Fantasy Actress Roleplays

[Krishan202]

Two and a half years of riotous living had finally caught up with Shirley Setia. She had always thought that life simply came to beautiful people, and if that adage were true, then certainly Shirley  could expect a life of ease. 


As for her body, it was flawless, the envy of all the girls in her school and the desire of all the boys. She stood at 5'5" and flat stomach, tight ass, slender legs and perfectly cared for feet and hands. She also knew how to dress that body, having a keen sense of fashion with her stylish tops, sexy skirts and high heel shoes. Coupled with her fun-loving and clever personality, Shirley  was easily the most popular with the girls in school and the hottest to the boys.



Shirley  never had trouble getting dates throughout high school and, once she was ready, getting laid in college. She was able to further her education thanks to the hard work and generosity of her parents who trusted Shirley  enough to simply give her the money to pay for her books and tuition. Shirley  had always been responsible growing up and continued to be so through her first couple year of college, so there was no reason for them to doubt her.

However, the temptations of campus life soon began to tug at Shirley , whose beauty gave her access to any social circle she desired. Despite the confidence one would expect a girl like Shirley  to have, she struggled with the same need to fit in and to try new things with which most college students are faced. In her sophomore year, she started drinking underage and realized quickly that she could easily flaunt her attractiveness to get a drink, though she wasn't 21 yet - even if it meant flashing a boob here and there. By the end of her second year of college, Shirley  was going out every weekend and spending more and more of her parents' money on things that were not related to her education.



By the start of Shirley 's junior year the young woman didn't have enough funds between the money Shirley , now 20 years old, was making at her part-time job at a restaurant and what her parents were giving her. She couldn't possibly face her parents with the fact that she didn't have money to pay for her tuition. If they knew that their daughter was no longer the innocent, responsible woman they had known her to be, they would certainly cut her off, curtailing her education and lifestyle, which would cause her social status to plummet irreparably.

Naturally, with Shirley 's popularity came plenty of connections. After weighing all her possible options, Shirley  knew Guna, an older man her dad knew, had cash to spare and would likely be happy to loan her some dough. The problem was Guna creeped Shirley  out with how he would stare lustfully at her for the past couple years as her young body came into its prime. She hardly knew him and didn't trust the way he looked at her. He certainly wasn't the kind of guy to whom she wanted to be in debt.



Without better options though, Shirley  confided in Guna, a man twice her age, about her money troubles. She didn't tell him about the drugs and drinking but she knew Guna could read between the lines. Guna agreed to loan her what she needed to stay in college and also to say nothing to her dad. He only asked that she repay the money by the end of this semester, which gave Shirley  four months to save up from her part-time job. It wasn't a very reasonable deadline, but if Shirley  were the responsible girl she knew she could be, she would be able to do it.

Yet there she was four months later with hardly a dime with which to pay Guna back. It turned out that Shirley  found partying and her popularity too important to restrain herself. She would tell herself that Guna would give her more time if she were just a little short, that he would realize his time frame hadn't given her much of a chance. Eventually, as the semester went on and Shirley  scarcely began to exhibit self-control, she figured she would keep going down the same path since she obviously wasn't going to pay him back this semester. While she did manage to step down the drug use, it was the drinking, entertainment and shopping that still took most of the money she made from her job, and it wouldn't be for another few weeks before her parents gave her next influx of cash - which would be necessary for next semester anyway. Shirley  was truly in a bind and at the mercy of Guna, whom she figured would tell her parents, and it would be all over.

Unfortunately for the young blonde, while Guna was willing to forgive the monetary debt, he would not do so without something in exchange. He did, at least, promise not to tell Shirley 's dad, which assured Shirley  of retaining at least her education as well as her standing with her parents and friends. It would cost her only her virginty, which Shirley , like a lot of 20-year-olds, didn't value as highly as maybe she should have. Instead, Shirley  found herself walking out in the cold late in December to an unfamiliar but fairly nearby neighborhood. She was walking instead of driving because she was behind on her car payments, and it's not like she could have afforded petrol anyway. She didn't explain her transportation issue to her parents, though. All she said was that she liked the exercise.

The reason she was going anywhere is because she agreed that if Guna would not require the money back and not tell her dad, Shirley  would have sex with Guna without telling anyone. Shirley  hated herself for making the agreement and dreaded every step closer to the small ranch house more than two miles away from her own home, but she didn't see another option that allowed her to continue not facing the full consequences of her chosen lifestyle.



For what it's worth, Guna wasn't horribly unattractive to Shirley  for a 40-year old man. He was tall, had a full head of dark hair with just a touch of gray and clearly worked out, evidenced by his fitness. However, Shirley  had never thought of having first sex with an older man, at least not until she was faced with the reality of this situation. Guna was old enough to be her dad, though, and he literally knew her dad. She wondered what kind of pervert would fuck his acquaintance's daughter. She never realized how making herself such a sex symbol transcended her own generation and was now backfiring on her in such a gross way.

Shirley  didn't dress up for the event. It wasn't the most pleasant walk, so she dressed warmly in sweatpants, boots and a heavy jacket over her sweater. She wasn't too eager to show off for this older gentleman either but she also didn't need to put thought into her attire. Guna had asked her in advance for her sizes and promised he would have something picked out and ready for her by the date of their tryst. He did, however, insist that she came prepared to do her makeup. As much as Shirley  wasn't thrilled with trying to please this degenerate, she knew she was at his mercy so it was not wise to disappoint.

Shirley  arrived at Guna's house a little before 8 o'clock on a Friday night. Guna had told her to be a little early, and she obliged because she didn't want to test him. When she showed up, she figured the reason Guna had money to spend was that he lived below his means, as evidenced by his humble, small home with a plain lawn. Guna didn't have a wife or kids either, of course, a setup which both saved him money and allowed him to carry out the degrading act he was planning tonight. It wasn't at all the type of location one would expect to find Shirley  on a weekend, but, then again, Shirley 's life in general hadn't been quite on track with her expectations lately.



Guna welcomed Shirley  into the house, a sly grin unable to come off his face. Shirley  forced a smile but was panicking inside. She tried to tell herself that if she was going to go through with this depraved act that she may as well try to enjoy it. Maybe it would be fun, and no one would have to know about it. After all, she had never been with an man before, and Guna wasn't that bad looking; plus, maybe with his age came experience that she would find very pleasurable.

Guna led Shirley  into the bathroom and handed her a bag that contained her outfit. He told her that she could even shower first if she wanted to. A shower was a good idea, Shirley  thought; anything to delay something for which she would never be ready. She spent the next half hour soaking herself in hot water, thankful that Guna gave her privacy as she cleaned herself. When she was finished, she took a look in bag to see that Guna had picked out a schoolgirl outfit, furthering in Shirley 's mind the image of Guna's being an old pervert. Shirley  couldn't help but sob for just a second as she pulled out the red and blue plaid miniskirt, followed by a white, sleeveless, button-down top, a lacy white bra with a matching thong and ridiculous six-inch silver stripper shoes that caused Shirley  to wonder how she'd even be able to stand. How had her life brought her to this point, Shirley  questioned.

Shirley  got herself together and put the outfit on. She had to admit it was really sexy on her and made her feel good. With just a bit more confidence now, she did her hair and makeup, being rather pleased with the result. If she was going to have first time sex with this guy, she thought, she may as well look good doing it. Once she was finished, she threw her other clothes into the bag Guna had given her and left it on the sink. Then she opened the bathroom door and stepped out. She had a little trouble balancing herself on those silly shoes which exposed most of her feet and didn't support her ankles too well. She was glad, too, that she had the sense to get her toenails done a bright red shade prior to tonight so they looked good and added to her confidence, which was hard to come by tonight. Then she made her way toward the living room as she had been instructed, her shoes clacking against the hardwood with each step.



About halfway down the hall, Shirley  heard a noise behind her. She turned around and screamed. There was a tall black man who must have been around the same age as Guna making his way down the hall right behind Shirley . Shirley 's frantic brain wondered what another man was doing here. Shirley  turned around and stumbled toward the living room, panicking as she attempted to distance herself from the stranger, those six-inch heels not aiding her in her endeavor.

"There's someone else -!" Shirley  started as the living room came into view but she promptly stopped when she realized there were four men already in the room, including Guna. Soon it was five men, as the black man joined them. It was apparent that they were all very, very pleased to see Shirley  in her slutty schoolgirl outfit. "What's going on?" Shirley  asked, confused.



"Damn, Guna," another 40-something guy not nearly as attractive as Guna said as Shirley 's heart pounded in her chest. "I thought you were full of shit."

"Whew," said another middle-aged guy, this one scrawny and balding. "Better than advertised."

"What the fuck is going on?" Shirley  repeated.

"I told you," Guna said, that same sly grin on his face. "I'll forgive the loan and say nothing in exchange for your cooperation."

"B-b-but all these?" Shirley  stuttered, barely able to form words.

"I never said it would be just me," Guna said, still amused. "Now you can leave if you want, but I'll have a couple phone calls to make. Your choice." Shirley  was devastated. Her mind reeled with what she would decide, but she knew already what she was going to do. Her education and popularity were too important to sacrifice for her virgnity. Beside, no one needed to know, it would be just one night and she would have the whole weekend to recover. How bad could it really be?

"How do you want to start?" Shirley  said quietly. The five men clamored excitedly and sat up, immediately beginning to undo their pants. Guna stepped up and took Shirley  by her soft white hand and pulled her gently to the middle of the room.

"Don't worry," he said. "We won't make you do anything," he added with a wink. "We will do all the work." He laughed. "You just relax." Shirley  didn't like the way his words sounded. Guna then slowly pushed Shirley  to her knees. "Maybe unbutton that blouse though," he said. Shirley  forced a fake smile and undid her shirt, revealing her lacy white bra as five middle-aged men surrounded her, a few of them with their hard cocks already exposed.



Shirley  had never had sex before. In this moment, she didn't even allow her mind to conjure up the possibilities of what five cocks could do to her body. Instead, she just reached up with both hands, grabbed onto whichever penises were there and began to stroke them. Initially, something inside betrayed her as she liked the affirmation of the men's moaning as she beat them off. While she jacked off two guys at once, Guna stepped up and stuck his thick, long phallus into Shirley 's perfect mouth and ordered her to suck it. Shirley  whined but was stifled by the meat and then just obediently rocked her head back and forth and sucked on her creditor while her beautiful bright blonde hair swung back and forth. Now pleasing three dicks at once, Shirley  was showered with hoots, whistles and praise as she resolved to keep up with the weighty demands of her audience.



Shirley  made her way around the circle, sucking off a few of the guys and switching her hands onto others as well as she got turned around. The men continued to worship her as five pairs of hands played with her hair, rubbed her skin and fondled her breasts, which were still beneath the undergarment. Then, suddenly, Dwayne, the black guy grabbed Shirley 's waist and pulled her up to her feet, bending her over while she still sucked the prick of some guy she didn't even know. Dwayne reached under Shirley 's skirt and literally ripped the thong off her, leaving a red mark on her leg and eliciting a cheer from the men who surrounded the sexy young college girl.