Date: Wed, 23 Nov 2016 14:34:04 +0000 (UTC)
From: wood guy <woodd_guy@yahoo.com>
Subject: Dressed-as-a-girl    part 2

Part 2 of dressing like a girl

This story is a work of fiction and contains descriptions of explicit
sexual acts

Some of the parts real but will leave that up to the reader to decide.

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 to comment.

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            My sister was starting to get used to dressing me in her
clothes and setting up meeting for me, she would call them dates. I had
just turned sixteen, but for me I was sorry to say I still had not aged in
my looks very much, I still looked like a skinny girl of maybe 13. My
sister was able to drive so she find a time when our parents were not home,
she would bring me into her room and already have the outfit she wanted me
to wear laid over the bed. She then have me shower and she would be happy
to help. It was strange having my older sister washing my cock and ass but
as the sub I was I just let her, soap up my ass and clean me out very well
and sometimes she insert a vibrating dildo in my hole. She would do this
when she said my date had a big cock and she wanted me to be sure he would
be able to get his cock into me. She said they liked the idea of my tight
boy pussy but they be upset if they were not able to get there big cock in
me. My sister knew what size these guy?s cocks were because she had had
them in her mouth or pussy before she set these up. And even some had even
fucked her ass also, so she knew firsthand when the dildo was needed.

            So after she have me dress she help me out with some makeup and
after she was done we look like we were sisters, the only thing that made
me her brother was the cock between my legs. I had a small cock and she
would have me tape it up so even if it got hard it would not show.  The
guys I met knew that I was a pussy boy, but I guess in their mind as long
as they did not see my cock they were happy fucking my holes. So here we
were both dresses in short dresses, both of us if bent over anyone looking
would see the tight thongs we were wearing. My sister had even added some
filler to my chest so it even looked like I had some tits, they were small
but looked the way they should for a skinny girl.

          We left the house and I was getting used to driving around like a
girl, I suspect even if I was seen no one would realize it was me. She
drove us to the other side of town and she pulled into a big house with a
long driveway. When we got there she told me we were entertaining 3 guys
who she knew and they were a little older, when we stopped some man came
out and he looked like he was about 30 years old. He greeted my sister and
said I see you brought the young playmate you said you would.  It was odd
but the man gave my sister an envelope that she took and put it in the
glove compartment in the car. We then both got out and the man waited for
us and as he guided into his house he had his hands on both of our asses, I
was told by my sister just do whatever they want and if it was something
that I did not want to tell her and she decide.  We went into the house and
were met by two other guys around the same age, I was sort of used to boys
my age or a little older and I looked at my sister and said what gives, she
just told me just go with it you?re a pussy boy cock sucker so what
difference does it make if the cocks are a little bit older.

        As the submissive I am I just kind of put my head down and went
along with what my sister said, The men sort of looked us over and started
running their hands over our body. My sister I could tell was getting her
tits felt up and even noticed the guy sliding his fingers into her pussy as
he slid her thong aside. There were two guys on me one kissing me which was
a little new to me but I sort of liked it, and the other guy was lifting my
ass and to my happy surprise he was licking it. I felt my thong being
removed and then felt him slide his mouth in my crack and next felt his
tongue flick my rose bud, that felt good. The guy who was kissing me had
already managed to drop his pants and I could see his big hard cock. There
I could see he already was dripping a little precum, so I leaned down and
licked the head of his cock. That was all he needed he slid the head of his
cock into my mouth. The other guy was still rimming my ass, I was sort of
busy so I could not see what my sister was up too. I then felt the man who
was rimming me pull out, I was still busy sucking the other guys cock. I
watched as he walked over to where my sister was and she was kneeling on
the floor sucking the cock of the guy she was with, she just stopped and
when the new guy presented his cock to her she changes places and was now
sucking him.

            That did not last long I could tell she was just getting his
cock nice and wet and I knew what was going to happen next. The guy came
back spread ass cheeks and I felt his big hard wet cock slip into my
ass. It hurt at first but with a cock in my mouth and my head being held
not like I could say anything. The guy fucked me hard and within a few
strokes my ass was feeling good and I was enjoying the feeling of being
fucked by both ends. It was hard for me to say I liked the fact that other
boys my age were using my holes, but I could also say I did like the
feeling of being stretched by these older guys. The men kept fucking me
till they both dropped their juices in me. Then the guy who was getting a
blow job from my sister came behind me and he fucked me. The three me took
my sister into the bedroom and by know they were all naked, the three of
them ran there tongues over her whole body and I could see she enjoyed it,
especially when they eat her. This went on a while and from there cocks I
could see they were ready for more action again. My sister told me to strip
and get into the little outfit that she had in her bag that she brought in,
I got the small baby doll top that she had brought and was told to get on
the bed on all fours.  Once I did that the guys took turns fucking me again
telling me what a pretty boy I was. This went on for some time till the men
had been drained of all the cum they could manage.

                       Then one of the guys wanted to suck my little cock ,
I looked at my sister and she looked at the guy, he just said I know we
will throw in a little extra. So she just nodded and I laid back and the
man got between my legs and started sucking my cock. It felt strange
because this was the first time I was getting my cock sucked, all the other
times I was sucking there?s. The guy sucked me long enough for me to cum,
but while he was doing that it brought life back to his cock and he then
lifted my legs. With me being bent back he fucked my ass again, one of the
other guys said to my sister what be hot if you straddled his face and he
eat your pussy.  My sister looked at him again and he said trust me he will
make it worthwhile. Next thing I know is here I am with my legs pushed up a
guy fucking my ass, and my sister?s pussy being fed to me. Since the guy
had cum a few times before he was fucking my ass for a while, I never eat a
pussy before but figured it out. The other two guys were watching and
jerking off, by the time the guy who was fucking me came I had gotten my
sister off twice. And as an added bonus the men jerking off had shot there
loads on me. When we were done they let us take a shower and we got dressed
back into our clothes and left. But as we were leaving the guy gave my
sister another envelope, which she just took.

                   When we rode home I asked my sister about the envelope
and she just said she would take care of it, but did add there no reason
when we play with the older guys they cannot give us a gift.  We drove home
and we talked a little about what we did and she asked if I liked licking
her cunt and I said I did sort of, but I enjoyed the guys slipping there
cock in me better. She then said good she suspect that this arrangement can
work out good for the both of us.