Fantasy Actress Roleplays

[Krishan202]

#Ileana D'Cruz

Ileana D'Cruz had dated her husband back in college and got married right after her graduation. Her husband was the only man she had ever been with.




For 5 years she played the good housewife game that she had been raised to believe in, she was always told that if she was a good girl and a faithful wife she would find true happiness. So where the hell was the happiness they promised she was now wondering?

They lived a meager uninspired existence going from paycheck to paycheck never able to go anywhere or do anything. They had talked about having children a couple of times but he kept saying they couldn't afford it, which was fine with her because she knew that with him she would only have ugly babies that cried and complained all the time just like him. Every morning as she sat across the breakfast table from him she would look at him and ask herself, "is this really the man I want to grow old with?"



Then one night at a business party where her husband was trying to impress some rich clients she meet an older man . His name was Mr. Jameson, a very distinguished looking gentleman that apparently came from old money and was very influential in local and state politics and moved in social circles that she never even knew existed.

He paid her lots of compliments and lots of special attention and after a few drinks it was clear he was hitting on her. Ileana was not use to being in that situation; she was both scared and excited.



A few days later her husband told her that the gentleman was extremely wealthy and that a contract with him could be the answer to all their financial problems in fact they could be set for life. He told her that the older man had indicated he would sign a contract with her husband's company if she would sleep with him.

She was appalled that her husband would even repeat such an offer to her. As the days went on her husband kept bring the idea back up sometimes casually and eventually being more and more direct sometimes almost in a forceful manner telling her that their entire future and financial wellbeing was tied to her having sex with this client.

She could not believe that her own husband was trying to pimp her out. At first she was outraged and refused to even talk about it making it clear that it was his problem not hers, and why should she degrade herself for his stupidity and incompetence. He showed her the credit card bills and the second mortgage all long overdue and in both their names.



She stressed over it for three days and nights and driving herself to both physical and emotional exhaustion. Then on the morning of the fourth day she was wondering around her tiny modest little house holding an empty coffee cup in her hand, surveying her pitiful excuse for a life, she finally said "I don't care. I don't give a shit anymore. It can't be any worse than the life I'm living now." "Fuck it I'll do it" she said. She called her husband at work and told him to set it up.

On the night she was to meet the gentleman whom she had now nick named him Mr. Money Bags, she was dressed up in her best outfit which wasn't saying much, her hair, nails etc. had been made up just for the occasion. She felt like a tramp and was trying to look the part even though she wasn't sure if she was going to able to go through with this surreal nightmare that she was being forced to participate in.

Her husband dropped her off at the hotel bar where Mr. Money Bags had rented a room. Ileana was mad and humiliated that her husband had just dropped her off, just left her there to have sex with another man. Like dropping off a baby at the orphanage or dropping off used cloths at Salivation Army. Was that all she was to him?



She walked timidly into the lobby of the very expensive hotel. Even though they had only met once she immediately recognized Jameson sitting in a large chair in the lobby.

When their eyes meet she smiled timidly at him. He rose walked over to greet her with a reassuring smile trying to put her at ease. He took her hand and thanked her for coming and commented on how lovely and attractive she looked.

After a few seconds he gestured towards the elevator with a warm smile and she followed. He waited to make sure they were the only two in the elevator and push the button for the penthouse. Ileana stood there looking straight ahead at the elevator doors while he stood silently behind her until the doors opened on the twenty-ninth floor.

Ileana was more than ready to escape the confines of the elevator, she felt her nerves stretching thin, and she certainly did not want to lose her courage or composure now.

He retrieved the key card in his pocket, put it in the slot, and unlocked the door to their suite, their evening retreat. He held the door open to the sumptuous suite offering it up for Ileana's preview and approval.

"Wow! This room is like a small apartment." she exclaimed. It was something Ileana had only seen in movies. The suite had a living room, with a dining area and separate bedroom. There was even a small bathroom, a powder room off the foyer. Everything was spotless and completely indulgent in its opulence.



"Do you approve?" he asked as he closed the door behind them.

"I can't believe this place. It's magnificent." Her eyes gazed out into the main room and beyond to the city out the large paned windows. The sun was lowering in the sky and it gave off a reddish orange glow. She could feel the warmth on her face as well as within her body.

"To be honest I originally booked a full view of the fountain, a junior suite they call it. But last week they sent me an e-mail saying they had a cancellation for this suite and offered me a free upgrade with my frequent flyer points." He put out his hand and stroked her arm. "I think you deserve to have a nicer room to feel more relaxed and at home in."

"Thank you. I love it." She advanced further into the room then looked back over her shoulder at the distinguished looking gentleman whom she was feeling much more comfortable with now and even somewhat attracted to.

She was glad now that she had downed those two mixed drinks before leaving the house. She was now beginning to redraw the image in her mind that she had created previously of a lecherous dirty old man. She decided maybe she should give this guy a mental makeover if nothing else to help her survive the night which so far was not looking all that bad.

He was gentlemanly, well-mannered and had a subtle confidence that only an experienced older man can extrude. He had all the trappings of power, the expensive well-tailored Italian suit, very expensive shoes and a gold Rolex that grabbed her eye the moment she meet him. With his distinguished looking well-trimmed gray hair he looked like a father figure she could surrender her underappreciated treasures to and now for some unknown reason she was starting to feel more than a little bit horny around.



It had been a long time since any man had made any effort to impress her and never had any man made her feel this special. She was now getting intrigued wondering where this evening was going.

Maybe the idea of having a sugar daddy was starting to grow on her. Maybe she just liked the idea of how she could use this night to throw it back in husband's face and make him pay for putting her into this situation and pay for the shitty life he had provided for her. The more she thought about it, the more she liked the idea of hurting him. She could definitely justify in her own mind having sex with another man for that.

She leaned back as she looked into the bedroom and saw the huge kind-sized bed adorned with numerous pillows. She observed the mature gentleman carefully waiting for him to make the first move. She had promised her-self to go slow and she didn't want to unnerve herself now.

Standing together he touched the smooth skin between her neck and her shoulder and moved down until it rested on the top of her breast. Without hesitation, he slid his fingers under the material of her blouse and continued moving down until he reached her nipple. When his hand cupped her breast, Ileana's eyes closed. It had been a long time since a man had taken his time with her and she had long forgotten what that felt like.



He offered to let her set on the bed if she wanted to get more comfortable. As she did, Ileana undid a couple of buttons on her blouse, flashing a little cleavage. Jameson feasted on her young, tender breasts, feeling his cock twitch in his pants. He rubbed his cock ever so slightly trying not to be too obvious.

He visually consumed her lovely silhouette not unlike he was a savoring a well-aged single malt. His eyes kept scanning her body enjoying how perfectly her blouse hugged her breasts just tightly enough to make him want to release them from their cruel entrapment and gently caress them with his hands, softly kissing them with his lips while lightly sucking on them to give her the long denied pleasure that no beautiful women like this should ever have to endure.

He could now see how her skirt had ascended higher up her thigh, exposing her black satin panties concealing her youthful flower that he so desperately wanted to know and devour. His self-control was losing the battle to his desires as the unmistakable bulge in his suit pants was now pressing outward to make its intentions known.



Ileana noticed this, and opened her legs a little more, flashing her now damp-looking panties.

He lowered his hand, and stroked her leg, just stopping short of the edge of her pussy. Ileana softly moaned to communicate her approval.