Date: Sat, 16 Feb 2013 18:31:37 GMT
From: Check It Out <i_wanna_be_a_slut@webtv.net>
Subject: Dressed As A Girl-35

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

============================
Working 9 to 5

I was awakened a few hours later by Bob telling me it was time to clean up
and get ready for work. He had a big smile as he watched me shake my ass on
the way to the bathroom. He told me to get a douche and watched closely
while thick white gobs of cum shot out of my ass.

Having him watch me while I did that was a huge turn on and he let out a
small chuckle as my cock got hard.

"Good Girl Jimmy. Why don't you get over here and suck my cock?" he said
with a smile as he pulled it out and leaned against the counter.

I smiled, wiped my ass and got to my knees in front of him. I gently
licked, kissed and sucked the head of his cock while he watched.

"Look up at me while you do that." he said.

I looked up and gave him a big smile while I continued to lick and suck the
head of his cock.

"Good Girl. I love watching you suck my cock Jimmy. It's not often you find
a girl that likes to suck on a stiff cock as much as you do. It's what
makes you the best pussy in town." he said with a smile.

I blushed with pride and plunged forward until I felt his balls on my
chin. I pulled back slowly while looking up at him the whole time. I loved
the way it made me feel to be able to feel his cock in my throat and see
the look of pleasure on his face. I quickly began to suck his cock as hard
and fast as I could. I wanted to make him cum as fast as possible. I loved
knowing that he liked it as much as I did. I loved knowing that he got hard
when he thought about me sucking his cock like this. It let me know that I
was good at it and that he looked forward to it.

Thinking about it made me so fucking hard I could hardly stand it. My cock
was standing proud and throbbing with excitement. I reached down, squeezed
it a few times and rubbed the slick pre cum around the head. While I did
that, Bobs cock began throbbing in my mouth. I gulped down his cum and
watched the look on his face. I loved seeing that look more than
anything. It drove home what I was doing for him. What he was doing in my
mouth. What I was swallowing.

Mostly it drove home how good I was at sucking cock.

I felt the warm satisfied rush wash over me.

Once the throbbing stopped, Bob grabbed my head and pumped his cock into my
throat a few times. While groaning about how good it felt. Then he watched
as I pulled back, sucked the head and licked his balls.

"You need to take a shower and get dressed for work." he said as he looked
down at my hard cock.

I smiled at him, got up and jumped in the shower. While I showered, I
looked down at my still hard cock and thought about how good it made me
feel to have him cum in my mouth. How much I looked forward to having his
cock throbbing while my mouth filled with cum. How good it must feel for
him while he empties his balls into my mouth. Then watches me swallow like
a good girl.

I began stroking my cock while I thought about the look on Jakes face while
he emptied his balls into my mouth. How much I enjoyed the taste of his cum
while I swallowed for him. I thought about him and the guys going to the
restaurant so they could stand in line to use the hole. That I had been
sucking them dry since Wednesday. How hard it made me to know that I would
be sucking all five of their cocks all week. How much I wished I could see
their faces when I swallowed for them. I fantasized about what it was going
to be like to see them at work. Knowing what I had done for them. Or as Bob
put it; What I had let them do to me.

I groaned loudly as my cock began to throb in my hand. I gleefully watched
as cum shot out and filled my hand. I thought about all the guys at work
that had cum in my mouth or in my ass. That I had let just about everybody
I knew do that to me. I licked up my cum with a smile while thinking about
all the guys at work that had stopped by the club for a lap dance. How good
it made me feel to be able to look them in the eye. Stroke their cocks and
lick up their cum without them knowing.

When I was done, I quickly finished my shower. I jumped out of the shower
with a big smile to see Bob standing in the door smiling back at me. I was
startled to see him and let out a small gasp.

"Sorry Kitty, I didn't mean to scare you. I wanted to watch while you put
on your pussy and get changed." he said with a gentle smile.

"Cool" I giggled as I got everything ready.

"So what were you thinking about while you were jerking it in the shower?"
he asked while I did that.

I told him about how strange it was to see a cock instead of a pussy when I
looked down. How much I was enjoying all the sex. The satisfaction I got
from seeing the look on his face while I swallowed his cum. How exciting it
was to see the look on all the guys faces when I made them cum. The thrill
I got from sucking my best friend Jakes cock and how good it made me
feel. How much I enjoyed letting him fuck me. How exciting it was to know
that my five best friends would be enjoying my services at the hole all
week. How much I wished I could see their faces while I sucked their
cocks. How much I was looking forward to going back to work and seeing all
the guys that I had been with, so I could hear what they thought about
Kitty.

Pretty much everything that was on my mind.

Bob didn't say a word. He watched closely as I pulled up the pussy
panties. While I put my cock into the short tube. Leaving just the tip
sticking out in front of the vagina, so I could pee like a girl. While I
glued everything in place and stuck the little dumbbell in my ass to keep
it aligned with the hole for the vagina. Then he had me strut around a
little bit so he could admire it. He had me glue the tits on. Then strut
around some more. He smiled as I glued on the wig. Did my nails and
makeup. When I finished and finally pulled the dumbbell out of my pussy, he
had a big satisfied smile.

"Fuck that's hot Jimmy. I love watching you get changed like that. It was
amazing the first time I saw it and it just keeps getting better. You're a
hot little honey once you put that shit on." he said as he twirled his
finger.

I smiled real big, then twirled while shaking my ass and tits for
him. Having him admire me while I pranced around nude was so raw and
sexual, it was driving me wild. I felt my pussy twitch as I enjoyed how
good it made me feel to jiggle and bounce like a girl again. I watched in
the mirror as I backed my ass up against his crotch. I smiled at him when I
felt the hard bulge in his pants pressing against my pussy. He smiled back
grabbed my tits and ground back against my ass hard.

"GOOD GIRL.... That's why you're the best pussy in town." he chuckled as he
bent me over the counter.

I was looking straight into the mirror and watched anxiously as he stood
behind me, pulled down his pants and smiled. He grabbed my hips and stabbed
his hard cock into me as hard and fast as he could. I yelped in surprise at
how forceful his first thrust was. While he just smiled and began fucking
me hard.

"Fuck That's Good! You wouldn't believe how good it feels to fuck you in
the ass like this Jimmy. Once you've been fucked a few times. There's no
way to tell the difference between your ass and real pussy. Now that you're
all dressed up like Kitty. You're better than the real thing. Since you
used to be a man. You know what men need and you deliver. Every
Time. You're everything a cock hungry pussy should be." he said as he
continued to hammer his cock into my over heated pussy.

I listened with a big smile as I watched all the action in the mirror. I
watched as his balls slapped against my pussy and my tits bounced wildly
with every thrust. I loved the way it felt to have my tits bounce like
that. I had only been without them for a few hours, but I couldn't get over
how much I missed having them. Every time I felt them jiggle, it was a
constant and unmistakable reminder that I was a girl.

As a guy, they were the fist thing I noticed about a girl. Now that I was a
girl I knew they were the first thing men noticed about me. I could feel my
orgasm building as I fixated on how feminine they made me look and feel.

Bob drove his cock deep and grunted. I felt his cock throb hard inside me
while his face twisted with the ecstasy of his orgasm. He grabbed my hips
tightly, jumped, jerked and groaned while grinding his throbbing cock deep
inside me. I watched with delight as the girl in the mirror got a look of
overwhelming joy as she eagerly accepted his tribute to her skills as a
woman. As his orgasm ended, a look of relaxed relief swept across his face.

I couldn't help but to blush as I thought about the look of unbridled lust
he had while he dumped his load inside me. How good it made me feel to be
able to give him that much pleasure. How many times I had done it for
him. How many times I had done it for all those other men. How good it made
me feel to know that I could be the source of that much pleasure to that
many men.

"Fuck That's Good" Bob groaned as he pumped his softening cock into me and
squeezed my tits.

We looked at each other in the mirror with big smiles as he reached into my
crotch and began to rub my pussy. My cock was as hard as it could get while
glued into its prison, and feeling his finger rubbing hard against the
slick tip of my cock was driving me wild. He chuckled when he saw my
reaction and rubbed my pussy even harder.

"Good Girl. I gotta tell you Jimmy. You were talking about the satisfaction
you get from being able to dress up and give men sex just like a girl. To
be honest, I get that same sense of satisfaction every time I fuck you. Or
better yet, watch other men fuck you. It's hard to believe, but I've turned
my daughters useless asshole boyfriend into into the hottest girl in
town. She is what every girl should be. A cock loving whore. She's a girl
that needs sex even more than a man does. And she wants it for the same
reason. Just for the fun of it. Because she can." he said with pride.

He continued to stroke and rub my pussy as I writhed and squealed with
pleasure.

"I can't tell you the satisfaction I get from knowing that you're so good
at being a girl that the men you work with can fuck you without knowing
it. I can see why that turns you on so much. You should hear the shit that
they say about Kitty. They think she's the best pussy they ever
had. Listening to your friends at lunch go wild about how good she is at
sucking cock is even better. I wish I could be there when they tell Jimmy
about her." he said with a grin.

I couldn't take it any more. I began to buck and squeal as my orgasm
consumed me. Bob drove his cock deep and continued rubbing my pussy.

"Yeah... That's It.... Cum for me Jimmy.... Good Girl." he cooed as he hung
on tight.

When my orgasm ended, I felt a huge sense of relief. I stared at the dreamy
look on my face when I finally opened my eyes. Bob brought his cum covered
hand up to my lips.

"Lick that up for me." he instructed.

I eagerly licked his hand clean and sucked his fingers when I was done. He
watched with a big smile the whole time.

"That's my girl." he said warmly as he squeezed my ass and pulled his cock
out.

When he did that he watched as cum poured out of my pussy and ran down my
legs.

"Fuck That's Hot. Wipe that up. I'll be back in a second." he chuckled
while throwing me a towel.

No sooner had I done that than he gave me some clothes. Open toed black
high heels. Black thigh high stockings. Short black skirt. Baggy see thru
black tank top that just barely covered my tits. No panties or bra. He
watched closely as I put everything on and packed my purse with makeup.

"Perfect! Let's put that ass to work!" he proclaimed as he walked off.

Once we were in the car and headed down the road. I asked what we were
doing and where we were going. He looked at me and chuckled.

"We aren't doing anything. You are. I set you up with a 9 to 5 shift at a
motel. I have a bunch of guys that want to pick up a cheap hooker on the
street. So I'll be sending them by until 5 am when I'll pick you up. Now
these guys want to believe they're picking up a real hooker that's going
out for her first stroll. So I'm counting on you to make it as real as
possible for them. Never ever do anything that would make them think
anything different. If anybody asks. You're from Franklin Hills. You took
money out of your trust fund. Now you need to put it back before your
parents find out. OK?" he asked.

I giggled as I thought about it. Poor little rich girl turning tricks.

"OK" I said with a bright smile.

"Who knows. If you do a good job. You might even be able to turn some real
tricks by accident." Bob told me as he caressed my pussy and pulled into a
small run down motel.

I felt my pussy twitching wildly as I thought about it.

"That's my girl." Bob chuckled as he got out and headed for the office.

I giggled and blushed as I followed him. Between all the bouncing and
jiggling of my tits and ass. And the thought of walking the streets and
turning real tricks. I could feel my pussy getting soaking wet.

The motel was shaped like a U with an office at one end overlooking all the
rooms. The guy behind the counter didn't look like he could have been any
older than 18 or 19. He had a big smile as he watched us walk through the
door.

"Hey Brian." Bob said in his usual booming voice.

"Hey Bob. This the new girl?" Brian responded cheerfully.

"It sure is. This is Kitty. Show him what you're selling darlin'." Bob said
while looking at my pussy.

I blushed and smiled at Brian while pulling up my skirt. Brian smiled real
big as he got a good look.

"Fuck that's nice. Let's see the tits." he barked.

I giggled and promptly pulled up my top and shook my tits at him.

"What do you think? Good for a room for the night?" Bob asked.

"Fuck yeah. That will more than cover the cost of the room. I get to fuck
her now and she'll suck my dick in the morning right?" Brian asked while
looking at Bob.

"Absolutely." Bob replied quickly.

"Cool. Watch the desk while I show her the room." he said while grabbing a
set of keys.

I followed close behind him and had a big smile as he showed me into the
room. It was run down and shabby. With just a bed, TV, small table and two
chairs by the window. As soon as the door was closed, he pulled me close
and began kissing me. He took off my top, pushed me back on the bed and
watched with a smile as I spread my legs and smiled back.

"God you're hot. How long have you been doing this?" he asked.

"This is my first time." I replied.

"I'll bet." he scoffed.

"It is!" I replied emphatically.

"Really? Where you from?"

"Franklin Hills."

"What brings you here? Just out slumming?" he scoffed.

"I needed money and Bob said he knew where I could get it."

"I'll bet he did." he said as he knelt between my legs. Pulled out a condom
and pulled down his pants.

"You don't need that. I can't get pregnant." I said with a smile as I
stroked his hard cock.

"This really is your first time. Isn't it?" he said as he climbed on top of
me and stuffed his cock into my wet pussy.

"That's what I said wasn't it?" I snapped while glaring at him.

"You sure did. I'm glad I get to fuck you before all the niggers do." he
chuckled while he began driving deep and hard into my pussy.

"What?!?" I barked angrily.

"You heard me. You won't see any white faces down here. This is nigger
town." he scoffed.

"Fuck You! You fucking bigot! Get the fuck off me!"

"Fuck You! You stuck up bitch. You're here to make money as a whore for a
bunch of fucking niggers. You're a rich bitch nigger whore and you need to
pay for your room. Like it or not." he growled as he continued to fuck me
hard.

I kicked and squirmed for a little bit. But I had been through it before
and knew it wouldn't do any good. So I stopped and waited for him to
finish. When he did, he got up and smiled at me.

"That's the first time I fucked a rich girl. It was fun thanks." he laughed
as he pulled up his pants and walked out.

I angrily walked to the bathroom and began wiping up his cum from my legs
and pussy. While I was doing that, Bob walked in and laughed at me.

"What's so funny?" I snapped.

"You.... He said you got pissed off when he said nigger and you got really
pissed off when he called you a nigger whore." he laughed.

"Fuck Yeah! He's a fucking bigot and I don't see why you think that's
funny!" I barked.

"Well, that's just it. He's not a bigot. He did it just to piss you off. He
said you were a wild cat when you were pissed off and a much better fuck."
Bob explained.

I scowled at him. Finished wiping up Brian's cum from my pussy. Then put my
top back on. Bob chuckled a little, took me by the hand and led me to the
door and looked me in the eye.

"Listen. You're from Franklin Hills. You owe me money and you're going to
turn some tricks to pay me back. Understand?" he said tersely.

"Yes." I responded meekly.

"Good. You stay on the side walk. You walk from there to there. You get $50
for a fuck and $20 for a blowjob. Once you make the deal. You bring them to
the room and give them what they paid for. Never get into the
car. Understand?" he snapped.

"Yes"

"Good. I'll be back in the morning and you better have my money." he said
abruptly and walked out.

I shook my head, shrugged my shoulders, grabbed my purse, went out to the
side walk and began walking up and down the street. The first car that came
by honked and yelled. I smiled and waved.

It was nice being outside and in public. The only time I really went out in
public was at the mall. The first time was a disaster because I wasn't very
sure of myself. But the second time was fun. I had time to enjoy the breeze
up my skirt. The way my tits looked and felt while they jiggled. I learned
to enjoy being admired as a girl. Walking around letting guys look down my
blouse. Watching Dave looking up my skirt while I tried on shoes. Watching
the bulge in his pants grow. Having sex with him in the storeroom. Having
the old guy hit on me. Sucking his cock in the mens room. Then going to the
diner. Where I ended up on my knees in front of a hole in the wall.

Thinking about it made my pussy so wet. I almost didn't notice that a car
pulled up next to me. I smiled at the young black man that was driving bent
over and smiled in the window. My baggy top billowed open to expose my
tits. I watched him smile while looking at my naked tits.

"Hey baby. Looking for a date?" I asked.

"I sure am. How much?" he asked.

"$20 for head. $50 for sex." I told him as I pulled up my skirt so he could
look at my pussy.

"Fuck Yeah... I got $50... Jump in." he said with a smile.

"I got a room." I said cheerfully.

"Better yet. Let's get busy."

We went to the room. I got my $50. Then laid on the bed with my legs
spread. I smiled real big as he pulled down his pants, unveiling a fat 8
inch cock. He climbed on top of me. Eased his cock into me in 3 quick
strokes. Then he began groaning while fucking me as hard and fast as he
could. No sooner did he get started than he drove deep, grunted and got off
inside me. As soon as he was done. He got up. Pulled up his pants and
headed for the door. I didn't know what else to do, so I just laid on the
bed with a big dumb smile.

"That was good baby. Thanks" he said as he opened the door and looked back.

I was still laying on the bed with my legs spread and a big dumb smile.

"I'll be here all night. Tell your friends." I chirped.

He laughed and walked out. The whole thing couldn't have taken more than
five minutes. I smiled real big went to the bathroom, watched in the mirror
as I wiped the extra cum off my pussy and headed back to the sidewalk.

Two or three cars drove by. Then an older black man stopped and asked for a
blowjob. I took him to the room. He gave me cash. Pulled out his cock and
sat on the bed. He had a long thick black cock that reminded me of Buddy's
cock. When he told me it didn't get hard anymore, I smiled and told him
that was fine. As long as he didn't mind if I swallowed. He laughed and
told me he didn't mind at all.

I got to my knees and sucked his cock as fast as I could. Since he didn't
get hard, it slid down my throat quick and easy. While I sucked it, I loved
the way it felt in my mouth. It was just like sucking Ed's cock only
bigger. I cheerfully sucked it hard and drove it down my throat as fast as
I could. While he moaned about how good it felt. Before too long, he filled
my mouth to overflowing with his creamy white baby batter. As soon as I was
done swallowing. He pulled up his pants. Kissed me on the cheek. Told me I
was great and walked out.

The whole night went like that. I couldn't have imagined anything better. I
hardly spent any time walking the streets. Almost all the guys were well
hung black men. They all wanted quick easy sex. Get in. Get off. Get
out. It was like working on an assembly line. By the time the sun was
coming up. I had been fucked twenty times and swallowed ten times. My pussy
was so worn out and sore I could hardly walk. It was fucking great.

Since it was almost 5, I decided to relax a little before Bob got there. I
laid on the bed and thought about how much fun I was having. I never
imagined it would make me feel so good to spread my legs and let men fuck
me. I loved being a girl. The sex was great and it was so easy to get.

I reached down and began to finger myself. My pussy was sloppy wet from
being pumped full of man juice all night. Once I pumped my finger in a few
times, my bowels clamped down and I felt my finger being squeezed tight. As
I fingered myself, I thought about how tight and juicy it was. How good it
would feel to fuck a pussy like mine. How good it must have felt for Jake
and all the other guys that had fucked me. Once again, I could see why Bob
liked it so much.

While I fingered myself and fantasized about how much Jake liked fucking
me. How good it made me feel to let him fuck me. What it was going to be
like to see him at work and hear him tell me about how tight and juicy my
pussy was. I heard a key in the door. Then the door flew open. I snapped my
legs shut and sat up quickly to see Bob and Brian smiling at me.

"Where's my money?" Bob barked.

"In my purse." I responded meekly.

"How much did you make?" he said gruffly.

"$1,200" I told him still unsure of what was going on.

He grabbed my purse. Dug out the money. Quickly counted it out. Stuck it in
his pocket and smiled at me.

"Good Girl. You still owe him a blowjob for the room. I'll be in the car
when you're done." Bob said as he walked out closing the door behind him.

"Bob says you're good at sucking cock. Why don't you dig it out and show
me." Brian said with a grin.

He sat on the bed. Laid back propped on his elbows and watched as I got to
my knees. Unbuckled, unzipped and pulled down his pants. His cock was
already nearly hard and he watched closely while I gently licked and sucked
the bloated head. He gasped with pleasure when I sucked it hard and deep
throated for him. I continued to suck it hard and fast. Deep throating for
him with every stroke. I listened with satisfaction as he groaned about how
good I was at sucking cock.

Before long he groaned loudly and emptied his balls into my mouth. I
watched the look on his face while he did that. His whole face turned red
and he looked like he was having a heart attack. It was one of the funniest
faces I had seen a guy make yet. I cheerfully swallowed his cum and smiled
up at him.

"How was that?" I giggled.

"That was good. I bet it was easy to deep throat my cock after sucking a
bunch of big nigger cock all night." he laughed.

"FUCK YOU.... ASSHOLE!" I yelled as I grabbed my purse and stormed out.

I jumped into Bobs car in a huff. Then I sat and pouted. Bob just chuckled
and drove out like nothing was wrong.

"What's the matter pussy pants?" he asked.

"Nothing... He's an asshole." I scoffed.

"Yeah... So how many guys did you do tonight?" he asked as he reached over
and began fingering my pussy.

"30.... Why? How many did you send by?" I asked eagerly.

I moved close to him and spread my legs while I reached over and began
massaging his bulge.

"Why? You want to know if you turned any real tricks tonight. Don't you?"
he asked with a smile.

My pussy began twitching while I eagerly pulled out his cock and began to
stroke it quickly.

"Oh God Yes! You know I do." I told him emphatically.

"I didn't send anybody by. You were walking the streets and turning real
tricks all night." he laughed.

I felt my pussy twitching wildly and felt his cock throb in my hand as I
froze with a dazed look on my face.

"What??" I stammered.

Bob laughed again. Grabbed me by the back of the head and forced me down on
his cock. Without thinking I opened wide and began sucking.

"You said you wanted to walk the streets and turn some tricks like a real
hooker. So I made sure you got the chance." he snickered.

I tried to ask another question, but he just forced me back down on his
cock and groaned about what a good cock sucker I was. I continued to suck
his cock and think about what I had done that night. The thought of it made
me so hot, I could hardly stand it. I was a hooker. A real live hooker.
Just like the ones you always see on cable or on the news. I had always
wondered what it would be like for a girl to be turning tricks on the
street and now I knew.

When Bob parked the car and turned it off, I kept sucking his cock
furiously. He reached over and began fingering me hard. No sooner had he
started fingering me than he blew his load into my mouth. I gulped it down
while I continued sucking the head of his cock extra hard. When he was
done, I sat up and smiled at him.

"Good Girl... I've never seen a girl that's as good at sucking cock as you
are. Now you need to get some rest. You're still working the lunch shift at
the restaurant." he said with a big grin.

"Thanks, I will." I chirped as I jumped out and headed up to my front door.