"Peter, come on Peter. I just don't have time for another fund-raiser. I have work to do this week."
"Alicia, this one is important. He can contribute big bucks to my campaign and, besides, I think you'll really like him. He's not one of those stuffy old money millionaires."
"OK, when and where?" she said, resigned to the duties of a candidate's wife.
"Thursday night, cocktails at six, dinner afterwards. Dress to impress."
"Yeah, gotta go. I have a meeting in 10 and people are already waiting."
Peter hung up and smiled. The host was a business acquaintance, a guy named Jack who owned several businesses, some legitimate and some on the shady side. He was a dog and his wife, Alicia, was his type; tall, regal, svelte. Her presence would bring him sniffing around and almost assure a very large check at the end of the fund-raiser.
Peter had met Jack through one of his businesses, a very high class and very private club. Members only, expensive with a non-stop party on the main floor of a very elegant old country estate plus a variety of very discrete play rooms upstairs. Couples were admitted with a handshake, women by themselves were given $1250 table stakes for the roulette table, single men paid $1250 for the evening.
The house rules for members were never written but fully understood. The main floor was elegance, rooms that would befit some of the finer places in Monte Carlo. Upstairs was another story. Whatever your personal kink was, you could satisfy it somewhere. Sex in private with your mate or someone you just met? Gang bangs? BDSM? Exhibitionism? It was all there. A lounge with a flat screen TV allowed 'spectators' to watch all the action. Private lounges gave a couple or a threesome or foursome viewing privileges, too, by invitation only.
Peter was a member who attended regularly, two or three times a month, paying $1250 per visit. It was an expense that he was finding harder and harder to disguise. Asking his wife to join was out of the question and sure to begin a career killing divorce.
He picked up the phone and called Jack. "We'll be there," he said, "but the upstairs will be closed?'
"A few members will be in attendance but there will be nothing going on that wouldn't be proper at church," he assured him. "Most of the people will be the heavy hitters, big donors. Alicia will be with you?"
"Yes." Peter hung up.
Jack walked over to his penthouse window and watched the evening traffic build on Lake Shore Drive. A sly smile crossed his face as he imagined Alicia on his office couch with her legs spread wide and her panties hanging on an ankle. In his imagination, she was wearing a short, basic black dress rucked up to her waist and black spike heels. She was chewing on her pearl necklace as she watched him undress, waiting anxiously for him to fuck her.
He found her mouth irresistibly erotic and he stood there for a moment, trying to decide to give her another pearl necklace or just avail himself of the sweetest looking pussy he had ever seen. "Throating" her would be almost as pleasurable as....
A knock at the door interrupted his fantasy.
"Come," he said, smiling at the several meanings of the word.
His secretary entered. Christa was an older woman in her late thirties, she had spent almost 20 years doing very expensive outcalls for one of his businesses. She was very meticulous and knew all his businesses well. In fact, she would still occasionally do a weekend as a favor to some of her most trusted clients, those that preferred a tryst with a more 'mature' woman.
"Here's the catering order for your party."
"Thanks,' He scanned it quickly, making sure everything was top of the line.
He circled the bar order. "Make sure the caterer understands that the liquor is top shelf only. I'll be pissed if I see anything that retails for less than $80 a bottle."
"Yes, sir. Do I get to keep everything that's not empty?"
She turned and walked out of his office, making sure that he got a long, lingering look at her ass. It was an ass that was as good as they get, a backside still perfectly shaped, that had earned her hundreds of thousands of dollars since he had seduced her shortly after she turned 18 and, within weeks, turned her into one of Chicago's highest priced whores.
Jack was now 50, still trim and fit with that greying-at-the-temple hair that made him look like a distinguished business man or a model for very expensive clothing. Smooth and polished, he was proud of the fact that he had personally broken in every one of his female employees, a few straight out of high school but most were co-eds from Northwestern or UI-C.
Christa's Story
In most cases, the seduction was easy. He would find them working in places like the cosmetic counters at large department stores or hanging out in coffee shops near a college campus. After some small talk gauged to learn their interests and gain their trust, he would invite them to a social event, leaving his card, "Jack Dunby, Chief Executive Officer, Dunby Enterprises, LLC."
It was only on the second or third meeting that he made his move, usually in his office or his penthouse. Christa was one of his first 'recruits.' Not quite a year out of high school, she was working as a cosmetics technician at Saks, trying to decide if she wanted to go to college. He had invited her to a small party and watched as she seemed to mix in well with his guests. She was amazingly mature and composed for an 18-year old, he thought. At the end of the evening, he noticed that she had too much to drink and sent her home in a cab.
A week later, he met her for coffee, 'just to make sure she was OK.' During the conversation he mentioned that one of his businesses was an escort service, something that seemed to alarm and excite her at the same time.
"I don't see how a woman could sell herself like that," she said.
"That's not part of the deal. The ladies I employ are there for an evening of companionship and good conversation only, mostly with out-of-town executives who have to attend business events."
She looked at him with a hint of disbelief and a slight smile.
With just a hint of condescension, he said, "Of course, they're both adults and if they decide to take it to the next level, that's a decision made between the two of them. She earns $1000 for the evening or $3000 if he wants her to be available for the weekend."
