Stories of Guided Masturbation

Male Masturbation Under Female Guidance

My First

by BoundBalls

A boy has his first orgasm fantasizing about masturbating for neighbor girls.

This is what I was like when I was 13 years old. It's
a true story and the fantasy I was thinking at that
time. It was also my first experience with orgasm.
Hope you enjoy.
I can still remember being 13 and in my room alone in
the house teasing myself after a long day of swimming
with a bunch of girls my age. I was thinking about one
girl especially. She was my neighbor and was a few
years older (15+ I think). She was wearing her older
sister's bathing suit. Why I don't know, I guess
because she figured she was old enough. But anyway,
the top was probably a cup size to big for her and
with the suit being wet it seemed to stretched out
even more. This allowed me many glimpses through out
the day of her wonderfully youthful breast. Beautiful
perky cones with goose bumps. It was tough to conceal
at times the arousing effect it was having on me.
Earlier it was one of those hot summer days and as
usual we were in the pool. The game was water tag and
when I was "it" I would chase her, my neighbor,
around  the pool until I found a rather convenient
inconspicuous time that I could reached out and
accidentally tag one of those cloth covered mounds of
flesh. "Man" that was the greatest feeling, they were
soft and firm at the same time. Sometimes she would
think it wasn't an accident and get a little miffed,
but I enjoyed it all the same.
Anyway, Later in the day the tension in my groin was
just to much thinking about her and those beautiful
perky breast. I decided to call it quits in the pool
and head into my house. I was back in my room in a
flash with my swim shorts around my ankles playing
with myself and thinking of her.
I began to fantasize about her, about her coming over
with her friends looking to see where I went, and
finally finding me hiding in my room stroking myself.
I would hear someone giggling and I turn around to
find my neighbor and a couple of her girl friends from
the pool watching me from my doorway. I would be
frozen stiff in my fantasy with embarrassment and my
penis would still be in my hand. "Go on don't let us
interrupt you", she would say. They would start to
make comments about me, my actions, and my private's
and threaten to tell my mom if I didn't do just what
they would tell me. I would just sit there the whole
time shocked, with my mouth hanging open, caught like
a animal in the head lights.
My fantasy would continue with them, really my
neighbor (the ring leader at this point, the others
were just curious to watch my pre-dick-a-ment) telling
me to remove my swimsuit the rest of the way off and
throw it on the floor by their feet. In my fantasy my
heart was pound through my chest. My mind drastically
thinking how I could get out of this. I would think I
am not able to run. The only way out would be through
the doorway meaning through them and I had no chance
of that with my shorts around my ankles. And I
couldn't forget the fact that they knew what I was
doing and threaten to tell my mom. If I knew anything
at all I knew that she would not hesitate to tattle on
me, for she had done it numerous times before.
So finally in my fantasy I would come to grips with
the situation and do as I was told and slowly slid my
shorts off and tossed them to the floor at one of her
friend's feet.  My neighbor bent down and picked them
up and laughed. "Sucker!" she said as she gave them to
one of the girls and told her to pitch the shorts
outside somewhere.
I was then told to kneel on the floor and lean back
until the back of my head touched the floor. I was
almost crying with embarrassment, but I got on my
hands and knees, then knelt upright, and slowly try to
lean back lowering myself to the floor. This was not
easy to do and I found my body was definitely in a
state of stress at the point that my head would
actually be resting on the floor. I quickly found that
this had two benefits, and neither of them where mine.
One was laying in this position I was unable to move
quickly. Essentially I would have to raise my upper
body off the floor to get out of this position and a
simple hand with any downward force could prevent me
from doing so. The second and the most frightful, was
that this would give them unobstructed view and access
to my boyhood. Outside of my fantasy, I was doing the
same thing that my imaginative commands were telling
me. I had myself laying on the floor with my legs fold
under me and I was bent back until my head was resting
on the floor. I could feel the pain my body was going
through to endure this position.
The girls turned and whispered to themselves. I was
unable to make anything out what they were talking
about. Every few seconds one of them or all of them
would stop and look at me and  then giggle. Finally
they broke their huddle and my neighbor, Jill, said
for me to spread my knees. I did so as instructed. One
of the girls said "yeah you can see more that way. "Ok
Dave, spread them more" Jill commanded. I tried to get
my knees to spread more but they did not seem to move.
She said, "come on we want more, show us more or we'll
tell". I tried but my knees wouldn't move. Jill huffed
and winked at the others and walked into my room and
kicked my knees out farther. "Like this you weenie!"
and proceeded to force my knees out twice the distance
more. I was completely exposed now. My adolescent
penis and balls hung freely between my legs. Not to
mention my stiffness had subsided from the fear of the
situation.
I heard one of the girls whisper "make him hard
again". Jill giggled and turned to me and said "that
is not how we found you, we want to see your woody".
"What!" was about all I could say and she said "you
know... come on make it hard". "Rub it like you were
when we caught you... red handed",  she giggled. I
reached down and shyly began to manipulate my penis
until it started to have life of it's own. "Harder"
was the only comment Jill had and so I pulled roughly
on penis and balls not wanting to displease her. In no
time my penis was hard for all to see. Of course
outside of the fantasy, in the real world, it has been
rock hard the entire time. My balls were tight to my
groin and the skin clammy from being in the cold water
all day.  And I pictured that the same was true for
them to see. I was getting caught up in the excitement
and having a tough time telling fantasy from reality.
Then Jill commanded for me to pull my penis hard to
one side. I did, then the other. Then one of the girls
excitedly came out of her shell and snapped "SLAP IT!"
and I did that. I was getting very aroused from it all
and was hesitating less and less. I was becoming their
slave to desire and was doing so with out thinking of
the consequences. I slapped it. My penis sprang around
back and forth waging like a happy puppy. "NO, HARDER"
Jill said. I did it again and the shock went through
me and my penis as it bobbled around. Then all of the
sudden my penis stung like a fierce slap to the face.
My mind exploded with an after shock and I grimaced.
Like that Jill said as she turned to the others. Check
this out and she blasted it with her hand again just
as my senses realized it was not my hand that caused
the pain.
My penis hardened another few points on the Rockwell
scale of hardness when I realized that she had touched
me. Up to this point I was touching myself. This was
the first time a girl, a female, had ever touched me.
The girls then encircled me and I was a goner. As soon
as one got her hands on me the others figured it was
safe to touch too. They did all sorts of
experimenting. They would give my penis a few good
slaps. Squeeze my penis and comment on how hot and
hard it is. Then one was pulling on the shaft and skin
as hard as she could, "check this out" she said to the
others. One was feeling my balls then out of nowhere
she was squeezing the juice out of them. I had to cry
uncle a few times for her. Essentially I was fucked. I
just had to lay there. Anytime I would try to get up
one of the girls would hold me down with very little
effort because of the position I was in. I felt my
penis being bent back like a spring against its
resistance. Bent down between my legs until it touched
the floor. Then Jill said "watch this" as her bending
fingers slipped off the head and my penis letting my
penis come rushing back to its natural position. There
was a loud SMACK! And within micro-seconds a stinging
sensation started at the head of my penis and my belly
as my penis impacted my stomach with a force of a good
hard hand slap. The girls were all excited with this
new discovery and each had to try their hand at the
game to see who could get me to jump the most and make
the loudest slap.
Of course I am laying in my room alone in reality
pulling my penis hard to one side then the other like
a damn gear shift lever. I'd give it a good slap or
two knocking it back and forth a few times. Then I'd
grab it hard, as hard as I could, and jerk it. Then I
would push it down between my legs and towards the
floor against all the resistance it would give me and
let it go so it would swing up and whip me fiercely on
the belly. And so forth and so on I went. A regular
masturbation frenzy. A self-serving pain slut I was.
To this day I still love the pain my penis gives me
when it whips me on the stomach. Sometimes from
bending it back and letting it fly or just swinging it
hard between the legs like a dry hump with inertia
doing the work and slapping the gland against my
stomach with ten times the force I get with its own
springiness. I should also mention with this method my
gland is receiving an impact about once per second
that keeps recurring until I stop.
Anyway, back in the fantasy the girls grow tired of
this and tell be to flip over onto my belly. I do this
in my reality and continue on in the fantasy. My penis
is hard and trapped beneath me now. The carpet in my
room is this rough short ply carpeting that feels like
a stiff hair brush. Not to mention that my penis is
extra sensitive due to all the manipulation it as been
receiving. It is so red and hard at this time I think
there is an extra quart of blood in it.
My neighbor, Jill, walks across the room and sits down
on the floor facing me Indian style. She says since
you seem so interested in my breast at the pool I
think maybe I'll let see them. But first I want you to
crawl over here closer so you can see them better. I'm
thinking to myself that not to difficult. Just as I
start to pick myself up off the floor to get on my
hands and knees she says "No" "Wait!" I want you to
slither over here like a snake. The girls all break
out giggling. "Yeah like a snake" another one adds and
a foot kicks my arms out from under me and down I go.
I start to slither. "NO! NO!" one of the girls says.
"You have to be all the way down to be a snake" and
she takes her foot and stomps it down on my butt to
get the point home.
I I collapse on the floor back down on my belly, my
legs out behind me and my arms out to the side. My
chest is resting on the floor as well as my belly and
my stiff "woody", as Jill called it, is trapped
beneath me once more. Jill opens up her legs into a
"V" and leans forward as to whisper something private
to me. As she does this her top falls away from her
flesh and in my fantasy I can make out her goose
bumped pillow like breast flesh. They do get my heart
racing, just drives me wild. She whispers, "maybe if
you are really good I might let you kiss one". "You
would like that wouldn't you". My mouth was getting
dry with the though of that possibility. I didn't give
it a thought about touching them at this point let
alone kissing them. I was just dealing with the fact
that there was a possibility to see them. At this
point I am willing to do anything. I was a animal in
heat blindly going where ever they wanted to take me.
All you have to do is slip over here she winked.  So
with lust driving me, I started again. This time
slithering my way "like a snake". I got a few feet and
I am stopped again. "No legs" Jill commands as she
backs away from me further. The other girls chime in
with an added command that my legs have to be straight
out behind me in a "V" so they can see my balls
dragging on the carpet better.  Jill then adds that I
am also to raise my chest off the floor like a push-up
but my penis and balls can not leave the floor. I am
so horny from the rough treatment already I do what
ever they say, and begin to slither across my carpet
some more with my new constraints.
The sensation was too intense. Not to mention the rug
burn I was getting from my penis being scuffed across
the carpet. In my real world I quickly learned how
much pleasure the rug burn gives me and I wanted more.
I pressed on across the room. The farther I went the
hotter I got. In my mind I could see her pink aureoles
and conical nipples back in the shadows of her halter
top.  I had to see more. I pressed on. The hotter I
got the harder I was pressing into the carpet as I
journey across my room. The  room seemed to have
infinite length. I was pressing so hard my penis was
enflamed, raw and sore. The friction with the carpet
was forcing my penis around, passing my hip and
bending beneath me toward my legs. Hard as a rock as
it was it was still being driven to my knees, I didn't
care, I pressed on.
In reality as well as my fantasy my penis was pointing
straight back now. Straight in alignment with my legs
but pointing the wrong way and hurting like heck. It
had rolled around so that the natural curvature of the
shaft and its resistance to being bent backwards was
digging the crown of the head into the carpet ply as I
slid long with a force of what felt like a 100 pound
spring.
Then it happened. I had my first orgasm ever. The
throbbing startled me as it took me over. I thought
something was wrong. This never happened before when I
had masturbated in the past. I couldn't believe how
good it felt. It felt like someone was grabbing deep
in my flesh between my legs and rhythmically squeezing
me to unconsciousness. At the age of 13 there wasn't
any fluid yet (that was 20+ years ago).  In the real
world of reality I was laying there in the buff
(anyone could have walk in and I would not have known
or cared) for what seemed like minutes taking it all
in, enjoying my new found pleasure and wondering if I
should stop.
But my fantasy kicked in again and drove me onward.
"Who said you could stop!" It was Jill again drawing
me out of my first drunken state of an orgasm. "Come
on, don't you want to kiss my breast?" I started again
to slither across my room and again BAAMMM another
orgasm, more throbbing and uncontrollable feelings. I
found myself rocking forward and backward in small
involuntary movements grinding my penis into the
carpet as another orgasm sweep over me. When it
subsided I tried to continued again. Just then in my
fantasy one of the girls dropped on my back and forced
me to give her a ride as I slither on... You know I
never did seem to gain any ground to get me closer to
my prize.
Well in the reality of it all I hit four orgasms just
sliding across my bedroom floor. Needless to say I
never did get to kiss those breast. Truthfully, I
never did get to really experience a real breast until
I was 21.  Other than the days of water tag it was not
until I started dating my wife sometime later that I
got the chance one night on a couch, with John Carson
on in the background, to sneak a hand up inside a
blouse under the bra and feel the most wonderful thing
one can feel for the first time. The softness of a
women's breast.

- end -