Date: Sat, 21 Sep 2013 12:11:47 -0400
From: sissi lesli <tvlesli@gmail.com>
Subject: Young Times part III (Transgendered)

Young Times Part III


The bath water was having its effect, I was starting to recover somewhat
from the excess of last night.  As I though back on the experience, on the
cowboys I had partied with, that old familiar stirring signaled just the
slightest hardening of my clitty.  My right hand immediately went there,
rubbing it gently while my left sought and found my right nipple.
Massaging both, I came slowly, but surely, to life.  My mind stopped it's
drift, and the fog was replaced with a focus on what was to come next.  I
rose from the tub and made my way back to the bed, floppy face down on it
before pulling my knees up under me so that my ass faced skyward.  Still
rubbing my half erect penis, I brought my left over my back and to my ass
where I began rubbing my brown spot with my index finger.  I slowly
inserted it into my anus, where all the partying had rendered it loose
enough to offer no resistance.  I quickly slipped the second and then third
inside and began to slowly finger fuck myself.  My penis was fully erect
now as I brought my thumb and little finger to the party.  God, I was
turned on, and with only the slightest of effort I buried my hand up to my
knuckles in my hole, feeling my anal cavity welcoming them like I had
welcomed the cowboys cock the night before.

`Slow down you slut' I said to myself, `you're going to end up so turned on
you're going to go looking for dick instead of going to work like you know
you have to.'  And that was true, I had lost one job for playing hookey at
the ABS instead of coming to work.  I couldn't afford to lose another.
Hormones, makeup, and clothes cost money, not to mention rent, food, and
gas.  No, I needed this job right now, and besides, there was always
tonight for cock.

As I slowly came down from the edge, my thoughts drifted back to that time
when a job and getting cock were the same thing ...

Young Times (the between years) Pt III


Danny was coming down from his sexual high slowly, his half erect penis
still in me.  His mouth was all over mine as his tongue danced inside my
mouth.  I was still on fire from the short fucking and the warmth and
wetness of his cum inside me.  I kissed back, wrapping my arms around his
neck and arching into him.  His arms went around my middle and folded me to
him.

Something had changed, I sensed it.  I had been with men and boys before,
had sex with them, but nothing like this.  For some reason, some strange
reason I couldn't begin to explain, it wasn't the same as before, there was
a nagging feeling that I had crossed some imaginary line into unknown
territory and had no idea how I should feel.

Danny's voice jolted me back to the reality of now `God, you're terrific'.

`Ummmm, so are you' I cooed into his ear.  "It was good for you?  I mean, I
came so quick, I just couldn't help it.  You're so hot.'  He sounded
genuine, which clouded my mind even more.  Good for me?  Who the hell had I
ever had sex with who asked if it was good for me?  I sucked dick, I gave
up my ass, but no one had ever asked how it was for me.  To be honest, I
didn't know if it was supposed to be good for me.  I mean, I enjoyed
sucking and getting fucked, but other than a few mutual oral sessions with
Donnie, no one had given me the kind of attention I gave them.  But here
was the guy asking me if it was good for me.  I was confused.

`Yeah,...I mean yes, it was good, I enjoyed it.  You made me happy', I
replied.

`Good, cause I loved it.  I get paid Friday.  You going to be around Friday
night' he asked

`Sure' I replied, delighted at the thought of a second encounter with
Danny.

`Great' he said, slipping out of me and pulling his pants up.  I took the
hint and retrieved my shorts from the floor board and slipped into
them.. As I did I noticed the first tell tale signs of a cream pie working
it's way out of my asshole.

`You're going to leak out of me' I told him.  `Do you have anything I can
dry myself with'?

`Oh shit, if my wife finds anything on this seat it's going to be lights
out for me!'  He wasn't wearing a ring, I noticed, but apparently wasn't
any indication of anything.  At least I knew that much about him though.

He fished in the back seat pocket and came up with several tissues which I
folded and stuffed in my ass crack.

We got back into the front seat, Danny started the car, and before I knew
it he had driven me back to the spot where he picked me up.  Leaning across
to me he gave me he put his hand to the back of my neck and pulled me to
him in a long, deep kiss that caused my dick to stiffen and leak.

`Don't forget this' he said as I opened the door to leave, and put a folded
twenty in my hand.  `Worth every penny of it'.

I stood in the street, empty now, and watched his tail lights round the
corner.  A feeling of emptiness engulfed me.  It was a weird feeling, one
of many that I had that night.

Before I had time to gather my thoughts completely, Bill's car was stopping
beside me.  I walked up even with his window, which he rolled down, and
bent to him.

`Whatcha got?' he asked from inside the darkened car.

`Uh, a twenty' I said, unfolding the bill Danny had given me.

`I'm sposed to believe all you did was suck dat john's dick?  All dat time
ya been gone?  All ya did is suck a dick?"

"That's all the money he had' I explained, never denying or confirming his
suspicions `And it took time to get him off'.

`Aite, member wha I tolcha bout gi'n shit away.  I fine out cha gi'n a
piece a ass away, I ain goan be happy.  Unnerstan?'

`I understand' I said meekly.

`What!?' Bill yelled.

`I understand.  I understand.' I clarified, leaving no doubt that I got the
message.  Fuck him, I thought, it's me making the money.  It's me doing the
work.  If I want to throw in a fuck for free I'd do it.  But he could never
know, that I understood.

`Aite, Aite, gi me da paper.  Can't have ya out here wid paper on ya,
somebody rip ya off.  Dese other trannies rip ya off or a john, or a copy
rip ya off."

It made sense, plus the fact was that I had no pockets to keep the money in
anyway.  Between Bill's and Cookie's creative cutting, the inside of the
pockets to my shorts were gone.  I handed him the twenty and he drove off,
back to where, I knew not.  Leaving me here on the street with both the
other hookers standing at the corner, looking my way.  I averted their gaze
and stepped back onto the sidewalk out of the streetlight.

Things were quite.  I could hear the two hookers in conversation but
couldn't make out what they were saying.  I had to pee, so I wandered back
of one of the abandoned buildings and peed against it.  Walking in heels
was tricky, especially when I left the sidewalk and tried to walk thru the
dirt and grass.  The heels kept sinking in the dirt to the point that they
came off, so I took them off until I was back on the sidewalk.  On level,
hard ground, I was starting to feel a little more comfortable in them.  I
liked the way the looked, and I liked the way they forced me to walk, sort
of mincingly, like I thought a hooker would strut.  I practiced walking up
and down a short stretch of the sidewalk, out of the light where the
hookers couldn't see me that well.  No need letting them know that I was a
novice at this.  No need to give them any advantage, physical or mental,
over me that they didn't already have.

Car lights cut the night again, this time from their end of the block.  I
saw a car pull even with them, hesitate, and then slowly roll down the
street toward me.  I stepped off the sidewalk to make sure I was seen, then
back in to the darkness, confident that once they knew where I was they
could stop if interested.  Sure enough, the car rolled up even with me and
stopped.  When it didn't move further I stepped into the street and came up
to the driver's door.  Bending down, the first thing I saw was a bald head,
followed by wire rimmed glasses, and a mustache.  Not to bad looking, about
fifty I would guess, and dressed in a shirt, tie, and suit.  The car looked
to be a late model of some sort (I've never been familiar with cars) with
bucket seats and what appeared to be a suitcase in the backseat.

`Evening' the driver said.

`Hi' I replied in the best imitation of a sexy voice I could manage.  I
don't know what it sounded like to him, but to me it was sexy.

`How much for head'?

`Ah...make me an offer' I replied.

`Make you an offer?  What kind of hooker are you, asking me the price?'

`If I was a hooker' I countered, `I guess I'd be a careful one.'

`Ha Ha, that's pretty smart of you.  Well, I'm not a cop, and I don't know
what TVs charge for head here, but if you do a good job, I'll make sure you
get a tip.'

`A tip on top of what?" I asked.

`OK, OK, twenty five and maybe a tip?'

`Sounds good.  Want me to get in?'

`Sure' he said , and with that I circled the car to the passenger's door,
which he opened, and slid in.  As soon as the door shut he moved the car
slowly to the dark end of the street and parked against the curb.  `This a
good place?' he asked, digging at his zipper.

"I guess', I replied `there haven't been too many cars on the street
tonight and I haven't seen any cops'.

`Well a friend of mine told me if I was ever in Roanoke that I should check
out this place.  Said you could get a reasonable priced blowjob here.  That
true?'

`If you want your dick sucked, you're in the right place with the right
person' I said, confidently.  I was beginning to enjoy being the street
slut.  It was making me hot.  Danny had been fun, but not nearly enough
sex.  I was warmed up to the point that I needed more sex before I was
going to be satisfied.  And it made me feel good that men, this man, saw me
as a sex object and were willing to pay me money for sex.  Sex that I would
gladly give them for free under different circumstances.  But Bill had made
it clear that I needed to pay my way, so enjoy it as I may, I had to bring
in money.  And, so far at least, it didn't seem to be a problem finding men
willing to pay.

`Well why don't you get over here and show me', it wasn't a question so I
didn't bother answering.  I reached across the console and grabbed a
handful of the cock he was offering.  From what I could tell it was going
to be a rather small one, I could only wrap two fingers around it.  I
tugged it upward, out of the fold of his trousers and stretched my upper
body across the console to get my mouth in position to take it.  But it was
still in the fold of his trousers, so even with my head all the way down in
his lap I wasn't going to get much of it in my mouth.

`This isn't going to work, this car I mean', I admitted.  `How about you
standing outside the car and I blow you there?'

`I don't want the dome light to give us away' he replied.

`OK, let's both get out and stand on the sidewalk side of the car so no one
can see us.'  He thought for a second and countered `How bout I get outside
the car, you roll down your window and suck me?'

`OK' I replied, and with that he got out of the car, shut the door, came
around to my side and stuck his dick through the window.  Well, it's more
accurate to say that I leaned out the window and took his cock in my mouth,
but whatever.

`Oh god, that feels good' he moaned as I licked the head of his cock, while
I pulled his fly open with my hands to expose as much of his small cock as
I could.  When I took it in my mouth, I buried my face in his pubic hair
and still his cockhead didn't reach my throat.  It was the smallest cock I
had ever sucked.  But money is money, so I gave him the best blowjob I
could, sucking him in, letting him slide out, and using my tongue to
massage the underneath side of his cockhead all the way to his balls.

He was going crazy, holding my head between his hands and slamming his body
into the car as he tried to bury himself in my mouth.  I'll have to give
him an `A' for effort, but at the same time an `F' for satisfying me.  I
finally got my hands to his belt buckle and unhooked it before unclasping
his trousers to allow me to pull them down.  That exposed more of his cock
and I grabbed his buttocks with my hands and pulled him into me, which
added at least 1 inch to the length of the cock in my mouth.  Now we were
getting somewhere, now I had enough cock to work my magic on, and I
redoubled my efforts, getting just the tip of it in my throat.  With that,
I began pumping it by constricting my throat in a massaging action that
usually brought men to the edge quicker than just sucking them in my mouth.

This guy was no exception.  I had been milking his cockhead for just a few
seconds when he went over the edge, the first spurts shooting directly in
my throat, causing me to gag until I pulled the head back in my mouth and
took the remaining ropes of cum on my tongue.  I let my mouth fill with his
cream before swallowing and sucking more from his balls.  I had my right
hand behind his ballsack and pulled forward as I sucked, trying to drain
every last drop into my hungry mouth.

`God, you faggots really know how to suck cock' he sighed as I sucked the
remaining semen from him.  `My daddy always said, `'if something's worth
doing, it's worth doing right'' and that's always been my mantra' I said.

`Huh' , he said, `your daddy know you're doing this?'  The question was
ridiculous but I decided to play him along.

`Shit yeah', said, seriously, `why my daddy used to take me over to
Keystone on the weekends.  Some of those miners couldn't afford the women,
and some of them wanted a boy anyway'.  An out right lie, but it had the
desired effect on him.

`You've been doing this since you were a little boy?'

`Sure, that's how my family lived, I made more money than my daddy did til
I ran away from home when I was sixteen' I continued to string him along.

`Seventeen' I told him, truthfully.

`Oh shit' he exclaimed `you're jail bait!  Here, take this fifty and get
out of the car.  Forget you were with me'.

I was beginning to see what he was afraid of.  My high school teacher had
gotten in big trouble for having sex with me last year because I was
underage.  While this guy didn't know that I couldn't go to the police
because I was a runaway, he thought I just might spill the beans on him.  I
decided it might be worth more than a fifty to him.

`Oh, I'll never forget you' I sighed `or your car.  I have a thing for
older men.'  Just the right amount of bullshit to scare him generous.

`OK, OK, here's another fifty, just forget you ever saw me, much less what
we did!'  He was pleading now, and I was too much a softy to play him any
further.

`Thank you, whoever you are' I said as I opened the door and stood on the
sidewalk next to his car.  Well, not exactly beside it, because he tore out
of there like a bat out of hell, taking the corner is a squeal of tires
that rivaled any movie chase scene that I've seen before or after.

Bill was flabbergasted when I handed him the two fifties and laughed his
ass off when I told him about the tall tale I had used to spin the guy up.

`Ya can fagit haven him as a repeat' he observed, `but for a hunnad dolla,
be worth it.  Sheeeit, way til Cookie hear dat.  She right, you a hit wid
dem tranny lovas.'

I was feeling very good about the money I had made from these two tricks.
And the way I had been able to come up with a bullshit story to fleece the
old guy out of the hundred suggested, to me at least, that I had some
talent to go along with my skill.  But what made the strongest impression ,
at this point, was how I was becoming comfortable in the roles, to the
point that I was enjoying it.  And over a very short period I would become
one with the role to the point that it didn't seem to be as much of a role
as it was my identity.  But that was still to come.  I had no chance of
being a girl until I could master these damned high heels.

I had plenty of practice strolling along the sidewalk as activity on the
street slowed to nothing.  I would learn later that Bill had rushed me onto
the street about 4 hours before the activity really picked up, which was
after midnight.

And so I practiced.  I walked.  I strutted.  I stood on one foot, then the
other.  I posed.  And gradually I came to some a truce with them.  As long
as I didn't try to move to fast, they let me stay upright.  But as soon as
I made some abrupt movement, bam, they dumped my ass.  First on the
sidewalk, then the street, even the grass!  Godamn, how can something as
beautiful as high heels, which made my legs look and feel sexy, be such a
bitch?

I was just stepping out into the empty street for the umpteenth time when
he came around the corner.  He was on foot, which gave me pause because
every john tonight had been in a car.  Was he a pimp, friend, boyfriend of
one of the two hookers on the far corner?  Was he a john?  Was he some
innocent guy just walking home?  Or was he a cop out to bust a hooker?  I
stepped back onto the sidewalk as I watched him come closer.  I couldn't
make out his features except for the fact that he was tall, maybe six feet.
As he came closer I inched off the sidewalk into the grass at the edge of
an empty lot.

`Hey sugga pants' he called out `whacha doin out hea?'

`Oh, you know, hangin' I replied.

`Ain seen you roun hea befo.  You new?'

`Uh...yeah...on this street I am' I tried to sound confident but something
about his tone of voice intimidated me.  He sounded laid back and serious
at the same time.

`Aw, yeah, new.  Well ya know da rule?  Ya new, ya do.  So...ya do'.

`I..ah...don't, uh..know what you mean' I seriously didn't know what he was
getting at, I was that naïve.

`Ya do me.  Ya gi me some'.

`Oh...sure...uh...make me an offer?'

And with that he came in close, grabbing my elbow and backing me up a step.
I heard the click of the knife and saw the glint of steel a millisecond
before I felt the sharp tip push against my throat.

`Lissen heah faggot...heahs ma offa.  Ya goan suh my dick off.  I goan
shoot my gig in yo mouf.  An ei ya bite, I goan cutcha up baad.  I goan
carve up dat pretty face yo's.  Ain nobody goan wan evan look atcha.
Heah?'

My resistance didn't wain, it vanished.  I was paralysed with fear.  I
couldn't speak, I couldn't move.  I was too busy processing his threat.
The only thing I knew for sure was that I didn't want him slicing me up.

`Get down' he demanded as he pushed my shoulders til I dropped to my knees
in the grass.  He wore loose fitting sweats and tugged the waste band down
until they were around his knees.  Then he pulled his boxers down in front,
exposing his semi hard penis.  It was rather large, even in it's less that
fully aroused state.  I stared at it in both fascination and fear.
Fascinated at the size, the beautiful full dark head, the massive pee slit,
and the interesting curve as the head drooped, pulled down by it's own
weight.  Fear that this massive piece of meat wouldn't fit into my mouth.
That my teeth would scrape on it and I would be cut.  I've never been so
afraid of something I wanted so bad.

`Suh me faggot.  Gi yo sissy lips on ma dick.  An do it good.'

I reached out with my right hand and grabbed the monster just back of the
head, lifting it, straightening it up.  As I did, I moved my head in,
tongue extended, to lightly lick the underside of the head.  The taste was
tremendous, strong and masculine.  From the smell, I guessed he had cum
today, maybe recently as the aroma assaulted me nostrils and made me
slightly dizzy.  I was definitely going to get into this, I could tell then
and there.

And I did, opening my mouth wider and taking the head in, letting my tongue
play along the bottom of the head.  I held it there as I drank in the taste
of this wonderful piece of cock.

`Awwwwh...sheeit...mutha fuck...bitch, you feel gooood', he stammered as I
bathed his cockhead in saliva while I drew my hand lightly back along the
shaft to his pubic hair.

`Ummph' I tried to reply, hoping the vibrations would feel good to him.  I
slowly began to stretch my jaw a bit, then push a bit more dick in, hold
it, stretch again, push a bit more.  When I had what I thought to be one
third of the length in my mouth I slowly, and very carefully, began to pull
back, to pull it out of my mouth.  I stopped when the head was just back
against my teeth and repeated the process of stretch, push, stretch, push,
until I had nearly one half of it in and felt the cockhead pushing against
the top of my throat.  For me this is the point of no return.  Once a cock
is in my mouth and poised at my throat, I either have to pull back and just
work on what I can fit in my mouth, or I have to relax my throat muscles
enough to let the cock head slide into my throat.  From then on I can
pretty much work the entire length in and out without gagging.

But this was a different cock, while the shaft was long, it wasn't
something I couldn't handle, and with my hand wrapped around the
circumference I could jack it and control how much he fed into my mouth.
He wasn't pressing my head to him yet, so in effect, I controlled the
blowjob.  But the head was a different matter.  It had grown in my mouth
until there wasn't room for much more.  It pressed, not only, against the
top of my throat, but the whole back of my mouth.  I could tell from the
feel that there was no way it would fit in my throat, no amount of
stretching would accommodate this monster head.  In fact, I was sure that
this monster prick would suffocate me if I didn't get it out of my mouth.
I started pulling back from him, trying to get the cockhead in the front of
my mouth where I could work on it with my lips and tongue and where I would
have some clearance to breath.  As I did, I brought my other hand up to
help.

That's when he put a hand behind my head and it forward, trying to bury his
cock in my mouth again.  Trying to force it down my throat.  Trying, it
seemed, to kill me.

`'Take it...take it all bitch...down ya froat,,,,,' he instructed.  But
there was no way it was going forward.

`Uppph...fppph...aaaeee.' I tried to scream, but my mouth was so full it
was impossible to make myself understood.

`Wat da fuck?' he said as he finally eased the pressure on my head and let
me push back til it was out of my mouth.

`I said it's too big, I can't take it all.  Let me work on the head, that's
all I can get in my mouth'.

`Buhsheeit, I sayed you goan suh my dick, so bitch, suh my dick'.

`I can't.  It's too big for my mouth.  Let me suck the head, I can get you
off that way.  I'll make you feel real good.  I'll eat your cum, I swear
it'll make you feel real good.  Please, let me make you feel good.'

I felt his fist before I saw it coming.  I it crashed into the right side
of my head, the sickening pop accompanied by bright flashes in front of my
eyes.  I didn't realize he had knocked me off balance until I plopped
sideways in the weeds behind the sidewalk where I had been kneeling.  I
didn't feel anything.  My ears were ringing and I could hear his muffled
voice above me, but the blow had numbed me instantly.  I would discover
later that I was in a kind of shock, my body trying to reject the physical
hurt of the blow.

He reached down to grab me but I was already moving away from him which put
him at an awkward angle and he wasted a second steadying himself before
coming after me.  That second was all I needed to bolt lunge sideways onto
the sidewalk and plant my right foot in the grass to give me leverage.  I
came up at a sixty degree angle, which made it even harder for him to reach
me, and moved out onto the sidewalk and into the street.  It was then that
the fucking high heels deserted me and I stumbled and fell face first in
the street.  As I rolled over, he was towering above me, a sick smile on
his face.  Without saying a word, he brought his left foot in a swinging
kick that ended in my side.

`Arrrrrrrgggggg...' I screamed as loud as I could as the pain shot through
me from one side to the other.

Now his right foot hit with what seemed to be even more power than his
left.  I could see the streetlight at the end of the street, but it was
spinning crazy like above me and more bright flashes in front of my eyes.
I realized then that I wasn't breathing, holding my breath in some insane
attempt to keep the pain from spreading.

It was also then that I was aware of what sounded like high heels on the
pavement.

`Get off huh you crazy mutha fucker' the voice rang out `You know who dis
is?  Dis ho's Bill's ho, get off huh nigga!'  It was the voice of the black
hooker who had given Cookie such a rough argument and me such a boat load
of attitude.  `You fuck wid dis ho Bill gonna fuck you an me up bad'.

`Aww fuck you Mandy, git yo faggoty tranny ass back up da street let me
take care a sugar pants heah.'

`I sayed git off huh you dum nigga mutha fucka or I kick yo skinny ass.'

`An I sayed git yo queer ass up da street' he shot back.  And with that the
black hooker he called Mandy brought a punch straight up from her chest and
knocked him backwards, the impact causing him to drop the knife he had held
at my throat.  For a big person Mandy moved like lightening and came up
with the knife which she pointed directly at him.

`An I sayed git off huh.  Else I cut yo ass up' and with that she took a
menacing swing at him with the knife.

`Aite, Aite' he screamed `I git.  You crazy ass tranny betta watch yo ass,
that's all.'  And he moved down the street, first slowly, looking at me and
Mandy, and then turning to run through the open field toward the next
block.

`Crazy ass nigga' she said, `ahwase comin round lookin fo sumpin free.
Guess I sho he ass ain nuttin free on dis block, huh?'

`Guess you sure did', I agreed, the only words we had exchanged all night.
Funny, we seemed to have a common enemy and that made all the difference in
our relationship.  `But will he come back?  Like when you're gone.'

`Doan worry bout dat sista, come on up da block wid Mindy.  Cupcake doin
bidness but she be back an we sho dat nigga doan come roun agin'.

And with that I walked up the block, and into the most interesting
friendship I've ever known.

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