Date: Mon, 31 Oct 2016 14:15:45 +0000 (UTC)
From: wood guy <woodd_guy@yahoo.com>
Subject: walking the streets dressed like a girl

This story is a work of fiction and contains descriptions of explicit
sexual acts If this type of content offends you or you are under the age of
18 do not read it.

You may contact me at woodd_guy@yahoo.com if you like.
All flames will be ignored.


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      Even when growing up I always seem to be on the fem side, my shape
was more of a girls shape then a boys. As I was growing up my parents would
always dress me clothes that were stuff that a boy would wear, because if
they dressed me in something that was sex neutral I be mistaken as a little
girl. As I got a little older I liked being a boy since jerking off was
always fun. But when I was alone I find a way to get into my older sisters
room and try on here clothes. By the time I was 16 I have to say that there
were times I be able to get dressed in one of her outfits and almost pass
for a girl.

      One weekend when I was 17 my parents were going to be way for the
weekend they had decided to go visit my older sister at her school. It was
a good day?s ride so they figured they make weekend out of it. They felt
that since I had my driver?s license and be able to get where I needed,
they also felt I could take care of myself. They also decided that they
take my other sister with them.  When they left on Saturday morning, before
I even got out of bed. I woke up and was feeling horny so I was going to
jerk off but decide I would wait. Since no one be home for the next 2 days
I hit my older sister?s room to see what trouble I could get into. Since a
lot of her stuff was at her dorm room I found some boxes in the back of the
closet. I went thru them and found a few outfits that would fit me since
the truth was I was on the thin side and had a shape closer to a young girl
then a boy. The only give away was my cock and even that was smaller than
average. Just for your information I had played with another boy before.
The boy was one of my best friends. I had at times sucked his cock a lot
more then he sucked mine. Even a few times he fucked me I did like that
very much I liked feeling like a pussy boy.

            But back to the box of clothes, I pulled them all out and was
surprised to find a dildo in the box. I figured I had time so I selected a
few items that I wanted to try on, I found some frilly under panties and of
all things there was a padded bra in the box. I put the outfit on and have
to admit I looked pretty good. I then used the dildo on my ass and was
fucking myself and the more I did the horny I get. I decided to get on line
and go to a gay site that had cam access so the guys could see me all
dressed up. I got mixed reactions some guys like the girlie guys and some
did not. I started chatting with a guy a few miles away from me and he
really liked the idea that I like dressing like a girl and asked if he
could get away. I said I could and he asked if I would drive over dressed
like I was. I figured it seemed like a good idea at the time so I did.

          My hair was on the long side so I could be easily taken as a girl
driving in the car.  So here I was in daylight I went out and drove over to
the guys house, I just felt like a girl and a slutty one at that. When
arrived there and went into his house we played and he did treat me like I
was a girl and he did fuck my boy pussy and my mouth for the few hours.  It
started to get dark and the guy was tired from fucking me so it was time
for me to drive home.

           Since I had not brought any other clothes I left still dressed
in my sister?s outfit. I drove a while then my car oil light came on, I got
out and checked oil and sure enough it was low. I knew there was a gas
station a few blocks away so I decided to walk. So here I was in a section
of town that was not the best and in a short skirt with half my ass
sticking out, I imagined I looked sexy but I was thinking this was not the
best idea I ever had. I needed to get a can of oil so off I went, I reached
the gas station walked in and picked up some oil and walked back as fast as
I could. The guy in the gas station did look at me a little strange I think
he suspected there was a cock in my panties, but he did not say anything
and I walked off back to my car. When I got back to the car I opened the
hood and was bending over pouring the oil in, I realized there were a group
of four guys walking over to me. I was finishing up when I felt a hand on
my ass. That in itself was not a problem but what was when the happening
was he reached down further to get a hand full of pussy, but then he felt
my cock. He grabs me and says to his friends we got us a faggot pussy
boy. He then grabs my cock and holds on and starts dragging me with him,
the other boys follow. I am pulled into an old building a few hundred feet
away from where my car was. Then this guy who's got my cock tells me to get
on my knees and he lets go of my cock and then drops his pants and out
falls a good size cock, the guy was around 19 years old. Then he grabs my
head and tells me to open and shoves his cock in my mouth. Being a cock
sucker that I am I was OK with this. I have to admit I liked being forced
to suck the guys cock. After the boy fucked my mouth he said let?s see if
he has a tight pussy, then I am bent over and my panties were ripped off me
and while bent over they fucked one after another. There were the 3 other
guys and then again by the guy who I had sucked off to start with. By now
my ass was sore but I did get to feel like what a girl would if she was
getting raped. I had to stay long enough for 3 of the guys to fuck my ass
again, but by then they were getting bored with using there pussy boy.

              They let me leave so I walked back to the car with cum
leaking out of my ass, no longer even had any panties on to catch some of
the cum. I drove home and if I was not such a pervert I would have felt bad
about what happened, but instead I went to my room took the dildo that I
used before and fucked myself even more and jerked off thinking of all
those cocks that used my boy pussy.

             A few days went by and my ass was no longer sore but I had the
desire to have it filled again like it did last weekend, The friend I
played with was fun but the guys on the street were rough and they just
used my boy pussy like it was there for their enjoyment. The crazy part is
I felt my position in life was to make guys use me for their pleasure. When
I put on the girls clothes I just felt like I was a cock sucking slut that
had to be used. I did not care if they fucked my mouth or my ass just as
long as they filled me with cum. I was not sure what I was going to do
about it. I went out a few nights and traveled over to the area where the
guys who raped me the other night hung out, I was not dressed like a girl
but would have liked have been but the house was not empty so that I could
have. I was able to find the same guys, they were outside an old house that
I think was vacant and they took it over as a club house. I did not stop
but I was sure that at least 3 of the guys that were there were the guys
that fucked me.

  I waited for the weekend and my parents were going out and my sister had
a place to go. I told them I was going out, and was going to spend the
night at my friend?s house, they were OK with that because they knew
sometimes we get involved in video games and I wind up staying late. If
they knew the truth sometimes I stay late because my friend happens to also
be fucking me. But the fact that he fucks me sometimes is a different story
when he does I am not dressed like a girl I am just a normal teen age boy
cock sucker. So back to my plan after my parents and sister left, I pulled
down the box of items that transform me from being a boy into a teen girl
and a slutty one at that. I then got dressed and made sure I did a good job
making sure my boy pussy was loosened up with the dildo and that my pussy
was nice and clean.

        Then as soon as turned a little dark outside I walked to my car and
made a trip straight to where I knew the boys that fucked me last would be
hanging out. I saw them standing around on a corner under a street light,
there were 5 guys this time. I rolled up and opened up the window I made
sure that they could see me dressed in my sexy clothes, the one guy came
over who had grabbed my ass last time and he recognized me.  He just said
to the other guys look that cock sucking faggot is back guess she wants a
lot more cock. I just smiled and said you have that right and with that
they told me to park and come with them. I followed them to the house I saw
them using the other day as a hang out. When we walked in there were a few
more guys there and the one guy who brought me in said to the other guys
look what I found a faggot who thinks he is a girl. Then again he does suck
cock very nice and his ass did feel good when I fucked it last time. With
that a few of the guys knew what they wanted. I watched as a few of the
guys removed there pants and their cocks were exposed. They gestured for me
to come over and service their waiting hard cocks. As the good cock sucking
girl that I wanted to be I just got down on my knees and crawled over to
them, I knew it looked real slutty but that is what I just wanted to be a
slutty cock sucking pussy boy. I took the first guys cock in my mouth and
did so because even if it was not supper hard it was the biggest cock out
of all of them. I started sucking him taking him in my mouth as deep as I
could, sometimes choking on his big cock as he fucked my mouth. I did not
as of yet get to be rewarded by his cum since another guy stopped me and
made me suck him for a while. Then six guys formed a circle around me and I
would go from one cock to cock just sucking them a while then moving
on. Never getting my mouth filled with cum that I wanted and needed. This
went on for a long time then one of the guys grabbed my head as I was
sucking his cock and did not let me move on as he shoot his load deep in my
mouth. After that I moved to the next cock still tasting his cum but also
the taste of the new guys cock. A few guys while I was sucking this guy?s
cock were jerking off so I was now getting my face and head coated with
cum. I was still busy with a cock in my mouth or I would have told them do
not waste any cum, I wanted in at least one of my holes.

      The cock that was in me shoot his load into my mouth he pulled out
and I felt some cum that was shot on my lips dripping down so I used my
fingers to move it to my mouth and swallow what I could. Then the guy who
fucked me first last time told me to get up and bend over the arm of the
chair and I did that and he ripped off my pantie and slid his wet hard cock
into my boy pussy. I moaned so the guys knew I was loving this, He just
fucked me hard.  I could tell he was there to satisfy him but doing so made
me feel even more of a slut. I kept telling him to fuck me harder and he
did, but doing so made his ride a lot shorter and he was soon spurting his
cum into my ass. I just loved the feeling and was just the start for the
night. I stayed bent over the arm of the chair and guy after guy took my
ass. There were so many guys fucking my pussy I lost count as the guys took
turns fucking me hard. I stayed till late in the night and while I was
being fucked some of the guys left and some new cocks showed up. After so
many guys fucked me my ass was so filled with cum it was dripping out but I
was still wanting more. This went on for another 2 hours then it was time
for me to leave.

          I left but not sure why I was feeling this way but I still wanted
more, and it was late so I could not go home now dressed like I was. Now my
outfit was half missing and if I bend over my boy pussy would show cum
dripping out of it. I decided that the guy I met on the internet was not
that far away and he lived alone so I called him. He was sleeping but when
he heard my voice he told me to come over. I arrived and when I walked in
his house he could see what shape I was in, He told me to bend over and he
took a look at my boy pussy and said how many times did you get fucked. I
smiled and said not sure lost count. I figured he was going to fuck me and
I was more than willing to let him. He wanted to wait after we both went
back to bed and he said he fuck me when we both woke up. I agreed to this
but trying to sleep naked next to this man was not easy and next thing I
realized is I am under the covers sucking his cock.

     I think that woke up his cock at least and he fucked me one time
before we both crashed. I assume all the sex had the day before tired me
out because I slept later then I would normally sleep. When I woke up I
heard talking from the other room, I was wake enough to remember what took
place yesterday and that I stopped by this guy?s house last night.

	I made some noise getting up and the man who house this was came
in, along with 2 other guys. The guy who fucked me last night told me to
bend over he wanted to show his friends what my well used boy pussy looked
like. I did as he asked and they could see my hole was still stretched and
dried cum all around it. I figured the fact that these 3 men all around 30
were looking at a boy pussy of a kid was 17 was a turn on because all of
their cocks started getting hard. I figured they just fuck me then but the
guy who owned the house told them if you thing that?s hot you need to see
how he came dressed yesterday.

	The guy had me get up took me into the shower now we were both
naked and he helped was me up and cleaned all the dried cum off my pussy
and legs. He got me out dried me off and put some cream in my ass using his
fingers. The cream did fell soothing and also greased up my hole. He then
had me put on the outfit I had on yesterday minus the panties since in all
the sex I had I had lost them. When we came out of the bathroom he had me
spin around and his two friends looked at me and from there hard cock I saw
they approved.

	I spent the rest of the day sucking their cocks and them taking
turns fucking me, over and over again filling my boy pussy with their
cum. While we were having fun I received a message on my phone that my
parents were going out again so that took care of figuring how I was going
to get back in my house wearing a mini skirt top and no panties.