Jay entered the Polo Lounge at the Beverly Hills Hotel. It is a place for Hollywood's elite to have a drink away from prying eyes, but tonight Jay's sights are set on the mysterious brunette at the corner of the bar. He sat next to her with a quiet confidence, as the bartender handed him a cocktail menu. It is his 50th birthday, and he feels like treating himself to an evening out.
"Jameson, neat" he orders, "and another for the lady."
"Why thank you, sir." she purrs, in an Eastern European accent. The bartender brings their drinks.
The lady is used to men buying her drinks. She is about 5'8" with magnificent C cups, pushed up and on display, tanned and toned bare legs stretching out from a green mini skirt, and large 'fuck me' eyes that Jay can't help but stare into. She appears to be in her late 30's.
"What brings you to the Polo Lounge, Miss...?"
"Margot. You can call me Margot."
"Margot...lovely." He turns to her and they clink their drinks together.
"Just business this evening." she said in a matter of fact tone, as she placed her hand on his knee.
"I see." Jay understood immediately the intent. Judging by her appearance and forward nature, he guessed Margot was a prostitute, though certainly an upscale one given her choice of venue.
"And you?" Her eyes passed over his wedding ring. "Is your wife out shopping on Rodeo Drive? She's a lucky woman."
"She's at home. Probably asleep by now. I just needed...something new. Today's my birthday, after all."
"Why, happy birthday! How long have you been married?
"About ten years. Ten of the best years of my life. I'm not looking to make a change, and I would never hurt her, but a man...has needs...that sometimes a wife could never fulfill."
"I understand." she cooed, as her hand moved up to his thigh. "Wives are for dinner parties, and weekend brunches." She leaned closer to whisper in his ear. "What you need is a proper whore who will let you fuck her any way, and every way, you choose. It is your birthday, after all. Shall we make it a memorable one?" Her hand traveled further, and had nearly made contact with his cock underneath.
He knew he needed to have this woman. He was already undressing her with his eyes, and knew exactly how he wanted to fuck her.
"Yes, yes I think so. I have a room here for the night. Shall we finish these drinks?"
"Yes, sir. But I have to warn you, I don't negotiate. It is a flat fee for the evening. In exchange, you get me...however you want."
"Say no more. Price is...no object...for a woman of such beauty. I wouldn't think to negotiate."
Margot stood, and offered her arm. "What a gentleman! Of course, lead the way!"
They entered the dark room. Margot sat on the bed. "First let's get business out of the way." she said, while unbuckling Jay's belt. "You will donate $5,000 to a charity of my choice, but just give me the cash and I will make sure it reaches them." Very professional, he thought. Very little chance she could be arrested for prostitution with that angle.
"Furthermore, as I said, you can have anything you want, but of course, you have to wear protection in my ass or pussy. I'm sure your wife would appreciate that. In my mouth, you can have what I like to call 'the girlfriend experience' and I will suck you off bare."
Jay was slightly disappointed to hear the former, but he hadn't really expected anything different. Fucking a random whore unprotected was probably more risk than he was willing to take anyhow, even if she was drop dead gorgeous.
"That's...fine." he said "but I need to ask something of you - call it a special request."
"I've heard it all in my line of work. What can I do for you?"
"I have a bit of a problem staying excited, especially while wearing a condom. You'll need to...talk to me. Talk dirty to me that is."
"Not a problem, sir. I am a very dirty girl. Let me go to the bathroom and I will expect my donation when I return."
Jay counted out the money while Margot freshened up. His cock was already hard as he imagined fucking this prostitute. He thought about how many men she allowed to fuck her pussy, and was excited to be the next.
She exited the bathroom, and was now wearing only a black lace bra and panties.
"Let's see that hard cock. I want to feel it in my hands, and in my mouth." She was already talking dirty. Margot removed her bra, and freed her magnificent tits.