Hilary's Date Night

Hilary,15, sneaks out with a 22 year old dream guy who will do what he wants with her.

Hilary was an absolutely most beautiful girl. She was 15 and a petite beauty, 5’3”, with long blond hair and blue eyes. Some people would say she had it all. But she felt like she was missing her life. She spent every day doing school work or sports.

The worst part was, even with her busy schedule, was her over protective mother that refused to allow her out. She couldn't hang out with her friends, which she only had a few of. And, worst of all, she couldn't date boys. She was in a real conservative family.

But now all that was about to change. She was on the phone with Dean, who she met at a track and field competition. He was a brother of one of her teammates. She thought he was 18 or 19, but he was actually 22 and just looked younger, having one of those baby faces. She thought he was so much more mature than the boys who usually hit on her. He was also gorgeous. He was a girls dream being 6'2", muscled worked out body, short dark hair, green eyes, and a smile that made her heart melt.

"Dean, I'm so glad you called", she said. "I've been thinking about you." She could almost hear him smile as he said, "Really? Cool! I would've figured you meet so many guys that you wouldn't even remember me." She said, "Oh, no, not at all. I always remember a guy who's cute." Here she was, telling an older boy that she thought he was cute and blushing all the while. For the first time in a long time she felt like a real girl.

He paused, as if gathering courage, and then asked, "I don't suppose you'd like to get together, would you?" She answered, "Like what? My mom would never let you come over here." He said, "Oh, that's okay. I was just going to say there's a party on Saturday night. If you could get out for a couple hours we could go and have some fun."

She said, "I think I can do it. What time is the party?" He told her the party started at 8pm and ran all night. "Okay, but you can't pick me up at my house. I'll meet you at the Burger Palace on 5th street at 7:45." Dean agreed to and gave her his cell phone number in case she had to back out.

Hilary told her mom she was spending time with her girlfriend for a few hours.

Hilary arrived at the Burger Palace a little early and changed into a sexy, tight skirt and a tight sweater. Dean picked Hilary up at the Burger Palace in his Toyota pickup.

As they drove, Dean made small talk with her, complimenting her on how hot she looked. He then said he wanted to show her something on the way. He said there was a place where all the teens parked to stare at the sky. She said she didn't think it was a good idea, so he changed tactics. He wanted to fuck her so bad, he had to literally stop himself from fucking her right there in his truck.

Instead, Dean said, "Oh, no problem. I understand. A lot of people go there to make out or star watch. I guess not getting out lots that you aren't really into regular people stuff. That's okay."

The whole reason for going out tonight was to be a regular person. And he is cute..., she thought to herself, then said, "Okay, we can go for a little while. I just didn't want to be late for the party." He smiled at her and said, "Oh, don't worry. The party doesn't really get going till 9 or 10 anyway. We wouldn't want to be the first people there."

They drove down several dirt roads, with no lights in sight, until they came to a field in the middle of nowhere, where Dean parked. He leaned over and kissed her lips. She was nervous because this was her first real kiss. She wasn't sure how to act or how to feel. She didn't resist when he put his hand on the back of her neck as he kissed her. She thought it was sexy the way he kissed her with so much passion.

Dean continued to press his advantage, putting his other hand on her small, covered chest. She flinched and tried to pull her face back from his, but his hand held her mouth to him. She wedged her arms between them and pushed again, breaking the embrace. "What's wrong?" he asked, playing innocent. The young girl covered her fully dressed body with her hands and said, "Look, Dean, I like kissing you and all, but I'm not ready for anything else. I think we should just get to the party." She turned around and faced front, not making eye contact with him.

He sat there quietly, then looked at her and said, "You know, you are such a fuckin' tease! You want this as much as I do." Hilary turned and saw him lunging forward. She put up her hands, but his weight was far too much for her. She was pinned against the door of the truck as she heard him unbuckle his belt and unzip his pants but keeping his pants on.

"Oh, God, " she thought to herself. "He... he's going to rape me!"

Hilary reached back and pulled the door handle. Their combined weight dropped them out of the truck and she was able to wiggle away from him. She got to her feet and ran for the dirt road, but only made it a few feet before she was grabbed by her long blonde hair. He was not going to let her go until he gets what he wants from this teen.

She fell to the ground and Dean was on her. She was pinned as Dean held both of her hands. He pulled her to her feet and dragged her back to his truck. In the back of his truck was a rope and, after pushing her stomach against the tailgate, he tied her hands together with it, rendering this beauty helpless.

"No, please! Please, don't, " she kept repeating through her tears. With her hands tied, he tossed her over his shoulder and took her over to the brush, throwing her down on the ground. He held her by her throat as the helpless young beauty cried and pleaded for him to let her go.

Dean then reached under her and unbuttoned her short skirt. Hilary screamed as he yanked it down her slender thighs. As she continued to scream, he pulled her panties off, and feeling the wetness in them. He sniffed them before putting them aside.

"You fuckin' bitch, " Dean yelled near her face. "I was right about you. Your panties are wet. You fuckin' want my dick. You tease me again and I'll beat that cute, little ass of yours. Now get ready and you will get my dick in your tight pussy, you little whore!"

She tried to move but was held too tightly. He now had her legs spread and she had no defense. But, instead of just fucking her and moving on, Dean wanted to make the encounter last. He had wanted to fuck her and have as much fun with her young perfect teen body as possible, knowing he's never going to get this chance again. He then took off his shirt and removed his pants and boxer briefs and stood up, forcing her to her knees on the ground in front of him.

"You see this, bitch?" he said, forcing her to look at his hard 7 inch thick dick. "This big cock is going to be pounding inside your pink pussy, Hilary. I hope you're not a virgin, because this'll really hurt a virgin." He stood in front of her and rubbed his long cock on her cheek. "I'll tell you what, you slut. If you suck my cock dry, I might get over wanting to fuck you. Now, open up, you cock teasin' little whore!"

Reluctantly, she opened her mouth slightly, just enough for him to feel her lips on the top and bottom of the tip. Wanting to feel it deep inside her, he held her head still and pushed it forward, burying his long cock in her throat. He heard Hilary cry and cough and gag on his cock as he held her still and started thrusting his hips back and forth, fucking her beautiful young face.

The virgin girl tried to fight it, but she was helpless, her wrists tied behind her back and his hands holding her head by the hair. He began to push and pull her long blond hair forcing the juicy girl to suck his cock deep, as tears streamed down her face. Without warning, he pulled his dick out of her warm, wet mouth and threw her back, slamming her up against the tree, and she fell on the ground.

Dean walked in front of her and grabbed her sweater and shirt, ripping them open simultaneously and pulling them aside, as he said, "You know what, slut? I lied. I still wanna fuck that tight pussy, and now, I'm gonna!"

Hilary screamed and cried, begging him to stop as he got down between her legs and spread them. He ran his fingers up and down along her little slit as she struggled and squirmed.

"I see you're a real blonde, Hilary. Nice." He said. He rubbed her sparse pubic hair as he leaned in and began sucking her perky tits and pink nipples. The teen felt his hands on her pussy and his lips on her chest as she was helpless to stop it. Then, he grabbed her throat and moved his waist between her gorgeous legs.

Dean took his hard cock and guided it along her slit, up and down, as she cried harder. She was still a little wet and he was able to wedge the tip of his dick between her puffy pussy lips.

"Oh, you little whore, you're all wet." he said as he used that wetness to secure the tip of his cock between her slit. "I can feel that you wanna be raped by me. You want my hard, long dick ripping into your body. I bet you want me to cum inside you, too." She screamed, begging him not to do this to her, although there was no one around to help her.

He leaned forward and drove his hard, long cock into her pussy. When he met her cherry, he grabbed her hips and paused. "You are a virgin, imagine that. I am going to like this but you're not going to like it much then, I'm afraid." he said. Dean then pulled her against him, forcing his hard cock to burst through her thin hymen, feeling a little trickle of blood seep out of her pussy.

She screamed as he started to thrust his hips back and forth, pushing his cock into and out of her tiny body. With every thrust, he rammed himself into her tight pussy as deep as possible. He leaned towards her and released her throat, knowing she was too scared to fight, as he started grabbing and squeezing her beautiful tits and pinching her involuntarily hardening nipples. “So nice and wet and tight your fresh new pussy feels,” he said in a low voice. “I haven’t had a tight virgin teen for about six months.”

"Oh, you are so fuckin' beautiful, Hilary! Do you like my long cock inside you, bitch? Do you like being fucked like a little whore?" Dean said as he fucked her tight pussy harder and deeper. Dean smiled as the sounds of the Hillary’s screams and cries were music to his ears as he fucked her. “You feel so good around my dick, slut.”

Then, he paused and pulled his cock out of her red, wet pussy. He leaned in close, his lips almost touching her, and said, "Now, I'll give you a choice, baby doll. I'm gonna cum inside you. But, you get to decide where. Do you want me to fill that tight, little fresh pussy, or will you let me fuck that sweet ass of yours?"

She was horrified. She didn't want anything in her small asshole, but she didn't want him to cum in her pussy, either. She cried as she lowered her head in defeat. "So what's it going to be, little Hilary? If you want it in your hot ass, moan for me. If your want it in your virgin tight pussy, wiggle that ass."

To his surprise she moaned, "Uhhhnnn!"

"What's that?" he asked.

She moaned, "Uhhhnnn!" again, but louder. He loved hearing moans from this beautiful cock teasing young thing, even if they were forced from her lips.

"That's it, keep moaning for me, you beautiful little slut. If you stop, I'll think you changed your mind and I'll pump my cum in your pussy." Dean said as he smiled at her.

He rolled her over onto her stomach and forced her to her knees, holding her face to the ground. The beautiful blonde shrieked and bucked her head at the new sensations as he stuck a finger into her beautiful, little ass.

"Oh, that's just my little finger, bitch. Just wait till I shove my big cock in there." he said as he knelt behind her and lined his hard, long cock up against her puckered hole and pushed it into her slowly. He wanted to savor the feeling of sinking his cock deep into the hot, tight ass.

Hilary moaned, "Uhnnn! Ooh! Ow! Uhhn!" trying to sound convincing, as he leaned forward and reached a hand under her, pinching her tits as he violated her beautiful young body. The young Hilary kept moaning and, although he could hear the fear and pain in her voice, he loved it all the same. Hearing this teen crying and squirming under him was better than in his fantasies.

Just then, he could not stop it and felt his cock begin to spasm. He pulled his cock out of her ass and slammed it deep inside her pussy. "Dean, wait! No, please!" she screamed, realizing what he was about to do. "You promised you wouldn't."

"I lied, you little fuck slut!" he said as he lurched forward and grabbed her body, pulling her to him and forcing his cock as deep into her pussy as he could get it. Hilary screamed in pain as she felt the tip of his cock hit the end of her tight pussy. He held their hips together, his hard dick buried deep inside her hot young body, as his cum was shooting out of it.

The beautiful blonde moaned, "Ow! Uhh! Ouch! Oh! Oh, god! Uhhhhnnnn!" as he slid his cock out a bit, then slammed it back in repeatedly, making sure to get all of his cum inside her beautiful blonde teen pussy. The whole time he fucked Hilary and came inside her, she kept moaning, driving him crazy.

He pulled his cock out of her pussy and he stood up and pulled her up, forcing her to be knelt down in front of him again. "Now, I am still not done. I want my cock inside that pretty mouth of yours, slut! Suck it!"

"Go fuck yourself!" she screamed, not wanting to be punished anymore. He laughed, "Well, that's fine. I'd hate to do anything that was not consensual. On the other hand, if I were to just leave you here, I don't know how you'd get home. I mean, with you all tied up and naked and no one knowing you're here, I'd hate to think what might happen. Maybe a group of horny guys will find you and just fuck the hell outta you. Is that what you want, you damn whore?"

She didn't say a word. She just closed her eyes and opened her mouth, like a good little fuck toy. "That's better. So you want to suck my cock?" Dean asked. "Yes, " she said, the sound of surrender in her voice.

"Say it!" he yelled. "Tell me that you wanna suck my cock, you dirty whore! That you want me to cum in your mouth!"

Dean leaned in a bit closer as he heard the frightened bound beauty say, "I-I want to... to suck y-your cock. Please, c-cum in my... my mouth!"

He leaned forward, grabbed the back of her head in a fistful of hair, and slid his cock into her warm, wet mouth. He thought for a second she might be enjoying it, as she started sliding her lips up and down his hard, long cock, taking about half of it into her mouth.

"Deeper, you little cock suckin' whore! You don't want me to have to fuck you again, do you, bitch?" he said. Within a few minutes, she was doing a great job of sucking his cock.

He watched Hilary's luscious red lips slide up and down his hard, long cock as she pushed it deep into her throat, sucking it slow and deep. "That's it, baby doll. Oh, your lips feel so fuckin' good on my cock, honey. Your such a good little cock sucker for being 15. This isn't the first cock you've sucked, is it?" he asked. "And remember, don't lie to me."

She said nothing as she continued to suck his cock. "Yeah, I bet you sucked a lot a cocks." As he spoke, he grabbed her face and began to fuck her pretty, young mouth. She was choking and gagging as his cock slid into the back of her throat and started to spasm.

"I'm gonna cum soon, bitch! Tell me you want it! Tell me to cum in your damned mouth, you little fuck slut! Beg for my cum, Hilary" Dean commanded as he hard fucked her beautiful face harder and deeper, with her eyes watering and hearing her choke and gag on his long dick.

He pulled it out long enough for her to reply, "I-I want y-your cum... in... my mouth, " she said, trying to catch her breath at the same time. "P-please, c-cum in... m-my m-mouth!

"Suck it so I can, girl!" he said, and she obeyed, opening her mouth slowly and sliding his cock most of the way in. She sucked him slow and deep, not wanting him to fuck her tight pussy again, as cum splashed off her tongue and tonsils.

"Yeah, that's it! Drink it! Drink my cum, you filthy whore." he commanded. She drank every drop of his cum, swallowing it down, almost choking on it.

He pulled his deflating cock from young Hilary's mouth and wiped any remaining cum in her beautiful blonde hair, then got up and walked over to put on his clothes and then walk over to his truck. She couldn't see what he was doing from her angle but it sounded to her like he was talking on the phone.

Then, he walked over to her and said, "Thank you, baby, my dick needed that fuck and don't you worry, we'll get you to that party soon."

"But, first thing's first, my little fuck toy. I'm having such a great time with you, I wanna have a little something to remember it by." She protested, pleading for him not to, but it did no good. He took about 20 pictures of her naked, bound body with his phone, including shots of her puffy pink pussy, beautiful tits, and hardened nipples. While he did that, he made her take a pill to drug her.

After taking the pictures, he said, "Well, it's been a lot of fun, but I have to go, honey. I suggest you keep your dirty mouth shut about this, because any word of this could destroy your reputation at school and home. I mean, these pictures will be entered into evidence and I know they'd be all over the Internet. Everyone will see Hilary bound and naked. And, you don't want that, now do you?" She tried to respond but her mouth went dry.

Dean got into his truck and drove off. On his way out of the trail, an SUV stopped in front of him. Dean got out and walked to it as its window opened. He leaned in to talk to the guy.

Dean said, "That was fun, man, and she is real tight. She was a virgin and I got to tag her first. She's just up the trail there. She's drugged, but it'll wear off in about an hour. She’ll do what you want, but I like it lots when they scream and cry and fight back and try to resist. And, don't worry, I'll send you the pics." He smiled wider as he said, "I think she liked it, too."

The 20-year-old guy is an older brother of one of Hilary’s best friends. He was excited and got out of the SUV. His balls were heavy and his dick needed his fun time with Hilary. He has been wanting to fuck Hilary’s teen pussy and fill it up with his cum for over a year. Now it’s his turn.

He walked up toward Hilary while taking off his shirt and undoing his pants and zipper, but this is another story.