled over on his back after rubbing
one out on his furry blanket and I could see the big wet slimy spot off to
the side of his crotch.  He didn't care that I saw it.  My brother was
thirteen and had some hair under his arms and I knew he masturbated but I
had never seen him do it.  I never did, actually.  This was as close as I
got.

Another time when I was twelve I saw another boy of my age at the beach get
out of the water and I could see his erection in his white Speedos.  I
could see the underside and his cock head perfectly.

I have a thing for Speedos."


22.  Dan

"I fucked my thirteen year old brother for the first time when I was
fifteen.  He was my step brother but there wasn't a time when I didn't
think of him as my real brother.  I knew he was queer because I was.  I use
that word because it better than gay, too polite.  Donnie was trying to
hide his being a queer boy but I knew.  I could see right through his
wearing bead necklaces and the way he dressed and behaved.  I called him
out on it when we were home alone one day.  I told him he was trying to
hide it but he couldn't hide it from me.  He tried to say he didn't know
what I was talking about and I told him to stop trying to fool me because I
was queer too.  That stopped him.

I took him upstairs to my bedroom and made him strip off and I did the same
thing.  He was just getting some hair and I asked him how long he had been
jerking.  He said six months, that's about what I thought.  His ass was
nice and round.  I pushed him on my bed and told him to show me his
asshole.  I went down and ate it and sucked his balls.  He came and I
licked that up.  I asked if he wanted to suck me.  He did want to and he
sucked me while I kneeled over him.  I didn't shoot because I wanted his
cherry.  I ate his ass again and told him he was going to get dicked and it
would hurt but he would get to like it.

I pushed his legs up and took him from the front and went slow and Donnie
said it was too big but I knew he could take it.  He was moaning for it by
the time I finished.  I gave him a kiss and said we'd be having a lot of
fun from now on.

I did Donnie about every Saturday for three years and he became a dedicated
bottom. I loved seeing how he wanted it from me.  I love my brother."


23.  Jaques

"I am originally from a small village near -----, France.  I played freely
as a boy.  One game we had was "eating snails;" we took turns sucking each
other's penises.  We were six or seven years old.  We masturbated together
as boys to be defiant rebels, this before we reached puberty.  I
masturbated in bed before sleep each night.  I knew of ejaculation from
older boys by ten and I had my first small ejaculation at age twelve.

I was thirteen when an older boy, fourteen, initiated me into anal sex at
his house.  His penis was big across.  He went slowly but it was painful.
His entering me always hurt and brought tears from the pain.  He did from
behind and in front.  I enjoyed his embrace from the front but his penis
went deeper and hurt more.  It was best when he came in from behind and I
was on my side.  He stopped when he found a girlfriend.

We were expected to be done with "queer things" after age fourteen.  Some
boys continued but now you were called a name.  I knew I was not interested
in girls and I wanted to be taken per ani.  This made me ashamed.

Our family had a boarder move in for a year.  He was an older man of near
fifty years.  J--- lived in a basement room.  He was nice to me in a polite
way and I liked him.  J--- invited me into his room to talk one day.  He
asked questions about school and friends.  He asked me if I liked boys or
girls.  I told him the truth.  He said he asked because he liked me and
wanted to make me happy.  I let him seduce me.  He asked what I wanted to
do and eventually I told him.

He took me from behind most of the time and J--- wasn't as big across as
Rene so it hurt less.  It was a pleasure I craved.  I would go to J---
sometimes in the early morning.  He would enter me and satisfy me many
times by starting and stopping for my pleasure.  Many times J--- would not
ejaculate with me.  I asked him why and he said he wanted to have me for
the day meaning he wanted to think of me with him.  His being in me was
heavenly.  Those days are my ideal.

J--- encouraged me to look at what my life could be if I went elsewhere and
I did leave my small village and eventually France.  Now I live freely as I
did as a boy."


24.  Terry

"I was twelve playing video games in the family room.  I was just wearing
my Hanes briefs.  I was wriggling around and squeezing my legs shut with
the excitement of the game and I became aware that I was erect.  Part of it
was the feel of the Naugahyde upholstery of the recliner.  When I finished
the level I was on I rolled over and by instinct started thrusting.  I
hadn't had an orgasm before this.  I slid my crotch against the chair and
the excitement became unbearable.  I continued anyway and had my first
(dry) orgasm.  It blew my mind.  I humped that chair for over two years.
The bonus of ejaculating only made it feel more slippery."


25.  Zachary

"Here is a unique memory from when I was 13.  I had to go with my parents
to some Saturday get together that had to do with my dad's business.  There
were a dozen adults and there were supposed to be some kids there.  It
ended up that two of the kids were older teens that left early and it left
just me and the host's 11 year old son Walter.

This kid was like Hollywood's image of an immature kid; he was slightly
chubby and had a head of dark, short curls.  He wore a Disney Mickey Mouse
shirt and shorts and acted like he was 9.  We had zero in common and after
spending two boring hours listening to adults talk, we were told to go
watch TV in the house.  It was late in the afternoon and there was nothing
on except boring college football.  I sat in a chair and Walter lay on the
couch.

I don't know for sure if Walter fell asleep or not, I think he did, it was
late and the family room was fairly dark, but after what seemed like an
hour, I looked over and I saw that Walter was lying with his head turned
towards the back of the couch with his eyes closed.  He definitely wasn't
asleep.  How did I know?  Walter had unsnapped his shorts and had his hand
in his pants playing with himself!

Needless to say, this caught my attention, my "13 years old, been
masturbating for two years twice a day at least," attention.  I kept quiet
and didn't move.  Not totally true, there was one part of me that moved.
Walter had one leg up against the back of the couch and was leaning
slightly away from me but I could see his hand rhythmically moving the
fabric of his half unzipped shorts. How long would he keep going?  I was
hoping he wouldn't open his eyes and become aware of where he was and that
I was there. I tried to look but indirectly.

It was hard to hear over the TV but I could hear his breathing get slightly
deeper.  Walter stirred and I heard a barely audible whimper.  My cock was
completely hard in my shorts and I felt it twinge with Walter's quiet moan.
It wasn't but a short while before Walter stiffened and came.  He tensed
for the duration of his orgasm and then relaxed with a sigh.  I kept my
eyes toward the TV, pretending to watch but I saw Walter open his eyes and
return to reality.  He checked to see if I was aware of his activity and I
gave no acknowledgement of being conscious of him at all.

I could see him slip his hand slowly out of his shorts and pull his shirt
down to cover the top of his open waistband. I raised my leg somewhat, the
one closest to him, to hide my erection, being just as secretive. After a
minute, Walter sat up and declared, rather too loudly, that he was going to
the bathroom.  I said, "OK" pretending not to be paying attention.  He kept
his hands in his pockets to hold his shorts up as he walked out of the
room.  I used the time he was away to adjust my raging boner.  It didn't go
down for about 20 minutes during which time I had to watch the TV and hide
it from Walter.

I don't think Walter shot anything much, if at all, he looked too young,
but he definitely came from his masturbating.  My underwear was sticky with
my precum and I was ready to relive the sight of Walter on the couch as
soon as I could.  I came buckets thinking about this for weeks.  A great
memory."


26.  Abe

"I bet everyone who has a brother has caught them jerking off once.  I
caught my little brother Jacob when I was thirteen and he was six.  I
walked into his room not expecting him or my other little brother to be
there.  Jacob was alone, lying in his bed in a shirt and just his
underpants.  I just came through the door and I saw him make a quick move
to pull his hand out of his pants and let his underwear snap up.  He looked
over with a surprised and guilty look.  I could see his little boner
pressing his underwear up.  Without thinking I asked, "What are you doing?"
Jacob said, "Nothing."  Realizing I was an idiot, I excused myself out of
embarrassment and left.  I am pretty sure Jacob and my other brother
Elliot, who was seven and shared the bedroom, fooled around with each other
but I never did."


27.  Bobby

"When my best buddy, Henry, and I were 8 we would get on his bed naked
after swimming in the ocean.  We would masturbate, but did not think to do
each other.  What a shame!

Henry moved away when we were 9, but when we were 13 I heard that he was in
town.  I got him to spend one night with me in my bed.  Near bedtime we
were on my bed in our clothes talking about sex.  Henry said he had seen a
couple screwing under the beach boardwalk.  When I got up to change the
radio station my pants were fully tented.  We both laughed.

When we were under the covers for sleep it seemed like Henry had forgotten
the fun we had when we were 8.  So to get things started, I told him to
feel my right ball which is shaped like an hour glass.  When he did I shot
my hand through the fly of his PJs and took hold of his dick.  In seconds
we were jacking each other off.  We both came on Henry's right leg which he
did not find funny, particularly when he got up to get tissues.  In the
morning we had a repeat session, but not messy.

We were naughty boys.  When 8 we were in his back yard in our clothes.  We
stood about 8 inches apart and peed all over each other.  His Mom was mad
as hell."


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