42 Filthy Fucking Stories (13 page)

She was walking outside of the banquet hall to draw some fresh air and get out of the stuffy room filled with stuffy people and stuffy food. She wasn’t sure which charity the alumni were pretending to care about tonight, but she was reasonably sure it had something to do with Africa since that seemed to be what was most in fashion. And like pretty much everything else at her school Amanda had learned to hate over the last two years, it was only the surface of things that the students and alumni cared about.
 

There was only one person in the entire banquet hall who looked like he knew how much bullshit all of it was. She could see the smirk behind his smile and the wry observation in his eyes. He looked about a decade older than her, and the apathy on his face made her want to talk to him, and yet he looked like he wanted to be alone. Once he disappeared, Amanda figured she might find him outside. She hadn’t, but the fresh air was an apt substitute.
 

The irony of Amanda’s school, well one of them anyway, was that nearly all of the kids came from “perfect” families and were considered “perfect” students, with straight A’s, straight manners, and straight behavior.
 

The truth was dusk to the illusion’s dawn.
 

Amanda was considering the irony, and wondering where life would take her and if she was destined to have a life filled with a minimum of meaning in favor of maximum money.
 
One seemed so easy to come by and the other harder to find.
 
She
 
watched the leaves slowly fall from the trees, hiding behind an outbuilding smoking a joint, sipping a beer, and trying to ignore the ache between her legs.
 

Her parents had agreed to send her to the college because she had thought it would be a good idea, and they had thought so too. They still did, but that’s only because they had no idea how bad it actually was. Most of the guys did coke, smoked pot, and drank like fish in a river. The girls were total sluts, all of them. At least every one Amanda had met so far. And she’d met nearly all of them.
 

They had all slept with one another at one point or another. Problem was, they’d all been twirling in the same circles since kindergarten, rolling down the conveyer belt of the rich, attending all the best schools together. Of course, college was just one more stop down the road of the rich and spoiled.

Amanda fit in with her peers about as well as a pair of jeans at a charity ball, which is exactly what she wished she was wearing.
 
Instead she was wearing the tight black dress and pretty necklace, her mother had made, sent with a note that said:
 

Maybe it will be your lucky night!
 

The note had the same smiley face with the tiny nose and curly hair her mom had drawn on all of her notes since Amanda was old enough to read them.
 

It wasn’t just the students who were nauseating enough to make Amanda want to throw up in her mouth. Two nights earlier, Amanda had had an encounter with the Board of Director’s VP, Ryan Tomlinson. She was a student liaison with the board, and after the meeting, he had pulled Amanda aside, asking if she could help him with something.
 

Amanda knew exactly what he wanted help with.
 

As the other board members left for their mansions, Tomlinson pulled her back into the room, locked the door, then kissed her deeply and massaged her breasts without even asking. He reached under her skirt, then yanked her panties down. Amanda had had a hard time deciding whether she hated him or not, but since Tomlinson had fucked her three times already, and left her dripping from the best orgasms of her life, it was easy enough to figure she could decide later.
 

She knew she wanted nothing to do with her fellow students, who did everything they could to make her feel like the outsider she was, but even if she hated Tomlinson, he still knew how to use his cock better than any of the coke heads.
 

He had unbuttoned his pants and freed his pipe hard cock, then pulled her toward him. She had wrapped her legs around him while he fucked the holy shit out of her. They were silent like always, except for the moans and grunts which spoke louder than anything they’d had to say. He obviously loved her pussy, and used his dick in a way that made her hate her peers even more than usual, and him for making her want him as much as she did, pushing hard and pulling out at just the right moments, making her beg, when Amanda begged for nothing else in life.

He was a gentleman, and waited for her to cum a half dozen times before finally letting himself release, shooting his cum deep in punctuated blasts deep inside her pussy.
 
They had quickly dressed, then quietly left.
 

Tonight he could barely even look at her, and sure as shit didn’t notice her inside the stuffy charity ball.

Amanda had gone outside to cool off, but the thought of Tomlinson thrusting his thick dick inside her, was starting to get her even hotter than she was. She sat against the outbuilding, leaning back, as the moisture pooled between her legs. She lifted her black dress, then slipped her hands inside her panties and started rubbing her clit, making slow circles and quietly moaning.
 

“Mmmm….mmmmmm...mmmmmm….” she moaned, feeling surprisingly free in the open air outside, letting her hands roam to her tits, as she slipped one into the top of her dress and started rubbing her nipples, one, then the other.
 

Amanda was dying to slide her fingers inside her leaking cunt, but made herself wait as she rubbed her clit harder. “Mmmm yeah” she whispered to herself, her hips thrusting forward, then back as her swollen hole ached for penetration.
 

She couldn’t wait any longer. Amanda slipped two petite fingers into her folds, going deep into her soaking wet and throbbing cunt. “Oooh yeah, Oh God,” she cried, over and over again.
 

She was a little stoned, reasonably drunk, and totally fucking horny as she furiously fingered her slit, plunging her fingers in and out of her cunt. Most of her praying she wouldn’t be found, but the part of her that was leaking on the concrete was hoping for discovery.
 

***

Roland Cornelius Whittier III – Rolo – roamed the grounds of his old alma mater. As one of the school’s wealthiest alumni, he felt obligated to attend, but had zero interest in the pompous assholes or their snotty bitch wives. It had been 10 years since he graduated.
 
He was glad to leave it behind for good, at least until those times when he made a brief return out of a sense of odd, slightly uncomfortable, and perhaps misplaced sense of loyalty.

“Man I’m old,” Rolo thought, wandering the winding path from the party hall to the outlying buildings, kicking the brittle branches and wayward leaves littering the lawns from the ancient oaks above.

Rolo had been walking nearly five minutes when he noticed the ancient ice house to his left. He smiled at the memory of himself and his fellow students, spending more time than he wanted to remember doing everything from getting wasted to fucking hard behind its shadow.

He chucked the stick he’d been twirling in his hand between a pair of trees, then wandered toward the icehouse to see if a decade had changed anything at all. He was a few feet away when he heard the unmistakable moan that usually comes right as a girl is arching her back in the sack.
 

Rolo slowly approached the impossible sight of a gorgeous girl finger fucking herself to the
 
edge of an orgasm as she furiously rubbed her pussy and tits, one for each hand. Just like he had imagined, as though she were in bed, her back was arched and her long blonde hair tumbled to the middle of her back. Her big tits were pointing toward the sky as she kneaded them with one hand, and pushed her other hand into her panties, rubbing her palm roughly against her pussy.

“Aaaaahhhhh,” she groaned. Roland stood still in shock, fixed at the surprising sight of a girl so intent on making herself cum in public at one of the most prestigious universities in the country, if not the world.
 

If she was caught, the humiliation would follow her forever.
 

It may have been the sexiest thing Rolo had ever seen.

His fat dick pressed hard against his slacks. He stared at her, unable to stand it, then freed his cock from his pants and started rubbing himself, surprised at the immediate stiff of his fuckstick. It had been a long time since he’d been so turned on.
 

Rolo rubbed himself harder, unable to keep the grunt from the inside of his lips.
 

“Yeah,” he grunted, startling not only himself but the girl as well. She looked up and saw Roland, her eyes widening in surprise. Though he couldn't remember ever seeing her before, a look of recognition lit her face anyway. She straightened her head from its lull then tilted it toward him with a sly grin. Rolo was suddenly embarrassed, and quickly moved his hand from his cock, getting ready to tuck it back inside his pants.
 

“Don’t stop,” she whispered. “I want to watch you. You have a beautiful cock. Will you stroke it for me?”
 

She splayed her legs and continued rubbing her pussy, smiling up at him. He wrapped his fingers tighter around his shaft, then started to jack himself faster, inching toward her as he did.

The girl leaned back again, this time hiking her skirt up, then pulled her panties past her ankles and dropped them on the concrete. She spread her legs wider and continued to fuck herself, slipping another finger inside.
 

“I was so close” she moaned. “Show me that gorgeous cock so it can help me cum.”
 

Rolo stroked himself, staring at her neatly shaved pussy. Her fingers were still thrusting at a furious pace, and he could see how soaking wet she was with her cunt juice dripping down her slit and dribbling between her cheeks, glinting in the moonlight as she raised her ass to the sky.
 

“Mmmm yeah baby, fuck that hot cunt with your fingers,” he jerked himself harder. “Mmm…...” GodDAMMIT she was hot enough to turn his cock into a flaming arrow. He stroked himself furiously, but it wasn’t enough. He wanted her NOW, and couldn’t stand not having her. Roland wasn’t used to not getting what he wanted just minutes if not seconds after he decided he wanted it.
 

“I’m going to fuck you,” he said. “Is that okay?”

The girl screamed,
 
“Oh GOD YES!! Please FUCK ME!”
 

Roland knelt in front of her, then ordered her to spread her legs. She fanned them wide, giving him a perfect view of her hot pink pussy. He grabbed her by the ankles and spread her legs even wider, then reached down and guided his cock inside her.
 

“Oh fuck, Oh yeah, do me, fuck me.” She groaned. Her words had turned to mumbles and her mumbles to moans.
 

Rolo slammed himself inside her, pulled himself out to the tip, then thrusted again and again; harder and harder, over and over.
 

She came without warning, screaming like she was in the midst of a murder. “OOOOOOO!!!!!” she screeched, tearing the grass from the ground in clumps. Her ass lifted and she bucked her body towards him, riding her orgasm like a cowgirl.

Rolo wanted to tell her to shut the fuck up before she got the two of them found, but he said, “You are so fucking sexy” instead. He moaned, then flipped her to her stomach and took her from behind, massaging her ass cheeks as he slammed himself deeper inside her. “Oh Yeah, your cunt is SO HOT, oh yeah, Mmmmmmmm….” he grunted.
 

“Don’t stop,” she begged. “I’m cumming again!” Her ass pushed towards him as she rocked on her knees and started shaking beneath him. “UUUUUuuuhhhhhhhh,” she grunted as her pussy contracted.
 

“Oh yeah, cum for me baby, I’m gonna cum, too!” he screamed as he pulled out and shot his cum all over her ass, his body jerking with every shot.
 

“Mmm…yesss!” she moaned as his hot cum splattered her ass.
 

They lay beside one another, spent. It seemed like half of forever before they finally sat up and adjusted their clothing. Amanda left her panties on the ground beside the icehouse. “Fuck it,” she said. “Let the one of the pretty people find some cunt soaked panties.”
 

Rolo laughed, then stood and held his hand out. She took it and he helped her to her feet. “I’m Roland,” he said.
 

“I’m Amanda.” She smiled, then added, “Well, that was fun, but we better get back.”
 

He grinned. “You just made my boring evening a whole hell of a lot better. So what are you doing after the party?”
 

“Whatever you want me to.” Amanda smiled, and took Roland’s hand as they slowly walked back toward the party.
 

XXX

The Couch Surfer’s Cock
 

Rudy was one of those friends you wanted to hate, but his extra helping of personality kept you loving him well past his welcome.
 

Rudy was easy to love because he was fun and spontaneous and you never knew what he’d be into next, but you you wanted to hate him for crashing on your couch at the most random and inopportune times.