A hooker is willing to go the extra mile for a $1000 trick

Kasey Aarons was negotiating with Gary Peters. She had
some experience in this matter and guidance from some
friends, but she was not as experienced as this
businessman she was bargaining with.

Gary looked at the slender escort as they sat in the
coffee shop. She was very attractive, about 5’8″ with
long brown hair. She wore a low cut top which
highlighted her deep cleavage and large, rounded
breasts.

He could almost make out the outline of her nipples
through the thin material. Her face was pleasing to him.
Nice high cheekbones, good complexion, pouty lips and
big hazel eyes. She had a habit of licking her lips
frequently which indicated her level of nervousness and
inexperience in bargaining. She appeared to be about 25
years old, and healthy looking with a fullness about
her, but not at all fat. Her waist tapered down behind
the table where she sat across from him.

He was a little surprised that he had gotten the price
down to this level, and would be satisfied no matter
where it ended up. He knew she was young and not that
experienced and his confidence helped to press the
matter home.

“Okay, you are looking for $500 for the night and I
think that’s fair,” he whispered so as not to be
overheard in the shop. “But I would like to offer you
$1000 � and that’s from 7 PM to 7 AM on Friday. What do
you think?” He puffed out his chest.

Her chest momentarily heaved and her mouth dropped
slightly. Kasey recovered quickly and tried to appear
unflustered. Like it was the type of offer she was used
to receiving. But it was not. She started to talk, then
stopped, then started again. “Um…what do you expect
for $1000? I’m not going to let you do anything that
hurts or is painful…”

“Painful? No. But what I ask is that you do everything
that I ask of you. If it’s not dangerous or painful, you
have to do as I ask.”

“Do you expect me to have sex with you? Is that what you
are paying for?” she asked.

“Well of course I am,” Gary replied. “You don’t think
that I’m just paying for your company, do you? I want
you to accompany me to a social affair, then come back
to my place. And we will have sex, I can assure you.
Don’t act so innocent and tell me that for the $200 you
usually get for the night that you aren’t screwing and
blowing some guy… I’ll bet for that kind of money they
can even come all over your face and tits.”

Kasey opened her mouth to say something then thought
better of it. She stood up and said, “Well don’t be so
sure. Let me think about it and I’ll call you later. She
turned and walked out. Gary called after her, “Don’t
take too long � I’ll wait until 4 today, then I have
someone else lined up!”

He admired her ass in the tight jeans. She had the type
that moved nicely back and forth. He knew she would call
him.

Kasey couldn’t help but smile. This guy was smart, and
he was right. A $1000 was about 4 weeks pay for her. She
worked a day job since she finished college, but the pay
wasn’t good. She was desperate for money to help make
ends meet and so she joined an escort service that she
saw online. That was only 6 weeks ago. The lady who ran
it told her that she was only supposed to go places with
guys � or women, whoever hired her. She was not to pay
for anything, and was not expected to do anything extra,
although the woman said, smiling and winking, the real
pay is for the highest level of service.

Kasey understood that to mean she would be required to
fuck her employer. She was willing to when they told her
that they would double her nightly fee. So $100 became
$200, and $200 became $400. She was now asking between
$400 and $500 and this guy, Gary, had offered her double
that right off the bat. The best part was that the
escort service only knew about the original fee. Kasey
was required to split that with them.

Of course Kasey waited until 4:01PM before calling Gary.
She didn’t want to seem too anxious. His phone rang once
and then he answered it. “I knew it was you” he said
once she identified herself. “Be ready at 7PM. I’ll pick
you up in front of the coffee shop where we met today.
Wear a gown because this is a formal affair. Wear
something…sexy” he finished.

“I was already planning on it. Don’t worry, you won’t be
disappointed” she answered.

At 7PM sharp, Friday evening, Gary pulled the Caddy
rental car up to the curb where they were to meet. No
one was there. He didn’t think he’d been stood up, but
she was nowhere in sight. About 7:10, a cab pulled up in
front of his car and Kasey stepped out.

She wore a purple gown that hugged her magnificent body.
Her breasts looked huge as they somehow managed to stay
inside the gown. The slit down the front to her tight
belly was wide open revealing the fact that Kasey wore
no bra.

Just her youthful age and the individual cups of the bra
held her in place. It was a wonder that no nipple was
showing. She stood next to the cabby’s window looking at
Gary until he realized that she expected him to get out
of his car and pay the driver. He jumped out of his car
quickly and paid the driver.

“You were supposed to be here at 7,” Gary said after the
cab had pulled away.

“Well, I wasn’t,” she answered, “do you want me to
leave?” She knew the answer before she asked the
question.

“No, no, I wasn’t suggesting that. I just thought that
you understood the deal. You’ll do everything that I
say,” he said sternly.

“Well, you haven’t paid me yet. I want to make sure that
you understand the deal,” she shot back.

“C’mon, let’s get in the car and I’ll pay you. I don’t
want to do that on the street. I’ll give you half now
and the rest later.”

“No � all payment is up front,” she said. “I don’t want
to get ripped off”.

He was going to answer but then thought better of it. He
took $1000 out of his wallet and paid her. “Ok, great.
Now I’m yours, honey.” She ran her hand down his face.

Gary drove to the affair which happened to be a business
meeting of clients. It was at a large art gallery which
set the theme for the night. Everyone was in black tie
or gowns, he and Kasey fit right in. They walked through
the crowd, Kasey playing the part by walking close to
Gary, allowing him to put his arm around her as they
strolled.

It was hard to resist sliding his hand into her gown to
grab a breast, but he did. They stopped where 2 couples
were talking. “Hey Gary. Who is this with you?” one of
the men in the group asked. “Oh this is Kasey” he
answered smoothly. He introduced her around the group.
“So, where did the two of you meet?” one of the women in
the group asked her.

“Oh, we met at a coffee shop, believe it or not,” Kasey
answered smoothly. She was experienced at this banter
and found that the truth was usually the best policy �
to a point. The women in the group looked at her
jealously.

She was 15 years their junior and looked very good in
her gown. The men would steal glances at her and were
thinking how Gary was now, a pretty cool guy. They had
no idea of the paid relationship. Gary was impressed at
how well Kasey handled his coworkers and clients at the
affair. At about 9:30, Gary said it was time to go. He
had made a great impression with Kasey on his arm, and
that alone was worth the money he paid her.

The valet brought his car around front and he and Kasey
got in. “You did great tonight, thank you,” he said to
her.

“Well, that’s my job,” she responded. “It didn’t come
cheap.”

“That would be true if it were the end of the night. But
the night is just beginning for us. I am looking forward
to getting back to my place and fucking you good. You
are so hot looking” Gary said plainly. After all, he had
paid for the night.

Usually, Kasey would start bargaining at this point, but
the details of the deal had been clear up front. She
just hoped that he would continue his generosity towards
her and double her fee. She turned to him and smiled
sweetly, remembering that a smile was more likely to get
her paid than a negative comment. And, after all, she
knew what she was being paid for. Gary was actually
nicer than other guys she had provided escort service
to.

They arrived at the entrance to an underground garage
next to a high-rise apartment building and Gary pulled
into it. He parked the car and they walked to the
elevator which they took to the 9th floor. This was the
top level of the building it seemed. They walked out
into the corridor and down the hallway to 9F. Gary
unlocked the door and they walked inside.

His place was furnished very tastefully, a professional
decorator’s hand was evident. The front door had opened
up into the living room, and two steps led down to a
short walkway headed into the kitchen. As they entered,
a large Rocky entered the room. He was beige to brown
haired and well behaved. He didn’t bark or run or jump
at them. He simply walked up to Gary and sat in front of
him.

“Kasey � Thumper, Thumper � Kasey,” he said by way of
introductions. The Rocky sniffed a bit at Kasey but showed
no other interest.

“Nice Rocky,” Kasey said, gently scratching his head. He
was a handsome, muscular Rocky, with a shiny coat, and as
he walked away from her, she noticed he was not neutered
� he had large set of balls in a tight sac between his
hind legs.

They moved inside to the living room and Gary pointed to
the couch. “Have a seat,” he offered, motioning that she
sit down. “What can I get you to drink?” he asked.

“Vodka martini,” she answered.

He walked over to the bar and made her a drink and
poured himself a bourbon. He clinked to ice cubes into
his glass. He sat on the couch but not right next to
her, handing her the martini. They both sipped their
drinks. “I’m the kind of guy that loves to know the
details and always learn more about pleasing women,”
Gary started. “When you have sex, how do you like it �
hard and fast, or slow?”

“Whatever you like,” Kasey said. “I’m yours tonight.”

“I know that, but I want to know your preference. Also
do you think a longer cock is more important or a fatter
cock for your pleasure.”

“I like it any way,” Kasey answered noncommittally. “So
anything you have, anything you do is fine with me. If
you like to cum in my mouth or on my face, I get off on
it just the same.”

“Well I can see that you’re easily pleased,” Gary said.
“I am just trying to become a better lover.”

“Ok, if you really want to know my preference, I like
hard, fast fucking with long, fat cocks,” Kasey told him
bluntly.

“Well thank you, that helps,” Gary ended the
conversation.

“I have been wrestling with the choices in my head,” he
continued. “So I think I’d like to go with having you
remove your top.” Gary motioned to Kasey that she should
pull down her top and expose (what he knew would be)
lovely tits.

“You don’t want to help me?” she inquired. “No, just
want to look for now,” he answered. He stood up watching
her and sat in the chair across from her. Kasey pulled
off the cups covering her breasts and lowered them. Her
breasts did not disappoint.

Gary was treated to large areolas that were placed right
where they should be. When erect, her nipples would
point straight ahead and slightly upward. Her breasts
were large and round, yet somehow defied gravity. He
could sense their soft, firm feel which he would have.
He wanted to take this slowly and enjoy it.

“You like my tits?” She asked. “Some guys think that
they’re my best features.” She lay back seductively in
the couch while sipping her drink.

“I think they’re great,” Gary replied. “I want to take
my time and enjoy them.”

Kasey waited a bit and then started gently rubbing them
with one hand while sipping on the drink with the other.
Her hand squeezed and kneaded the soft flesh, forcing
Gary to keep his seat. Kasey used her finger to
seductively traces around her nipples one at a time.
Then she pinched them until they were both erect as Gary
had pictured. Her nipples were in fact fatter and
plumper than he had imagined. Finally, not being able to
stand it any longer, Gary stood up and grabbed her by
the hand.

She put her martini glass down on the side table.
Pulling her upright out of the couch, he reached behind
her and pulled down the zipper holding up the gown while
pressing his body against her great tits. He squeezed
them tightly against his body, the nipples pressing into
his hard chest like two erasers. He wanted to grab them
to feel them against his hands, but did not.

Once he had unzipped the gown, he stepped back letting
it fall to the floor. He grabbed her hand, leading her
out of the living room. They entered a room which was
half office and half gym. Clad only in her panties,
Kasey was led to sit down on a wide, padded bench. It
was a weight bench that Gary used to work out.

“Lay down,” he half asked, and half told her. She did
and he walked around her, admiring her thin waist, tight
abs and the curve of her back while she placed her legs
on the floor. Kasey didn’t know how Gary was going to do
it. Was he going to rip off her panties and fuck her on
the bench? Was he going to go around to her head and
force his cock down her throat?

Gary continued to circle her, her tits defying gravity
as they sat on her chest, nipples erect. Gary took off
his shirt and Kasey saw that he had a nice hard chest.
This wouldn’t be too bad she thought. She had to
remember to insist he put on a condom.

“So how will you take me? Just make sure you put on
protection first,” she finished thoughtfully. Gary
didn’t answer her. From a nearby table he picked up a
long scarf. It was nylon or something, shear, black but
long. He told her, “Scoot your ass to the end of the
bench.” Kasey complied and Gary wrapped the scarf around
her lower abs then under the bench, wrapping her several
times. She was in effect tied to the bench although she
could easily unwrap the scarf.

“Close your eyes,” Gary commanded as he picked up a
second scarf of the same material, although this one was
shorter. He blindfolded her then stepped away. “How do
you feel? Do you trust me?” he asked.

The combination of the silky scarves and the blindfold
were exciting she had to admit. She felt another scarf
being wrapped around her neck and started to panic. But
it wasn’t tight, just restrictive. She couldn’t lift her
head off of the bench. “Now I’m going to handcuff you to
the bench. I don’t want you to panic but it one of the
reasons that I doubled your fee for the night.”

“Thanks for telling me. Ok, go ahead.”

Gary took a pair of handcuffs with a long chain between
them and cuffed her left wrist, bringing the other cuff
through the leg of the bench underneath her ass and
brought it back up to cuff her right wrist. The length
of the chain forced Kasey to extend her arms downward,
towards her feet. But it was not painful. Now her ass
was on the end of the bench and since she was tied to
the bench she had to raise her legs to avoid her back
from stretching in the wrong direction and aching. Gary
observed his work.

Kasey was secured on her back to the bench with her ass
at the very end and legs held in the air to ease the
strain on her back. To finish his work, he not stripped
off her panties. He had been waiting to see her pussy
and ass and was not disappointed. Her pussy was closely
shaved and smooth with a triangle of hair at the top.
Her lips looked soft and pouty. Below that, her ass was
rounded and she had a small, puckered asshole.

“How do you feel?” he asked her.

“Ready for your cock. Make sure to put on a condom,” she
answered.

“If I fuck your pussy or ass I will,” he assured her.

“Oh then you’re not ready yet? Because if you leave me
like this my legs will get tired.”

“I’ll make sure you’re ok,” he told her.

Sticking his head out of the room, Gary looked down the
hallway and saw Thumper. He motioned to his well trained
Rocky to come into the room. The Rocky walked in and sniffed
the air. Smelling female sex, a level of excitement
crept up on him and the pink tip of his cock peeked out.

“Hey, what’s going on?” Kasey asked. “I don’t hear
anything.” The blindfold gave her reason to become a
little more than curious. A bit of anxiety crossed her
face, evident in her voice.

“Don’t worry, just getting ready,” Gary replied. He
opened a box on his desk and pulled out a large feather.
“First, let’s see how you like this,” he said.

He ran the tip of the feather around her pubic triangle
then down her slit and then up her body across her taut
belly and between her tits. He continued by running it
around her beautiful tits and then circled the left
areola finally zeroing in on the nipple. He repeated
this on the right side. Goosebumps rose on Kasey’s body
and her nipples fattened and firmed up.

“Oooh � that’s giving me goosebumps,” she said in a
purring tone.

He continued to use the feather, now running it back
down her body and concentrated it on her inner thighs
and pussy. Kasey moaned with anticipation and squirmed
against her bonds.

She parted her legs slightly to allow the feather to
touch her where she really wanted to be touched. Still
squirming, she said, “Ohhh, ummm, you’re making me
horny.”

Her pussy lips were puffing up and relaxing. “Ooohh, I
need your cock down there to scratch my itch,” she
pleaded, wanting to get on with this so he could cum and
she could leave.

“Soon,” Gary said. Looking at the Rocky, he simply said,
“Lick,” in a commandING voice. “Wha…?” Kasey asked,
but the Rocky darted over to her and stuck his warm, wet
tongue on her pussy and started to lick. Kasey responded
by squirming on the tongue. It took a few seconds for
her to realize that it wasn’t Gary’s tongue on her.

“Who is that? What’s going on?” she asked, startled.

“Don’t worry honey, we’re just getting you warmed up,”
Gary said.

“We? Who’s ‘we’?”

“Why Thumper and me of course. Don’t you like his
tongue? You seem to. Don’t worry, he’s experienced and
won’t hurt you,” Gary answered.

“You’re letting your Rocky lick me? Kasey asked, startled
with a hint of distaste in her voice.

“That’s why you make the big bucks,” Gary answered. “And
it looks like you’re enjoying it.”

It was true. Kasey was squirming and the Rocky’s tongue
had gotten her wet. It was sliding now between her puffy
pussy lips as the Rocky knew he would soon taste her
nectar. “Ass,” Gary commanded and the Rocky’s tongue
slipped a little lower to her asshole.

“Aaahh,” Kasey said softly and spread her legs slightly
to give the Rocky better access. He pushed his tongue into
the tight ring of muscle and tasted her the way a Rocky
does so he would know her scent. “Ooooh,” Kasey
squealed, rocking back and forth to the best of her
ability on the tongue. It WAS good. And the tongue
probed deeper into her, she could feel the heat several
inches inside. She spread her legs a little wider still.

By :Skylara

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