Madison's Halloween Predicament -- Chapter 9

[Johnny Lawrence]

A slight detour...


Chapter 9



It was Freshman year, and his name was Charlie Stafford. Tall and blond, with dimples. He was in Madison's Intro to Psych class, back when she thought she wanted to delve into people's thoughts and see what made them tick. Charlie sat next to her and was the reason she bombed her midterm and decided she had better change her major.

She spent the first half of the semester staring at him and mooning over his cute smile and curly hair. Charlie was a sophomore and had an easy style and charming sense of humor that drew her attention and wouldn't let go. Every time Madison went to class, she parked herself right next to him, feeling butterflies in her stomach and an aching emptiness between her legs.

"My fraternity is having a Halloween party. You should come, we've got beer. I'd like to see you there." Madison assured him that she would definitely drop by. He warned her that the costumes could be a little risque. She grinned and said that would be no problem.

Before class had even ended, Madison made up her mind that she was going to fuck Charlie Stafford at his Halloween party. The man made her motor run, and she felt like the only virgin in her entire dorm. In high school she'd let a boy feel her up at prom, but then got nervous and bailed. Fears of teenage pregnancy keeping her from going to college and ruining her life had rumbled through her head. She didn't want to be a high school dropout and spend her life working a register at Save-a-Lot. So despite the thrill she had felt as his fingers worked their way up her shirt, Madison pushed him away and caught a ride home with friends.

But not this time. She had started taking birth control pills when she got on campus, just in case. No mom or dad in her dorm room to stumble across them, she was an independent woman now and that meant she could finally scratch the itch that had been consuming her thoughts since prom night. She was going to that party as Slutty Red Riding Hood, she was going to have several drinks, and she was going to put her mouth on Charlie Stafford's thing. Then he was going to fuck her.


The first half of the evening went much as Madison had planned. She looked smoking hot in her costume, with a skirt so short you could just see her red silk panties underneath. And if you looked very closely, you might make out the growing damp spot that stained them. She arrived at the party about an hour after it started, to find dozens of frat boys already solidly intoxicated. After a few minutes of mingling she located her target. Charlie was standing by a pool table, a white sheet that passed as a toga draped over one shoulder, red solo cup in his hand. A slutty witch and a slutty devil were chatting him up. But upon seeing her, Charlie broke into a smile.

It took her only a few minutes to pry him away from the other girls. She willingly allowed him to play the role of seducer, pouring several drinks into her as they found a comfortable seat on an old worn-out couch. Pretending to be demure as his hand slid up her thigh. Hesitating a second as he asked if she wanted to go someplace more quiet. Then Madison asked to see his bedroom, and up the stairs they went.

She was trembling with desire by the time they got to his room. It a typical boy's room, with pictures of swimsuit models on the walls, a few old sports trophies, a large TV with video game cords stretched across the room, and dirty clothes all over the ground. But Madison was only interested in the full-sized bed against the wall opposite the door. Her eyes fixated on it, and she grabbed Charlie by the wrist and pulled him to the bed.

Madison gave him her best smouldering eyes look, then sank to her knees. She pulled the toga to one side and found herself staring at the pair of red and white boxers underneath. 'This is what you've been waiting for,' she told herself, then leaned in and let the white sheet drop over her shoulders.

Charlie beamed as he felt the infatuated freshman pull his boxers down, and then take his dick into her mouth. Even with the alcohol, he grew hard in moments.

She had never seen a penis before, not in real life. And she had certainly never touched one. But she had done a lot of reading lately, researching blowjob techniques, planning for this night. Madison felt herself growing wet as she wrapped her lips around the end of it and began to suck. It got bigger very quickly, which surprised her. She knew they grew, but she hadn't realized how much or how fast. His scent filled her lungs, and Madison began to moan softly as her eyes drifted shut. She slid forward, letting the cock move deeper. She buried her nose in his pubic hair, inhaling deeply and reveling in his masculinity and the feeling of being in his power.

"Oh fuck babe, I'm gonna come soon..." he muttered.

She grinned around his manhood, and moaned louder. Then she sealed her mouth tight around it and gave a quick, hard suck. Just a few seconds before releasing him and withdrawing her mouth with a long slurping sound.

"Not yet you're not," she said. "You have to fuck me first." She pulled the toga back into position, smiling at the outline of his cock against the sheet. Then she crawled forward onto the bed and turned around, beckoning him with a curling finger.

Charlie grinned. This one was literally begging for it. It was time to see what he could get away with. There were some things he had always wanted to try.

"Okay, but let's spice it up a bit, okay? Make it exciting." He walked over to his nightstand and slid open a drawer. Moments later, he came up with two pairs of handcuffs and a spool of blue nylon rope.

Madison's heart pounded. This was rapidly getting out of hand. She'd never even had sex before, and now she was facing the prospect of losing her virginity while tied to the bed of a boy she barely knew. It frightened her and intrigued her at the same time. She looked up at Charlie and his dazzling smile, and then a rush of heat from her aching, empty pussy made her decision for her. It overrode her logical brain, shutting down her objections, and Madison felt her mouth saying "okay, tie me up big man..."


A few minutes later, and Madison's wrists were held above her head, chained to the bedposts on each side. Charlie had pulled her costume top down over her shoulders, freeing her arms and her smallish breasts, leaving the blousy white shirt bunched up around her stomach. He had pulled her sopping wet silk panties off with his teeth, his hot breath against her pussy making her moan with need.

Then he went to work with the rope. Charlie began by wrapping the blue cord around her left knee at least a dozen times. It was thick and secure. Then he pulled it behind and over the headboard, pulling on the rope so that her leg lifted up and was drawn back, knee coming up even with her head. He stepped to the other side of the bed and repeated the process with her right knee.

Madison was completely helpless, totally restrained and at the mercy of the drunken frat boy. Her arms were chained and her legs spread wide, feet dangling uselessly in the air. Not only was she held securely against the headboard of the bed, she also had no leverage at all. She was trapped until he decided to release her. The very thought intensified her arousal, and trickles of need leaked from her red and swollen cunt. She ached for him.

"Please just fuck me now, please I need it so bad..." Unable to control herself, Madison began to beg.

At last finding his inner gentleman, Charlie obliged the desperate lass. Never keep a lady waiting, that was his motto. He climbed on top of the beautiful maiden, and threw the toga aside with a flourish.

"Suck me babe," he said in his most romantic tone, as he took his dick in hand and began to lightly whack her in the face with it. He left trails of pre-cum wherever he went. Her cheeks, her forehead, all around her lips. Finally satisfied with his decoration, Charlie shoved himself into Madison's mouth and began to pump back and forth.

"Nnngghh, innnn mmmgghh puhhsssyy..." she grunted, her hips trying to buck forward in need. After another minute, Charlie relented. He pulled out of her mouth and positioned his spit-covered cock against her lower lips. The boy looked into her eyes. The girl was almost frantic with desire. Then he plunged forward and felt her hot, wet embrace.


Madison's eyes shut tight in both pain and pleasure. There was a feeling of overwhelming fullness, a rod of iron sliding into a delicate velvet shealth as she stretched to accomodate him. She tried to move her body in response, but her bindings and lack of leverage left her helpless. All she could do was lean back against the wooden headboard and surrender to him as he began to fuck her.

Each thrust penetrated deeper. Each pump of his hips came faster. With Madison's feet in the air, her hips were turned up to him. Charlie was on top of her, almost fucking straight down into her love canal. His hands gripping the headboard, he picked up speed, and Madison became aware that someone was shouting. After a moment, she realized it was her.

"Fucking pound my pussy! POUND THAT PUSSY! Fuck me harder!" She was moaning and screaming and bucking her hips with every ounce of force she had.

Madison could feel her orgasm approaching like a freight train. She was the damsel in distress, tied to the train tracks. The tracks were vibrating and shaking as the looming engine bore down on her. She twisted back and forth, tugging at her bonds, straining the muscles in her arms and stomach as she pulled with everything she could. And yet still the diabolical chains and ropes held her fast. Chug chug chug chug, she could feel it approaching. It was almost upon her, the chug sound in her vision matching the thrusting of Charlie's dick in her gaping, aching, desperate cunt. The orgasm loomed above her, ready to crash down in a wave of mind-melting annihilation.

In the moment before it hit, Madison looked past Charlie. And her eyes focused. Beyond the taut, athletic body of the boy taking her virginity, was the bedroom door that she had forgotten to close. So desperate was she for dick, she left it wide open and had never closed it. And through that door, she saw a crowd of people. Seven or eight of Charlie's fraternity brothers, and at least as many girls, stood at the door and watched as he fucked her like a whore.

Most of them, she didn't know. But there were faces she recognized. The slutty vampire with long black hair was Amy, who lived at the end of the hallway in her dorm. The five foot tall brunette with massive boobs was Jennifer, from her work-study job in the computer center. She was a slutty cop. And the fat guy in the toga, who looked like he was trying out to be a John Belushi impersonator, he liked to stare at her in her sociology class. Belushi had a giant grin plastered on his face, cell phone in hand, recording. Madison saw lots of phones out, recording.

She locked eyes with Belushi, and then the freight train slammed into her. She was absolutely powerless to resist, as the thousand ton locomotive carrying months of lusts and masturbation fantasies plowed into her overheated body in the form of Charlie's thick cock. A blinding white light engulfed Madison and her world turned upside down. A torrent of the filthiest profanities from her mind's darkest corners spilled out of her mouth. The bed shook against the wall as the fuck-quake tore through her. Then all was a thick dark fog.



Charlie rolled out of bed and staggered to the door. He was met with cheers and hi-fives, and guys patted him on the back. Belushi handed him a solo cup full of trashcan punch. "It's like half Everclear man". Charlie gave him a thumbs-up.

His boxers lay on the floor of the bedroom behind him, and since his toga wasn't adjusted properly that meant you could see his penis from the right angle. Jennifer with the huge tits took her place at his side and decided to touch it. Reaching a hand under the white sheet, she tenderly caressed the softening and gooey package, before asking if he needed any assistance in getting it cleaned up. Charlie thought that sounded like a great idea, and suggested an empty room whose occupant was out of town. The two went down the hallway together, Jennifer leading her prize by his leash. Her hips swiveled sexily, and he followed. The door closed with a slam.



The aftershocks woke Madison sometime after. Small spasms and twitches rippling through overstimulated girl-flesh. Consciousness returned with a start. She was still on the bed. Her bare little A-cup tits glistened, covered in her own drool. Her nipples were puffed up, sticking out like pencil erasers. They ached to be touched. Instinctively she reached for them, only for her hands to stop still, held tightly by the handcuffs binding her to each post.

Madison realized her legs were still restrained, the thick coils of rope wrapped around each knee pulling them up to shoulder level and out to the sides. Her feet dangled uselessly. Charlie's pillow rested behind her lower back, giving her support. But she was still just as helpless as she had been before. She looked down and saw her messy pussy, trimmed but not shaved, spread wide open exposing all her inner folds. It was dripping with her own juices and with Charlie's white cum. Little rivers of it ran down into the crack of her ass.

"This is so fucking hot man!" said a voice from the doorway. Madison's head jerked up in shock, to see Belushi and pals still standing there. "I fucking know that chick!" The fat fraternity guy was talking to a tall skinny kid and two girls she didn't recognize.

"What a dirty skank," said one of the girls.

"Yeah you can just tell she's a whore," said the other.

They stood in the doorway and judged her. Madison's face burned with humiliation. Her chest was flush with color, and her swollen nipples refused to soften. She tried to struggle free, but to the onlookers it only appeared that she was shaking her tits and pussy at them.

"Just look at her. I bet she wants fucked again. Hey I can't fuck you, I don't have a dick, whore."

Madison was too ashamed to speak. She opened her mouth to ask if any of them would untie her, but the humiliation of being completely exposed like that was too great and nothing came out of her mouth except a little squeak.

Humiliation, and something else? The burning shame had spread down from her face and was settling into her belly. The heat began to grow, from distraction to obsession. Partygoers came and went, stopping by to see the exposed slut. None of them came into the room, that was a line none seemed willing to cross. But they all came to stare. But no one entering the room also meant that no one could release her. She was apparently off-limits.

Her body glistened with sweat, her pussy pulsed and beckoned. It opened wider as the men watched her. As the heat of the humiliation turned into an out of control fire, she finally found her voice.

"Please... please would you just..." Just help me. Just release me. Just fuck me raw. The party had wound down and people were leaving. Two men and three women stood at the door, trying to decide if anyone was sober enough to go get more alcohol. She wanted to scream out that she'd do anything to any one of them if they'd either untie her or fuck her.


It was Kristen who had found her. Someone had called and told her to pick up her roommate. She had arrived expecting to find Madison sloppy drunk, passed out on the floor or something. Instead she found her in a different state of sloppiness, her gaping pussy crying out to the world that all dicks were welcome.

The handcuffs didn't even need a key to unlock, there was a little switch you could press to release them. A few minutes of fiddling with the knots on the ropes and Madison was able to bring her legs together for the first time in hours. Kristen pulled her to her feet, and offered her an arm to help her walk out of the house. But Madison wasn't drunk, just achingly aroused. The fraternity house was quiet, the inhabitants passed out or asleep. The two women walked back to the dorm in silence, Kristen sensing that Madison didn't want to talk about it.

When they got to their room, Kristen said something about finishing a movie in their floor's TV lounge. She excused herself and went down the hall. Madison waited for 30 seconds before digging through her shower bag and coming out with a bottle of conditioner. It would have to do. With trembling hands, she slid it inside of herself and began to desperately pump it in and out.

Her first orgasm hit her in moments. Her second and third were not long behind.




Madison's dreams of that night had followed her through college and into law school. In some of the dreams, the other college guys didn't stop at the door. Instead they came in and took her. In other dreams, Kristen never freed her, and she was still waiting when man-stealing Jennifer walked in and told her that Charlie didn't want her nasty pussy anymore, and they were going to lock her away in a chastity belt.

The dreams were more common during times of stress or if she hadn't been with a man in a while. She resisted when boyfriends had asked to tie her up. "Oh I don't like that," she lied. The intense loss of control and the sexual need that accompanied it both thrilled and frightened her. A man who controlled her like that controlled the core of her being.

They had mostly stopped once her career was underway. The mundane grind of adulthood left little time for such intense perversions. Until Kristen had shown her that website. Since then the dreams had returned full force Only now it wasn't just Charlie and his buddies in the frat house. Now the dreams had small town police officers stopping by to use her as well. "She's tresspassing all right. How can you get a good night's sleep when there's a dirty whore in your bed? Look at her, dripping cum all over your pillow." And two cops would grab her, one on each side, and they would carry her out of the bedroom with her legs still spread wide and her pussy exposed. But when they left the bedroom, they would be in her law office, or in a courthouse she frequented. And the people who watched her weren't unknown students, they were her colleagues.



And now, thirteen years after she lost her virginity to an audience of drunken college students, a small town volunteer deputy was pulling Madison out of her car, and ratcheting steel cuffs around her wrists, binding them behind her back.

The familiar heat of humiliation and shame spread down her chest and settled between her thighs.

"Please..." she whispered.

[reader158]

A nice flashback.

Now we have a little more indepth of what Madison felt when she found out about that site.