Date: Fri, 11 Feb 2000 14:12:21 EST
From: lesli 99 <lesli99@hotmail.com>
Subject: Lesli 4

It was Monday afternoon before I awoke.  I had missed my first two classses
of the day, and only guilt and the grace of God got me to my 2:00pm English
class.  I looked terrible, puffy eyes, my hair a mess, splotches of makeup
still from the night before.  I felt like my hair looked.  Stuffing it
under a baseball cap with my signature pony tail extending from the back, I
pulled on a pair of jeans and a sweat shirt and hurried across campus to
Bentley Hall and class.  As bad as I looked, I didn't look out of place on
a campus full of students that Monday.  Everyone, it seemed, was in their
Monday grunge look.

As I sat in class my mind raced over the events of the weekend, the sex
with Amanda on Friday night, my introduction into the wonderful, wonderful
world of transvestite prostitution on Saturday night.  The troubling
encounters with Rufus the black pimp and Amanda's disapproving attitude on
Sunday night.  And most of all, I remembered - in exquisite detail - each
and every encounter, each man, each sex act I had performed on them, from
those two nights.  I could hardly sit thru the one hour of class, I was so
worked up from the thoughts of what I had done, how I had felt, and what I
wanted to do more of.  Someone once said that the only thing better than
sex was thinking about it, and that seemed to fit the situation perfectly.
I was lost in a fog of sexually thought so powerful that I heard absolutely
nothing the professor was saying.

Possessed by these thoughts, I couldn't possibly make my 4:00 class, so I
went instead to Amanda's.  She was in class and I wasted no time in
showering, shampooing, and applying fresh makeup. I brushed out my hair
into a straight, fall to the shoulders style and resisted the temptation to
add hair spray.  My sixties look.  I also touched up my nails with several
coats of bright red polish, over which I applied a coat of clear laquer to
protect them.  I chose matching black bikini panties and a black, fasten in
the front, low cut bra which provided just the right illusion of breast
cleavage.  I added black, thigh high hose with elastic tops which required
no garter belt, but I slipped on a thin black garter belt and fastened the
straps to the top of the hose just as a precaution.  I'm not comfortable
with hose which tend to slip down the thigh and usually add the garter belt
to protect against that.  I slipped my jeans and a bulky black sweater over
all this and slipped on a pair of black velvet 3 inch spiked heels.
Surveying myself in the mirror I was convinced that I made a "passable"
impression and collected my black miniskirt in a shopping bag and headed
out the door.


I knew Amanda had a night class on Monday, and I was intent on going out,
so this was to be my first "solo" visit to the exciting night life of the
strip, and beyond.  My first ever "outing" in public was an uneventful walk
to the bus stop, a thirty minute bus ride, and a short walk from the bus
stop to "gobblers alley" where the TV prositutes hung out.  I was there by
6:00pm as the sun set and the night lights began coming on.

"Hey suga" Gina greeted me as I rounded the corner into the dead end alley
"where's Mandy?  You not alone tonight are you/"

"Hi Gina" I replied "she has class tonight".  I left it at that.

"Well, you college girls do have it rough now, donncha?" she continued, a
slight hint of sarcasm evident in her tone.  I shrugged ff the comment and
walked to the back end of the alley where I slipped off my jeans and
replaced them with the black miniskirt, pulling it up til the hem was
barely below the tops of my stockings.  Putting my jeans in the bag, I
stowed it away behind the dumpster and came to stand on the corner with
Gina.

"Ya know Lesli" Gina went on "girls out here tryin to make a livin.  We
need the money to live, ya know?  Word is you been givin it away to some
guys out here.  Doan ever give yo suga away baby, that makes it hard for us
workin girls to make a livin.  I mean, mommy and daddy ain't givin us no
money like they doin you and Mandy.  Shit..I bet mommy and daddy doan have
no idea what you doin with yo suga, away at college an all.  They know you
whorin aroun wid men?"

"No" I laughed out loud "but I have a feeling that I'm not going to be able
to keep my new life a secret for very long.  Your parents know?"

"Oh yeah, I been a girl since high school.  That's why I'm working, they
kick me out first time I come home dressed up.  I been sellin suga ever
since".

For some reason the thought turned me on even more.  Chosing a life style
and making a living with her body to support that lifestyle.  I wondered if
I had enough commitment to my feelings to do something like that.  That
could simplify things tremendously - no need to act like someone I wasn't
just to secure money to live on.  No more boring college classes.  Being a
woman 24 hours a day, 7 days a week.  That's what it was all about, wasn't
it?

"Well Gina, I admire your commitment to feminity" I remarked.

"Commitment, shit" she spat "I'm lookin fo a suga daddy come take care a
me.
  Somebody give me money I need fo dem hormones.  Somebody give me money ta
get done wid dis piece a meat tween my legs and get me a real pussy.  Den I
be committed, den I fuck ever thang got a dick.  I get out dis alley and
get on da strip and I make me some real money and dress like you and yo
rich college friends.  I doan suck no wino's dick fa a dallah no mo.  Dem
uptown boys doan piss in ma mouth no mo.  I be a real lady, yeah, fuck ever
thang I wan, doan fuck what I doan wan."

>From where she was now, I could understand where she wanted to go.  But
from her looks, I couldn't imagine Gina attracting a "sugar daddy" to make
it all possible.  I couldn't imagine any man willing to spend the kind of
money Gina needed for hormones and SRS to make her a "real woman".  I
suspected that Gina harbored this illusion more out of hope than reality.
From what little
  sociology I remembered from first semester, she seemed to be one of the
less fortunate seeking fortune.  I didn't see how it would happen.

Gina and I continued to talk as we waited on the corner.  Traffic was slow,
a few cars drifted by and gave us the once over, but for the first hour or
so no one seemed interested enough, or bold enough, to stop and pick us up.
Gina referred to herself as a "garbage slut", a girl who would do anything
for the money.  She had worked the alley for over three years, offering her
mouth and ass to anyone willing to pay.  She had done hand jobs, sucked and
fucked anyone who gave her the chance to earn a living.  She had actually
sucked off an old wino in the alley one night, taking the dollar he offered
her because, as she said it was an easy dollar to make and that's what she
was there for.

Gina was street wise and had a different attitude toward Rufus than Amanda.
"Hell, ol Rufus ain't dat bad, he jus tryin to get by like all us.  If he's
to let me work fo him in dat Chilli's, shit, I would.  Be inside an warm in
da winter, not be freezin my butt off out here.  Not be hassle by da man,
get dem hormones make my titties, maybe even get ma pussy.  Shit no, I doan
min Rufus, if he take me.  But he funny dat way, he come roun lookin fo
Mandy an you make him some money.  He stop an axed fo you tonight, I tell
him I ain't seen you he say he be back.  Shit, he wan put you on da strip,
get out dis fuckin alley and make some real money.  He wanna put yo cute
ass in Chilli's, wanna sell yo sweet suga dem boys wid dat money.  Shit
yeah, I do it, he axed me."

I was flattered that Rufus had been back looking for me.  Through the day I
had wrestled with the competing emotions of being attracted to and slightly
scared of the larger than life pimp.  Amanda had such a strong dislike for
him, and I didn't want to let that cloud my decisions about what I did with
my life.  He had come on strong to me on Sunday night, and it had made me
feel wanted up to a point.  I doubted if he wanted me for anything other
than a money maker for him, but still the thought that he was interested
had me intrigued.  I made a mental note to go slow here.

"Well Gina, I really apologize for neglecting to collect from all my
customers" I tried to explain "but I'm so new to this, and sometimes so
emotionally charged that it just slips my mind.  I'll try harder, I
promise".

"Well suga, you betta, cause if Rufus o any dem pimps from da strip fin out
yo givin dat suga fo free, dey come here whip yo ass good.  Ain't good fo
dey bidniss.  Dey ain worry bout dem gay boys over da next block cause dey
ain got no gay boys makin dem da money.  Ain none but queers over dat
place."

I was amazed at the delineation of territory here.  The strip, full of
"straight" prosititutes, competing with the alley and us "T" girls for
straight sex.  And the next block, the meat rack, for homosexuals.  As I
look back on my then developing transexualism I now realize that this
differentiation intensified the rationalization of myself as a girl and
later a woman.  My newly adopted role as a prostitute catered to a
different type clientel from the gay cruisers.  For the most part I served
the same customers as the girls on the strip, that is to say, straights
looking for sex - and sex in the dark with a girl, or a convincing
transvestite, felt the same.  We were, simply, a better bargain.  As a
life's lesson, it was an important one.

>From my perspective, I was becoming a girl.  I had no desire to be a male.
I was equipping myself, both physically and emotionally for this
transition.  From the perspective of the men I had sex with, I was an in
between, altogether a girl in outward appearance with only the restriction
of one sexual organ to navigate around.  I came to realize that they were
here to get something they couldn't get, or couldn't get enough of,
somewhere else.  Whether or not their girlfiends, or wives, or other
prostitutes for that matter, were sucking them or letting them fuck their
ass - or it was me - didn't seem to matter.  I was convincing enough as a
girl, and my skills and willingness to please them were the same - or
better - than they were getting.  This realization of myself and my
situation came rather quickly in life, and has guided me through an
otherwise sticky mental transition to my eventual re incarnation of sorts
as a woman.

I got the distinct impression that Gina was not happy with me being on the
street with her.  I suppose I was too much competition, because when a car
stopped, by and large it was me who attracted them.  I think she was very
happy to have me go with someone because it left her alone to work the next
one.  We developed a sort of understanding that I should not be too picky
in accepting offers so she could make her living as well, unencumbered by
me catching all the attention.  It was an arrangement I would later come to
regret.

My first opportunity this evening was a balding, middleaged businessman in
a gaudy red rental car.  He stopped opposite our corner and waited for me
to come across the street.  As I leaned into the open window, I detected
the combination of cheap aftershave and liqour.  No matter, the deal was
struck, I slid into the passenger seat, and directed him the three blocks
to the alleyway beside the warehouse.  He pulled in and I instructed him to
turn off the engine and headlights.  Sitting in the dark, he seemed
uncomfortable with the situation.

"I've.uh..never done this before" he stammered "how much do you charge?"

"For what?", I asked, not sure if he was just nervous, or possibly a vice
cop trying to entrap me into a solicitation charge.

"Uh.you know..for sex" he replied.  I was still not convinced so I decided
to play him along until I was reasonably assured that he was for real.

"What are you looking for?" I queiried "a suck or a fuck".  I was surprised
by the seeming maturity in my voice.  One thing for sure, I was more
experienced at this than him.  It does a lot for a 19 year old's ego to be
in such a situation.

"Oh, uh.uh, a blow job" he sputtered as if the thought of fucking me was
completely an unpleasant suggestion on my part.

Still not sure, I decided to play coy "Well, make me an offer.  Don't
worry, you can't insult me."

And with that, he warmed to the situation.  "I hear twenty is the going
rate.  Is that enough?"

"Show me something a cop wouldn't show me" I toyed with him.  And with that
he quickly unzipped his trousers and fished out the head of his penis.  Not
a bad looking head, I must admit.

"Twenty for a sit up blow job" I quoted "twenty five if I take my clothes
off. Thirty if you want to fuck me.  Don't worry, I'm safe".  I made up the
latter two figures on the spur of the moment.  No one had ever asked for
variations, and I wanted to test the waters.  Assuming he had been cruising
the strip he had heard much higher numbers and I wanted to gauge his budget
for the evening.

"Twenty's fine" he replied, and began unbuckling his trousers as I leaned
across the center console to begin.  He pulled his cock free of the
confining trousers and I could make out its gleaming head in the dim light
of the alley.  I took it in my right hand and began massaging it gently.
He closed his eyes, and settled back in the seat to let me work, which I
did by bringing my mouth down to the tip and gently licking the underneath
side of the head while my hand slipped down to the base of the shaft and
pulled him inside.  He tasted strong and manly, and the aroma of him
settled in my nostrils as my mouth began it's magic.  He was rock hard in
no time, and I estimated his cock at 6 to 8 inches in length and fairly
thick.  He was cut, which is my favorite, and I could feel the softness
beneath the head ridged with viens.  He was excited, that was for sure, and
I wasn't sure if he would last long.  I continued sliding down his shaft
until my face was completely in his pubic hair, then I held it there while
working my tongue back in my mouth until the tip was rubbing against the
head.  That turned him on.

"Oh god" he moaned "that feels so good.  Lick my balls".  I tried, but the
steering wheel wouldn't let me get down in the right position.

"I can't" I replied, taking his dick out of my mouth "there's not enough
room in the front seat.  Want to get in the back seat where we can relax
and have more room?"

"Yeah, sure" he said, and with that we moved to the empty back seat, he
taking his trousers down further and me kneeling in the floor to get acess
to his balls.  They were large, and tight, and I expected that he wouldn't
last much longer from the tightness I felt.  I worked them with my tongue,
lifting them and licking down the bottom, near to his ass.  He was in
heaven, squirming and moaning as my tongue continued it's magic.  I was
slurping first one and then the other ball into my mouth and bathing them
with saliva before licking back up the length of his shaft and taking him
in my mouth again.  Bobbing up and down on his maleness, I noticed that he
had grown even harder and longer, I estimated the length at almost 10
inches now.  I increased my tempo before slowing to get all of him in my
gaping mouth, the head sliding past my gag reflex and slipping down my
throat.  I was starting to get turned on now, as his hands slid underneath
my sweater and closed around my bra.

"Do you want me undressed?" I asked, again taking his hardened, wet prick
out of my mouth to speak.

"Yes" he answered breathless "take your clothes off for me, but do it
outside so I can watch".  The thought of stripping for a man had never
entered my fogged mind, and the realization of what I was about to do
caused goose pimples.  I opened the back door and got out to stand in the
spot of light cast by the dome light.  "Leave you high heels on" he
instructed, and I pulled the sweater over my head, throwing it over the
front seat.  I slowly unhooked my skirt, unzipped it, and let it fall to
the ground around my feet.  "Get back in" he instructed, as he lay in the
seat, his back against the door and spread his legs.  I knelt on the edge
of the seat and leaned forward to take him in my mouth again.  The sight of
me stripping had kept him excited and his cock was as hard as when I had
left it.  I began a rapid blow job, taking him deep inside my throat before
withdrawing him to my lips and ramming down again.  It was a blow job
designed to get him off quickly, but he would have no part o it, bringing
both hands down to my head to slow me down.  I settled into a slow
deepthroat, sending shivers thru him.

"Take off the garder belt and hose" he demanded "but leave on your high
heels".  Extremely hot now, I complied, sitting on the edge of the seat
with my legs and feet outside the car, I carefully took off my heels,
unhooked the straps to my stockings, and rolled them off my legs.  I then
reached behind me and unhooked the garter belt and put it with my hose in
the back floor board.  I put the heels back on and turned and got into
position and began sucking his cock again.  He was harder than ever, and I
had trouble getting it all in my mouth this time.  Wrapping my fingers
around the shaft, I started jerking him in my mouth.  The cool night air on
my bare legs and upturned ass felt good.  I was so intently focused on
sucking his cock that nothing much else registered.  I didn't feel his
hands sliding under the top of my bra until he squeezed my chest with both
hands.  "Ah, little tits, I like that in a girl" he moaned, and still the
warning didn't register in my mind.  I was intent on the blow job, his cock
was the only thing filling my mind now.

"OK" he finally said "I'll pay for a fuck.  Get undressed."  I got up, slid
out of the car, turned away from him, and pulled my panties down and off
over my heels, letting them lay on the ground.  No need to parade my dick,
however small, in front of him.  It might kill the mood I reasoned.
  "Kneel on the seat" he instructed "I'll fuck you standing up from the
outside".  I complied, cupping my dick and balls with my left hand and
pulling them up towards my stomach, out of the way.  My ass was upturned as
he came around the car and stood behind me, his hardened cock now
insistently poking between my legs.  With my head now resting on the seat,
I reached around with my right hand and grasped him.  "Yeah" he said "put
it in for me, you sweet little whore. I'll give you what you want."

With that, I pulled him up until his cock head was poised at my hole.  I
was wet with anticipation and need as he spit on his cock head and allowed
me to guide him to the tight entrance.  I relaxed completely and drew the
head inside with just the slightest tinge of pain as it fought against and
quickly overpowered the muscles.  He was in me now and ready for his reward
as he thrust in short strokes.  I was in heaven, my ass pushing back to
meet his thrusts, pushing back to engulf not only the head, but the entire
length of his manhood.  His long thick cock was driving me to the edge as
he withdrew then rammed full in me over and over.  I was moaning out loud
now, begging him to fuck me, to fill me up.  "Harder, harder" I pleaded,
tears in my eyes and gasping for breath.  He was giving me a good fuck, I
was giving him pleasure, he needed me, needed the pleasure and the relief
of this wild, passionate sex.

"Ohhh" he groaned, "you ass is so tight, so warm.  I want to fuck you in
the pussy now, I want to cum in your sweet young pussy".

Now the warning light went on bright in my mind!  My pussy?  Surely he
didn't think....surely he knew..I mean gobblers alley and all...surely he
knew who - what - he was fucking.  Maybe, I thought, pussy means ass in his
mind - in this situation.  Anyway, I was in no position to do anything, my
knees on the seat, my head pressed against the seat, my ass upturned to
him.  No, he didn't mean pussy, he meant he wanted to cum in my ass.
"Yes.."  I sighed "cum inside me, make me wet inside".

His cock slid out of my ass with a wet plop, the cool air rushing in before
it could contract, the feeling driving me near the edge, the fog creeping
back inside my brain to obliviate any rational thoughts.  I was vaguely
aware of his hands groping between my legs, searching.  My balls and half
hard cock slipped from my left hand and into his grouping fingers and I was
immediately aroused to erection by the attention.  I was ready for him to
reward me.

"What the fuck??!!" he exploded "what the fucking hell is this?  Godamn it
all, you fucking faggot son of a bitch, what the fuck are you doing?"  And
with that he pulled me roughly from the car, throwing me off balance and
making me fall to the ground beside the car.  "You fucking faggot queer
cocksucker motherfucking....."  I tried to get up, but he kicked me roughly
in the stomach, knocking all the air from my lungs.  I felt like I was
drowning, I couldn't breathe, I gasped for air as the stars seemed to close
in around me.  My ears were ringing as I heard the slamming of car doors,
his muffled cursing, the engine starting, and the sound of squeeling tires
as he pulled away.  Then silence...only the ringing in my ears and the
rasping of my breathing as I tried to rise from the depths of whatever
ocean I had drowned in.

I lay still for a long time.  It was the only thing I could do.  When my
breath finally came back I checked my self for damage.  The fall had cut my
right knee, but nothing else seemed amiss.  The pain in my stomach subsided
eventually and I was able to stand to take further stock of myself.  I
seemed alright.  Alone, in a dark alleyway, dressed in only my bra and high
heels, but alright.  I searched the ground and found my panties which I
quickly pulled back on, covering my nakedness.  Search as I might though I
couldn't find my skirt or anything else.  It slowly registered that I had
left them in his car.  I thought the skirt had been outside, but I couldn't
find it.  The realization slowly crept into my clearing mind that I was
alone, half naked, with no way back to Amanda's or the dorm.  Then I
remembered my jeans in the back of gobblers alley.  Still, without a blouse
or sweater, I would make one hell of a spectacle on the bus.  What bus, I
thought as I quickly searched my bra for my money - the bastard must have
taken my money when he was playing with my breasts in the car.  The money
must be in the back seat.  Suddenly my ass, just minutes ago hot and wet
with his prick inside, was now tight.  I was stranded!

I made my way carefully back to gobblers alley, my only thoughts of
survival tied to getting there.  When Gina saw me she gasped with horror.
"Godamned Lesli, what happened"?

I explained the situation, what had happened, how I had been completely
taken off guard, how I had be kicked and left without my clothes.  "Shit
girl, you too convincing...dat man doan know you ain no girl...dat
happen..we gotta get you otta here fo the man come by and bus you".

"Yeah, but how?" I asked "how can I get back home dressed, or undressed,
like this?"

"I get Rufus, he take you home" and before I could protest she was away,
toward the strip to find Rufus.  I hid in the alley until she returned with
Rufus, the car coming to a stop in front of the alleyway.  She bundled me
inside, and I slumped into the passenger seat as Rufus drove away.

"Sheeeiiit girl" you in some kinna trouble tonight, huh?  I toll you get
messed up out here on yo own, nobody take cara you.  You need som kinna man
watch out you.  Godamned college know it all bitches think you know eva
thang.  You don know sheeit."

"Can you please dispense with the street advice and take me home?" I asked.

"I take yo sweet ass home girl.  First we go ta da Chilli's and get you
sumpin on.  I ain takin yo naked ass home somebody think I in ta dis homo
shit dey see me wid you like dis."

My weak protests were no match for Rufus, and I sat back, drained as he
drove us to Chilli's.  He parked in back and hustled me thru the door into
his office.  I sat in a chair across from him as he poured me a drink of
liquor.  "Sompin fo da cold" he remarked "drink all dat now".  And I did,
the liquor burning my thoat and warming me all the way down.

He continued to talk as I felt the liquor taking effect.

"I don toll you bout dat street, bout dem men, hows you get mess up wid
dat.
  I don toll you, an you doan listen, you sweet ass college fairies doan
lissen Rufus.  Now you gotta learn, da hard way.  Dat street bad, dem men
bad, da man bad...it jus Rufus save yo ass.  You know?"

"Rufus, I appreciate what you're saying, I appreciate your concern, but
you've got to realize, neither Amanda nor I want, or need, a pimp.  We're
fine"

"Fine?" he exploded "Fine?  You sitting der wid yo ass hanging out, yo
titties hangin out, yo ass done been whipped, and you tell me yo fine?
Have another drink" and he poured another whiskey.  I sipped it this time,
starting to feel the effects strong now.  My mind was fogging over again, I
didn't know if it was from the emotion or the liqour.

"I show you fine girl, I show you how dat street can be on you.  I show you
what it be like out Rufus to take care of yo pretty ass".  And with that he
grabbed me by arm and propelled me back out the back door into the parking
lot.  The door slammed behind me and I was alone.

"Come on Rufus" I pleaded thru the closed door.  "I apologize, now just
take me home."

Silence.  Just the fog in my brain now as the liquor really took affect.  I
was vaguely aware of standing in the parking lot, dressed in only panties,
bra and heels, and starting to feel the cold when I heard the cat calls.
Turning I saw a group of 3 or 4 men standing across the parking lot
starring in my direction.  "Hey baby, whatsa matta, your boyfriend throw
you out?  Don't worry, we'll take care of you".  And with that they started
coming in my direction.

"Rufus, this isn't funny now" I screamed thru the door.  "Let me in,
please" dropping my tone of voice to almost plead with him.

"You ready to listen now/" he answered "you ready to do what Rufus say?
Then say it, smart ass bitch".

"Rufus, I'm ready to do anything you want'.  I wasn't mixing words now, the
group was too close and too menacing looking.

"Get in here" Rufus ordered as the door swung open and he whisked me
inside, just in time.  He guided me to his office, where he instructed me
to sit as he gave me a shirt to put on over my goose pimple covered body.
He then poured another drink of whiskey, to which he added a few drops of a
clear liquid from a bottle he produced from his desk drawer.  Not
questioning, I gulped the liquid down, warming and calming my nerves at the
same time.

"I tol you, an I tol you, then you had to see fo yosef.  Now you seen.  And
now I done save yo ass again.  And I bout to save it one mo time tonight"
As he said this, he grabbed me by the arm and propelled me out of his
office into the half darkened, closed night club.

"Sit down" he ordered, pointing to a corner booth near the bar.  As I did,
the fog quickly overcame my brain, and although I tried to focus on what
appeared to be a man, or men, near the front door, the last thing I
remember was trying to remember the last thing I remembered as the fog
closed completly in.

To be continued

Lesli99@hotmail.com