Drew had known Jessica for quite a few years, and he'd always lusted for her. In all the time of their friendship she'd never been single, and so he always considered her unavailable. But still they talked and flirted (Jessica really was SUCH a flirt), and every time Drew spent time with her he'd go home wishing he'd just ignored her relationship status and gone for it, especially now that she was with this new guy and had an open arrangement. There were countless nights where Drew would lay in bed remembering the gentle pressure of her hand on his thigh, or the secret glimpse that he'd catch of the tops of her soft white breasts. Never really intending to, Drew would often find himself stroking his penis to thoughts of touching or licking Jessica's perfect C-cups. It wasn't until a year ago that Drew learned something about Jessica that would change his fantasies forever. It happened late one night when they were chatting online, Jessica seemed distracted; her normal fast and witty responses taking upwards of five minutes, and her answers being short at best and "lol" most often. Drew tried quite a few times to ask her what was going on, but she was elusive for some time. Finally, with the promise of a sushi lunch and eternal secret keeping, Jessica admitted she was writing. A few more nudges and promises later Drew learned that Jess was writing erotic fiction. Drew felt butterflies in his stomach as he pleaded with Jess to share her story with him. She was adamant in her refusal though, explaining that she couldn't share something so rough and unfinished. Instead she linked a different one. A short story about a couple's first intimate encounter. Drew read it through three or four times before telling her how wonderful her writing was. The whole time he felt the stomach butterflies moving lower and lower until the tingling was entirely between his legs.
Over the next few months Drew obsessively checked his "Jess" bookmark to see if she uploaded new stories. He noticed her posting frequency would get higher when he'd plant ideas in their conversations...and so his late night chats with her began to bend more and more to the sexual. It worked like a charm, in one month she'd posted twelve stories all beautifully written and vividly descriptive. Drew also noticed one other thing...her stories were rough. Very rough. But not in an unfinished way. Jess' imagination liked degradation, humiliation, and forced sex bordering on rape. Drew had never really thought of sex as being anything but a sensitive and soft blending of caring between to lovers. With the discovery of Jessica's stories, his idea on sex began to change. By the end of her tales he was furiously masturbating to the ideas of tying a woman up and using her every hole for his own personal needs. He relished in the idea of finding a cum slut who would get off on the rough treatment, just like the women in Jessica's writing. His questions to her became more graphic and pressing, as he tried to get an idea for where her tales came from and how she learned the things she did.
Late one night after a good dinner of sushi and quite a bit of sake, Drew was driving Jess home and of course the conversation had come around to her stories. He asked her about some of his favorite stories, she looked so cute when she blushed while talking about them. Drew was surprised to learn that every story she'd ever written was based either from one of her dreams or from a fantasy she'd had. Jess confided in him that half the time she had to stop halfway through a story to play with herself because she'd be so turned on she couldn't focus on what she was writing. The more the two of them talked the more he felt the familiar ache for her between his legs. Their conversation tapered off a bit as she stared out the window lost in her drunken thoughts. Drew stole glances of her, sitting so calmly in his passenger seat. He admired the way her jeans hugged her curves just right, and stole glimpses where the buttons on her blouse had stretched just enough so he could see the lace outline of her bra. As Jessica sighed heavily, Drew watched the rise and fall of her chest a little too long, and had to slam on his breaks to avoid hitting a car that had pulled out in front of him. When she didn't react he knew she'd fallen asleep. He was less than a block from her home, which he knew was empty since her current boyfriend was out of state visiting family. Drew's lustful side briefly considered swinging around taking her to his house and doing everything he'd imagined in the past few months...but his rational side won out as he pulled into her driveway.
Putting the car in park and killing the engine, Drew gave a silent prayer of thanks that she was actually asleep. He didn't think he could stand it if she saw the large bulge that had developed in his pants. He knew he'd be too embarrassed to talk to her after that. After all, they were friends first, always had been. He laughed to himself as he got out and walked around to the passenger side; but what if? Drew fished for her keys in her purse, and being nearly twice her size, it was easy for him to lift her out of the car. Jess wrapped her arms around his neck, nuzzling down into him. Again he thought about taking her back to his place and again his "friend" side won out. Drew reluctantly walked toward her front door. Juggling both Jess and the two sets of keys as he unlocked the door he was surprised to hear her moan in his ear..."nnnnoooo.....dooon't". She writhed a bit in his arms and settled back down again. Drew closed the door behind him and carried Jess back to her room. The lights were off throughout the house, but he'd been here so often he navigated it perfectly. He laid her down on her bed and started to tuck her in. Her laptop was sitting open on one side where she'd left it, and when he lifted it to move it to the desk it came to life. On the screen was her latest story. Unable to resist, Drew sat down on the edge of the bed and started reading from the top of the displayed page.
"...She felt his rough hands pushing her legs apart again. Her pussy gaped open, abused and dripping the cum of one of the five guys standing around the room. She honestly didn't know which. She hurt everywhere, her shoulders from having her arms tied above her head, her jaw from being held open by the gag, her ass from where John had whipped her, her clit from where they'd decided to pierce her just moments earlier...and of course her pussy which had had more cocks in it tonight than it had in her entire life before. The man with the scar on his face loomed before her again, smiling a lecherous smile of someone who knows he's just about won. She moaned behind the ball in her mouth and tried to turn away but scarface grabbed her throat, holding her head still. She could feel his dick sliding in and out of her well lubricated puss, but she hardly noticed through the other man's slime. Lights flashed before her eyes as her oxygen level plunged dangerously low. She tried to call out, to cry, to beg...but nothing made it past the round piece of rubber wedged between her teeth. The room danced and spun as she felt his finger growing tighter and tighter around her neck. Something sharp bit at her nipple, bringing her back to reality momentarily but it wasn't enough to hold her there, and she could feel herself slipping away under the weight of..."
Drew's cock was so hard it hurt. He'd always lusted for Jess as a person, but now he wanted her in so many more ways. Her unfinished story left so much to his imagination. He stood up slowly, knowing the tightness of his pants would press against his aching hard-on and cause it to pain even more. He had to have release and he wouldn't make it home, he'd have to do it in the bathroom down the hall...he leaned over Jess to make sure she was sleeping. That's when he noticed how hard her nipples were, and the smell....the smell of sex emanating from her body. Hesitantly, he reached out to softly caress one of her nipples. She moaned and writhed again. A small "pleeease" escaped her lips. Drew couldn't help himself, he was in such a state. He had to have her...and now. His friend side screamed for caution...after all, he didn't want to lose her...and that's when his passion side came up with an idea. She wrote the fantasies...she should have it. He moved quietly and quickly around the room, gathering things...a silk scarf and two pantyhose from her closet, lube from her dresser drawer...where he also found a vibrating egg with wireless remote he didn't know she had. His first act was to tie the scarf around her face, covering her eyes completely. Then, straddling her in case she woke up, he braced himself on his knees and started to tie her arms to the bed frame with the pantyhose. She struggled quietly beneath him, as if her dream and waking state were starting to meld, but remained asleep.
Drew took a deep breath, it wasn't too late to back out...she'd never know what he was considering. Then he thought, maybe just one glance at her breasts before he left. Just so he'd have a better image. Then he'd untie her and jack off out in his car where it was safer. He quickly undid the buttons of her blouse, and it fell open invitingly. Her bra was one of those that closed behind her back...he hadn't thought about that. But then...he hadn't seriously thought he'd be doing any of this. He pushed the thin lace material up over her mounds and her breasts fell out with a light jiggle. There they were, out for the world to see...and just as perfect as he'd always imagined. Smooth and milky white, with nipples the size of pencil erasers. He pinched one before he could stop himself, and he smiled as her hips thrust involuntarily under him. He pinched the second with his other hand and her hips thrust again. "Donnnn't" she moaned again, followed by another "pleeeease". His lustful side rose again and he started massaging and squeezing her breasts like ripe melons. She squirmed and moaned at his ministrations, all the while the smell of sex in the room growing stronger. Unable to hold back, he quickly unzipped the fly on his pants and pulled out his member. It was longer and harder than he'd seen it be in years, and already dripping precum. The pain of being bound by the pants was soon replaced by the ache of need. Drew leaned forward and tentatively rubbed his shaft between Jess' beauties. When she didn't scream out, he thrust harder, squeezing them together to form a masturbatory tunnel that satisfied nearly every curiosity he had about her chest. He twisted and pinched her nipples roughly as his excitement heightened, and he came fast, covering her chest and chin in thick white ropes of gism.
Feeling a little ashamed, he dismounted quickly and went to the restroom to get some toilet paper to clean her off. But he wasn't ready for what he found when he came back into the room. Jess was awake, breathing quickly. The smell of sex still hung in the air, but now there was something else...fear? Excitement? Drew wasn't sure. Her nipples were as pert as they were when he left, and he stood there a moment admiring the way his cum slowly oozed down the side of her breast onto her shirt underneath. It took him a second to realize she was talking...
