Date: Sat, 10 Sep 2016 00:32:46 +0000 (UTC)
From: fiveholepunch@comcast.net
Subject: Boyhood Sex Memories  Supplement Five

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Boyhood Sex Memories Supplement Five


92.  Bobby

"When my cousin Bill and I were 12, we started jerking off together during
sleepovers.  This led to jerking each other off.  Mmmmmm!  I don't recall
which of us started this unusual jerking off contest.  Afternoons, we would
go up to the third floor of his house where a bed was stored.  Down came
our pants and undies.  The object of the contest was to not let the other
make you cum when he jerked you.  Bill would not cum no matter how hard I
tried.  Then he would let me toss him off.  He won easily when he jerked me
because I could not last more than a minute.  I did not mind because he was
a wonderful masturbator.  He would fondle my balls with his other hand.
I'm sure, reader, you will agree that those early teens years of sex fun
were so great.  P. S.  I have a boner from writing this."


93.  Daz

"When I was 12 the 9 year old son of a friend of my parents stayed with us
for a week, he was called Jimmy. On the second night he was there we sat on
my bed in our pajamas. We were talking quietly because we didn't want my
parents to know we were awake. We got onto sex and talked about the little
we knew.  We dared each other to show our cocks.  I showed mine first, then
Jimmy did.  Mine was hard by this time.  We touched each other's cock and
Jimmy got hard.  Jimmy asked me if I wanted to hump him and I said yes.

We took off our pj's, Jimmy layed on his back on my bed.  I moved between
his legs then gently layed on him making sure my cock was on his.  I looked
down at him as I started to hump him. I kept humping him until I cum, I can
still remember how good it felt.  After I got my breath back I got off
Jimmy.  I saw I had wet cummed for the first time; it was a little bit on
Jimmy's cock and pubic area. I got some toilet paper and wiped it off then
we got back into our pj's again, talked for a bit more, then went to
bed. That night was the first of many times I'd hump him over the next
year."


94.  Pedro

"I started masturbating when I was a boy.  I would play with my penis for
comfort or out of nervousness.  I was reprimanded in school for my habit
and I continued secretly after about age seven.  I did not get orgasms at
that age.  I showed, pissed and felt other boys, with and without
erections, but the sex was not more than naughty boys playing.

My masturbation changed around age twelve.  A boy new to the neighborhood
taught me how to masturbate to a climax.  He was named Efren and was much
admired by all the boys and girls.  He was lighter skinned and had blue
grey eyes; most all of us had brown eyes and dark hair.  Efren was taller
than other boys and he was handsome.  He also had a long penis.  Efren
taught quite a few boys how to properly masturbate but, one on one.  He
would occasionally masturbate with two or three boys but not often.  Efren
would invite you to go with him to concrete wall behind an old unused
building that was secluded enough for privacy.  It felt like an honor to be
chosen and you would be invited sometimes several days in a row or not for
two weeks or more.

As Efren neared thirteen he had a special boy he spent more and more time
with, his name was Wilfredo.  Wilfredo seemed an odd choice because he was
almost the opposite of Efren.  Wilfredo was a year younger than Efren and
he was round and a bit tubby.  His face was oval and had very plump cheeks.
He was also a scaredy cat.  I found out by accident why Efren and Wilfredo
had such a close relationship.

I had gone down alone near the back of the building one summer morning just
exploring with no plan in mind.  I was kicking up discarded junk for about
fifteen minutes when Efren and Wilfredo came around the corner.  They had
their arm around each other's shoulder in a very familiar way, the way of
good friends.  They were both flushed and sweaty, looking like they ran
some distance.  They greeted me with smiles.  Efren's smile looked
mischievous and Wilfredo's slightly embarrassed and shy.  I knew why they
were here.

Efren said, "We were about to have some fun."  This gave both of them
bigger smiles and embarrassed Wilfredo more.  "Do you want to join us?"
Efren asked.  I agreed.  We gathered over near a back corner of the
building and opened our pants.  My penis was hot and sweaty and I was
already leaking.  Efren's penis I had seen before and it was an impressive
13 or 14 centimeters erect.  Mine was about 10 centimeters at this time.  I
had not seen Wilfredo's penis before and he still had a boy's smooth and
tiny one, about 7 centimeters when erect.

We masturbated for a short while then Efren said to Wilfredo, "Go on."
Wilfredo looked hesitant and Efren said, "Go ahead, its okay."  Wilfredo
got down on his knees and took Efren's penis and put it in his mouth.  I
understood why Efren and Wilfredo had a special friendship.  Wilfredo
sucked Efren for a while.  Efren then stopped Wilfredo and invited me over.
Wilfredo sucked my member and it was heavenly.  Efren had Wilfredo suck him
again and then we all stood and jerked ourselves to a climax.  Efren had
two short jets and I had one small one with many spasms.  Wilfredo had a
dry climax.

That was the only time I had that experience with them but I know they
continued with their meetings for the time I was there.  I had to move away
when my father got another assignment and I did get to have other two other
oral experiences before high school.  I sometimes wonder whether Efren and
Wilfredo ended up being gay like me.  I'd like to think so."


95.  Alex

"I was like Graham in this series, I had pre-come or the sticky remains of
shooting my load in my underwear constantly and I loved it!  My foreskin
was always a shorter one and it retracted to cover only half of my cockhead
by the time I was twelve to thirteen.  I would be oozing almost all day in
school and I loved the feel of having a slick spot.  After masturbating, I
would leave myself sticky just for the feel.  I shot a lot so coming in my
underwear was too much of a good thing!  But stuffing my slick and sticky
cock back into my pants was a way of continuing the fun!"


96.  Scooter

"My boyhood gave me my ideal – a hunky guy in a wifebeater.  There are
two reasons for this.  One, when I was 10 and 11 I fooled around some with
a guy named Cody.  He was a beefy kid with longer hair.  He would wear a
white wifebeater with his jeans or shorts or his swimsuit when he was just
hanging out.  His family had enough money for a pool and we would get to
swim and chill in the backyard.  We would lay around on lounge chairs and
if we got a boner we would show it off by arching our hips.  We would grab
for each other when we had boners but it never got to jerking.

The first real sex thing that happened was one time, when we were alone out
by the pool, I was crawling on my hands and knees in the wet grass in just
my jammers and Cody came up behind me and humped me like a dog.  I had seen
Cody's dog try to hump him when he was on the couch which was funny.  Cody
got my suit down enough to expose my butt and he slid his down and he tried
to hump me.  I tried to escape.  This was done for a laugh but I thought
about feeling Cody's cock on my butt.  We never went any farther.

I started masturbating around 12 but I didn't come until I was near 14.  I
was definitely late to the party.  There was a boy that I knew from school
that went to our public pool named Shane.  He had short straw colored hair
that was always a mess and steel gray eyes that made me weak.  He had a
wide nose and bigger lips so he wasn't an ideal beauty but I knew I wanted
a boy like him and not some girl.  He had some real muscles, not too much
but more than I did.  And he had a very nice muscle in his pants.  And he
wore a white wifebeater some of the time.

He could tell I was interested in him and it only took about three days for
him to ask me back to his house.  I'll make it short.  Shane asked me if I
wanted to "do something with him."  We jerked with each other the first
time.  I sucked him most every time after that.  A few times Shane humped
me from the front in his black Speedo and then we humped naked, cock to
cock, in his bed.  I was in love.  He was horny.  It lasted until just
before school started.  I had wanted to kiss his big lips and when I tried
he said he "wasn't into gay stuff."  With the peer pressure of ninth grade
our one month friendship ended.  My boyhood ended too.  I knew what I
wanted but had to hide it during high school."


97.  Ralph

"When I was a boy we'd go down by an old canal and, behind the banks where
we couldn't be seen, we'd do all the stuff boy's do from 8 to 13; joke,
smoke, and jerk cock.  Sometimes there would be eight of us down there.
The older boys would come and let us see.  Markus was our leader, the most
muscular and he had dark hairs on his big balls and a beefy, darkened cock.
I'd get my drop of 12 year old come just watching him and I know other boys
did too." (conversation)


98.  Dino

"I fucked my thirteen year old cousin a bunch when I was fifteen.  To get
alone we'd usually do it down by the park.  We would do it near the swing
sets and he'd grab a bar and hold on while I plowed him from the back.  My
cousin had real smooth legs and a juicy, dirty hole.  We never did it all
the way naked and one time I just moved the leg hole of his shorts out of
the way and stuck my cock in from the back.  He came in his BVDs that time
and it was a big problem!"


99.  Connie

"I learned about playing with myself after I secretly saw my older brother
on the couch downstairs.  He was only in a soccer jersey and his briefs.  I
crouched and hid at the top of the stairs and peeked around the edge of the
door.  My brother was casually tugging at the front of his briefs and I
could see that his cock was half hard.  He pulled at the opening and then
he decided to yank his cock out of the fly.  He fingered it and it stood up
hard.  I hadn't seen my brother with a boner and it was big to me.  He was
thirteen and I was nine.  He fisted it and jerked.  I guess he heard
something or just didn't want to jerk all the way on our couch because he
shoved his hard on back in his briefs.  I snuck away and hid out in my room
in case my brother came looking but he didn't.

I used his example to handle my boy cock in bed and I enjoyed jerking it
for a minute or two but I didn't get any thrills and chills the first time
I did it or the next few months.  I must've kept at it though because by
age ten I was getting an immature orgasm.  I really got into masturbation
at age eleven and did it twice or more a day, still dry coming, but it was
getting more intense.

This brings me to my other boyhood sex memory.  We had a small boxer dog
and one day I was lying on the couch, a different one, in my underpants
only as it was hot out.  I was idly stroking my stomach and was thinking of
jerking off so I was giving the front of my shorts a bit of a rub.  For
whatever reason Elvis perked up, he was next to me on the couch, and he
came over to investigate.  I pulled the front of my shorts down to see if
he would lick my cock.  I was a little worried about being bitten.  Elvis
gave a sniff and put his wet nose in my crotch which tickled and I laughed.
Elvis had seen or sniffed enough and couldn't be encouraged to pay any more
attention to my boyhood.  I did have to kick him out of my room sometimes
when I did it as he would sit there and watch which weirded me out.

I like this series as it shows that kids are interested in sex early on.  I
know at eleven I was masturbating and thinking of things like have my dog
lick my cock and ass.  I would finger my asshole during my jerking sessions
most of the time.  By the time I started coming at age twelve I must've
jerked off more than a thousand times.  It only continued from there!"


Here is story number 100.  Thank you to all.  I was surprised when this
series hit 60 stories.

100.  Ryan

"From when I was a kid I was quite the bad boy, always getting into
trouble.  I had a naughty streak by nature.  I was always up for something
or other.

The first true sexual memory I have was when I was in fourth grade and I
saw a school chum and his two younger brothers totally naked in the shower
room at our community center.  They were running around from the shower
stalls.  I felt the reaction in my shorts instantly and my fingers went to
my penis without thinking.  I had to stop myself from being too obvious.
My jaw must've dropped and I remember saying hello to my classmate with a
dirty grin and he did the same.  I didn't hide my scoping out Henry's cock
and he knew it.  I couldn't say anything then because his dad was nearby.

As soon as I could I made plans to get to see Henry and his brothers naked
as soon as possible.  We got together a day or two later at his house and
discussed getting naked for fun.  Henry got his brothers involved, they
were seven and eight and we had a grand old time together.  I studied their
foreskins and they studied my purple rimmed helmet.  We got each other
hard.  We wrestled naked, a supreme thrill to have a dog pile.  We had his
brothers suck us.  We sucked each other and Henry and I put two and then
three cocks in our mouth at once.  We licked scrotums and taints and
buttholes, me more licking buttholes.  Our experiments lasted quite a while
and I was having small tremors coming dry, Henry not so much.  Henry's
brothers were getting good feelings but not more.

This was good boy fun as far as I was concerned but my reputation as a "bad
boy" ended my being able to get together with Henry and especially his
little brothers after his parents clamped down on my visiting.  I tried to
get other boys to do sexual things with little success.  They were all
warned about my juvenile delinquent behavior, having nothing to do with
sex, but the restrictions put a cramp on any fun sexual or otherwise I
might have had.  I lived in a small community.

The most important sexual memory I have is when I was twelve I sucked three
boys off at summer camp.  I had just turned twelve and didn't come yet, but
I was masturbating, just not every day.  I spent two weeks at the camp and
the second week there were new campers in our cabin.  If you were there
longer you had a long-term cabin but I was in the cabins of boys that were
short-term.  There were three new boys my second week and they knew each
other from home and hung together.  They sort of looked alike, darker blond
hair cut summer short.

Around the second day I was being my usual smart ass self and unknowingly
insulted the leader of this group, Mark.  He was the smallest of the three
guys, he was actually a little shorter than me, but he was the strongest,
he had actual chest muscles.  They ganged up on me during different
activities, intimidating me and seeing if I'd fight.  I tried to play it
off but I knew I couldn't take on all three and I know I could've taken
Mark alone.

That night, after lights out, they came back to my bed and told me that I
would have to make up for what I did.  We wore long cotton pajama bottoms
to bed with no shirt and no underwear.  I asked how I had to make it up.
Mark grabbed his cock in his pajamas and said in a low voice, "You've got
to suck all three of us."  I definitely felt scared and trapped but there
wasn't much I could do.  Mark told me to kneel on the floor, he was first,
and I did.

Mark took his cock and smaller balls out of his baggy bottoms.  He was cut,
all of us were back then, and he told me to start.  I felt sick from fear
of being beaten up if I didn't do it.  Mark had an average cock for a
twelve year old, but he had some hair.  I took him in my mouth, he was half
hard, and started sucking.  It was dead quiet. Mark got full hard, maybe
four inches.  My sucking was just steady and mechanical.  Mark took my
hair, I had enough to grab, and held my head as he got near coming.  He was
mean, I could tell he got off on making me suck him and he thrust roughly
when he came.  There wasn't much semen from any of the three but I could
taste Mark's more.  I remember that first taste.

Scott went second, already hard in his pajamas.  He was the tallest of all
of us.  His cock was longer, maybe five inches, but really thin.  It made
it harder for me to suck, although the second time I figured out how to
pull it down some.  What I remember is seeing his upper lip curl up and his
nose wrinkle when he came, which wasn't much.  Kevin went third; he seemed
hesitant and a little guilty.  He wasn't as mature in any sense as the
other two.  His cock was barely beyond the start of adolescence but he was
hard from watching.  It took him longer than the other two, he was nervous
about coming and his eyes went in two different directions, looking around
out of guilt.  He barely had any come when he came.

Nothing was said during this, it took probably under ten minutes, and when
they all finished they just went back to their side of the cabin.  I got
back in bed.  I had gotten hard sucking Mark and was excited in a way I
hadn't been before.  Out of fear and nervousness, I guess.  I didn't
masturbate then as lay there but I did after the second time.  I thought
about this the whole of the next day and in the back of my mind I wanted to
do it again even though I was still scared of Mark and being beaten up.

They came again the next night and this happened for three nights until the
counselors got wind of something going on, probably another boy told, and I
was moved to another cabin for the last two days I was there.  The second
time I sucked with more awareness, I was enjoying it.  I got hard almost
before I started sucking Mark and I was definitely sexually excited, not
just fearful.  The three of them were smiling the third time they came
over, knowing they had a willing cocksucker that wouldn't tell.

I got off on this memory of camp a thousand times and I knew then that my
interest in sucking cock was more than just being rebellious.  I didn't
have much trouble thinking of myself as being a "homosexual," although I
never really came out publicly as such until twenty years later."


101.  Philip

"I matured early.  I would get painful boners at ten but had no idea what
to do to get rid of them.  I had a wet dream at age eleven and my dad gave
me a basic talk about what had happened but didn't give me a direct
reference to masturbating.  He just said that a boy can have a climax from
"stimulation."  I had to figure out how to "stimulate" myself by first,
grabbing my balls and boner and jerking them around in my underwear and
naked, then by rubbing against furniture and other objects.  I finally got
to jerking properly after a month or so.

When I turned twelve I had another friend in school that had matured early
too.  He was more muscular than me, I was taller and thinner.  Robert
wanted to be a football player and had the build for it.  Robert had one
problem; he was thick as a brick.  He was so limited that he was
uncoordinated and forgot what he was supposed to be doing.  We were
together in class because of our physical size.  We became very friendly
for another obvious reason - we could come when we masturbated.

Once we talked boners it went from there.  "Show me yours."  I had a long
thin boner but Robert had quite a big one.  I had a few wisps of hair and
Robert had some few that curled, above his cock and a few on his big round
nuts.  He was cut and had a big head, I wasn't.  It took us only until the
second time showing to start masturbating together.  I really got off on
seeing Robert handling his cock.  He was excited too, but I don't think in
the same way I was.  He shot more than me and it was clumpy and getting
white while mine was still watery.  We did it as often as possible and
Robert would try different stuff I suggested like rubbing our cocks
together.  That school year was what cemented my favorite fantasy - seeing
a guy take his cock out and jerk off to climax."


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