Naturally, this meant her relationship with Sean suffered and they became more distant. So it was easy for Kate to tell Sean that over the weekend she was going to Dublin to see a girlfriend.
That was mostly true if Bonnie could be called a ‘girlfriend’. Bonnie had emailed her a message that invited Kate to join her for the weekend, saying she thought Kate would very much enjoy meeting her friends. Kate understood that meant having sex and she was comfortable with it. So, it was easy to accept.
Just before noon on Saturday, Kate pulled up to the apartment address Bonnie had given her. It was more upscale than Kate had expected. The building was in a very nice neighborhood and a valet even parked her Ford Focus. Bonnie lived on the second floor so Kate decided to avoid the elevator and just walk up to apartment 256.
Bonnie greeted Kate with a hug and a kiss but not the kind of smothering kiss they exchanged the first time they met.
“Kate, I’m thrilled that you could join me for the weekend. How was the drive?”
“Okay, but I hate the Dublin traffic. I’m really glad you live just outside the city, otherwise I would have gone mad getting here.”
Bonnie smiled and said, “When you live here long enough, you get used to it. Let’s go to lunch and we’ll talk.”
“Sounds good,” Kate replied.
Down the street from the apartment was a small cafe where the girls ordered salads with their wine.
Kate started the conversation with, “Bonnie, this is such a nice neighborhood. How did you find it?”
“Oh, a friend of mine had the apartment before me. When she relocated, I got lucky and moved in.”
Kate was really curious and blurted out, “You must have a great job!”
“Yes I do. It’s very lucrative. Didn’t Rob tell you?”
“Tell me what?”
“Well, Kate, I am an escort traveling throughout the world with wealthy clients. Does that surprise you?”
Kate caught her breath then stammered, “Really? I guess it isn’t a total surprise. It’s just that I’ve never met a prostitute.”
“Oh wait, Kate. I don’t stand on street corners looking for johns and don’t work in a brothel. This is all about companionship for the rich and famous.”
“But you have sex with them, right?”
“Of course, but that’s only part of the job. I dress well and attend many functions in order to make my client look good. I’m sort of eye candy for them.”
Kate asked, “How do you find them?”
“Oh, they find me. We have a very effective network.”
“So you had a client the other night at Seven Oaks?” Kate asked.
“No Kate. That night was a favor to Rob. We’ve been great friends for years. He got me started in the escort service.
I started as a model in the adult film industry at nineteen. Rob was one of the actors but when I reached middle age, there weren’t many roles for me. So Rob suggested I become an escort. It has really worked out well.”
That really shocked Kate. “What? He’s your pimp?”
“No. We don’t have pimps but he is part of the network helping us connect with clients.”
“So I was a ‘client’?”
“Not really. Rob said you are the most ravishing sexy girl that he had met in a long time. He could see how much you loved sex and thought it would be nice if we met.”
“You mean to have a threesome.”
“Yes and more. We think you would be hugely popular and successful in this business. After all, you are not opposed to taking money for your services. Rob told me you received gifts at Davin’s and of course our gift the other night.”
“What do you know about the night at Davin’s”
“Only that you were the girl of attention at his gangbang party.”
“Okay, but that wasn’t why I agreed to hookup with Davin. I wanted to see him again after we met at another party.”
“You mean at Brian’s orgy where you were very happy to fuck a couple of guys.”
“Shit, news really gets around,” Kate replied angrily.
“Look, I’m not here to upset or judge you, Kate. You do what you want in life and being an escort is purely your decision. Most of it is the upside with little downside. You can see the upside with me.”
“What’s the downside?”
“Mostly long hours and too much travel. Most clients fly me first class but the flights can be long and security has gotten really a pain. One time they checked my carry-on and pulled out my vibrator. The lad asked what it was. That was really annoying. Now I put it in my checked baggage if I have one.”
At that, Kate ordered another glass of Chablis, then said, “I have to admit, Bonnie, it all sounds very of exciting.”
“Yes, most of the time it is.”
“Tell me about some of the clients you have met.”
“Kate, one of the first rules is never to reveal names but I can tell you I’ve been with both men and women in government and some very well known athletes. Many clients are CEO’s, but they are only people that can afford me and are of all different ages.”
“How much do they pay?” Kate inquired.
“Lots. Would you like to give it a try?”
“When?” Kate said almost eagerly.
“Tonight. We have a wealthy client who wants a ‘date’ for the evening.”
Kate responded with, “Wouldn’t that be you?”
“No. He is rather choosy about age and prefers a younger woman like you. You will go together for dinner and a play so you need to dress elegantly,” Bonnie advised.
“I didn’t bring any elegant clothes.”
“We’ll go shopping this afternoon and pick out something really nice. I know just the shop for this. It’s a bit pricy, but you can pay me back later. Sound good to you?”
“I don’t know. I am not that kind of girl.”
Bonnie responded, “We are all that kind of girl. We could be an escort, mistress or the most expensive of all, a wife, but we are all that kind of girl.”
“All right, maybe just this time once to see how it goes. Between you and me, I really got horny thinking that you and I would be together tonight. So, this might work out okay instead.”
“Fine. I’ll make a call, then we’ll go shopping.”
Bonnie left the table to move to a quieter place in the cafe and made a call on her mobile. It was a short conversation and when Bonnie returned she said, “Great. It’s all set. A limo will pick you up here at 6:30. He knows you as Jessie.”
“Why Jessie?” Kate asked.
“We never use our real name.”
And off they went to the mall.
It was a dark and gloomy night, but that only added to Kate’s excitement. Bonnie lent Kate a strand of white pearls and earrings that made for an elegant contrast to the black sophisticated evening gown they had bought that afternoon. Of course the dress displayed ample cleavage and was slit up the thigh, but without Kate looking like a slut. Bonnie made sure the dress was easy to remove which was a little clue that Kate would not have thought about for herself.
Under the dress, Kate wore a tiny thong and a shelf bra for a little support. She looked stunning and had never looked so beautiful in her entire life. She felt like a queen. Exactly at 6:30, the limo driver escorted ‘Jessie’ to a waiting stretch limo. Kate thought, “So this was one of the perks Bonnie talked about.”
In the back seat sat an Oriental man dressed in a tux and wearing a mustache. He was about sixty but didn’t appear to be overly old. Kate had never fucked a man old enough to be her father and she was anxious to see what it was like.
He introduced himself as Mr. Lin. He already knew her name, that is, he called her Jessie.
The staff at the restaurant knew him and immediately gave him a prime table located where they wouldn’t be easily seen. Their conversation was polite and not too personal. She told him that she was a nurse. He said he was a CIO at a Fortune 500 company but didn’t name it. ‘Jessie’, a.k.a as Kate, was embarrassed to ask what he meant by a CIO. Without being condescending, Mr. Lin simply said, “Chief Investment Officer.”
Kate was unsure what to order so Mr. Lin ordered for her. Things moved along smoothly but she was surprised that the topic of sex never entered their conversation. It seem all so platonic.
After dinner, they were driven to the theater. The performance wasn’t a play but a musical ironically called, “Kiss Me Kate.” Mr. Lin explained that it was a retelling of Shakespeare’s play, “The Taming of the Shrew.” ‘Jessie’ didn’t much like musicals but found this one amusing so it kept her attention.
The only attention she received from Mr.
Following the play, Mr. Lin was greeted by people that knew him. She was always introduced as Jessie, but nothing more, not as a friend or secretary or niece. Jessie said little and mostly listened.
In the limo, Mr. Lin said they were going to his penthouse if it was alright with her. She said that would be fine and was anxious to see it.
The limo pulled up to an apartment twenty minutes later. The CIO and his escort took the elevator to the top floor. Once inside, Jessie was astonished at the lavishness of the place.
There was a full living room, dining room, two bedrooms, an office and three baths. Each bedroom had a bathroom and one of the bedrooms was conveniently located just off the living room.
Mr. Lin said, “Do you want a drink before we go out?”
“Go out?” Jessie asked.
“Yes. I want you to be my whore tonight.”
“How do you mean?” Jessie inquired.
“I have a costume for you to wear and you are to solicit a john and bring him back here. You will be driven to a red light district. You are to charge one hundred euro, no more and no less. This is a test to see if you are as desirable as I think you might be.”
Secretly, ‘Jessie’ always imagined being a whore so she said, “Okay, but where is the costume?”
“It’s on the bed in the guest bedroom. It’s getting late so please do this quickly.”
The costume was so slutty she couldn’t imagine wearing it. Eventually she changed clothes and came out to the living room for inspection.
“Oh Jessie, it fits you perfectly but there is one more thing. You need to put on more makeup. You want to overdo it and look like a real whore. And be sure to use the cheap cologne.”
It only took a few minutes to slap on more lipstick, blusher, and mascara. The cologne was awful but it matched her outfit and makeup. Jessie felt like she was wearing a Halloween costume.
Mr. Lin stayed in the penthouse as the driver took her to an area where there were a half dozen prostitutes already soliciting. She worried that maybe she would get arrested but that idea only made this mission more exciting. She enjoyed playing out her fantasy.
Jessie joined the other women wearing short mini-skirts and stiletto heals and at first just watched how they worked. Eventually she saw a scruffy looking man in his fifties and propositioned him. Jessie got into the role and said, “Honey, I’m just a working girl looking for some fun. Do you want some fun tonight?”
He said with a cigarette dangling out of his mouth, “Sure. How much?”
“A hundred euros and you will get your money’s worth, guaranteed.”
“I’ll give you fifty and no more.”
“Sorry pal. It’s a hundred,” and he walked away.
It took some time but a younger man with a scar on his jaw decided a hundred euros was fair and they drove away in his car.
“Where to, slut?”
Jessie gave him the address. She told him to drop her off and park his car in the lot two blocks away, then meet her in the lobby.
It was obvious that he was nervous when the two of them entered the elevator of the upscale hotel.
“This isn’t right,” the man said. “This is really weird.”
Jessie replied, “It’s how it is. That’s why it’s costing you a hundred, not the fifty the other girls are getting. Just show me the money.”
He struggled to pull from is pocket a wad of cash and it was obvious that there was enough to cover her fee.
“By the way,” Jessie said, “What’s your name. I’m Jessie.”
“Bill.”
“Okay, Bill. Let’s go have some fun.” When the apartment door opened, they came face to with Mr. Lin.
“Hello Jessie. Who’s your friend?”
“This is Bill.”
“Does he have the hundred?”
“I think so,” Jessie answered.
“Okay Bill, give me the money,” Mr. Lin said in a very authoritarian way. “Jessie will get her share later. By the way, Bill, you can do whatever you want with Jessie but you must be out of here in two hours. Don’t be late. She is mine after you leave and I am not a patient man.”
“Okay sir,” Bill said and Jessie led him into the bedroom without closing the door.
Bill lowered his pants and pushed Jessie to her knees. He pulled her head toward his semi-flaccid cock letting Jessie know exactly what he wanted first. It must have been midnight by that time.
Bill did not have a long cock but a very thick one that stretched Jessie’s mouth when he became fully hard. Bill kept saying, “Suck me whore. Suck me harder, harder.” Jessie did as she was told.
He had an odd and unpleasant odor as if he hadn’t washed for some time but the smell was strangely erotic. Within minutes he ejaculated a strong load into Jessie’s hot wet mouth yelling, “Swallow it bitch. Swallow it.”
Jessie gulped it down as if she was guzzling a pint of Guinness.
“Now strip, tramp. Take off those ugly clothes. I only have a little time here.”
While removing almost every detail of her clothes, she saw Mr. Lin in the doorway. He asked rhetorically, “Can I come in?” He didn’t wait for an answer but sat on the plush recliner in the corner.
Jessie was now nude except for her pearls and heals and sat on the bed where Bill was already naked. Although his cock was limp, he didn’t waste time playing with Jessie.
He pulled her next to him sucking her nipples and when he was satisfied that they were hard enough, Bill’s mouth was between her legs. When Bill was at work on her pussy, she glanced over to see Mr. Lin. He was still in his tux, but with his pants down to his knees giving himself a hand job as he watched the beautiful whore on the bed with a stranger sucking her clit. She assumed Mr. Lin would soon be joining them. He didn’t. He seemed to be happy just watching and stroking himself.
Jessie began her first orgasm while Bill’s tongue played with her clit and he finger fucked her dripping pussy. Bill’s dick hardened and she knew that it wouldn’t be long before he was ready for a second round. She didn’t have to wait long. Bill pounced between her out stretched legs and pounded his meat inside her fuck hole with furious jack hammer strokes. It was his incredible animal sounds that Jessie found so very erotic although she had never heard such vocalizing from a human. His grunts were more like from a hyena, definitely not human.
Although Bill wasn’t particularly big lengthwise, he made up for it with his girth and enthusiasm. His energy gave her the satisfaction she fantasized about when having sex. This was the fuck she had always dreamed about with her boyfriend, Sean, but not from a stranger she picked up off the street.
Her multiple orgasms made her forget she was fucking a complete stranger. Jessie also had forgotten she was playing the role of a whore. It was if she was the center of attraction in an erotic dream or maybe even a movie star in a XXX movie.
Bill came at last with a flurry of strokes and filled her gaping sex hole with several shots of warm gooey cum. He seemed exhausted and began to doze off, so Jessie was sure that they were finished for the night.
Not so. With only twenty minutes remaining in Mr. Lin’s curfew, Bill rolled Jessie over and said, “Time for anal, hooker. Where’s the lube?”
“I don’t have any,” Jessie tried to explain.
“Then I’ll have to go in dry.”
Mr. Lin spoke up and said, “Check the bedside table.”
In the drawer was a tube of jell that her john liberally applied to Jessie’s ass, in her butt hole and on his dick. He wasn’t gentle when he plowed into her backside. Again with rapid strokes Bill continued to plow into her. Just as he was ready to cum, he yelled, “Come here bitch, take it on your face.”
She accommodated him by turning her face inches from his pee hole and was given a full facial with jets of fresh cum even though he had already ejaculated twice.
Mr. Lin told Bill rather forcefully, Time’s up. You’ve had your fun. Now get out.”
Bill scrambled to put on his clothes and leave. Jessie ran to the bathroom to clean up.
“You were wonderful Jessie,” Mr. Lin said.
She answered by saying, “So I only get a hundred euros for all of this work.”
“No, you will get the normal gratuity. James will drive you back home.”
“What? You didn’t want to fuck me?”
“Well, yes, but not tonight. Maybe we will meet again. Here’s your gift,” and he handed her an envelope.
Jessie smiled and said, “You’ll need to take those pants to the cleaners, Mr. Lin. That cum of yours is going to be hard clean.”
She left the penthouse giving him an air kiss.
Kate was back at Bonnie’s place by three in the morning. Bonnie was curious about the evening but Kate was tired and said she would tell her all about it in the morning.
—— to be continued
