American Girl in Bangkok
By Tiffany Parker
The following story is a work of fiction and is copyright property of
the author. Please don't repost it without permission. But most
importantly, I hope you enjoy reading it.
Chapter 1
Kaylee impatiently bided time while sitting in the middle seat in coach
on the long trans-pacific flight. She was excited about her trip to
Bangkok that would complete her journey and provide her the gender
affirmation surgery she desperately craved.
For the long flight, she was dressed casually in a pink tank top, jean
shorts, and black ballet flats. Her longish blonde hair was pulled in a
messy bun and she had forgoed makeup as it was unnecessary for the
flight and she was pretty enough without it anyway. Underneath her
clothes, she wore a cute but cheap pink bra and panty set that she had
purchased from Walmart like most of her clothes.
Kaylee had known her entire life that she was transgender, but it took
until she was 18, that she could move out of her parents house, ditch
her former identity as Kevin, and start living as her true self. Now at
24, she hadn't seen her parents in many years, and she currently had
been working two jobs as a secretary and waitress to support herself and
save up for her gender affirmation surgery.
When she had initially consulted with an American doctor about gender
affirmation surgery, she had been overwhelmed by the cost, as it was far
beyond what she could hope to afford at that point or anytime in the
future. She had been in a funk about it, until she came across a
documentary on television about the clinics performing gender
affirmation surgeries in Bangkok.
Researching this, she found that the operation, while still expensive,
was within her reach. The last three years she had spent working hard
and saving for the surgery. The clinic that she had selected was
popular, well reputed, and had a one year waiting list. Kaylee had
impatiently waited for her appointment over the last year while she
worked day and night to afford the operation. Unfortunately, this left
her little time for romantic interludes outside of a few hookups with
men.
The hormone therapy she had been undergoing for the last several years
had left her with surprisingly large C-cup boobs, a tight round ass,
soft supple skin, hardly any body hair, and a softer look on her face.
It had atrophied her male parts somewhat but she didn't view that as a
negative. She just needed one final thing to feel whole as a woman, and
she was ecstatic it was finally within her grasp.
The long flight was exhausting and reading stories on Fictionmania
served to pass the time. Kaylee especially enjoyed stories where the
protagonist lived happily ever after as a woman, as she identified with
the characters in the stories. It turned her stomach to see
unsuspecting men forced into being feminized.
Hearing the pilot state that they were coming in for landing, Kaylee put
her phone down, to catch as much of the beautiful Pacific Ocean's blue
waters and scenery in Thailand as she could manage from the middle seat.
The person seated next to her was a man, a few years younger than her,
she thought, and he had been asleep the last several hours. Looking out
the window, Kaylee was in awe of the crystal clear ocean water and green
covered mountains of Thailand. It looked like paradise to her.
A short time later, the plane landed with a thud on the runway, and the
passengers let out a loud cheer at the lengthy flight finally ending.
After deplaning, Kaylee retrieved her suitcase from baggage claim, found
a cab, and sat in the back on the way to the hotel she had made a
reservation at. It was noon local time. Tomorrow she would undergo the
final consultation, transfer the necessary funds for the surgery, and
undergo the operation the following day. After the necessary recovery
period, she would return home with a body that completely matched her
gender identity.
Arriving at the hotel, Kaylee tipped the cab driver, and checked into
her hotel room. As she was saving money, the room was little more than a
bedroom and toilet, but would serve her well. It was a hot day in
February in Bangkok which was in the middle of Summer. Kaylee was glad
she had dressed casually and comfortably.
That evening, she went out to a local hole in the wall restaurant and
sat at the bar and enjoyed some local Thai food and beverages. She had
made fast friends with both the bartender and male patron seated next to
her.
The male patron was obviously into her and tried to pay for her tab.
Kaylee politely declined but accepted his number before returning to her
hotel room for the evening. She figured that she wouldn't have a chance
to see him again, since her surgery was scheduled for the day after
tomorrow and she would be returning to the States immediately after the
recovery period.
Chapter 2
Kaylee arrived at the consult for the operation the following day
promptly at 10 am. She had done most of the pre-surgery procedures and
blood work via telehealth, or having an American physician examine her
and email the results to the clinic.
At the clinic, Kayle was examined by the doctor, a Thai man in his early
50s with a receding hairline, and slim frame, as a prelude to the
scheduled operation. He noted everything was as should be and the
surgery for tomorrow was a go. He directed Kaylee to make the
arrangements at the front desk for the wire transfer and the surgery for
the next day would be on the schedule.
Kaylee redressed and made her way to the front desk to get the
information for the wire funds transfer. Pulling up the mobile app on
his phone, Kaylee punched in the appropriate information and got an non-
sufficient funds error message when she hit send.
Panicking, Kaylee called her bank's 24 hour number, only to find out
that her account had been hacked the prior day, and currently her funds
were frozen. Kaylee's heart raced in desperation at not being able to
pay for her surgery. She knew that due to FDIC laws, she would get all
of her money back in time, but she needed the money now.
If she missed her appointment, it may take another year before she could
undergo the operation she desperately desired. The manager of the
office suggested she take a day and try to sort things out and come back
the next day. Glad at the chance to sort things out, Kaylee returned to
her hotel room and spent the day calling various friends and coworkers
to see if they could spot her the money. Unfortunately, like Kaylee,
her friends and coworkers didn't have access to that kind of money on
short notice.
Tears streaming down her face, Kaylee resigned herself to the fact that
she would have to wait for another date to get on the doctor's schedule.
She hoped the clinic wouldn't forfeit her $1,000 deposit because of the
bank snafu.
She spent the rest of the evening in the hotel room distraught, unable
to do much because she was unable to find a way to pay for her
operation. She slept fitfully and intermittently through the night.
Chapter 3
Kaylee showed up to the clinic the next day, empty handed at being
unable to access her bank account or obtain a source of funds from one
of her friends. She was casually dressed in a blue knee length sundress
and sneakers. She was wearing sunglasses because her eyes were red from
crying and her hair was pulled into a messy bun.
After informing the receptionist that she didn't have the funds for her
surgery, she was surprised when she was told to make her way to the
office of the clinic's manager if she wanted to discuss another way to
obtain her operation. Curiously, she walked into the manager's office
interested in what he had to say.
The manager, a man named Aroon shook Kaylee's hand before offering her a
seat across from his desk. He noted after Kaylee removed her
sunglasses, it was obvious she had been crying at length from the
redness in them. He also doubted she had showered since yesterday, let
alone applied makeup for the meeting. From this, he sensed she may be
willing to take the offer he had prepared for her.
"I was sorry to hear about your troubles with the bank Kaylee," he
offered. "It's of great disappointment to us that we can't provide you
with the operation you desire."
Kaylee felt her tears well up again, "That's kind Sir. I was looking
forward to this operation for a very long time. And now it feels like
I'll be waiting even longer. Your receptionist said the next available
appointment isn't for a year."
"That is true, yes," noted Aroon. "We are very busy here and we take
pride in the services we provide our patients. However, we do hold back
appointments from time to time for contingencies that may arise."
Hearing Aroon's comment piqued her interest, but she didn't quite get
what he was going at. "I don't understand Sir," Kaylee commented.
"Your receptionist said I would have to wait another year.
"Normally, yes you would," stated Aroon. "But we do a lot of business
with a certain high-end ladyboy strip club. I apologize for the term,
as I understand it may be considered inappropriate in your culture."
"It's okay Sir," Kaylee meekly responded.
"Anyway, this club refers to us a lot of their girls for various
procedures our clinic provides," Aroon noted. "And occasionally we
refer an exceptional girl to them who would help their bottom line."
"You mean?" Kaylee queried, coming to grasp what Aroon was getting at.
"An American girl like yourself would draw much attention from many
wealthy businessmen, including those from China, Hong Kong, India, and
Japan. They would pay top dollar if you agreed to work for them. In
return, we would agree to reschedule your operation for four months from
now."
Kaylee was dumbfounded at the proposition. She had nothing against sex
work, but it didn't really appeal to her. She had even chosen not to
open an OnlyFans page back home like so many people had done. But
something about this had a certain level of appeal to her, being a
unique treat in a foreign land. And, she could put it completely behind
her a few months from now and return home complete. The rationale side
of her urged a sense of caution.
"Your offer is surprising Sir, but not without questions and concerns I
have," Kaylee started. "May I take some time to think about it and get
back to you?"
"Of course young lady," Aroon responded. "Here is a card to get in for
free tonight. Go there, take in the club, see if it's a place you may
wish to work. If you wish to speak with the manager there, show him my
signature on the back to a bouncer. I trust you can make a decision
within a few days."
Kaylee took the card, grateful that Aroon was giving her time and space
to make her decision. She had been worried that he was trying to coerce
a quick decision out of her. The fact that she was given an open ended
time frame indicated the job offer may be legit instead of being some
scam to trick her.
Chapter 4
Kaylee arrived that night at the club on the card. It was named
Dollhouse and was adorned with bright and flashing pink neon lights.
Kaylee figured some things were universal in every culture.
She was dressed in a sparkling black spaghetti strap dress that came
down to mid-thigh with 3 inch strappy sandal heels. Her blonde hair was
curled, full, and bounced with each step. Underneath her dress, was a
black thong and no bra, which let her ample tits bounce in lockstep with
her hair. She had done her makeup heavy, but appropriate for the
evening and looked excellent she thought.
Getting out of the cab, she tipped the driver who presumed Kaylee was
arriving to work at the club. Arriving at the door, she handed the
bouncer the card from Aroon and she was quickly escorted in by the
bouncer who checked out her ass, swaying in her heels as she walked into
the club.
After entering, Kaylee looked around. The club seemed to be reasonably
clean and well lit for a strip club, both positive signs she thought.
Headed to the bar, she sat down, and was promptly served by a sweet girl
who asked what she wanted. Kaylee asked for a bottle of light beer, not
wanting to get drunk on liquor.
After paying for her beer, she took in the club. The music in the club
was loud, the dancers were topless, and most of them had fake tits, but
more than a few had decent sized natural ones. While the crowd
contained people of many races and ethnicities, there wasn't a single
caucasian dancer among them.
Aroon was correct, she surmised, that she could do well working here.
The question was did she. She noted that the dancers regularly took
clients into the back room which was where she suspected the Thai
equivalent of lap dances, champagne room, and more happened.
Finishing up her beer, Kaylee put it up on the bar, checked her makeup,
and got up to find a bouncer. She found one just before the area marked
private, and handed the card to him, informing him she'd like to speak
with the manager if that was possible.
The large bouncer looked Kaylee up and down, taking in her appearance.
He was slightly perplexed by a pretty American girl at a place like
this, but the card was signed by Aroon and his manager had told him to
let any pretty girl sent by him to his office. From his observations,
Kaylee certainly qualified as a pretty girl.
The bouncer escorted Kaylee to the manager's office, and knocked on his
door. Kaylee heard the manager respond gruffly in his native language
which she didn't understand. After the bouncer responded back, she
could tell from the manager's response that his demeanor had certainly
improved. The bouncer opened the door and ushered her in before
returning to his post.
The manager was a short trim man in his early 40s with closely cropped
hair and was dressed smartly in a button up shirt, tie, and dress
slacks. He sat behind a fancy desk that he used more as a status symbol
than for work functionality. He had been informed by the clinic that a
pretty young white transgender woman was potentially interested in
working at the strip club. He was pleasantly surprised by the appearance
of the young lady. She had a pretty face, nice natural tits, and a
curvy figure. Her face had the appropriate mix in her face of innocence
and seductiveness that would attract customers he figured.
Gesturing to the chair in front of his oversized desk, he told the
pretty girl, "Please have a seat. I'm Kasen. I heard you may be
interested in working here."
Kaylee sat down in the chair, smoothing her dress under her, before
crossing her legs. "To be honest Sir, it wouldn't be my first choice,
but the clinic offered to move up the date for my surgery if I worked
here for four months."
This didn't bother Kasen, the girls who worked in his club did it
because it was their best option, or in some ways more accurately, their
least bad option. "That's understandable. I must say, I believe you'll
be popular if you choose to work here. You'll be very popular with our
Asian clientele, being with an American transgender woman would appeal
greatly to them."
Kaylee blushed at the thought of herself as a fetish of sorts for asian
men because of her nationality. "I'm glad I'd be popular," she squeaked
out in response.
"This next part may be something you may not be comfortable with, but
our dancers are required to provide certain services to the clientele.
That is arranged through our website for a fee. As you would be in high
demand, I anticipate setting your fee high enough to avoid having to
serve the day-to-day clients, but you'll have more infrequent visits
from customers who paid good money. They likely would be businessmen
who are traveling or other professionals.
Kaylee exhaled at having to provide the services that Kasen was
describing. He didn't have to go into detail, she knew what he was
talking about. She was glad it would be limited to a relatively select
number of customers, yet it was bound to be more than she wanted.
"I think I could handle that Sir," Kaylee surmised. "I'm not a
stranger to being with men."
"All that is left is for you to decide if you want to start," Aroon
stated. "We can get you on the schedule for tomorrow night, if you're
willing. If not, no hard feelings."
"Can I sleep on it Sir?" asked Kaylee.
"Sure," Aroon said, handing Kaylee his business card. "Call me tomorrow
when you decide, and we'll get you on the schedule if your answer is
yes."
Kaylee accepted Aroon's card, thanked him for his time, and exited his
office. Arriving at home, Kaylee changed into a tank top and shorts and
turned in for the night.
Chapter 5
Waking up the next morning, Kaylee decided to spend the morning at the
beach sunning herself while she made her decision. She got dressed and
flagged a cab to take her down to the beach.
At the beach Kaylee was wearing a black string bikini, sunglasses, and a
white baseball cap. Her pink painted toes dug into the powder white
soft sand. While hearing the waves crash into the shore and reach just
short of her feet, she pondered her choices.
Kaylee could return to America, work her relatively mundane, and
difficult life, and return in a year for the surgery she wanted. Or she
could spend 4 months working at the Dollhouse, have the surgery she
desired, and return to America a new woman.
At 24, she wasn't old, but she knew her chances for traveling and
experiencing new things while she was young was rapidly dwindling. And
she loved the scenery in Thailand from the little she had seen, and
wanted to see more. The beach she was seated on was more beautiful than
any she had even been to.
Her busy work schedule and need to save had afforded her little time off
or disposable income to take vacations, and her career prospects were
unlikely to improve anytime in the near future. She was a young woman,
who was destined to work either clerical jobs or service industry jobs.
While she could be happy with that, Aroon had presented her an
opportunity to live in paradise for
She knew that being a stripper promised to be a somewhat degrading
experience, but the allure of men paying top dollar to be with her had a
certain appeal. Back home, she had been shunned or treated as a secret
fetish by men. Here, she would be openly sought after and in-demand.
Kaylee, figured at worst, if she took the job and hated it, she could
always quit and return home. If her old employers didn't take her back,
she could always find new jobs. Businesses were short-staffed these days
and were always hiring clerical personnel and waitresses.
Her mind made up, she pulled out her phone and the business card and
punched in his number. She kept the call short and asked for when she
should be at the club tonight. Aroon told her anytime after 8 pm would
be perfect. Kaylee promised she would be there, and said goodbye.
Looking out at the waves crashing on the beach and seeing the crystal
blue water draw away from her, Kaylee felt the thrill anyone gets when
they start a new journey.
Chapter 6
Kaylee returned to the Dollhouse promptly at 8 pm that evening. She was
dressed in a pink halter dress, 4-inch pink pump heels, and had her hair
curled and her makeup done in a dark evening fashion with wet pink
kissable lip gloss. Her boobs bounced with each step as he had decided
against wearing a bra. The bouncers had been informed of her expected
arrival and quickly ushered her to the changing room when she arrived.
Arriving in the dressing room, she was shocked to find the chaotic
nature of it as many girls were making themselves up to get ready for
the evening. She found an empty locker and quickly disrobed her clothes
except for the black thong under her cute dress. Placing her belongings
in the locker, she placed the combination lock on it that she had been
told to bring.
Looking in the mirror, she silently worked up the nerve to go topless
before the large crowd she had walked past on her way to the dressing
room. Kaylee felt she looked pretty enough, but added a fair amount of
glitter on her cleavage, boobs, and chest. She figured it would glisten
in the bright lights on the stage.
Making her way toward the stage, she waited to be introduced by the
bouncer. Fortunately, the announcements at the club were made in
English and in the local English language.
When Kaylee heard her name called out, she made her way through the
beaded entrance to the stage, to hear a loud roar from the crowd, which
put a smile on her apprehensive face.
Walking across the stage, she grabbed a pull and circled around, feeling
the eyes from the men seated at the stage on her. The bright lights
shining on stage both illuminating her body as well as blinding her from
seeing out further than that.
Turning around, and bending over, she twerked on the pole best she
could. Fortunately from what she could see, the men at the stage were
impressed. Sinking to her knees, she crawled over toward the man with
the most bills in his hands and rubbed her boobs in his face. She was
rewarded with a handful of bills in her g-string. She proceeded down the
stage, alternating between shaking her thong covered ass in the face of
customers and rubbing her boobs in their faces. Throughout the dance,
most of Kaylee's glitter had rubbed off on the faces of the tipping
customers.
By the end of her dance, her g-string was stuffed full of bills. Kasen
had been right, she figured, an American transgender girl would be
popular with the primarily Asian clientele.
After returning to the dressing room, she donned a sheer shawl and made
her way out on the floor as the dancers got to use their downtime to
work the floor for lap dances. She found that she was propositioned
within a minute by a customer, a short Thai male with closely cropped
hair.
She accepted his payment, led him into the back room, and straddled his
body, rubbing her naked body up and down on him as he groped her and
fondled her breasts, kneading them as if they were doughs of bread. The
dance ended after a few minutes, and over the next hour, Kaylee gave
several more lap dances and proved to be a popular entertainer.
Kaylee found giving lap dances to be more degrading than dancing as
getting groped by men who saw her as nothing more than a set of tits and
ass, but she persevered as it was good money.
By the time the evening ended, she had garnered quite possibly, the
largest amount of tips of any of the dancers. Back in the dressing room
at the end of her shift, she redressed and made her way to Kasen's
office as he had requested to see her.
Knocking on Kasen's door, Kaylee entered when granted permission.
Sitting across the desk like before, she felt slightly degraded by her
performance that evening but proud at how successful she had been.
"How did you enjoy your first night, Kaylee?" Kasen asked.
"It went well, I think Sir," Kaylee responded. "I think I'll be able to
do this for four months."
"Good girl," Kasen responded. "No dancing at the club for you tomorrow
night though. You already have an escort booking. He's a businessman
from Hong Kong named Taio Lin. Wear something classy but sexy tomorrow,
and you'll be picked up from your hotel at 8 pm."
"Yes Sir," Kaylee responded, surprised that someone had already paid for
an evening with her. She knew it wasn't going to be cheap to buy a
night with her. "I'll be ready at 8 pm."
Chapter 7
Kaylee had gone out shopping that day to purchase an outfit to wear for
her date that evening. She had chosen a black A-line scoop chiffon
dress. The material of the dress was exceedingly light, it showed off
her petite shoulders, came down to just above her knee and the bottom of
the skirt was flared and sheer. She paired the dress with 5-inch black
high heeled sandals.
She had taken the time to get her legs waxed that day, a first for her,
as well as get her hair professionally styled. She now had a cute updo,
appropriate for a formal date. She hoped in her heels that she didn't
tower over her date as she knew from experience that some men were
insecure about that sort of thing.
She had done her makeup rather heavy, appropriate for an evening out and
had chosen a shimmery pink lip gloss to wear, knowing that she wanted to
attract attention to them, knowing where her lips would likely be later
that evening.
Waiting outside the hotel at 10 minutes until 8 pm, she was attracting
the attention of passerbys. A few minutes after the hour had passed a
large town car pulled up, and the driver asked if she was Kaylee. She
nodded and hopped in the back of the car.
The driver drove toward a more exclusive part of town without saying a
word, and dropped her at an expensive restaurant. Upon entering the
restaurant, a hostess escorted her to a table overlooking the river.
The table itself was isolated but not separated from the rest of the
restaurant to give their conversation privacy.
On the table was a white tablecloth, lit candles, and real silverware.
Her date was seated with his hands crossed. Kaylee noted he was
probably in his early 40s, had a full head of hair that was neatly
styled, just over 6 feet tall, and maybe 180 pounds, and wore a tailored
black suit.
Walking up Kaylee introduced herself, "Good evening Sir, I'm Kaylee.
It's a pleasure to make your acquaintance," she said with a broad smile
on her face.
I'm Taio Lin," Kaylee's date responded while grasping your hand and
lightly kissing it. "Please have a seat," he said, gesturing to the
other chair at the table.
"Thank you Mr. Lin," Kaylee responded, curtsying before she took her
seat, smoothing the skirt of her dress under her as she sat down.
"Please call me Taio," he responded as he took in Kaylee. Taio had a
strong interest in transgender women, especially American ones, and he
often traveled to the States on pleasure to indulge his fantasy. He
couldn't believe his good fortune, when Kaylee turned up on the list of
girls available to select from the Dollhouse. He had immediately
reserved an evening with her, before anyone else could get to her.
"Yes, umm Taio," Kaylee responded, seated neatly and demurely at the
table with her legs crossed at the knee, taking in his appearance. She
could tell he was a confident and successful man which was attractive in
any culture.
"Why don't we order some wine?" Taio asked.
"That sounds wonderful," Kaylee brightly smiled.
The two sat there drinking a couple of glasses of wine before Taio
ordered dinner for them. They had spent the time discussing Kaylee's
backstory, her reason for being in Bangkok, how beautiful Taio thought
she looked that night, and Taio's travels.
Kaylee was impressed with how well traveled Taio was and was slightly
jealous. He had his own yacht and use of a corporate jet, which meant
he traveled in comfort at all times, as opposed to Kaylee who had come
to Bangkok in the middle seat in coach. At all times she kept a warm
smile on her face, as she wanted to impress Taio and give him the date-
like experience he desired.
When eating dinner, Kaylee took small bites and only ate about 2/3rds of
the dinner, knowing it would be unladylike to eat the entire meal. She
could tell that Taio found her attractive and was happy to be seen in
public with her which made Kaylee feel valued, she had never had a fancy
date like this with a man before.
"Would you like to retire to my hotel room?" Taio asked at the end of
dinner.
"I would love to," Kaylee responded in a seductive manner that came easy
to her as she was attracted to the man she was escorting that evening.
She rode with Taio in the back of the town car that had picked her up
earlier that evening, pressed up against him, and with a seductive look
in her eyes. Kaylee could tell that Taio was excited about being with
her that evening.
Exiting the vehicle, Taio escorted Kaylee toward the elevator with his
hand on the small of her back. In the elevator, Kaylee noted that Taio
had hit the button for the top floor. Walking into it, Kaylee was
impressed with the room. To call it a room was an understatement as it
was a luxury apartment, decorated in style. Kaylee was in awe of it,
having never stayed at anything other than a one room hotel before.
Not wasting time, Taio escorted Kaylee to the bedroom. In the bedroom,
Taio gave Kaylee a tender kiss and eased her down on the bed. Kaylee
looked up at him seductively, eager for what was going to happen next.
Taking the initiative, she reached for Taio's belt, unbuckled it, and
slowly pulled it out, before unbuttoning his pants, which fell to the
floor. By this time, Taio had taken off his suit coat and dress shirt.
Kaylee knew what to do next, as she slid to the floor, pulled down
Taio's underpants and took his hard 7 inch member in her mouth. Looking
up at him, she sucked on his dick best she could. Due to her relative
lack of dating she was slightly inexperienced in this regard. From his
past experiences, Taio could tell that Kaylee didn't suck dick like a
typical escort, and her relative innocence in this was a turn on for
him, as he lightly stroked her hair as she continued sucking him off,
taking in as much of his dick in her mouth as she could.
Motioning toward the bed, Kaylee climbed further up on it, and laid at
the head of it, inviting him into the bed, with a warm smile on her
face. Taio eagerly complied and soon, he was undressing his treat for
the evening. He gasped in awe at seeing her large natural boobs. They
were exquisite, he thought, as he took Kaylee's nipple in her mouth and
started sucking on them, which elicited gasps of pleasure from Kaylee.
Turning Kaylee over, he moved behind her and pulled a bottle of
astroglide lube from his night stand and lubed up his condom covered
cock and Kaylee's eager hole judging from the way she was wiggling her
ass at him. Years of hormones had left Kaylee with a round full ass and
Taio loved the heart-shaped nature of it, as he fondled it, and gave
Kaylee a playful slap, which elicited a squeal from Kaylee who responded
by wiggling her ass at Taio..
Bringing his cock to her rosebud, Kaylee pushed back, helping him reach
his goal. She gasped as he entered her and started thrusting. Taio was
assertive, but not rough in his thrusts, taking control without being
rude. Kaylee's moans were real as she was more turned on at this moment
than she had been in years. She pushed back to meet his thrusts, loving
the feeling of his pelvis clap against her cute bottom.
Unfortunately for Kaylee, Taio was turned on by Kaylee's eager
participation in sex and came within 5 minutes of thrusting. Taio's
quick finish left Kaylee slightly sexually frustrated as her 4-inch
erect cock was denied a release that she had felt building within her.
Kaylee reminded herself it was Taio's pleasure that mattered, and Kaylee
was impressed with her ability to provide Taio a wonderful experience
After finishing, Taio and Kaylee went to bed, with Taio spooning
Kaylee's naked body and holding her with his arms. In the morning,
Kaylee orally serviced Taio as he woke up, which Taio immensely
appreciated. Taio gave Kaylee a large tip in an envelope when she left,
which she stuck in her purse, and Taio said he would be requesting her
services the next time he was in Bangkok next month.
Kaylee exited the hotel with a smile on her face and Taio's driver came
by shortly to drop her off at her hotel, where she laid down to rest.
Chapter 8
Over the next month Kaylee had a mix of days working at the club,
escorting clients and the occasional day off. She usually enjoyed
escorting clients the most as almost all of them were happy to have a
pretty date, she usually got dinner or did something else interesting,
and ended the evening with sex and a large tip for Kaylee.
Some of the clients liked being in control like Taio was and others were
more of a switch or bottom. Most of Kaylee's dating experience with men
had been as a strict bottom so it was a huge change of pace seeing men
submitting to her. She had to resort to using viagra pills to make sure
she gave them an enjoyable experience.
Her escort for this evening was an Australian man named Mick. He was
tall, strong, about 35, and had black hair that was neatly slicked back.
He had Kaylee meet him at a local watering hole versus the expensive
restaurants that were the norm from her other dates. Mick was a trust
fund baby who liked spending his parents money on fancy things.
Kaylee's profile on the Dollhouse website had caught his eye because she
was the only American girl on it and the comparatively high cost to
purchase an evening with her.
It wasn't his money, so he arranged for an evening with Kaylee. He
figured Kaylee would most likely be a stuck up bitch to be charging such
a high price and he could do her a favor and put her in her place.
Arriving at the bar, Kaylee was dressed in a one-shouldered red bodycon
dress that came down to about mid-thigh. She was wearing a satin red
strapless bra and thong panty set underneath, and 4-inch red strappy
heels. Her makeup was heavily done and cherry red lipstick adorned her
lips. As always she had a bright smile on her face, and kissed Mick on
the cheek when meeting him before ordering a draft of what he was
drinking.
Mick was throwing back beer after beer, while Kaylee quietly nursed a
couple of beers and nestled up to her date, and laughing at his tired
jokes. Finally, after Mick was good and drunk, he said it was time to
fuck. Blushing at the other patrons here Mick's pronouncement, Kaylee
escorted him down the street to his hotel and found the room to be nice,
but nowhere near as impressive as the room Taio had brought her back to.
Easing Mick down on the bed, she unbuckled his cargo shorts, pulling
them down revealing a rather large dick. After gasping at the size of
it, Kaylee grasped the base of it with her petite hand and parted her
cherry red lips and engulfed it in her mouth. Using the skills she had
honed over the prior 6 weeks she sucked and slurped on it to get it
erect. As he was drunk it took her best effort to get him fully hard.
Mick smiled as he looked down at his slutty date. He smirked at her
sucking dick like a typical street whore despite the high price of her
services. Mick figured she'd enjoy being fucked and controlled like a
street whore too. Roughly grabbing her hair, he started roughly forcing
her up and down on his cock, laughing as Kaylee helplessly gagged on it,
the wide open look in her eyes conveying a sense of surprise at the
rough treatment.
Kaylee had until now, been with men, who until now, were perfect
gentlemen, and she was shocked and more than a little scared by his
actions. She tried to pull off, but Mick was too strong, and kept
thrusting into her mouth. After a few minutes of Kaylee gagging on his
cock, Mick dragged her up on the bed and roughly removed Kaylee's dress
and outright tore her panties off.
In his rush, Mick hadn't removed Kaylee's strapless bra and her heels
were still strapped to her feet. At this point Kaylee was terrified,
and figured compliance was her best way out of this situation with her
ornery date.
"There's lube and a condom in my purse that we can use Mick," Kaylee
said sweetly as she could while rubbing her behind with her manicured
hand, desperately hoping to reason with the drunken asshole.
"I don't need those," Mick said, slurring his speech and positioning
himself behind Kaylee giving her a hard slap on her ass making her yelp
in pain.
Kaylee said a silent prayer for her safety and to be thankful that she
had already lubed her ass before going on the date. A few weeks earlier,
a fellow dancer had suggested she insert lube into her rectum before
dates in case the client disregarded the club's rules for behavior and
didn't use lube. Kaylee had dutifully done that before every date since
and was now thankful for that dancer's advice.
Mick, positioned right behind Kaylee, roughly forced his way in her
supple bottom, grasping her hair for leverage while smacking her ass
again. For Kaylee, this was anything but erotic, and she was inwardly
pissed off but held her emotions in check, except for the tears flowing
down her cheeks. A sense of survival had kicked in and she figured the
more compliant she was with Mick the quicker she could be done with him
and get out of his room.
Sure enough, the rough sex ended within 5 minutes with Mick roughly
emptying himself into Kaylee. Mick figured he had put the hooker in her
place, and passed out from the excessive alcohol consumption figuring he
could fuck her again when he woke up. Afterall, he had paid for her to
spend the night.
Kaylee wasn't staying for a second longer than was necessary for her to
put her dress back on and grab her torn panties for evidence, her purse,
and Mick's room key to make things easier for later. As she stood over
his naked, passed out body, she hocked up a huge load of spit in her
mouth and spat directly on his face. For good measure, she punched him,
but her relatively weak frame didn't cause any damage to his square jaw.
Scampering out of the hotel, Kaylee called Kasen on her cellphone,
explaining in tears what happened. Kasen was shocked by the client's
behavior and said someone would be over ASAP to pick her up. Not even
15 minutes later a bouncer named Ruang Sak, took one look at Kaylee's
smeared makeup from crying, torn panties in her hands, disheveled hair,
and shaking body, and instantly knew what had happened.
"Where is he?" Ruang Sak asked.
"Upstairs," Kaylee said. "He's in room 311 passed out. Here's his room
key," passing it to him as she retrieved it from her purse.
Ruang Sak was impressed at Kaylee's resourcefulness. He had other ways
of getting into the hotel room, but this would make things easier.
Instructing her to wait in the car, Ruang Sak made his way up to the
room. Quietly entering the room, he found Mick passed out just like
Kaylee had said. He even took note of the wad of spit squarely on his
face.
While Ruang Sak could take care of business while Mick was passed out,
he wanted things to be a little bit more fair. Filling the hotel room's
ice bucket with cold water from the sink, he dumped it onto Mick's face,
startling him awake.
Mick, struggling to gain his bearings, figured the little slut, had
pranked him for the rough sex he had treated her to. Gathering his
senses, he saw not Kaylee, but Ruang Sak standing a few feet away from
him. He correctly surmised that Kaylee had called for backup.
"So that little bitch called you because she couldn't handle the good
time I gave her?"
Ruang Sak just stood there with a stern look on his face, until Mick
rushed him intent on giving him the same treatment. Mick feared no man,
and his hubris was about to come back to haunt him. Mick's bull rush
was felled with a straight right cross from Ruang Sak that caught Mick
off guard and dropped him to the ground.
Startled, Mick was going to scramble up until he felt a hard kick from
Ruang Sak's steel toed boot in his stomach which knocked the wind out of
him. Successive kicks resulted in breaking ribs on each side of his
body and him coughing up blood. It had been forever since anyone had
dominated Mick in this manner, and he felt extremely small, vulnerable,
and terrified.
Looking down at the man coughing up blood, Ruang Sak figured he had made
his point. Grabbing Mick's jaw, and pointing Mick's face toward his he
said in a menacing tone, "Say you're sorry for how you treated Kaylee
and this will end."
Mick's eyes wide with fear and his body throbbing with pain, would have
agreed to whatever Ruang Sak had said. "I'm sorry for how I treated the
girl," he said as blood dripped down his chin. The apology lacked
sincerity but was deeply laced in primal fear.
Mick was lucky that he hadn't caused any permanent physical damage to
Kaylee or he would have ended up in the hospital with many other broken
bones. Instead he ended up with a sore jaw, broken ribs that would heal
on their own over time, but be sore for weeks, and a lesson in the
consequences for not treating women right. On the way out of the hotel
room, as Mick was still coughing up blood on the floor, Ruang Sak
reached in his wallet, removed the remaining bills from his wallet and
walked out with the door still wide open.
Returning to the car, Ruang Sak climbed in the driver's side, and
started the vehicle. He noted that Kaylee was shaking and hadn't
repaired her makeup. She still seemed to be in shock from what
happened.
"This is for you," Ruang Sak said, handing Kaylee the bills he had
retrieved from his wallet. "It took a little convincing, but he said he
was sorry for how he treated you."
Kaylee simply nodded as she took the bills from Ruang Sak and placed
them in her purse. The remnants of blood on his meaty hands indicated
the type of convincing that it had taken.
Dropping off Kaylee at her hotel, Ruang Sak said that she should get
some rest and that Kasen would be in touch tomorrow. Still silent,
Kaylee merely nodded and made her way up to her room. Sleep was
difficult as the events of the evening still troubled her.
The following day, Mick, in extreme pain from the beat down he had
received, boarded a plane back for Australia, and never returned to
Bangkok. It would be six long weeks of pain, difficulty in breathing,
and trying to move normally, until he returned to a sense of normalcy.
He told everyone he was jumped by several men, but deep down he knew it
was one man who did this to him, and even if he was drunk, he knew that
the man had shown him mercy. The memory of that evening haunted him for
the rest of his life.
Chapter 9
Two days later, Kaylee was in Kasen's office to discuss what had
happened. She was dressed in a tank top and jean shorts. She had
decided against wearing makeup for the meeting. And after what had
happened, she was unsure about continuing working at the club.
Kasen had anticipated this, and had a couple of options for Kaylee. She
could continue dancing in the club and only take dates with clients who
had already been vetted by the club. This alleviated some of Kaylee's
concerns, but she was unsure about her ability to provide a good service
to the clients when she was apprehensive about being mistreated.
There was another option. After Kaylee's second date with Taio he had
inquired with Kasen about what it would take to have her escort him for
the 6 week yacht cruise he had planned for his sabbatical from work.
"Do you remember the man named Taio Lin that you've escorted
previously?" asked Kasen. The bright look in Kaylee's eyes and the
smile on her face at the mere mention of his name, indicated that she
favorably remembered her time with him.
"Anyway," Kasen continued, "He's going on a yacht cruise in the upcoming
weeks, and he has specifically asked what it would take for you to be
his escort during it."
"That sounds wonderful," Kaylee responded, struggling to contain the
enthusiasm in her tone. Asking Kasen, "Would that be possible with the
arrangement we have here?"
Kasen was happy to see the warm smile return to Kaylee's usually bubbly
face. "Very much so," Kasen responded. "He would pay a very large fee
to the club in exchange for you escorting him during his trip."
Kaylee blushed at knowing someone would spend a lot of money to take her
on a long trip. "That sounds wonderful Sir. "When would I leave?"
"You would work here for another 10 days, only escorting clients you
have taken on before, and then have three days off to prepare for the
trip."
Kaylee nodded at the arrangement as it was agreeable to her. "I can be
back here tonight to work in the club Sir," she offered.
Mr Kasen agreed and excused Kaylee from the club to return tonight.
Returning to her hotel, she thought about all the time she would get to
spend with Taio on the yacht, the beaches they would visit, and the
exclusive restaurants she would visit with him. It was something out of
a fairytale she thought.
That afternoon, she went down to the beach and laid in the sand to get a
sneak peak of the upcoming trip with Taio. Kaylee couldn't wait for the
next 10 days of work to be over so she could once again see Taio.
Chapter 10
Kaylee had floated on air the last 10 days of working for the club. She
had spent seven days working in the club and three escorting clients
that she had previously been with. All of the men she escorted on dates
had been perfect gentlemen, which had put her at ease before they got to
the bedroom, and Kaylee did well pushing her recent experience out of
her head, and accommodating the men's fantasies.
By now she had earned a fair bit of money. While she couldn't open up a
Thai bank account, she had converted her tips into money orders and sent
them home via Western Union. Kaylee knew she would have to consult a
tax accountant to consider any tax implications of her earnings, but
that could wait until she returned to the States.
Kaylee had held a significant amount of money in reserve and used it to
go shopping in the days leading up to the trip with Taio. She purchased
a wardrobe sufficient to meet her needs for the cruise. This included
several bikinis and other casual clothes to wear around the yacht,
formal gowns, dresses, and heels to wear at any fancy restaurants, and a
smattering of everything in between.
She also splurged on some slightly more expensive cosmetics and hair
care products than what she typically used. She also had to purchase
two new suitcases to pack everything as the one suitcase she had packed
for her trip proved to be woefully insufficient to pack everything. She
hoped that Taio wouldn't be upset by the amount of luggage she had
packed for the trip.
On the night before the trip, Kaylee received a text from Taio saying
that his driver would pick her up at 10 am the following morning and he
would take care of packing her luggage in the car. Kaylee hoped that
Taio wasn't put off by the amount of luggage she packed.
Kaylee tossed and turned to try to fall asleep that evening but sleep
didn't come until well into the night.
Chapter 11
The morning of the trip, Taio's driver came to pick her up and carried
down her three suitcases full of luggage and put it in the back of the
car. Kaylee was dressed casually in a purple flowered sundress and low
wedge sandal heels. She had a broad smile on her face as Taio's driver
drove her to his yacht. Kaylee would be getting paid to spend time on a
vacation with a man whose company she greatly enjoyed. She couldn't
imagine anything better.
Upon boarding the boat, the ship's captain gave Kaylee a tour of it, as
he noted that Taio probably had to spend top dollar on this trollop. He
had seen Taio bring escorts on his yacht trips before and noted she was
among the prettiest and exuded a higher degree of class than most of the
others.
An hour later, Taio arrived shortly before the boat was scheduled to
depart. Kaylee had chosen to lay out in a pink string bikini as it was
a warm sunny day. Taio smiled seeing the curvy caucasian beauty that
would be his escort for the next several weeks. The small, but clearly
evident bulge in her small bottoms was a turn-on for Taio.
Deciding to join Kaylee he put on his swim trunks and joined her.
Kaylee's warm smile put him at ease. The two conversed as the yacht
made its way out to see. Before long, Taio had Kaylee topless and he
was making out with her as she straddled him in his chaise lounge.
The only thing that stopped Taio from fucking her right then and there
was the ship chef interrupting them saying dinner would be in a half-
hour. Kaylee's cheeks were beat red at being spotted while topless and
getting amorous with Taio by the ship's staff. Over the course of the
next several weeks, she would learn to be comfortable with the ship's
staff seeing her in many compromising positions with Taio.
Dinner that evening was a seafood feast of shrimp, sea bass, and clams
with vegetables and wild rice on the side. Kaylee was extremely
impressed by the spread and enjoyed an unladylike portion of it. She
silently scolded herself after the meal for pigging out on the food.
That evening, Taio escorted Kaylee to the yacht's stateroom. Kaylee was
impressed by the size of it as it was larger than any hotel room that
she had stayed in. She spent the evening vigorously satisfying Taio's
sexual desires like before. After several rounds Taio was drained,
spent, exhausted and passed out with a smile on his face from being
sexually satisfied.
Meanwhile Kaylee took the time to clean herself up. Taio and Kaylee had
chosen to forego condoms as he would be her only partner for the next
several weeks. Sex for the receiving partner was always a messy
experience and Kaylee wanted to clean up as well as remove her makeup
before going to bed. Looking in the mirror while washing her face,
Kaylee noted she still had a warm smile on her face as the day was
everything she hoped it would be and more.
Slipping into a virginal white baby doll nightgown and white bikini
panties, she joined Taio in bed snuggling up to him for the evening as
they fell asleep in each other's arms.
Chapter 12
The yacht trip continued for the next few weeks with Kaylee dutifully
playing the role of the happy, sexy, and flirty girlfriend with Taio.
It came easily to her as she clearly had feelings for him and had
forgotten, or at least pushed into the back of her mind, that she was
doing this for money, instead of pleasure.
Taio, while he enjoyed Kaylee's company, didn't have the same feelings
for Kaylee. While she was fun, sexy, witty, and willing, she wasn't what
he was looking for in a girlfriend or future wife. In reality, Taio had
no plans to settle down anytime soon, as taking a partner would mean
treating her as an equal versus simply paying a professional for her
time to get what he desired.
Even though he was a man, Taio wasn't stupid. He could plainly see that
Kaylee had fallen for him. Had he been more emotionally mature, he
would have sat Kaylee down to discuss this with her, knowing she was
inexperienced in the profession of escorting.
Instead, he chose to deal with it in a more direct, abrupt and harsh
manner, by inviting another woman into his bed. On their stop in Manila,
Taio had arranged for a transgender escort to meet him on the yacht, but
first he had a matter to attend to. Finding Kaylee sunning herself in a
bikini, like usual, he addressed the matter on his mind.
"Hi Kaylee," Taio started, "How are you doing tonight?"
"Wonderful!" Kaylee brightly responded. "The view is great and the
weather is even better."
"I'm glad you like it," Taio responded. "You've been a pleasure to have
on the cruise."
"It's been all my pleasure Sir," Kaylee beamed, as she truly had enjoyed
her time with Taio.
"I have a bit of an unusual request for tonight," Taio started. "I'm
entertaining a certain special visitor tonight. She'll be gone
tomorrow, but I'll need you to remain in the guest suite tonight and
give me and her our space."
Taio could clearly see Kaylee's face go from being bubbly and carefree
to hurt and crestfallen as he explained himself. For her part Kaylee
tried to hold back the tears that were already forming. She felt used,
discarded, and humiliated by Taio. At that moment, the fact that she
was his escort and not his girlfriend came flooding back to her in an
all too real fashion.
"Umm, sure Sir," Kaylee stammered. "Whatever you want."
With that she gathered her things, excused herself and ran off toward
the guest suite. Arriving there, she threw herself down on the bed,
still wearing her bikini and cried herself out for the next half hour.
After regaining her faculties, Kaylee realized she didn't want to spend
the rest of the night in her bathing suit and was about to use the
intercom system to call the ship's staff to bring her a fresh set of
clothes, but she noted that a travel bag was inside the door. Taio had
arranged for the staff to bring Kaylee a fresh change of clothes and her
toiletries to be considerate and give himself the necessary space he
needed for the evening.
Taio enjoyed the night under the stars with his date, a pretty Filipino
transgender woman, while Kaylee passed the time downstairs in the guest
suite reading the books in the nightstand. She went to bed early but
slept fitfully as the knowledge that she had completely misjudged her
relationship with Taio haunted her dreams.
Kaylee knew now that she had been naive to believe that Taio would see
past the way they had been introduced in life and would like her for who
she was. She resolved for the rest of the yacht trip, to be professional
but emotionally detached so as to not let her emotions get the better of
her again.
After the trip, she would have her affirmation surgery, start a new
life, and hopefully meet a man who liked her for her.
The next day, Kaylee emerged from her room after 9 am. She figured that
was enough time for Taio to hustle his company for the evening out of
his bedroom. She was right as she found him at the breakfast table
overlooking the water with a satiated look on his face.
Kaylee sat down with a smile on her face, a smile that was wide, but
devoid of any emotion behind it. Taio immediately picked up on the
change in Kaylee's demeanor, knowing his rather rude tactic had worked.
Over the final two weeks of the cruise, Kaylee dutifully served Taio as
specified, but without the bright, bubbly, and infectious personality
that had radiated through the yacht for the prior few weeks.
Taio had picked up on this, and as a result grew to miss Kaylee's
demeanor from earlier in the cruise. He wanted to blame her, but he
knew it was solely his doing. And in truth, she was now acting like an
escort, feigning interest in him, catering to his fantasies, and being a
willing participant in sex, but without any emotional attachment.
By the end of the cruise, both Kaylee and Taio were ready to go their
separate ways.
Chapter 13
Kaylee, happy the yacht trip was at its conclusion, took stock of the
trip. For the most part, the trip was enjoyable, and one of a lifetime
for her, but she was ready for a new experience. She had also had a new
outlook on men. One that she would retain with her for the rest of her
life.
Upon ending the cruise, Taio gave Kaylee an envelope with a bonus of
$25,000 American dollars for her good work escorting him during the
cruise. Kaylee should have been overjoyed at the bonus, but it made her
feel physically ill, more so than anything else about working at the
club or escorting had caused her to this point as the money was a
reminder of how a man she previously cared for viewed her. She briefly
thought about turning down the money, but decided against it as she
really could use the money, and it was funds she had earned, she
figured. Reluctantly, she kept the money and said a thank you to Taio.
A couple days after returning from the yacht trip, Kaylee underwent her
gender affirmation surgery. Everything went smoothly, however Kaylee
was in a lot of pain from the operation as was to be suspected. He was
kept heavily sedated at first.
She chose to pass the time, in part, by reading more stories on
Fictionmania, however this time she was drawn to the protagonists in the
story that had to overcome an arduous ordeal to achieve their desired
ending, as after her time in Bangkok, she could relate to the struggle
in working to achieve what she desired.
After Kaylee was released from the hospital, she chose to remain in
Bangkok until her tourist Visa was up. The money she had earned from the
club, escorting, and Taio had left her financially well off enough to
avoid a bit of an extended trip, and she wasn't sure when she'd be able
to travel like this again.
She spent most days sitting out at the local beach, eating at local hole
in the wall restaurants, and exploring town as she slowly regained her
strength after the operation. She even took a few tours of the
countryside in her last couple weeks of her visit as she was
sufficiently recovered to walk around the beautiful scenery.
Chapter 14
Kaylee had arranged to ship two of her suitcases via FedEx as she didn't
want to deal with them at the airport, and secondly it contained clothes
she was unlikely to need for a few weeks anyway. Arriving at the
airport that day, she wore a blue flowered sundress, blue bikini
panties, and flat strappy sandals. Once again, she had decided to
forego a bra. Her hair was pulled into a bun and a baby blue baseball
cap was pulled down over her eyes.
She was happy at finally being whole, but the experience in Thailand had
been both remarkable and eye-opening, in ways that were both good and
bad. She was tired, exhausted, and desperate to get home and see some
familiar faces.
Checking in at the gate, she passed through security and walked toward
the gate holding her carryon bag. Kaylee had splurged for a first class
ticket on the plane as traveling with Taio had spoiled her, and she
could really use the extra space the first class section afforded.
Boarding in the first group, Kaylee found her seat on the aisle and sat
with her legs crossed under her awaiting for the person in the seat next
to her to arrive. She was surprised they hadn't already arrived.
About 10 minutes before the gate closed, a large man came running
through the entryway, out of breath and took the seat next to Kaylee.
She pegged him as late 40s, in good shape, and well dressed in a blue
button down shirt and black dress slacks.
"Cutting in a little close are we?" teased Kaylee.
"Only a little bit," allowed the man. In truth, had his cab hit one
more red light on its way to the airport, he would have been waiting
until tomorrow for the next flight. "I'm Gregory," he said, offering
his hand to the young woman seated next to him.
Taking his hand and shaking it, "Kaylee," she responded. "I hope you
don't mind but I'm going to probably spend much of the flight sleeping.
My trip has left me exhausted."
"No worries," Gregory responded. "I'll probably be sleeping as well.
I'll do my best not to snore."
Kaylee had to laugh at that. It felt good to laugh, she thought.
Laughter hadn't come easily to her of late, which negatively impacted
her mood. She could trace the direct cause of it, back to the day when
Taio had brought another woman on his yacht.
The flight attendants' pre-flight instructions interrupted the
conversation of Gregory and Kaylee. After the plane hit cruising
altitude, the lights in the cabin turned off and most of the passengers
fell asleep.
The next morning Kaylee woke up later than most of the other passengers,
including Gregory, who was watching something on his iPad with
headphones in his ears. Feeling the need to use the restroom, she got
up, sat on the toilet and did her business. Looking in the mirror,
Kaylee felt that she looked good even sans makeup and splashed some
water on her face to refresh herself.
Returning to her seat, she pulled out her phone and used the
complimentary first class wifi to start searching for jobs back home.
She knew her former employers had long moved on from her, which was
understandable, but she needed to find another job soon to provide a
steady income.
Looking at her watch, there was another 6 hours in the flight. The
flight attendants were offering coffee and pastries to the first class
passengers. Kaylee rejoiced in getting coffee after having to sleep on
the plane.
"How'd you sleep?" asked Gregory. It was clear to Kaylee that from the
bags under his eyes that his sleep had been no better.
"It wasn't bad," she said smiling, while taking a sip of her coffee.
"I've woken up next to worse," she said with a wink," continuing the
escalation of sexual tension that had begun between them before takeoff.
Playing it cool, Gregory responded, "I'll take that as a compliment,"
noting that Kaylee looked good for having just woken up.
The two continued to make small talk for the rest of the flight
escalating the tension between them. For Kaylee, she needed to feel
wanted by any man after being discarded by Taio and spending much of her
Thailand selling her body for money. For Gregory, he was smitten with
the casual, yet seductive nature of the woman next to him.
By the time the plane landed, the two were ready to jump each other's
bones. Fortunately, Gregory had driven to the airport and his car was
in long-term parking. Forgetting about their luggage at baggage claim
for the moment, they took off toward his car as fast as they could
without drawing suspicion. Reaching it, Gregory pressed Kaylee up
against the car and started making out with her, who passionately
reciprocated back, pushing her small curvy frame into Gregory's larger
and surprisingly muscular body. .
As Kaylee had not experienced the touch of a man in a couple months, she
was horny and reciprocated positively to Gregory's advances, but
remembered the doctor's warning about sex for the first three months
post surgery. As Gregory opened the back door to his Lexus, she climbed
in and looked back at him and said, "Fuck me in my ass babe." Even anal
sex was slightly risky, albeit less so. Reaching in her purse, she
found a travel sized jar of vaseline for Gregory to use for lube.
Gregory, scooping out a dollop or vaseline, rubbed it on his dick, and
brought it to Kaylee's hole, sliding in easier than he thought. Quickly
he started pumping in and out of Kaylee who squirmed, writhed, and
screamed at his fucking.
Gregory should have noticed the residual scars from Kaylee's operation,
but he wasn't really paying that close of attention as he was too
excited about his first foray into anal sex. Pumping away, he noticed
Kaylee wiping tears away from her eyes as he continued pushing into her.
Pulling out, he asked, "Are you okay?"
"Yes!" Kaylee screamed. "Please continue. I need this." The
desperation in her tone was clearly evident to Gregory. For the life of
him, Gregory couldn't understand why a pretty young woman like Kaylee
would need angry, passionate sex in the backseat of a stranger's car,
but he didn't let it concern him, as he reentered Kaylee and started
thrusting in her, firmly grasping her ass cheeks for leverage.
Kaylee responded to Gregory's hard thrusts with squeals and pushed her
ass back to meet his thrusts the best she could given her limited
leverage from being prone on the backseat of the car.
For Kaylee, the sex wasn't especially enjoyable, but it was extremely
cathartic in nature. After several months of sexually servicing men for
money, it was a relief to have sex with a man just to have sex. The
tears streaming down her face were from achieving a sense of normalcy
again in her interactions with men.
Shortly after that she felt a familiar twitch from Gregory as he grunted
and emptied his balls into her eager ass. She cried out in relief and
curled up on the backseat, as Gregory pulled his wilting penis out of
her. Kaylee wanted to lay down for a long while, but she knew she had
to leave Gregory's car and go retrieve her luggage.
Getting up, she kissed Gregory goodbye and made her way off. Pulling
tissues out of her purse, she dabbed the tears off of her cheeks. The
encounter actually made her feel better. Arriving at the conveyor belt,
she retrieved her bag as it was only one of two left. She presumed the
other bag was Gregory's.
Kaylee was thankful that he had given her a head start on retrieving her
bag. The last thing she wanted was to make the long back back to
baggage claim next to a stranger she had just banged in the backseat of
his car. Kaylee headed out to the street and climbed in the first
available cab and enjoyed a quiet ride back to her apartment.
Walking into the apartment, Kaylee was thankful for having a trusted
friend arrange to have the place dusted once a month. She set her bags
aside and changed into a t-shirt and shorts and climbed into bed.
Comforted by the warm feeling of her own bed, Kaylee fell asleep and
didn't wake up for 12 hours.
Kaylee woke up the following morning well rested, with a fresh outlook
on the rest of her life, and a smile on her face. While her time in
Bangkok had left some emotional scars, she felt more mature and
independent from her experiences there, and had earned a small degree of
financial security from her trip as well as the affirmation surgery she
had desperately desired.
Opening up her phone, Kaylee started applying for administrative and
secretarial jobs. Kaylee figured she could get by only working one job
for the meantime and was relieved to not face the prospect of working 60
hour weeks again, or having to deal with the stress and hassles
associated with service industry jobs.
Kaylee noted that there were several good options and she would likely
have a pick of good jobs at a salary higher than the job she had left. A
nagging urge in her caused her to stop the job search. Her encounter
with Gregory yesterday had reignited her desire in men.
Closing the Indeed website on her phone, she logged back into the dating
app that catered to transgender women on her phone and started to scroll
through the available men, trying to decide which one or ones she would
match with.
She felt a familiar spark and warm smile return to herself as she
imagined potential futures with the attractive men on the dating site as
she scrolled through her available options on the app.
The End (for now)
I hope you enjoyed this tale! I appreciate any feedback you would like
to give. - Tiffany.