Date: Sun, 16 Apr 2006 20:33:27 -0400 (EDT)
From: Twonight <twonight@excite.com>
Subject: Confessions of a Male Escort - Part 2

Before I get into this story, I would like to cover an administrative
detail.  Many of my readers have been unable to locate my other stories.
The following is a list of the story titles and they can all be found under
Prolific Authors / Twonight:

Black Dorm
World's Hottest T-Girl
The Awakening
Star Cruiser
The Inmate
Shocking Encounter
Olympiad
Turning 18
The Gamblers
The Realtors
The Kidnapping
The Fluffer
First Encounters

Please send feedback to twonight@excite.com.  I really enjoy hearing about
your first sexual encounter so tell me about it.

Ok, on with the story:

My dad got really mad the day he caught my friend Billy sucking my dick.
It didn't help that I was cumming just as he opened the door.  Billy turned
his head and cum flew everywhere.  Billy was no longer allowed to see me
after that, but he and I still snuck away and sucked each other when we
could.

My Dad got even madder the day he and Mom came home early from dinner and
caught me sucking my uncle's dick.  Uncle Dan was babysitting me, although
I was 15 at the time.  Dad was just afraid that I would be having sex with
Billy.  He would have been even madder if he had known that Uncled Dan had
been fucking me for months and had already fucked me earlier in the
evening, shooting a hot load up my butt.  Uncle Dan was no longer allowed
to visit.

The final straw was when I got caught one Sunday being fucked by one of the
high school football coaches in the head coach's office.  It didn't help
that I was wearing stockings and garters or that the coach had a 10-inch
dildo up his ass while he fucked me.  The fact that we were on the head
coach's desk and I had already shot a load all over it didn't help much
either.  The coach went to jail and my Dad kicked me out for good.  I moved
in with Uncle Dan briefly, but Dad got him arrested too.  When they caught
us, I was tied up and Uncle Dan was fucking the shit out of me while
dressed in leather.

Before I continue, let me tell you a bit about myself.  My name is Chad and
I am now 19 years old.  I am 5'10" and 170 pounds with a muscular frame, a
hot bubble butt, and a thick seven-inch cock. I have long, blond hair and
blue eyes and I am smooth and shaven from the neck down.

Now back to the story:

After Dan was taken away, he let me stay in his house, figuring it was the
least he could do.  The house was paid off, but utilities, food, etc. were
going to cost money.  I had been expelled, so I figured I had better find a
job.  I looked everywhere, but the tales of my sexual past had already
circulated throughout this moderately-sized town and nobody would hire me.
Things went from tight to desperate pretty quickly and I knew that
desperate measures were called for.  The only real asset I had was my hot
body, so I decided to try getting paid for that.  I started out going to
the two gay bars in town and they quickly barred me from coming in due to
my age.  I tried waiting outside to catch some horny guys on the way out,
but the cops wouldn't let me stand there.  I finally heard about guys
turning tricks at a particular city park restroom and decided to give it a
try.

At first I hung around outside the bathroom but, eventually, I learned that
the action was inside.  I stood inside the men's room and rubbed my crotch
as men came and went.  I didn't understand the timing at first.  Weekdays
were when the married white collar guys came by.  Weekday nights were when
the kink crowd came in.  Weekend days were when the straights brought their
kids and weekend nights were when everyone came out.  My first pickup was a
guy in his mid-40s, a bit heavy with an average cock.  He paid me $50 to
suck his dick in his car.  He gave me $50 extra for swallowing his load.
My first paid fuck was a guy in his 30's who came by during the week, took
me in a stall, and fucked me hard and fast.  I got $100 for that.  Things
picked up as word got around about me and I was getting fucked regularly
after that.  I averaged about $400 per day which was more than enough to
live comfortably, especially since I didn't have to pay taxes on it.
Unfortunately, I also got involved in some of the other things that come
with the business.  I began to take drugs and got arrested twice for
possession.  The more drugs I took, the more money I needed and the less
the guys wanted to fuck me.  When I got arrested for the third time, I
thought I was going away to a place where I would get fucked regularly, but
not by choice.

I was lying in a holding cell with a mouthful of cum, when I met Bob.  Two
of my hardcore thug cellmates had held me down and made me suck them off.
I hadn't even had time to swallow the second load when I heard my name
called.  I swallowed the sperm in my mouth and turned to see who was
calling me.  A man I didn't recognize said, "Hello, my name is Bob.  I see
by the residue on your face that you are getting acquainted with your
cellmates."

"What the fuck do you care?," I snarled.

"Chad, to be honest, I don't care what happens to you.  However, I have
some clients that would be very happy to get to know you and I like to keep
these clients satisfied.  Are you interested?"

"If it gets me out of here, I'm interested.  What the fuck do I have to
do?"

"Well, for starters, stop using the word 'fuck' all the time."

"Ok, what the hell do I have to do?"

He proceeded to explain that a member of the local police force was on his
payroll and was always looking for gay prostitutes with a certain
appearance.  When he saw me, he notified Bob and Bob flew into town.  The
charges would be dropped if I agreed to participate in Bob's operation.  It
seems that Bob had a fleet of jets for corporate executives and other high
rollers.  Bob supplied the jet, the pilots, the catering, and attractive
young men and women to cater to te passengers' special needs.  All of the
jets had a small bedroom, stocked with liquor, porn, condoms, lube, and one
or more escorts of whatever sex was requested.  He had men and women;
blacks, whites, and Asians; and even a hot looking transsexual with a big
dick.  The escorts were paid a monthly base salary, given a place to live
in New York, and extra pay plus tips each time they were requested for a
flight.  The client could also request that you join them at their hotel
and for dinners and parties.  Given my current circumstances, it sounded
great to me.

The next few weeks were spent getting cleaned up, getting better clothes,
and learning how to act in certain social situations.  The gay escorts did
not get called for as often and they didn't get a lot of social
invitations.  However, they got great tips, given the concern about
discretion.  When I finally got my first call, I was extremely nervous.  I
boarded the plane and was instructed to wait in the bedroom and not come
out.  It turned out to be much easier than I expected as the guy was
friendly and reasonably attractive.  He was traveling with a couple of
other men whom I did not meet.  We were flying to London and he came back
to the bedroom, had some wine, instructed me to suck him, then fucked me
doggie style and went to sleep.  The next morning, he thanked me, gave me
$1000 and left.  Later that day, he returned and we flew home.  He slept
most of the way, waking briefly and fucking me again, leaving hot cum deep
in my ass.  As he left the plane, he slipped me another $1000.  This was
getting good.

My next gig was a sports executive and his assistant on a trip to Moscow.
He was a tall black man and his assistant was also black.  He had me sit in
the cabin with them, but not speak as they talked business.  I watched a
movie, then had dinner with them.  After dinner and drinks, the flight
attendant disappeared behind a door in the front and the executive (Ed)
instructed me to suck his dick right there in the cabin.  He had a huge
cock and it was a real pleasure sucking it.  As I sucked him, he described
how good it was to his assistant, Bill.  Bill was displaying a sizable
bulge in his pants at that point and Ed was enjoying watching him squirm.
Finally, Ed instructed me to suck Bill's dick.  As I took him deep, he
moaned with pleasure and Ed began to pull my pants off.  When he had me
naked, he surprised me by going down on me and sucking my dick like a pro.
I was really getting hot.  Ed could sense how hot I was getting and,
reluctantly, pulled off my cock.  He surpised me again by stripping Bill,
lubing his tight, ebony ass, and ordering me to put on a condom and fuck
him.  I was so hard that I had no trouble slipping into Bill's warm
asshole.  He shuddered and groaned as I began to slowly fuck him.  Ed added
to my pleasure by slipping his cock up my ass bareback.  I had only been
the center of a sandwich fuck once before and those guys were so rough that
I didn't enjoy it.  This was really nice, having my white cock up a hot,
black ass while a huge, black fuckstick smoothly stretched my rear passage.
Ed's big hands on my waist steadied me as he steadily fucked my ass and
forced my own cock to plunge to the depths of Bill's hot tunnel.  Bill came
first, shooting a huge load all over the cabin floor.  Ed followed by
filling my ass with hot, creamy sperm.  My own semen was soon to follow,
but not until Ed pulled off the condom and took my dick in his mouth to
catch my load as it sprayed his tonsils.  He was like a baby sucking on my
cock for nourishment.  It was so erotic.  We retired to the bed where they
both fucked me and shot off in my ass.  They made me clean their cocks
after they pulled out and we all went to sleep.  The next morning, Ed
fucked Bill in the ass, then pulled out and began to fuck me.  After he
came in my ass, he sucked me off and had me suck Bill off.

We stayed in Moscow for four days and I got fucked from one end of our
suite to the other.  I got to do some sightseeing while they were in
meetings, but the highlight of the trip was not Red Square, it was black
cylinder, sliding up my ass.  By the time we got home, Ed had fucked me
twelve times and Bill had fucked me five times.  I had swallowed eighteen
loads of cum including one from a Russian bellboy who also fucked me while
Ed and Bill were out.  I had fucked Bill four times and even fucked Ed
once.  When we got back to New York, Ed tipped me $3000.  I should have
been paying him.

I have been doing these trips for about a year now and I have socked away
about $75,000.  I have seen how the elite live and I am constantly amazed
at the private fetishes and sexual appetitites of the upper class.  I have
been on trips with a couple where she had a lesbian and he had me and we
all shared the same bed.  She cheered me on as I fucked her husband and
licked his ass clean after I came in it.  I went on a trip to Monte Carlo
and got gang banged by a group of Poker buddies who upped my ante and
raised me continuously.  I had a dick in my mouth or ass the whole trip and
often both.  They did well at the casino and decided I was good luck, so
they kept fucking me at the hotel and all the way back.  I was exhausted,
but the $5000 tip perked me up.  They even took me back in their limo to my
apartment.  I swallowed a load just as they pulled up in front and dropped
me off.



As always, send comments to twonight@excite.com.  Check out my other
fiction stories, Olympiad, The Gamblers, Black Dorm, The Awakening, The
Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer,
First Encounters, and Star Cruiser - and my nonfiction Shocking Encounter
and Tess' story - World's Hottest T-Girl.