Hilary Duff (M/F Oral, M/F, M/F Anal Dom, Rape)
This story is a work of fiction, and though the character may exist, this is in no way an account of events that actually happened. If you are offended by graphic sexual content, please do not read any further. Otherwise enjoy.
Hilary found herself humming bars from her song “So Yesterday” as she made her way down the sidewalk. It was such a beautiful day out, and she wanted nothing more than to simply enjoy it. Her life being as busy as it was, far busier than the average sixteen-year-old girl’s, it was rare for her to have any
free time what so ever. Now, she was free all day and she intended to enjoy it.
She was dressed to draw attention. Nothing too vulgar mind you, Hilary didn’t go in for that sort of thing. She found girls like Christina and Britney absolutely disgusting. The way they danced around in almost nothing at all, it made her sick! No, she simply wanted the boys to look. The black shirt clung to her well-developed chest without completely outlining it, and the blue jeans she wore were tight, but not skin tight. Her hair was combed straight down, the way she found herself wearing it all the time.
“So yesterday, so yesterday,” she found herself singing as she walked. On occasion she would turn and smile at a boy who happened to notice her, but she would keep going, and knowing who she was none of them had the courage to approach her.
“Excuse me,” she heard somebody say.
The blond turned to find herself staring at a man, probably in his early twenties with short blond hair and deep blue eyes.
“What can I do for you?” she asked with a smile. She also loved helping people and was happy for the chance to possibly spread a little bit of good cheer.
“Aren’t you Hilary Duff?” the man asked with a shaky smile.
“Yes,” she smiled warmly, “Yes I am.”
“That’s what I needed to know,” he told her, and before she could react, he had his arm around her.
She felt something prick her skin near the base of the neck, and began to feel groggy almost right away. “What…wha…whas goin….on?” she managed between breaths. Already her vision was beginning to blur, and she felt herself getting light headed. It wasn’t long before she felt herself faint.
* * *
She woke up in a dark room sometime later. She was leaning up against a wall with her hands tied behind her back, and her legs tied together at the ankles.
“Is anybody there?” she asked, half-hoping for an answer, and half-hoping for silence. When there was no answer, she knew it was time to try something. Scared to death, and filled with a rush of adrenaline she managed to use the wall for support as she climbed to her feet.
With little other choice, she began to hop toward the staircase. It was obvious she was in a basement, and also obvious, looking up at the windows, that it was getting late. She was sure that her family would be worried by now. After all, she had told them she would only be gone for about an hour, and that had been this morning.
Hopping along, she made it halfway to the stairs before she heard the door begin to creak open. Looking up, she fell back to the ground when she saw the man who had drugged her standing there at the top of the steps.
An evil sneer was playing across his face. “I see you’re awake you little cunt,” he said as he slowly made his way down the stairs.
Hilary tried to work her way backward, away from the man, but it wasn’t working. “What…what do you want with me?” she asked, her voice trembling and her body shaking.
“People will pay a lot of money to see that you make it back safely,” he explained.
“We’ve got money,” she told him, feeling a little bit better. Her parents would pay anything he asked to have her back, and he wouldn’t get the money if he killed her. Somehow that still didn’t stop the girl from shaking. “We’ll pay what ever you ask, just let me go!”
“Not just yet,” he told her. “The longer they have to wait, the more they’ll be willing to pay. I figure after about three days, I’ll be banking four million.”
“If you call them, they’ll pay four million now,” she pleaded, “Just let me go!”
“I don’t think so,” he said, now at the bottom of the stair case, “I think before I let you go, I’m gonna have a little bit of fun,” a smile so revolting crossed his lips that Hilary had to look away.
He bent over and lifted her by the shirt, carrying her back over to the wall. “You were trying to escape, weren’t you?” he chuckled. “That ain’t gonna happen bitch.” There was a pause as his eyes traveled hungrily over her body, “You’re mine until I say you get to leave!”
He practically threw her back against the brick wall, causing a sharp pain to shoot up through her body. When she landed, she wound up in an upright position on her ass. Her legs were straight out, and her arms were still behind her back.
“What are you going to do to me?” she asked timidly, almost in tears.
“It’s not what I’m gonna do to you,” he said with a smile, “It’s what you’re going to do for me.” He then unzipped his jeans, allowing them to fall loosely to the floor. Hilary could see the erection building in his boxers, and now she was terrified.
“I won’t do it,” she said, trying her best to sound defiant, “That’s disgusting!”
“Seems to me, you’re not really in a position to do anything about it,” he told her, dropping his boxers down around his ankles with his jeans. His erection was at least ten inches long, she decided before closing her mouth tight.
That didn’t stop him from trying though. She felt the tip of his cock pressing against her tightly sealed lips, and was about ready to throw up. The young woman had never smelled the aroma of sex before though, and had to admit, as much as it repulsed her, that she felt a tingling in between her thighs. As he pressed the head harder and harder, she turned her head away so that it began to slide against her cheek.
“I’m getting tired of this,” he told her, and he backhanded her, almost knocking her on to her side. “Now, you suck it bitch! As long as you’re alive, they’ll pay the money. Hell,” he said with a sadistic smile, “They’ll probably have expected me to rough you up a little.”
“No,” she said, quickly closing her mouth again, her cheek still stinging as tears ran down it. “I won’t do it!”
Again, she closed her mouth. Instead of backhanding her again, he simply gripped the bridge of her nose, cutting off her air. She knew that soon, she would have to open her mouth to breath, and then… There was no getting out of this. Hilary had no doubt that he wouldn’t hesitate to rough her up as he had put it. Still, she held out for almost two minutes before opening her mouth wide to gulp as much air as she could.
That was when it happened. The instant she opened her mouth to breathe, it was filled with his cock. He slid it in as far as he could, and she felt the tip trailing a little down her throat. She started to gag, but managed to stop herself. All she could taste was sweat and salt now, and before long, he was thrusting his hips against her face. She could feel his balls slapping against her chin every time he thrust inward. What else could she do?
Hilary began to suck on it, resigning herself to this terrible fate.
“Oh, that’s right girl. Suck hard,” She felt his hands on the back of her head, running through her hair, “You little slut.”
The word played over and over in her mind. Was that what she was now, this man’s little slut?
Why did part of her, deep down inside, enjoy that thought?
Before long, rather than her captor bucking his hips, it was her head that was moving up and down the shaft of his penis. He was going to hurt her if she didn’t do this, right? Besides, wasn’t she damaged goods now? She didn’t want to do this, wanted desperately for it to stop, but what could she do. Tied up on the floor, her options were rather limited.
Hilary Duff sucked on his cock for all she was worth, sliding her tongue all over, and finding that he particularly enjoyed it when she played gently across the tip.
“That’s right,” he said between breaths, “That’s it…Ugh.”
Hilary was unprepared for the torrent of semen that slid down her throat, leaving a thick aftertaste in her mouth. She was even less prepared when he pulled out of her mouth, and began spraying his spunk all over her face and clothes. Finally it was done, and Hilary was covered in cum.
“Not bad,” he told her, pulling his pants and underwear up, not bad at all.” With that he turned to leave.
She began to cry.
* * *
It was sometime later when Hilary opened her weary eyes, only then realizing that she had cried herself to sleep. She looked up, and found the source of the noise that had roused her from slumber. Her captor was standing at the top of the stairs again.
“Sleep well?” he asked, laughing heartily.
“What do you care?” she asked.
She winced as the lights came on, and she was finally able to get a good look at her surroundings. Like she had assumed, it was a basement.
“I care,” he said, making his way slowly toward her, “because I want you to be well rested. There’s somebody here I want you to meet.”
Another figure, again a man, followed him down the stairs. He looked younger, probably closer to her own age, and had the same blond hair as her assailant. “This is my brother, John. He’s been wanting to meet you for a long time now.”
The boy ran down the stair anxiously, passing his brother by. “Oh fuck,” he said with a mystified expression on his face. “You weren’t shitting me, it’s really her!” By now, he was standing directly over her. She wanted to say something, but found herself at a loss for words. All she could do was sit there, cowering on the floor.
“Have some fun John,” the slightly older man said, turning to leave. “Oh,” he said, turning to face them again, “Take this though,” he handed him a steak knife. “She fought back a little bit earlier. Don’t kill her though, we need that money. Just use the knife to make sure she knows you’re in control.”
“Yes sir,” he said, gripping the hilt of the knife. The older brother made his way up stairs, closing the door behind him.
John kneeled down on the floor beside her, “We’re going to have some fun,” he told her, stroking her cheek, “I’ve been wanting to do this for a long time.” He leaned in to kiss her on the lips. Hilary fought, turning her head to avoid the kiss.
Taunting her, he held the knife up, “You better do just what I want you to do,” he told her, “It’d be a shame to scar that hot little body of yours.
Genuinely afraid for her life, Hilary embraced the young man’s kiss this time, parting her lips so that his tongue could enter. Again she felt those repulsive feelings deep down inside. As they kissed, she felt his hands begin to squeeze her breasts, and though the sensations were pleasurable, causing her to break the kiss in a gasp, she couldn’t enjoy it. This was wrong. Sex was wrong!
“That’s better,” he said softly, almost kindly, “Now let’s see how those melons look up close.” She tried to struggle as he used the knife to cut her shirt right down the middle, but she didn’t want to risk cutting herself, and it wasn’t long before her shirt was cut wide open, exposing her breasts, encased in a white cotton bra. “Nice,” he said, leaning in to kiss the globes.
“Oh,” she moaned despite herself.
“The little slut likes that, huh?” he said. He used the knife to cut the center of the bra and pulled the cups gently aside to expose her large breasts. Her own sweat and fear had combined to harden her nipples, turning them into dark pink points atop two perfect globes. “I like the titties,” he told her, leaning down to suck on one of the nipples.
“Oh god,” she whispered. As terrible as this was, she had never felt anything quite like it. “Please stop,” she whispered, “Please don’t do this to me.”
“Not on your life,” he told her.
As he was nibbling on her nipples, one of his hands drifted down the young lady’s trim stomach until it slid beneath the rim of her jeans. Before she knew it, she felt one of his fingers enter her tight opening. “Stop!” She shouted, but to no avail. There was nothing she could do but lie back and take it as he began fucking her with his finger, and then two fingers.
Before long, her body was convulsing, and this being her first time, it didn’t take long for an orgasm to overtake her. “Oh my god!” She moaned as she felt her muscles tighten one last time, felt her juices being released.
“You are nothing but a little whore, aren’t you,” he whispered in her ear, slowly withdrawing his fingers. “You love what I just did, didn’t you?” He brought the fingers up to her nose, “You love the smell of your own sex on my hand, don’t you?” He pressed it against her lips, and Hilary Duff lost control, taking his fingers into her mouth and cleaning them dry of her juices.
“Now it’s my turn though, and I swear to god if you try and fight me, I will cut you,” he held the knife up to accent his point. “You gonna fight me?”
“No,” she said, tears running down her cheek. How could she fight him anyway. Not only was he stronger, but he had the knife as well.
“Alright,” he told her. He cut the strings around her ankles, and separated her legs. Quickly he pulled her pants down to her knees. The white cotton panties followed shortly after, until he found himself staring at her blond bush.
He straddled her, quickly pulling his pants and underwear down as well. Though he wasn’t as well endowed as his brother, he was probably a good seven inches.
“I’m begging you,” she said, now completely on her back, “Please don’t make me do this.” She was crying when she spoke.
“You know you want this,” he said, and he slowly slid his penis over her crack.
“Oh my god!” she screamed as she felt him rub against her clit. Her hands were still tied, now over her head, and there was nothing she could do to fight him. She felt him enter her slowly, her virgin wall expanding to take him in.
“My god you’re tight,” he said with a smile. He slid in slowly until he was about halfway in, and then he thrust his hips violently, completely burying his organ in Hilary’s tight little hole. She felt a sharp pain as her hymen broke, but then it started to feel different. As his body bucked against hers, she felt all the things she’d felt when his fingers were in her, only more so.
All she could do was lie there and take it until she felt his semen leak into her body, and felt him go limp on top of her.
He was quick about getting out of there. He pulled his pants up and ran up the stairs.
Hilary Duff didn’t cry this time. This time, she didn’t feel anything at all.
* * *
A few hours later, Hilary was still lying there on the cold concrete floor, her pants and panties pulled down to her knees. Now she was starting to feel again and the tears were starting to flow. She couldn’t believe this was happening to her. It was always somebody else who got kidnapped; somebody else who got raped. It was never you.
“Hello!” she screamed at the top of her lungs. “Can anybody hear me!”
“Shut the fuck up bitch!” she heard the older of the brothers shout from upstairs.
“I have to pee!” she screamed.
“I said shut up, or I’m gonna come down there and make you shut up!”
“I have to go really bad! Please, let me go to the bathroom!”
“That is it!”
She heard stomping upstairs, and could tell it was coming toward the door. As if on cue, the door swung open violently. He came down the stairs, and didn’t stop until he was directly above her. He allowed himself to look down at her semi-naked body before unleashing his wrath.
“You have to go to the bathroom?” he asked.
“Yes,” she nodded timidly.
Once again, he unzipped his pants. This time he didn’t rape her though. He began to piss on her. She ducked her head, but it was no use. Before long, her entire body, and remaining clothing were soaked in his urine. Some even got in her mouth, and she even ended up swallowing a little bit of it on accident. It was hot and bitter.
“If you gotta go to the bathroom then go to the fucking bathroom!”
He zipped up, turned and left.
Without even realizing it, Hilary made her own little addition to the puddle of urine on the floor. She sat there shaking for about an hour before she finally fell asleep.
* * *
“Wake up Bitch!”
Hilary opened her sore eyes to see her kidnapper standing over her.
“What?” she asked.
“I’ve arranged a drop off,” he told her. “In a couple of hours you’ll be back with your family.”
Hilary was on the verge of tears. She couldn’t believe what he was telling her. “You mean I’ll get to go home?”
“Yep, but not until I have one last bit of fun.” That was all the warning he gave her before he lifted her up and tossed her back down on the ground, this time on her stomach. It was painful, and she could feel the concrete scraping against her face, but hungry and tired, she just didn’t have the energy to fight him anymore. Besides, this would be over soon.
She felt a sharp pain travel through her body as he forced her knees to bed, placing her firm ass up in the air. She felt him separate her ass cheeks, and run a moist finger around her sphincter. He was going to fuck her ass, and there was nothing she could do to stop him. More disturbing was the fact that she didn’t seem to care anymore.
When she felt the head press against her tight little ass hole she flinched, and when he started to enter her, she stifled a cry of pain. Finally her muscles relaxed and he was able to slide in. When he was about half way in, she already felt like she was being torn in half, and when he rammed it violently the rest of the way in, she couldn’t keep from screaming out in pain.
After that though, it wasn’t as bad. She just lied there, motionless on the floor, as he continued to fuck her ass. She could feel his balls slamming against her pussy and before long her entire body was on fire. She couldn’t stand it anymore.
“Fuck me harder!” she screamed.
Her pussy was on fire, and burning with desire. Finally she was able to admit to herself how much she loved being used as some guy’s sex toy. “Faster! Faster!” she screamed, grinding her ass back against his pelvis, trying to take even more in, though there wasn’t any.
That’s when John came running down the stairs, “I get one last ride too, right!”
“Cut my hands free so I can suck you off!” Hilary Duff screamed, her body approaching ecstasy. When he just stood there, she screamed again. “Ahhhh! Get your ass over here! I need to have your huge cock between these slutty little lips! It’s…Ahhhhhh! Yes! Yes! Faster,” she screamed at the older brother. She loved the way his dick felt in her ass.
Before long, John showed up with the stake knife and cut her hands free. Using one for support, Hilary tore Johns pants off and wrapped a hand around his organ, savoring the sweaty feeling in her hand. She began to stroke it gently before sliding the entire seven inches into her mouth and down her throat.
Now Hilary Duff was on her hands and knees, her clothes badly torn, covered in her own filth with a guy riding her ass, and another guy’s cock in her mouth. God she loved it.
It wasn’t long before her body exploded in a violent orgasm. Shortly after the older brother, who’s name she still hadn’t learned, exploded in her ass, and the warmth of his semen turned her on so much that she had another orgasm.
Finally John came in her mouth, and she managed to swallow every last drop of semen, not allowing any to go to waste.
A few hours later, she was meeting her family in a park.
* * *
Hilary was crying in the shower.
For three hours she’d been in there, and though she’d washed away all of the urine and cum, there were some things that would never wash away. She felt so ashamed about what she had been through, what she had become in the end. All she was, despite her best efforts, was some little slut.
She was so much worse than Britney and Christina, the singers whose antics she had so recently looked down upon.
Some things, a shower just couldn’t wash away.