Date: Thu, 12 Mar 2009 13:20:04 -0700 (PDT)
From: lenrbnsn@yahoo.ca
Subject: Yes Sir, I Am - It finally happened

The "Yes sir, I am" series
It finally happened
By Parkstranger

I write, hopefully, for your pleasure. My stories, although admittedly
embellished somewhat, all contain elements of truth. My stories are built
around those elements. The following story is based largely on the
truth. I've held back on this one but decided to finally tell it like it
was. Now if you're too young and do not like stories that include a little
forced sex -- be warned.

It finally happened -- yes even I knew it was more or less inevitable and
even though I tried to take great pains to not have something like this
happen ... it did.

It was Halloween night and I let my mother do something that now when I
think back on it, may have been some indication that she knew a little bit
of what I have been up to with men. I had resisted letting her do this to
me before on previous Halloweens and wasn't really surprised when she
brought it up again. I, of course was her only child and even though I have
become most likely a better fuck for men than most girls or women I was a
boy and I think she always wanted a girl. So, every Halloween she would
come to me with this little girls outfit and want me to go out dressed like
a girl. I made the fatal mistake of letting her finally have her way and
agreed to do it.

She took great delight in this and immediately took over. She took me in
the bathroom and made up with lipstick and eye shadow and the whole
works. I was squirming inside I felt so uncomfortable seeing myself in the
mirror with this gunk on my face. When she stepped out and came back a few
minutes later with a blond wig I almost lost it but again relented and let
her put it on me. Fuck now I looked like a first class hooker except I was
a pretty young looking hooker but from the neck up I was also a pretty
slutty looking young hooker. Hell I was I think every perverts dream.

It didn't stop there either, oh no she then preceded to hand me a pair of
black panties and some black sort of almost fishnet stockings to put on
over my legs explaining that they'll help keep me warm when I'm out trick
or treating. She finished up by having me put on a little black skirt
topped off with a white button up nylon blouse that even had frills on
it. Now I totally looked like a little tart and when I looked in the full
length mirror I seen a chicky looking back at me that even I wanted to
fuck.  She had softened the look somewhat by giving me a pair of window
glasses to put on but still, it only seemed to enhance my looks and I was
fucking hot! And I knew I was in trouble.

For the longest time now it seemed like I worked pretty hard to make sure
my little extracurricular activities with older men remained my secret and
that none of the kids at school ever found me out. It would mean nothing
but disaster for me and my mother. I should have feigned sickness or just
gone out and hid somewhere or anything but go out looking like I did. When
my friend Tim showed up to go trick or treating with me you should have
seen the look on his face. He was fucking drooling and just stared me up
and down and I swear he got a hard on standing at the door looking at me.

Mom was so proud of the way I looked. I still wonder if she knew what she
was doing to me. Anyway, I just said in a kind of harsh voice to Tim com'on
let's get going. And away we went. Me for one of the longest nights of my
life starting as soon as we rounded the first corner away from our house as
it was already dark even though it was still only like 6 pm. As soon as we
rounded the corner Tim stopped me and said, "Holly fuck Terry do you ever
look hot. If I didn't know it was you, I would never be able to recognize
you." I started to lighten up a little and get into the girly thing so I
sort of turned a little sideways to him and hike up skirt up to show him
some leg as I said, "I know you wouldn't recognize me Tim because I'm new
in town and by the way thanks for asking me out on this date tonight." I
gave him a sly little smile and a wink. He was again in lust and drooling
so I walked right up to him and rubbed my bum into him. Dam I could feel
his hard cock pushing into the crack of my ass. I don't know what the hell
got into me but I just kept up sort of sliding myself up and down on his
hard cock. I think I may have let myself go a bit and fell into my slut
routine I do with the older men. I had to physically stop myself before I
got too carried away so I stepped ahead a bit and said, com'on let's go get
some treats.

Tim was pretty much silent for a while as we hit about ten houses for
treats. I think I gave every man that answered the door a boner that night
and got some pretty weird looks from some of the women. It didn't take us
long to fill up our sacks with candy as the men were more than generous
with their candies for us.

He finally came right out and said it. He said to me, "Jesus Terry just
looking at you and seeing the looks those men gave you is making me so
hard. I never noticed how hot your ass is. Was it always like that? I've
gotta tell you Terry I'm some hurting and maybe I should just go home and
jerk off. I'll jerk thinking about you though you know." I didn't know what
to say to him but now after I'd been out for a while I was really getting
into my role as a girl and not just a girl a very sexy one at that
acknowledged by the looks I was getting. I was even flirting with some of
those men whose wives weren't around. And like I said, I was starting to
get pretty horny myself so I could sympathize with Tim and the way he was
feeling. I know because as soon as some of us guys hit puberty we think
about nothing more than where or how we're going to get our next sex
from. Whether it's our hand or whatever we seem to need to cum on a fairly
regular basis and when we get that way we can get pretty aggressive in our
need for relief. I relented again and told Tim that if he would never tell
anyone I would help him with his "problem."

He asked me what I meant by that and so I just told him that if he would
swear to me he wouldn't ever tell anyone that there was something I could
do for him. He said, "Oh hell Terry I'll never tell but what can you do?" I
said, "Come with me and I'll show you what I can do." We were only about a
block from our school yard and the yard is surrounded by trees and another
adjacent park. I took him back in the trees a bit and again just walked
right up to him and began to rub myself on him. He even put his arms around
me and pulled me into a hug with his hands on my ass grinding himself into
me. He then dropped his hands down to my skirt and lifted it up around my
waist and then ran his hands down inside my panties and over the cheeks of
my bum. He said, "Jesus Terry (he was saying that a lot) you feel so nice
and smooth just like a girl would I think but I've never got to touch a
girl. Can I feel you all over like your legs and everything?" I told him he
could touch me anywhere he wanted but that I had a special treat for
him. He was so excited by now he was pushing my panties down and had
somehow gotten his pants undone and his cock out. I was letting him feel me
all over, my bum, my hips, my legs over and inside my fish nylons and I had
just dropped to my knees for him to take him in my mouth for his "treat". I
had started giving him the best blow job I had ever given and he was
moaning and whimpering about how good it felt when I suddenly heard some
noise coming through the bush. I just looked up to see what it was when I
spotted them and at the same time they spotted me -- on my knees sucking
off my friend Tim. At first we were all like a deer in the headlights as
time seemed to stop and we just stared at each other. They were about only
20 yards or so away from us. Tim somehow reacted first and pulled up his
pants and was gone like a shot through the trees and away.

I had just watched Tim disappear when I finally got my senses and jumped up
to run. You can't run too fast when your panties are around your knees
wearing a short tight kind of mini skirt I guess. They were on me before
I'd taken two stumbles to try to get away. "What the fuck have we got here"
said the first guy to me as he grabbed my arms and held them behind me
turning me to face the other five guys there.  "A cute little girly is what
we got and she was on her knees giving her boyfriend a blow job boys is
what we got" said another guy who seemed to be the leader of the gang if
that's what they were -- a gang that is. I was starting to figure out who
they were -- they were all high school seniors the very type of people who
I had been desperately trying to avoid over the past few months. All around
17 or 18 and some I even knew their names like the leader guy whose dad
owned the largest car dealership in town. For now, I won't bother using
names because it just doesn't matter. The important thing for me at this
point was that they didn't find out who I was.

With six of them and just little me, I had no choice but to try to get out
of this as best I could without getting hurt. There was I was thinking only
one way to do that. Become submissive to them. When they had all pretty
much surrounded me and now a couple of them were running their hands up my
legs over these dam nylons they started firing questions like, "So you like
going out in the woods and giving blow jobs do you? And, do you do more
than suck cock little girl like do you fuck too? The questions didn't
really need answers but pretty soon the leader type said to me, "come on
little one talk to us or things could get a little nasty for you." I
finally said (in my sweetest little voice I could muster) "What do you want
me to say sir?" "All right", he says, she called me sir now that's a good
start. Go ahead sweetie we ask you some questions and we're waiting for
your answers. Not that it'll make much difference what you say because
you've got some pretty horny lads all around you now but go ahead anyway,
we want to hear your answer."

I was shaking now because I was really scared. Mostly scared about them
hurting me but also scared that they would find out first that I was a boy
and second my name and who I was so I said to them, "Yes, I'll suck your
cocks but you can only fuck me in the ass because I am still a virgin in
the other place but I've been fucked in the ass before. This brought smiles
all around and they then proceeded to lead me over to the playground
area. It was so dark out you could hardly see anything so I was hoping I
could get away with this. I wasn't sure I could handle six of them but I
was thinking it was my only chance of wearing them down physically because
they were all much bigger and older than me.

They led me over to the teeter totter and as two or three of them held down
one end of it one guy sat up on the other end then I was bent over the edge
of it to suck the guy sitting as another lined himself up at my boy cunt. I
latterly sucked and fucked like this for well over an hour and maybe even
two. They just took turns when one would cum in my mouth another took his
place and then when the guy fucking me went off in me again another took
over and the fucking began all over again.

After that hour or so I had finally wore them down and they had all cum in
my mouth or ass or both and through all of this even getting felt up and
fucked like a rag doll I somehow got away with them never finding out I was
a boy although once it all started I don't think it would have made any
difference to any of them. They were just in heat and I was going to get
the brunt of that heat. And boy did ever get the brunt of it. I was so
exhausted when they finally had enough of me and left me there laid out on
the teeter totter with a warning to never tell anybody about this I just
passed out with my bare bum still arched up for my next fucking.

It came very soon or so it felt like. My good buddy Tim showed up as soon
as the gang left and after waking me up and asking me if I was okay and all
he then admitted that he had seen it all happen. He even apologized saying
that he jerked off watching me get fucked and sucking their cocks. But then
he said, "Jesus Terry (again) I need that, I want you Terry and as he was
saying it he was behind me sliding his cock up in me. I was so open now you
could have fucked me with a three inch round pole and he had no trouble
having his way with me and I was just too tired to stop him. Besides, I had
been fucked so much now that once more wouldn't bother me much and he was
so very horny. There I go again feeling bad for my friend -- hell it was me
who gangbanged not him. Now he's fucking me and it actually feels okay
because he is much smaller than those guys so I decided that he could fuck
me all he wanted for as long as he wanted. He came three more times before
he was done that night. He was nice enough to help me walk home as I was
pretty fucked up by then. Walking home with cum running all down your nice
fishnet nylons isn't much fun especially when your legs feel like jelly
anyhow.

Yes, I let Tim fuck me quite a few times after that but I never had any
problems with those seniors but there were a lot of rumours about some girl
that got gangbanged in the school yard on Halloween night. Everyone thought
it was just a bull shit story but Tim knew and I sure knew that the only
thing that was bullshit was that it was no girl that got gangbanged that
night.

Parkstranger
lenrbnsn@yahoo.ca