Fantasy Actress Roleplays

[Krishan202]

He pushed himself further and further into her, until he was completely inside, his balls touching her ass cheeks. He held himself there for a moment, before he began to fuck her, slowly at first, then harder and faster he nailed her to the bed. His other hand jumped between pussy and breasts, first attacking her breasts, then her pussy. This young slut was going to be his.


In and out he pumped and banged away at her. She marveled at how well a man with such a skinny, but long cock could fuck and use it so well and bring such a delightful range of pleasure to so many different parts of her body.



He gave her no quarter; Jameson fucked away at her young cunt with the power of a wild animal, relentless in his attack on her pussy obsessed with planting his seed inside her.

Ileana held herself in place, down on all four her with her legs slightly spread apart, her ass was in the air filled with his shaft still offering it to him while she was looking straight ahead across the room lost in a trance consumed by the myriad of sensations now overwhelming her body.

His cock twitched and his demons urged him to fill her, soon his cum was splattering the walls deep inside her making her pant and scream, and writher like a wounded animal gasping for its last breath.

Jameson soon filled her with his cum as he let out a muffled grown of pleasure. A long, thick stream of white fluid shot out the end of his rod and splattered across her taut round ass, some of spewed it all the way up to the lower part of her back.



Ileana was panting, her chest heaving as she felt more of his cum fire out in a thick stream. It felt so hot on her skin, and it turned her on knowing that it was not cum from her husband, but from someone else.

Ileana soon felt herself building up to climax. She shook a little, as the tremors of it began taking hold. She couldn't hold back and then in a sudden rush she let herself cum.

Finally, the last of his semen trickled out of him, dripping onto her.

They remained frozen in that position like two marble statues for more than a minute as their spasms subsided and they regained their lost composure.

As his decompressing penis gently slipped out of her and into the cool air conditioned breeze circulating around the room they eventually rolled over to catch their breath for a moment. With no need for verbal communication they both acknowledged that they were done for the evening.



Ileana rolled over on her back looking up at the ceiling.

As she lay next to him, legs spread wide. Her eyes were closed, she was smiling.

"I needed that." she whispered, as he reached forward and kissed her smiling lips softly.

Ileana wondered how he had so much energy and how he could have done all that mind blowing sex without having a heart attack at his age.

"Where the hell do you rich guys learn how to fuck like that?" she asked.

He laughed "Oh they teach us lots of tricks at those fancy boarding schools, you have no idea."

As the euphoria of the sex wore off Ileana was a little unsure of what she should do next.

"Well I should probably go now. We are all good now. Right?" she inquired.

He smiled, "We are more than good I want to thank you for an incredible evening."

"In fact I don't want to cheapen what we had here tonight in any way but I want to make you an offer since you were so incredible tonight" he said.

"Please understand I don't want come across as crass but I am by nature a very straight forward person, I say what I mean and I would never try to deceive someone as beautiful as you but if there is even the slightest chance you might be interested I want to put it out on the table."

She looked both puzzled and confused, "What exactly are we talking about?" she asked.



"I would like to have sex with again maybe even on an ongoing basis if you're willing, and not just that, I want to make you my companion to help me entertain guest if you feel comfortable doing so. In return I will make it worth your while financially. I can be very generous under the right conditions."

She was completely taken aback and caught off guard, she had not expected this. It was surreal, right out that movie indecent proposal. The initial shock left her speechless but as the shock of it his words slowly dissipated she began to gather her thought and try and put the night and his proposal into some type of context.

A thousand thoughts burst in and out of her head almost all of them telling her what a good girl should do, all the criticisms she had ever received and the punishments she had ever endured for even the smallest infractions or deviations from the rules now flashed across her brain and of course the sin she was committing was right at the top of her list.



Most women would have immediately said no but the one thing she had learned was that being like most women had not worked for her very well in the past and maybe it was time she needed to make a change in her life and reinvent herself or at the very least to explore her options.

She had always made only good choice all her life and she wasn't happy. This was the one bad choice she made being here tonight and it was the first time she felt that she was in control of her own life as strange as that may sound. Even though it was a vulgar and sexist offer it was also a second chance at a new life that she knew she may never get again.

It was one of those life changing moments where you just make a spur of the moment decision and she did exactly that.

"Yes" she said, "Yes I will do it."

She wasn't sure where this road would lead her but she knew that she craved more than she had back with her pitiful loser of a husband.

Beyond that, the idea of being a kept woman, a rich man's escort, or companion as he so graciously defined it, it strangely excited her and trilled her. She thought she had loved her husband all those years but suddenly realized she needed more and that he was a jerk and she was going have to leave some day anyway so why to hell not do it now?

"Exactly how will this work" she asked.

"Meet me for lunch tomorrow and we will work out the details in a way that you feel comfortable with." he replied.

She did meet him the following day for lunch at a very expensive restaurant. She wasn't sure if she could go through with it but anyway there she was. She had not informed her husband about the meeting, she wanted to see if she could really do it, and besides it was her decision not his.



"Just think of it as a job like any other job with certain duties you need to perform as part of your employment. Anyway that you want to justify it making it more acceptable for yourself and others is fine with me." he explained.

"If you want to think of it like a personal assistant with benefits, like an office affair with your boss where you don't have to go into the office, a secret life, a secondary husband whatever works for you."

It was an incredible strange concept for her to wrap her head around.

"What about the contract with my husband's company?" she asked.

"I have meeting this afternoon to sign the first contract with them. If this situation works out there will be more to follow."

It was all so business like, she kept waiting for him to give her some type of contract, or document to sign, but he never did. He seemed willing to take her word for it and did not try to pressure her in any way.

"Fine what do you want me to do first?" she asked.

"Just be available for when I need you and be ready to go where I need you to go. I will send a car for you."

He then handed her a half dozen credit cards and told her to buy some nice outfits for when he took her out and to never wear the same outfit twice. She immediately went out and bought a number of very expensive dresses and enough shoes to fill her closet she even gave herself an expensive spa day to get ready for her so called on call dates. She thought Mr. Money Bags would be furious when the bill came but he never said anything, in fact he encouraged her telling what outfits he liked to go out and buy more like that.



That evening her husband came home late after spending a couple hours at the bar celebrating the big contract that "he" brought in. She smiled, sat him down, and then informed him who actually brought in that contract and what her arrangement was to keep that contract and to ensure more like it in the future.

He sat silently looking out the window not sure what to say or how to respond. She didn't waste her breath scolding him or belittling him she just looked at him first with contempt and then with pity wondering what the hell she ever saw in him. She suddenly realized he was just a pencil dick little troll that liked to criticize and control her to compensate and hide his own inadequacies as a man. From now on he was going to be the window dressing to her life and not the other way around.

At that moment she got a text from Mr. Money Bags "Go out and buy some expensive cloths we're going to an exclusive dinner party tomorrow tonight, a black tie event. The limo will pick you up at 8." Ileana started getting dressed to go out for a hard day of shopping and thought to herself, "Maybe this is the real fairy tale I was meant for!"

That following evening was the first of many parties and high class social events she would be required to attend. She very quickly realized that she liked to dress in nice cloths and when he took her out in public to expensive places even though she was committing adultery she liked being shown off and treated like a trophy by a strong and successful man. He had surrounded himself with many valuable things like expensive cars, half dozen homes, and now her. Maybe she wasn't his wife and never would be, but she liked the status she had when she was with him, something she could never have with her loser husband.



When he had sex with her he made it obvious he was just using her for sex, but for whatever reason that was exactly what she needed. It was actually a lot more satisfying than the sex she had with her husband.

With no emotional strings attached to sex it was in fact more liberating for her in so many ways. She liked living from orgasm to orgasm with a closet full of nice cloths and a purse full of credit cards she didn't have to pay off.

At first she would take her wedding ring off, at some point she asked him "Do you want me to wear my wedding ring on or not?" and surprising he said "Leave it on, I like knowing you are a married women."

On certain occasions he would call her to attend a formal dinner party and she obediently submitted to his wishes. Soon it became a common thing for her to be loaned out as a party favor for his friends, and strangely she actually enjoyed it and even began to look forward to it.



Initially in the beginning she felt cheap and degraded but that slowly changed and over time and she grew to embrace it. The idea of being wanted and desired as a woman by a number of powerful and important men that could have anything they wanted, she suddenly felt empowered and self-confident and self-assured in ways she had never felt before.

When she was younger unlike most adolescent girls who dreamed of a Knight in shining armor caring her off on his white steed to some up to pian life she preferred the scenario of being ravaged by an invading hoard, taken back as a trophy to be used as a breeding whore for their animalist rituals and pleasures. Maybe subconsciously she was finally getting to live out some variation of that perverted fantasy that had once filled her dreams.



With each new man she slept with it was a constant surprise like opening presents on her birthday, some presents she liked and really enjoyed, and some that were just okay but it was always something different. If she didn't like one man she knew there would always be another, a different one tomorrow, and she wasn't trapped with the same man for the rest of her life anymore. When she was in between men, she would enjoy some alone time and not be saddled with housework or taking care of some ungrateful louse of a husband.