Date: Fri, 05 Jul 2013 13:31:25 GMT
From: Check It Out <i_wanna_be_a_slut@webtv.net>
Subject: Dressed As A Girl-40

I'm Jimmy James and this is a story of cross dressing and sexual submission
at the hands of my girlfriends father.

============================
Friday- Discovery

I woke up to find myself being spooned by Bob. I could feel his morning
wood pressed against my ass bare while humping at me. I smiled, reached
between my legs and gave him a clear shot at my pussy. As soon as the head
was in, I wiggled my ass until it was buried deep. He snored loudly while
pawing at me and humping even harder. That went on for about half an hour
and I was in heaven. Then he woke with a start and gave me a confused
look. While his cock throbbed deep in my pussy.

"Fuck! That was even better than waking up to a blowjob. Go make coffee."
he chuckled.

I jumped out of bed, hurried to the kitchen to make coffee. I threw open
the curtains with a smile. I set up the coffee maker. When I was done, I
entertained myself by watching my tits jiggle. While I was doing that I
heard a light tapping at the door. I turned to see Ed smiling at me while
exposing his half hard cock. I looked around quickly. Put a finger to my
lips to shush him. Then I slid open the glass door as quietly as possible.

"Good Morning Kitty. Is this a bad time?" he whispered.

"No, Bob is in the bedroom. We need to make this quick and quiet." I
whispered back while stroking is cock.

He eased into his seat and opened his robe with a smile. I silently got to
my knees and began sucking on it. The only way to keep it quiet was to suck
it real slow and real easy. He watched with a big smile while I eased it
down my throat. I used my tongue to caress the shaft.

I continued to give him the slow motion blowjob for about twenty minutes
before he finally blew his load. He gritted his teeth and watched while his
cock began throbbing in my mouth. We watched each others faces closely
while I gulped down his cum. We shared some hushed gasps while his orgasm
ended and I continued to suck his cock lovingly. That went on for another
minute or so before I stood up and smiled.

"That was great Kitty. I hope we can find time to do it again." Ed
whispered.

"Me too." I whispered back as he slipped out the open door.

I looked around quickly to check that I hadn't been discovered. To my
dismay, there was Bob smiling at me from the shadows. He stepped into the
room and smiled at me.

"Good for you. Taking care of the neighbor. That was hot." he said as he
bent me over the table.

When he did, I was looking right out the big sliding glass doors. Ed was
about thirty yards from my back porch and I was watching him walk through
my back yard. He followed a well worn path to the gate into his back yard.

"I got to watch the whole thing. That's not the first time you two did
that. How long have you two been hooking up?" he asked as he stuffed his
cock in and began fucking me.

"All Week." I giggled.

"Good Girl. Watching you suck Ed's cock like that was beautiful." he said
while fucking me slow and easy.

"Thanks" I said while looking over my shoulder, blowing him a kiss and
pumping my ass back to meet his thrusts.

"You wouldn't believe how hot it was to watch you suck his cock with no wig
or makeup." he chuckled.

I grabbed my head and wiped my face in horror. I had just sucked my
neighbors cock with no wig or makeup. Bob held me down and laughed while I
panicked. I desperately tried to get away while the scope of what had just
happened set in. I got a dazed look and laid my head on the table in total
surrender. Bob laughed and started fucking me slow and easy again.

Right about then I heard footsteps for two people coming up behind us. Bob
didn't seem surprised so I just laid there. Once I heard the voices, I was
in shock again.

"Look Mom! Their bonding again. Isn't that sweet." Cindy tittered
gleefully.

"I know. You told us he could do it." Mary giggled.

I looked from side to side at Cindy and her mom in horror. I watched them
both give Bob a kiss. Without any notice of what we were doing. Cindy
looked me in the eye. Gave me a big kiss on the lips. Then sat down and
started talking like nothing was wrong.

"Oh honey, It's so nice to see you. I've missed you so much. It's so nice
to see you and daddy are getting along so well. He said you've been a
pleasure to be around ever since we left. Didn't you Daddy?" she said.

"I sure did honey." he assured her.

Mary was sitting on the other side. When she grabbed my arm, I was still in
shock and I turned to look at her blankly.

"Sweet heart. I can't tell you how happy I was to hear that you were going
to be taking care of him while we were away. You looked so pretty. And you
were so eager to please. It's no wonder he picked you. You even took over
both our shifts and all our regulars at the club. Plus, you earned some
regulars of your own. He said you were going to dress like a girl and suck
his cock while we were gone. He never said you were going to volunteer to
do all our work too. That was impressive. You were the highest earner at
the club and the restaurant." she told me excitedly.

"I know. I told daddy before we left. You were never going to get dressed
up and do that. Boy was I wrong. But this is so much better. Daddy says
you're going to be working weekends at the club from now on. Plus he set
you up with the same kind of trust fund Mom and I have. You're going to
retire a rich man if you keep it up." She told me with a big smile.

While this was going on, Bob just continued to fuck me like it was an
everyday thing. Right about now I was wishing I was dead. I thought that
any kind of distraction or interruption would be a welcome relief. Like
Cindy said: 'Boy was I wrong.' There was a light tapping at the door and
the sound of somebody clearing their throat. I looked up in utter
disbelief. There was Ed. Standing in the open doorway.

"Sorry to interrupt your homecoming. I forgot my coffee cup." he said in a
matter of fact manor.

I looked and there it was sitting next to Cindy.

"Oh Hi Ed! Here it is. Come on in. Daddy said that Jimmy took over for me
at our morning coffee." she offered cheerfully as she stood up and gave him
a hug.

"He sure did." Ed replied cheerfully.

"That is so nice. Is he any good?" she asked.

"He was great. I hate to say it, but, he was better than you were." he told
her regretfully.

"Oh Damn! That's what Daddy said!" Cindy said as she stomped her foot and
pouted.

My mouth hung open in stunned disbelief while Bob continued to fuck me. I
couldn't believe what I heard. He said the girl that usually gave him
blowjobs was on vacation. But I couldn't believe Cindy was his regular
girl.

"Hi Bob. How are you today?" Ed said while shaking Bobs hand.

"Good. Thank you. How did you two end up getting this going?" Bob asked.

Ed asked Cindy for some coffee and he sat at the other end of the table. He
sipped his coffee and smiled at me.

"Well, last Thursday I saw a bunch of flashes coming from the kitchen. I
was worried so I got some binoculars. What I saw was Jimmy posing nude in
front of the door. I could see plain as day, he had a pussy. So I was
curious and I had to keep watching. I watched him sucking Buddy's cock
while Bob took pictures. Then he got fucked on the table while Bob took
some more pictures. Jimmy disappeared for a little while. He came back with
a pussy and a monster set of tits. He sucked Bobs cock while Buddy took
pictures. They all disappeared for a few hours then went out." he said as
he looked from person to person.

"The next morning, I saw Jimmy open the curtains in the nude again. Only
this time he had been completely made over as a girl. He was so pretty, I
didn't recognize him at first. After watching him pose for pictures while
sucking cock the day before. I had to see how far he would go. I grabbed my
coffee cup and walked over like I did every week day. When I got to the
door, I watched him for a little while. Everything looked so real and he
was so pretty. I was sure I had made a mistake and it wasn't him. We talked
and drank coffee while I debated about weather it was him or not." he told
them while watching Bob fuck me.

"His tits and pussy looked so real I couldn't take my eyes off them. Next
thing I know he's on his knees sucking my cock. Since I knew he was willing
to go all the way. It didn't matter if I was mistaken or not. I made
arrangements to stop by for a blowjob and coffee in the mornings. It wasn't
until Tuesday that I knew for sure it was Jimmy. By then it didn't
matter. The blowjobs were great and I didn't care if it was Jimmy sucking
my cock. I had to have more." he said as he smiled at me.

"It made me hard to think that he could be so convincing as a girl. Or that
he was so dedicated to playing the part of the girl that he was willing to
suck cock and have sex while he did. When he told me that he thought the
sex was the best part, and that he wanted to get as much as possible before
Cindy got home. I got so hard. I had to fuck him." Ed said while looking
Bob in the eye.

"I know! He looks, feels and acts like a girl. You can't turn it down if
it's offered. Right?" Bob laughed.

"Exactly! Since there's no way to tell he's not a girl. And, since he
obviously loves the sex. All you can do is give him what he wants and fuck
him like a girl." Ed agreed enthusiastically.

They both laughed and nodded at each other. Then Ed continued his story.

"Then I went down to the club to see him in action. It was fucking
beautiful. He was amazing. He walked around in the nude. He made out with
and got fingered by just about everybody there. He gave lap dances. He
sucked cock. He jerked guys off. He took a bunch of men to the back rooms
to fuck. I had never seen anybody have that much fun at a strip club. It
was incredible. I knew I had to take advantage of it while I could. You're
the best I've ever had. I hope we can get together in the future." he told
me with a smile as he grabbed his cup and walked out.

I watched him walk down the well worn path. The path he had walked down
every week day morning. For who knows how long. I thought about him
stopping by after I went to work so that Cindy could suck his cock just
like I did. I thought about his wife telling me how nice Cindy had been to
the both of them. That Cindy was doing all the chores she didn't like to
do.

I looked around. I was still dazed and confused. Bob was still fucking me
like nothing was wrong. On top of that, the girls had gone back to talking
about how pretty I was. How grateful they were that I had decided to dress
up and take care of Bob like this. It was so much. I still didn't
understand what was going on. I looked over at Cindy to see her smiling at
me.

"What? How did you? I.... What?" I stammered.

"Oh Honey. Daddy put in cameras. You've been live on the internet the whole
time. Look." she said as she showed me her phone.

There was a live video of the kitchen. I was bent over talking to her and
looking at the phone. While Bob was fucking me with a smile.

"You knew about this?" I asked in disbelief.

"Well, when he put in the security system, I had him put in the cameras
too. So I could look and see what was going on any time I wanted. Then when
daddy bet that you would dress up like a girl before we got back. It seemed
like the best way to check on you. Watching you and daddy go at it two
hours after we left was hot. Besides.... It was really fun talking to you
two on the phone when I could see what you were doing on the computer. I
couldn't believe the things you were letting him do to you while you were
on the phone telling me how much fun you were having. You are such a nasty
girl. You two were made for each other." Cindy laughed.

"What? I don't understand? What happened?"

Cindy laid out the story right from the beginning. Her mom was one of the
first dancers when Bob and Buddy first opened the club. That she had
married Bob when Cindy was ten. At 13 Bob had caught Cindy sucking off some
of the older boys in the neighborhood. That Cindy had been sneaking into
the restaurant to service the glory hole since she was 15. That Bob would
use the glory hole quite often while she was in there. When she was 17, Bob
flashed his ID through the hole after she had finished sucking his
cock. They talked and he gave her some regular hours that she could be
there. She also began sucking Bobs cock at home too.

When she turned 18. Cindy started working for the club. She danced and
worked Friday and Saturday nights. Bob put all of Cindy and Mary's money
into a blind trust fund that pays out when they turn 60. That they had
decided to keep it secret from me because all the guys she dated got the
wrong idea when they knew she was a stripper. She began working the lunch
shift in the bathroom at the restaurant. Then afternoons at the club.

Which was nice because she got to work with her mom. Who was already
working 2 to 5 at the club. Then a 5 to 7 shift at the hole.

I looked at the two of them in disbelief while bob continued to pump his
cock into me like a well oiled piston.

"What's that got to do with me?" I asked impatiently.

"I'm getting to that. You know that daddy is always saying you're a pussy?
Oh don't worry. He said they had a pussy like you in his team when he was
in the military. Even though he used to dress up and give blowjobs. He was
still a good man." Cindy assured me when I gave her a sour look, then
continued.

She went on about how Bob had always insisted I was a pussy. While she
defended me. That Bob had said that if they went away for two weeks. I
would be dressed like a girl and sucking his dick before they got back. So
they bet. Bob installed cameras and projectors. Cindy hid the pussy panties
for girls in her underwear drawer. Then a month after they made the
bet. Cindy and Mary went to a hotel across town. They entertained at a
dental convention on the first weekend. Then sat around watching me all
week.

She talked about how once they both saw how much I liked it. That Mary had
hurried to make a custom mold of her pussy for the new pussy panties. That
Bob had taken laser measurements of me in the nude. So the pussy and tits
could be custom molded to my body. That they had put a rush on it to make
sure I got it as quick as possible. How nice it was, that not only was I
taking care of Bob. I also picked up all 4 of their shifts. All of their
regular customers. Including Ed. Plus Friday and Saturday shifts of my
own. They all agreed. I was a real go getter. My ass was a custom made
money making machine.

"The best part is. Daddy said he's going to give you the same deal he gives
us. You'll be family. You'll be working weekends from now on. You'll get a
share of the business. You'll get profit sharing. You'll get a retirement
trust. Plus you get to stay at your regular job during the week. Isn't that
great?" she bubbled with a big smile.

Bob grunted, drove his cock deep and groaned about good pussy. When I felt
his cock throbbing hard, I arched my back and smiled real big. Cindy and
Mary both giggled while they watched. When he was done, I put my head down
on the table while Bob continued to work his softening cock into my pussy.

"Did you bring it?" Bob asked.

"Yeah. Right here." Cindy responded while dropping a small duffle bag in
front of me.

"Oh, by the way. Mom loves the way you eat pussy." Cindy giggled.

"I sure do. Cindy said you were good, but that was incredible. You need to
give Bob some lessons." Mary laughed.

"What!? How!?" I asked confused.

"We were the girls in the leather suits at the dinner theater. We'll be
back Sunday night. You two have fun. I love you so much. You've made us all
so happy." Cindy said as she kissed me and walked off.

Mary said goodbye to Bob and walked out with the two of them. Bob slapped
my ass and called me a cock loving pussy. Then he got some coffee and sat
at the table smiling at me.

I dug through the bag with a dumb look. It was stuffed with videos of
me. They had titles like: "Jimmy, the girl at the mall. Jimmies first
time. Kitty makes a porno flick." The covers were filled with pictures of
me in the nude as Jimmy and Kitty. Most of the time I was having sex with
men. There was a piece of paper with a web site address and the
password. 'Im_a_pussy'.

"What's this?" I asked as I pulled up a chair and sat down.

"Those are videos of what you've done so far. Some are for sale at the club
or at the club website. Most are private. So you might not want to bring
them out when your friends are here. That is a secure website with a 24
hour video archive of everything you've done since the girls left." he said
as he sipped his coffee.

"Why?" I asked almost crying.

"Insurance. This is to make sure you don't forget about the agreement we
made. You're my girl now. You're going to do what ever I tell you to do,
from now on, or everybody you know will get to see what you've been
doing. This is the proof. You can look through it whenever you want. You
said you wanted me to fuck you. So I fucked you extra hard, just for the
fun of it. Don't get me wrong. Fucking you was always the plan. But you
loved it and never asked any questions. You made it real easy to fuck you
really really hard." he chuckled while stroking his stiffening cock.

"But why? I would have dressed up when ever you wanted. I could have sucked
your dick any time we were alone. Whether I was dressed or not." I said as
I looked at him dumbfounded.

"That's the best part. That's still going to happen. Plus a whole lot
more. Cindy and Mary are both on board. We don't have to hide from
them. We're having fun spending time together. Just like the girls
wanted. You get to keep your regular job and listen to your friends talk
about Kitty. They needed sex. She gave it to them. Nobody knows who she
was. Just like we planned in the beginning. You're working weekends at the
club from now on. So you'll get to spend plenty of time as a girl. Just
like you wanted. I get to fuck you any time I want. Which is perfect for
me. Everybody is happy. Everybody gets what they want. I tell ya
Jimmy. When I first planned this. I never imagined it would turn out this
good." he grinned while stroking his rock hard cock.

"Get on your knees. I'll tell you all about it." he smiled.

I got to my knees. He stood up, grabbed my head and stuffed his cock in my
mouth. As soon as I started sucking. He started fucking my mouth.

"When I first thought of it. I knew you would go for it. There was
suggestion, domination, sex, affection, exploration, secrets. It was
perfect for you. You're suggestible. So I started flashing pictures of hard
cocks. When you got extra horny and started fucking Cindy more often. I got
the favorable response I was looking for. I needed an excuse to turn you
out as a pussy and make you suck my cock. So I made the bet with Mary and
Cindy. Then I started flashing she male, cross dressing and oral sex
pictures. A week later they left and I started flashing the pussy in the
panty drawer. Along with the other pictures with suggestive wording." Bob
told me.

While I listened, he continued fucking my mouth slow and easy. Forcing it
down my throat every time.

"Like clockwork. Two hours later. I watched you pull out the pussy and try
it on. Then you jumped into the shower and started with the hair remover. I
grabbed my beer, snuck in and got a front row seat. I watched you put on
the pussy, tits, wig, makeup, dress. Everything you needed to be a girl. I
was surprised. You turned out real pretty and it all looked so natural for
you. I was sure you had done it before. I give you some beer to put you off
balance. Since you respond to authority. I tease you a bit. Push you around
then fuck you. You struggle and cry. I laugh and yell some more. Then I
offer a truce. You keep being a girl. I'll be nice, but I keep fucking
you. In exchange, nobody finds out. You agree and everything is in
place. Just like I planned." he chuckled.

He had a firm grip on my ears and was driving his cock deep into my throat.

"We hang out, drink, talk and fuck some more. You seem pretty comfortable,
so I take you out to dinner. You go to the bathroom and come back with cum
on your chin. It was perfect. I always knew you would like it. But after I
saw that, I knew you were ready for more. I took you to the club and you
went hog wild. You had such a good time. I let a bunch of guys fuck you in
the back room while you were passed out. When they were done, you said it
was the best sex you ever had. That's when I knew you were my kind of
girl. So I brought you home and fucked you some more. You were so good in
bed, I had to see what would happen if I let you be the girl you wanted to
be." he said.

He smiled down at me while he watched his cock disappear into my mouth and
down my throat.

"All I wanted to do was dress you up and make you suck my cock. But you
wanted so much more. You kept babbling about how much you wanted to be a
girl. You wanted to be a hooker. You wanted to have sex with as many men as
possible. You were perfect for this. I gave you some instructions and left
you alone to think about it for a few days. Next thing I know you take the
day off. Dress up and go to the mall all by yourself. Then to the diner for
some glory hole action. I knew you were hooked when you did that. I put you
to work that night to give you a taste of what was to come. Then I
sub-contracted your services. Set you up with custom made accessories and
started making all your fantasies come true." he chuckled.

I felt his cock start throbbing in my mouth. I gulped down the little bit
of cum that came out. When he was done, he pulled me up, bent me over the
table and stuffed his half hard cock back into my pussy. He didn't start
fucking me again. He just stuck it in and left it there.

"God That Feels Good. Then last night I had you take off your wig. I was
hoping you wouldn't notice in the morning until I told you. That way when
Cindy and Mary caught us fucking. You wouldn't know what happened. Ed was
the wild card. I didn't expect that. I had no idea he knew who you
were. When I heard him at the door, I was sure he was going to say
something. Instead, he was cool as a cucumber. He said 'Good morning Kitty'
and let you suck his cock. He gave me a thumbs up when he saw me and we
both watched you suck his cock. Your tits were jumping. Your ass was
shaking and your pussy was soaking wet. It was beautiful. You know the
rest." he said as he pulled his cock out.

I was still bent over the table in shock. He sat down, sipped his coffee
and smiled at me. I gave him a dazed look and plopped my well used ass into
a chair.

"Cindy knew the whole time?" I asked.

"She sure did. Talking to her on the phone while you were sucking my cock
was the best. We were talking about how pretty you looked with my cock in
your mouth and how happy she was that we found something we could do
together. You were the only one that didn't know she and Mary were watching
from the Marriot across town." he laughed.

"Oh My God. What about Jake and the guys?" I gasped.

"What about them?" he asked flippantly.

"Do they know?" I asked with a worried look.

"I don't fucking know. I certainly never told them. If they're too stupid
to figure out that they're fucking a guy they see everyday. I'm not about
to help them. Then I wouldn't get to watch anymore." he sneered.

I closed my eyes and shook my head in disgrace as what was going on sank
in. Bob laughed heartily while watching my reaction.

"What's the matter pussy boy. You wanted to get fucked like a girl. You
wanted to get fucked by your friends. You wanted to get fucked as much as
possible. Well, you got what you wanted. You're fucked now. And you're
going to keep getting fucked. Aren't you?" he sneered.

"Fuck you asshole!" I hissed angrily.

Bob laughed loudly.

"Go take a shower and put on some makeup. There's a private party at the
restaurant and you got work to do." he boomed.

I went to the bathroom and looked at myself in the mirror. I saw a confused
man with a woman's body. I continued into the shower and considered my
options as I soaped up. It was pretty cut and dried. Either everybody I
know is going to find out. Or I keep doing what he says. There were no
options.

Although I had accepted what was going to happen. I had an overwhelming
sense of dread as I put on my wig and makeup.

The End