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FILTHY EROTICA 55

4 DIRTY STORIES

Featuring stories from:

Michael Scott Taylor

TJ Holland

Tory Mynx

JT Holland

Copyright 2018 by BS Publications

BS PUBLICATIONS

    Smashwords Edition, License Notes

This ebook is licensed for your personal enjoyment only. This ebook may not be re-sold or given away to other people. If you would like to share this book with another person, please purchase an additional copy for each recipient. If you’re reading this book and did not purchase it, or it was not purchased for your use only, then please return to Smashwords.com and purchase your own copy. Thank you for respecting the hard work of these authors.

DISCLAIMER: These stories are intended for a mature audience only! Contains explicit, graphic sex and language, including rough and aggressive sex, dirty talk, anal sex, alpha males, bdsm, femdom, lesbians, threesomes, and more. Not intended for individuals under the age of 18 or those with a weak constitution. All characters are over 18 years old.

 

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TABLE OF CONTENTS

SEDUCED BY THE INCREDIBLY DEPRAVED MILF:DAY ONE BY MICHAEL SCOTT TAYLOR

MY NAUGHTY ROOMMATE BY TJ HOLLAND

ANAL PLEASURE BY TORY MYNX

DOUBLE THE FILTH BY JT HOLLAND

 

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SEDUCED BY THE INCREDIBLY DEPRAVED MILF:DAY ONE

MICHAEL SCOTT TAYLOR

  

Derek Randolph had just graduated from high school the year before and he was out for a jog, trying to get himself in some sort of decent shape before heading off to college in the fall. It was just past 10AM and he was half a mile from his house, jogging alongside the lake at the center of the housing complex where he’d lived with his parents for his entire life.

It was a jog he’d made many times over the years and he’d seen nothing but familiar faces along the way, mostly 50-something year-old friends of his parents working their way through their respective issues by trying to shed a couple extra pounds. He nodded to them all and they nodded back in the cordial manner of joggers everywhere, acknowledging each other but not wasting any precious breath by talking. All in all it was a completely unremarkable jog, with nothing out of the ordinary.

Until she came along.

Derek was less than two blocks from his house when he saw an unfamiliar figure heading towards him.

She was unlike any woman he’d ever seen. She was older than him by at least ten years—and possibly even more—but she had the body of 25 year old stripper. Rock-hard from head to toe, she had long legs, washboard abs, breasts that were large but not freakishly huge and way too perky to be real (which he actually loved) plus perfectly toned but not over-muscular arms. He couldn’t see her ass but he knew it would be tight enough to bounce coins off of, based on the rest of her body. She had an elegant, attractive face, with sharp lines, big brown eyes, a small nose, and full lips. Long, dark hair pulled back in a ponytail and tanned skin.

It was obvious from first glance that this was not some cute, soft woman out for a weekly jog. You don’t get a body like that without hours and hours in the gym every day. Especially not at her age. She had an edge, a hunger that needed to be constantly satiated. It was apparent in her eyes, which scanned Derek like a piece of meat as they approached each other.

Derek didn’t want to stare but he couldn’t look away. He was transfixed just as much by the way she carried herself as how she looked. She knew she was the shit, knew that all men stared at her, knew that they would dream of her every night for the rest of their lives. And not only did she know it but she loved it, soaking up the attention the way a sponge soaks up water. She was hot and untouchable and dismissive and still somehow inviting all at once.

In a word, she was perfect.

They were just about to pass each other when she flashed a seductive little smile at Derek. He quickly smiled back, trying not to be too goofy about it. He gave her a nod, which she returned, and continued with his jog, trying to play it cool.

A few strides later he turned around to catch one last glimpse of her and saw that she’d done the exact same thing at the exact same time. Realizing he’d been caught dead to rights he decided to play it up. So he turned and started jogging backwards, a big smile planted on his face.

She surprised him by doing the same thing, both of them jogging backwards and smiling while they got further and further away from each other.

His mind abuzz with possibilities, Derek had just started to turn back around and continue running normally when his heel caught in the pavement, spilling him onto his ass. He hit the ground and skidded backwards a bit, scraping his palm as he tried to break his fall. He finally came to a stop and just lay back on the cool cement, his face looking up towards the brilliant blue morning sky, trying to bite down on his embarrassment.

A couple of seconds later he heard the patter of insistent footsteps on the pavement. He realized they were growing closer to him. He looked over and saw the woman he’d just passed heading towards him. Her face was a mixture of horror and hilarity, like she knew she shouldn’t be laughing but couldn’t hold it in.

She stopped just above Derek, close enough that he could see her skimpy black panties under her loose running shorts. He felt an immediate stirring in his groin so he forced himself to tear his eyes from her legs and looked up the length of her tight body standing over him.

But that just made things worse. He closed his eyes and quickly sat up at the waist to hide the rapidly growing tent in his shorts.

“Oh my god, are you okay?” she asked in a strangely seductive, slightly raspy voice.

“Yeah, I’m fine,” Derek replied, opening his eyes to find that they were right at the same level as the front of her shorts. He quickly looked away but not before another jolt of electricity had shot down his spine. He dropped his hands to his waist to cover his now rock-hard cock. So far, she seemed oblivious to his horn-dog tendencies. But he knew if he stood up he wouldn’t be able to hide it any longer.

“Are you sure?” she said. “That looked like it hurt.”

“It did,” Derek said. “But it’s not that big of a deal.”

She covered her mouth with her hand to try to hide the little giggle escaping from her throat. She wasn’t successful. “Sorry, I know I shouldn’t be laughing, it’s just—”

“No problem,” Derek said, a smile playing on his lips. “It must have looked pretty damn funny.”

“Yeah, it kind of was,” she said. “Don’t get me wrong, it was horrifying to see you go down like that, but it was hilarious too.”

“I’m sure it was.”

She held out her hand and Derek instinctively reached for it before stopping himself. If he stood up now he’d be busted for sure. His excitement hadn’t abated one bit and it was showing in his pants. There was absolutely no way to hide it, not with the thin, flexible material of the running shorts he was wearing.

“Thanks, but I’m good,” he said. “I think I’ll just sit down here for a minute of two. Catch my breath.”

“Don’t be silly,” she said, reaching down and grabbing ahold of his hand before he could react. Her grip was powerful, far stronger than he would have figured. She was strong too, pulling him to his feet with ease.

They stood there for a moment, facing each other, their faces less than a foot apart, their eyes locked on each other. Derek was about to thank her for her help when she glanced down towards the massive bulge in his pants. Derek could feel the blood immediately rush to his face and he looked off into the distance, unsure of what to do.

“Ahhh, now I understand why you didn’t want to stand up,” she said, stifling a smile. Surprisingly, she didn’t seem upset. In fact, if anything, she sounded intrigued. But he figured that was nothing more than wishful thinking on his part.

Derek shrugged, embarrassed beyond all belief but knowing there was absolutely nothing he could do about it except play it out like it didn’t bother him.

Looking directly at him, not shying away at all, she said, “I don’t know why you’re so worried. From the looks of things you don’t have anything to be embarrassed about.” Her eyes flicked down towards his groin for a moment and she laughed under her breath. “Not at all.”

Derek cleared his throat, unsure of what to say or how to react. He was completely frozen by her comment. It was so far from what he was expecting to hear from her that he had no clue how to respond.

Before he could come up with anything she took matters into her own hands. Literally. Reaching down, she grabbed ahold of his cock and gave it a squeeze.

“Wow,” she said. “Very impressive.”

Derek swallowed hard, managed to squeak a meager “thanks” out of his mouth.

She flashed an amused grin in his direction. “A little shy, are we?”

“Not normally,” he said. “But right now? A little, yeah.”

“That’s too bad,” she said as she started walking backwards away from him.

“Why’s that?” Derek said.

“Because I’ve been pretty lonely lately,” she said, her smile growing wider as she moved further away from him. “And I could use a little company. Unless, of course, you’re too shy to hang out with me.”

“Oh, I think I can get over it.”

She tilted her head and raised her eyebrows. “Are you sure?”

“Positive” he said, displaying a boldness that he didn’t normally portray.

“Then follow me,” she said. She turned and jogged away.

Staring at her ass as she grew further away, Derek thought for a moment that he was dreaming. He was afraid to pinch himself in case he might wake up but figured it was better to find out now than later on, once things got closer to fruition. So he grabbed some skin above his arm and gave it a good squeeze and then a twist. There was a little pain but nothing else. He was definitely awake. He wondered what he’d done to deserve such good luck and decided not to think about it too much and just go with the flow. Laughing under his breath, he started after her.

It was difficult for Derek to run with his cock sticking straight out, so he tucked it up underneath his waistband. It didn’t help much, but it was enough for him to maintain a decent pace a good 30 yards behind the mystery woman.

And she was all woman, that was for sure. Her long, tan legs were so firm that they barely jiggled as her feet hit the pavement and her tight ass worked feverishly beneath her shorts. Derek was transfixed, his eyes locked onto her backside, unable to look at anything else.

He followed her halfway around the lake, his cock still hard from excitement, his heart beating from more than just physical exertion. She hadn’t looked back but once, early on, to make sure he was still following. Now, a good five minutes later, she suddenly sped up and took a quick right turn onto a side street.

Derek wasn’t sure if she was playing hard-to-get or testing his desire for her or just messing with him a little but he too sped up, not wanting to take any chances. He got around the house on the corner just as she took another quick right turn, cutting through an alleyway.

He kicked it into full speed, his feet pounding on the pavement as he flashed around the corner, only to find that she’d disappeared. He slammed to a stop, knowing that she hadn’t made it all the way to the end of the alley; there simply hadn’t been enough time.

He looked left, then right, then left again. There was no sign of her. But there were plenty of little nooks and crannies she could have been hiding in, so he started slowly down the alley, a big, goofy smile plastered on his face, a hunter seeking his prey.

Little did he know that he was the hunted.

Derek was three-quarters of the way to the end of the alley and hadn’t seen any sign of her. He was starting to wonder if something very different was going on here than he thought. Was it all just some kind of a game? Had she been leading him along for kicks? Or was this just her idea of foreplay?

He was right on the verge of letting his frustration get the best of him when he heard her voice coming from behind him.

“You’re not real good at hide and seek, are you?” she said in a playful voice.

Derek spun to find her standing right behind him, less than two feet away. “How did I miss you?”

She winked and flashed him a teasing smile. “I am a woman of many talents,” she said.

“I’m sure you are,” he replied, returning her grin.

“Care to experience a couple more of them?”

“I can’t wait.”

“Then come on,” she said, taking his hand in hers and leading him towards the garage to their right.

She went through the side door of the garage, his hand still in hers. The garage was pretty dark but he could see that it was a sea of open boxes. They were piled up on the floor, lining every wall. A few of the boxes were open at the top overflowing with various items, most of which looked to be of a sexual nature. Toys, dildos, vibrators, tubes, that sort of thing. A couple of strange-looking swing-like things hung limply from hooks on the walls. Wavy couches and lounge chairs designed for specific purposes sat idly in one corner. It was like a mini warehouse for an adults-only store.

Derek only had a moment to wonder what the hell he was getting himself into and then they were through the door connecting the garage with the house and into the kitchen.

“Do you want some water?” she asked, going into the fridge.

“That would be great,” he said, defaulting to courtesy to mask his sudden apprehension.

But it didn’t fool her.

“Is everything okay?” she asked as she brought him a bottle of water.

“Everything’s fine,” he said. “Great actually.”

“Are you sure? You seem a little . . . I don’t know, scared.”

“Not scared,” Derek said. “But I’m not going to lie. I’m a little uncomfortable.”

She took a long drink of her water, tilting her chin towards the ceiling and showing of her slender neck. “And why is that?”

He shrugged. “I don’t know, really. I guess it’s just that it’s one thing to talk about something . . .”

“But another thing to actually do it?” she finished.

“Something like that.”

“So you’re having second thoughts?”

“Not necessarily,” Derek said. “But . . . hell, I don’t know. It’s just weird, that’s all. I mean, this is the last position I thought I’d be in when I left the house today.”

“Is that a bad thing?” she asked, the little smile on her face betraying her amusement. She was clearing enjoying this.

“Of course not,” he said, laughing under his breath. “It’s a very good thing. But that doesn’t make it any less weird for me. Nothing like this has ever happened to me before. And it’s not something that I ever expected to happen.”

“Do you think this is what I had in mind for the morning?” she asked as she hopped up onto the counter. “To go find some young stud to bring back to my house and ravage?”

He stared at her legs, unable to take his eyes off them. “I don’t know. Was it?”

“Nope. It hadn’t even entered my mind. But then we had that little incident out there by the lake, and it all became clear. It’s like it was meant to be.”

“Meant to be, huh?”

“That’s right.”

“I don’t know about any of that.”

“What?” she said. “You don’t believe in fate? Providence? Anything like that?”

“Not really.”

She hopped down from the counter and started towards him. “Well, what about good luck? Do you believe in that?”

“In theory,” Derek said as she stopped directly in front of him, less than six inches away. “But I’m usually on the other end of the spectrum when it comes to luck.”

“Well not anymore,” she said, tracing her finger down his chest. “From where I’m standing, it looks like your luck has changed.”

“Is that right?”

She nodded and dropped down to her knees. Looking up at him, she said, “Unless, of course, you want me to leave your beautiful cock alone. Is that what you want?”

Derek gulped and shook his head.

“I didn’t think so,” she said as she pulled his pants and underwear down, exposing his still rock-hard cock. “Nope, I didn’t think so at all.”

“But I don’t even know your name,” Derek said softly, barely able to get the words out.

“What difference does that make?” she said, taking his cock in her hand.

Derek’s legs nearly buckled as she wrapped her lips around the tip of his cock. She bobbed on it a few times then pulled it from her mouth. Looking up at him she jerked him off, her little smile still present.

“So what do you think?” she asked. “Do you want me to stop?”

He shook his head quickly from side to side.

Laughing softly, she went back to work.

“Holy shit,” Derek said beneath his breath as she blew him, working his cock in a variety of ways, sucking on the tip for a bit, then taking it further into her mouth, then pulling it from her mouth and licking the shaft before sliding it back into her mouth again.

She was very skilled, constantly varying the pressure and the speed to keep his excitement up but not put him in danger of going over the edge. It was by far the best blowjob that he’d ever gotten; wet and sloppy, with constant eye contact and just enough variety to keep him constantly guessing. He could only imagine what other skills she had. He hoped he’d have the opportunity to find out first-hand.

One final furious flurry of activity and then she was climbing to her feet, her eyes full of excitement and her mouth still turned up in that little knowing smile she always seemed to be wearing. She leaned forward and stuck her tongue in his mouth and they explored each other’s tonsils for a few seconds before she broke it off.

“You like it when I suck your cock, don’t you?” she whispered in his ear while her hand ventured down his chest and grabbed ahold of his cock.

Derek nodded, his breath harsh, and his mind spinning.

“Do you want to see what else I can do?” she asked, still whispering. Her body was in tight with his, her breasts pressing on his chest.

He nodded again, unable to speak.

“Yeah, I bet you do,” she said as she started to play with his cock, slowly jerking it back and forth while she pulled her mouth back out of his ear and again locked her lips with his.

They made out for a short time, Derek trying to make sure his legs didn’t buckle and spill him to the ground. She was jerking him off while they made out, and for some reason this excited him even more than when she was sucking his cock. 

She broke off their kiss and grabbed a tighter hold of his cock and used it as a leash, pulling him out of the kitchen and towards the living room. He kicked off his shorts, which were clinging to one of his ankles, and went willingly with her.

He took in her body in its entirety as she led him forward, his earlier doubts completely erased by the thrill of the situation and his wildly-raging hormones. Here he was, being used as a fuck-toy by a random, incredibly gorgeous woman he’d seen for the first time only ten minutes ago! It was quite literally the stuff (wet) dreams were made of. There was no past, there was no future, no issues to be worked out, no reason to worry about what had come before or what might come after as a result of this. There was only the now. And it was thrilling beyond belief.

She led him to the couch, turned him around, and pushed him down onto the cushions. Then she took a step back and reached under t-shirt to undo her bra. It only took a second and then she was slipping out of it. She let it fall to the ground, leaving nothing in between the thin material of her t-shirt and her nipples, which were already poking out from behind the shirt.

Derek wanted desperately to see her breasts in all their glory, but she was too experienced to let the cat out of the bag right away. She obviously knew the tease was at least as important as the reveal, so she kept the shirt on. For now.

She blew him a kiss then turned around, showing off her long, luscious legs. Leaning over at the waist, her legs still taut, she slipped her shorts down her thighs, revealing black g-string panties framed by her rock-hard, impossibly perfect ass. She wiggled the shorts off and stepped out of them, then turned around to once again face Derek.

“Do you like what you see?” she said, her ever-present smile firmly affixed to her face.

He nodded.

“What’s the matter?” she said. “Cat got your tongue?”

“I don’t think it’s a cat,” he said, finally finding his voice.

She laughed and took a step towards him. She glanced down at his groin area and her smile grew a little wider.

He looked down and realized that he’s unknowingly wrapped his hand around his cock while she’d put on her little show. Embarrassed, he let go, bringing his hands up by his side.

“Don’t stop,” she said. “I like watching you play with yourself.”

“Really?”

“Of course,” she said. “All women dream of seeing someone jerking off to them. I’m no different. By all means, please continue.”

Derek bit down on his embarrassment and went back to work on his cock.

She returned the favor, rubbing her fingers over the top of her panties with one hand while working her breast under her shirt with the other.

Watching her play with herself turned him on even more, causing him to quicken his hand on his cock. She also increased her pace to match him, slipping her hand beneath her panties and going after her pussy with more vigor.

Derek continued jerking himself off as she slid her fingers out from behind her panties and brought them up to her mouth. And when she stuck her fingers in her mouth and licked them clean, one by one, he nearly came right there.

He forced himself to let go of his cock before it was too late. He took a couple of deep breaths and held them for a moment, allowing his excitement to wane just a bit. He scolded himself for nearly finishing up right there in his hand just from watching her.

Derek had never been so excited in his life. He wasn’t super experienced by any  means, but he’d slept with other girls before. And not a single one had ever acted even remotely like this. The confidence and swagger and directness of the woman before him (and she was all woman, no doubt about that) was disarming. Derek was lost at sea, under the influence of a force far greater than he, content to simply ride the waves of lust wherever they took him.

“I think we’ve had enough foreplay for today,” she said, walking forward until she was standing over him. Staring up the length of her body ramped up his excitement even further, just as it had earlier in the morning. “We don’t want you to be finished before we’ve even started, do we?”

He shook his head, his voice once again not working.

She wiggled out of her panties, revealing the lower half of her body in all its glory.

“You just sit back and relax,” she said. “I’ll do all the work.”

Derek nodded and concentrated on slowing his breathing as she climbed atop him, one leg on either side of his body as she straddled him. With her eyes fixed firmly on his, she grabbed ahold of his cock and slapped it against her pussy a couple of times, then held it upright while she positioned herself over it. She rubbed the outside of her pussylips with the tip of his cock for a few moments then dropped down onto it, engulfing his cock in her pussy.

A low moan escaped from his throat as he slid into her, his cock pushing all the way inside her with ease, her pussy soaking wet and slippery as hell.

He closed his eyes and bit down on his bottom lip, trying like crazy not to cum right there. She felt so incredible—so moist and warm and tight—that it took all his effort to hold out for just another second.

Sensing how close he was to orgasm, she didn’t waste any time taking things slow, instead riding him like a cowgirl right from the get-go. She bounced atop him, impaling herself on his cock while pounding her body on top of his, taking his entire length inside her as she expertly rode his cock from tip to base in fast, rhythmic thrusts. Her tits bounced behind her shirt, transfixing him. Wet slapping sounds filled the room whenever their bodies came together.

Both of them were breathing hard now, with almost identical grunts of subdued pleasure coming from their mouths. Derek had a look of near-despair on his face as he used every ounce of his energy to keep from cumming while she looked down on him with a hint of amusement, seemingly getting just as much enjoyment from his discomfort as his cock.  

Suddenly she leaned back, lifted her shirt from the bottom and pulled it off over her head, dropping it onto the floor. With her hands now on his thighs just above the knees, she lifted her chin towards the ceiling and arched her back, exposing the hollow of her neck and pushing her glorious breasts out even further.

It was just too much for Derek to resist. Hoping to stave off orgasm just a little while longer he reached out and placed his hands on her breasts. When she didn’t object he started to squeeze, feeling their firmness beneath.

A soft moan escaped from her mouth and she sat down on top of his cock and stayed there. Moving her body quickly forward and back, she grinded on his cock while it was still deep inside her, bringing about a new round of sensations to Derek’s body and taking him one step closer to orgasm.

He struggled against the inevitability of finishing by squeezing her breasts more tightly. But it was no use. He was simply too far along to hold out for very much longer. And when she leaned forward again and went back to bouncing on his cock it was all over.

“Holy shit,” he said under his breath, looking directly up into her eyes as she hovered over him, her hair covering half of her face.

“It’s okay,” she said, understanding instinctively exactly where he was at. “Just let it go.”

“Are you sure?” he managed to say.

“Positive,” she replied. “I want your cum inside me.” Her voice was a seductive whisper, full of certainty, brooking absolutely no doubt.

So Derek let himself go, relaxing and letting nature do its work. He uttered a wordless groan and a shiver ran through his body as he expelled his seed up into her warm pussy. She continued to work her body as he came, stopping only after she’d drawn every last drop of sperm from his cock

“I’m sorry,” Derek said as she climbed off him and sat down on the other side of the couch.

She seemed genuinely confused. “For what?”

“For, you know—”

“Not lasting very long?”

Derek nodded sheepishly.

She smiled, patted him on the cheek. “There’s nothing to be sorry for. You lasted longer than I expected you to considering the situation.”

“Really?” Derek didn’t know if he should be proud for exceeding her expectations or dismayed that the bar was set so long.

She nodded. “And don’t worry, I’m certain it’ll get better.” Her ever-present smile grew wider. “After all, practice makes perfect.”

He tilted his head slightly. “Wait a minute, are you saying what I think you’re saying?”

“I don’t know,” she said. “I guess that depends on what you think I’m saying. If you think I’m saying that this is going to be the first of many, many sessions over the next few weeks, then yes, I’m saying what you think I’m saying.”

Derek couldn’t contain the smile that was slowing spreading across his face.

“From the looks of you, I’d say you were thinking the same way I was,” she said.

“Not thinking, but certainly hoping,” he said.

“Well, your hopes have become a reality,” she said. “Unless, of course, you’ve got something—or someone, I should say—better to do.”

“Better?” Derek said. “Than you? Impossible.”

She laughed. “Good answer, good answer. I think this is going to be the start of something special.”

“I think so too.”

“Of course, I hope you understand that no other session is going to be as basic—or as quick—as this one. Think of what we just did as a ‘getting to know you’ session. Or a pop quiz, if you prefer.”

“Call it whatever you want, it doesn’t matter to me. As long as I passed.”

“You did, but barely. Call it a C minus. You need to do a lot more studying if you want to get an A.”

“I’ll do whatever it takes,” Derek said. “I’ve always been a good student.”

“I’m sure you have,” she said, standing up. “Now, about that whatever-it-takes comment; did you mean that?”

“Of course,” Derek said, raising his eyebrows in expectation. “Why?”

“Well, considering how early in the day it still is, I was hoping we could get a little more practice in.”

“Right now?”

“Sure,” she said with a shrug of her shoulders. “Why not?”

“I don’t know,” Derek said. “It’s just . . . we just finished up . . . and—” he broke off, not wanting to actually say the words.

“And what?” she said, not letting him off the hook.

He just looked at her, too embarrassed to continue on.

“There’s no need to be shy,” she said. “What we just did should facilitate communication, not inhibit it.”

He’d never thought of it that way. It certainly made sense; enough to allow him to spit it out, at least. “It’s just so soon afterwards,” he said. “I’m not sure I can get it up again so quickly.”

“Don’t worry about it,” she said, giving him a sly grin. “I’ll take care of that part.”

She stood up and held out her hand. After only a moment of hesitation, Derek took it. She led him across the room, towards a hallway on the other side of the stairs. Down the hall, past two closed doors and into the room at the end they went.

It was a bedroom. In the center of the room, against the far wall, was a California King bed with black silk sheets and somewhere around fifteen pillows piled up against the headboard.

“You like?” she asked, sitting him down on the bed.

He nodded. “I like very much.”

She pushed on his shoulders, forcing him to lie down. Then she spread his legs and slid her body up his until their faces were just inches apart, her body on top of his, her breasts pressing up against his chest, her pussy right about at his belly button. She ran one hand through his hair and traced the outline of his lips with the other one.

“So you’ve had trouble getting it up again quickly in the past, huh?” she said, talking softly, seductively, her eyes locked onto his.

“I don’t know that I’ve ever tried,” he said. “All the times I’ve done it before we were finished up shortly after I did.”

Laughing, she said, “Ah yes, young lovers and their fumbling around, never quite sure what they’re supposed to do, afraid to ask for what they want, always worried about the other persons feelings, about doing the wrong thing, about upsetting their partner. Luckily we don’t have any of those issues. Do you know why?”

Derek shook his head. He was completely under her power, too transfixed by her words to utter any of his own.

“Because I know exactly what I want and I’m not afraid to tell you what to do,” she said. “Not because I don’t care about your feelings, but because I know that communication is the key to understanding each other. And understanding each other is the key enjoying each other fully. Plus I know more about what you want than you do. Because how can you know what you want before you’ve experienced it?”

She seemed to be waiting for an answer so Derek obliged. “I’m guessing you can’t.”

“That’s exactly right, she said. “But lucky for you I’ve got more than enough experience for the both of us. So I can show you what you want, even if you don’t know you want it yet. Like right now. You want to touch me, right? To please me. To make me feel good.”

Derek nodded.

“But you’re not sure how to do it, are you?”

He shook his head.

“Because some girls like to be kissed, some like their breasts to be fondled, others like their nipples pinched. One likes their pussy rubbed, another their clit to be flicked, a third likes fingers inside her. And then how many fingers? One? Two? Three? Four? How is a man supposed to know what to do if they aren’t told? And how many people are comfortable enough to actually talk about such things?”

“None that I’ve been with,” Derek said, his heart beating against the walls of his chest and his breath coming more quickly as his excitement rose. To hear a woman—a gorgeous, naked woman who was lying on him, no less—talk like this was something he’d never thought could happen. So many mysteries being revealed, so many questions being answered, so many of his hidden fears being laid to waste; he could feel walls crumbling down inside him.

“Do you want to please me?” she asked.

“With everything I have.”

“Then kiss me.”

Derek lifted his head and pressed his lips against hers. His tongue darted inside her mouth, started exploring around, and hers did the same.

“Now let your hands explore,” she said, breaking off their kiss and bringing her mouth up to his ear just long enough to say the words before returning her lips to his.

So Derek did, running his hands over her head, through her hair, and down her back, eventually settling on her ass. He gave her cheeks a squeeze, one in each hand, feeling her tight ass beneath her smooth skin.

She broke off their kiss once again. “That’s a start,” she said. “Now turn me over so you’re on top.”

He did as he was told without thought, more than happy to be led along by her, not having to worry about making a mistake, about taking things too fast, about pushing too far.

“Now suck on my nipple,” she said, pushing down on the top of his head.

“With pleasure,” he said, sliding his body down and taking one of her nipples in his mouth and sucking on it like he was a baby getting fed. He could feel it hardening inside his mouth, giving him more to suck. The sounds of her excitement filled the room, spurring him on. Looking up at her he could see her eyes were closed and a look of pleasure was stamped on her face.

He sucked harder for a few seconds, then pulled back, letting his lips pull on her nipple for a moment for popping it out of his mouth.

She let out a blissful little yelp and followed that with another delighted moan as he took her other nipple in his mouth and gave it the same treatment.

After working on the other nipple for a bit she reached out and grabbed his arm at the wrist. He looked up at her expectantly, wondering if she wanted him to break it off but she shook her head.

“Keep doing what you’re doing,” she said as she pushed his hand down the length of her body. “I’m just adding another element into the mix.”  

Derek allowed her to guide his hand down until it was between her legs. Putting her hand on the outside of his, she pressed his hand against her pussy and rubbed it up and down.

She was soaking wet, her juices everywhere.

“Stick two fingers inside of me,” she said.

Derek did. They slid in without so much as a hint of resistance. He moved them back and forth against her, quickly picking up speed.

She grabbed his arm, stopping him. “Slower,” she said. “Don’t be so anxious. Build it up gradually.”

“Sorry,” Derek said.

“Don’t apologize,” she replied. “Don’t ever apologize. Just listen. And pay attention. And learn.”

“How do I know when to . . .”

“Go more quickly?” she said.

Derek nodded. He was still finding it difficult to talk openly about what they were doing. He wasn’t sure why, it was some sort of a mental block.

“I’ll tell you,” she said. “Eventually you’ll learn how to read it yourself, but for now, just listen and do what you’re told.”

So he did, slowing down a bit, getting in a rhythm, only speeding up when she told him to, eventually slipping another finger in at her request, following her every direction as accurately as he could, from depth to speed to positioning to what to do with his mouth, his tongue, his other hand.

Derek was surprised to find that her enjoyment was getting him off. The more she got into it the more he did too, and it didn’t take long before his cock was rock-hard once again, without her so much as touching it.

“See,” she said, reaching down and giving Derek’s cock a couple of strokes with her hand while he continued banging her. “I told you I’d take care of that part, didn’t I?”

Derek nodded, too busy to talk.

“Now let’s see you put it to good use again,” she said. She pulled his hand out of her pussy, stuck his index finger in her mouth, licked it clean, and popped it back out of her mouth.  “Do you think—” She popped his middle finger in her mouth and gave it the same treatment. “You can—” She paused in order to lick his ring finger clean too. “Do that?”

Derek swallowed hard and again nodded. He knew that eventually he’d have to get over the embarrassment of talking during sex but for now he was going to stick with what was comfortable.

She slid up and away from him. Still on her back, she spread her legs and beckoned him over. “Then come over here and stick that giant cock inside me.”

Derek didn’t need to be told twice. He practically jumped atop her, so anxious was he to fuck her pussy again. Grabbing his cock in his hand he slid it inside her and started to move quickly against her.

“Ah, ah, ah,” she said, her hand on his chest to halt his progress. “Slowly, just like with your fingers. Take your time. There’s no need to rush. It’s not a race.”

He started to apologize again but she cut him off by covering his mouth with her hand.

“I told you before, no apologies. You don’t have anything to be sorry about. This is a learning process. Nobody gets it right the first time. Okay?”

Derek nodded.

“I want to hear you say it,” she said. “I want to be sure you understand.”

“Okay,” he said quickly, wanting to get it over with. His cock felt like it was going to burst through his skin. “I understand.”

“Slowly,” she said, drawing the word out.

Derek dropped his gaze for a moment. With his cock still inside her, he took a deep breath to gather himself, then looked back up at her gorgeous face. “Okay,” he said, far more calmly this time. “I understand.”

“Then prove it,” she said.

He leaned in and starting kissing her. While moving his lower half very slowly inside her, Derek explored her mouth with his tongue.

As she returned his kiss Derek found himself moving slightly more quickly, still taking his time as much as possible, but unable to completely contain his excitement.

“That’s it,” she said, pulling her mouth off of his. They were face-to-face, their noses practically touching. “There you go. Right there, baby. Right there.”

Her encouragement didn’t help him stay calm. In fact it got him more excited, causing him to move faster against her. Which he was starting to think was her purpose all along, as the more quickly he moved against her the more she talked, which just got him going even faster, to which she replied by talking even more. She had to know what she was doing to him.

“Give it to me,” she said, her voice louder now, more intense, pushing him further and faster with every word. “Fuck me with the big cock of yours. That’s right. Like you mean it. Yes! Yes! Yes!”

Derek was giving it to her with everything he had now, his cock slamming into her pussy with every bit of force he could muster.

“God-dammit!” she screamed, losing herself for the first time. “That feels so fucking good! Fuck, fuck, fuck! I’m gonna fucking cum, don’t stop, don’t stop, don’t fucking stop!”

He couldn’t stop, not now. It felt too damn good to even think about slowing down, let alone stopping. And her being so into it just turned him on even further. Right about now Derek was a speeding train that had lost all its brakes. There was only one thing that could end his ride. The end of the line.

They got there at almost exactly the same time, her body shaking and shimmying beneath him just as he tensed up in anticipation of finishing up for good. Her gyrations put him over the edge, causing him to shoot his seed inside her without the usual extended moment of anticipation before release.

“Not bad,” she said between large gulps of air after they’d stopped moving against each other. “Not bad at all.”

Smiling, Derek climbed off of her and dropped onto the covers next to her. He was proud of himself. He wasn’t sure exactly why, but he felt good nonetheless. Far different than the guilt he usually felt after orgasm.

She turned on her side and looked over at him. “You did good, kid. Surprisingly good, actually.”

“Thanks,” he said, feeling his face growing red. He was never very good at taking compliments.

“So what do you say? Should we try this again tomorrow. Say, around noon?”

“I can probably do that,” he said. “But I need to know one thing before I commit to anything.”

“Just one?”

“For now.”

“Then fire away,” she said.

“What’s your name?”

She looked at him and smiled. “Tiffany.”

Derek nodded approvingly. The name fit her perfectly. “Pleased to meet you, Tiffany. I’m Derek.”

“I know,” Tiffany said.

“You do?”

“Of course,” she said. “Do you think I’d just bring home a stranger to fuck?”

“Well, I . . .” Derek stammered.

“I’ve had my eye on you for a while, Derek T. Randolph. Quite a while, indeed. Of course, if I would have known how big that hand cannon you keep beneath your pants was, I would have manufactured our little collision quite a bit sooner.”

He tilted his head and eyed her carefully. “You planned this whole thing out?”

“More or less,” she said. “This morning was supposed to be the first of many accidental occurrences that would have inevitably led to the same situation that played out here today, but lucky for me things turned out differently than I had planned, so I sped up the process a bit.”

“How’d you know I go along with it?”

“Please,” she said with a smirk. “What young man wouldn’t take the opportunity I was affording him? Anyone you know?”

He had to admit, she had him there. “No, I guess not,” he said with a little chuckle.

“Of course they wouldn’t,” Tiffany said. “Just as none would pass up the chance to continue the affair.”

“You’re that confident I’ll keep on coming over, huh?”

“Absolutely,” she said. “Especially once you’ve had a night to think about where we’re going to go from here.”

“You mean it gets better?”

“Well it sure as hell isn’t going to get worse. Not with what I’ve got planned.”

“And what is that, exactly?”

“You’ll just have to come back to find out,” Tiffany said. “But let’s just say that today was just the tip of the iceberg. I’ve got a thousand little tricks I can teach you, if you’ll just give me the chance.”

“Like what?” he asked. “Just give me one example.”

Smiling, she leaned over and starting whispering in his ear. Just a couple sentences, but they were enough to make his cock stir around, even though they hadn’t been done for more than minute.

He laughed and shook his head. “Who in their right mind would pass up something like that?”

“Who indeed?” Tiffany said.

“Certainly not me,” Derek said.

“So I’ll see you again tomorrow?”

“Do we have to wait that long?” he said, half-jokingly.

“Unfortunately I already have plans for the rest of the day,” she said. “Otherwise we could hang out and screw around until night fell. But as it is, I’m already running late, so I’m going to have to call an end to day one of your education.”

“That’s too bad.”

“Not necessarily,” Tiffany said. “You can actually make it work to your advantage if you go home and do a little homework tonight.”

“What kind of homework?”

“Just a bit of studying.”

“What?”

“Positions. Things you’d like to do to me. Things you’d like me to do to you. Tomorrow we’re going to see how you react when you have control.”

Derek’s face started to flush.

“But first you need to figure out how to get over your embarrassment,” she said. “Because I’m certainly not going to start mincing my words. If anything, I’m going to get more blatant, more bold as we go along. And I expect you to also. Do you think you can handle that?”

“I can sure try.”

“That’s not good enough,” Tiffany said. “You need to figure it out. And right quick. Otherwise you might end up paying the price.”

“And what price is that?”

“You don’t want to know,” she said, flashing him an evil smile. “Of  course, after you experience it, you might like it. After all, like I said earlier, it truly is impossible to know if you like something until you try it. And I seem to have a way of making people like it, no matter how much they think they won’t. I can make pretty much anything feel good.”

“I have no doubt about that,” Derek said.

“All right, that’s enough chit-chat,” Tiffany said, giving him a little peck on the cheek before climbing up and out of the bed. “I’ve got to get out of here. You can show yourself out I presume?”

“Not a problem.”

“And I’ll see you tomorrow?”

“I wouldn’t miss it for the world,” Derek said.

“I knew you wouldn’t,” Tiffany replied, looking over her shoulder and flashing him a smile as she made her way into the bathroom. “I’ll be expecting you around noon.”

“I’ll see you then,” he said, rolling out of bed himself. He made his way downstairs, gathered up his clothes, and put them on. With the sound of the shower filling the house he looked around one last time, laughed softly, then shook his head and made his way out the back door.

Derek started jogging back towards his house, feeling a thousand things at once, and not one of them bad. He had a big smile on his face. For once he had homework that he was looking forward to doing. Life was good. And it was about to get even better. A whole lot better.

He couldn’t wait for day two.

   

#####


MY NAUGHTY ROOMMATE

TJ HOLLAD

 

My roommate Penny and I started screwing around with each other shortly after we moved in together, a little over a year ago.

It had happened naturally; we were both young, attractive and in our sexual primes. We were both fed up with men and looking for something more. So we decided to give each other a shot. And we haven’t looked back since. We still hook up with men from time to time, and even end up in relationships with them occasionally. But we never stop fucking each other. It’s just too much fun.

Two years ago if you would have told me that I’d not only be living with another girl but fucking her on a regular basis I would have laughed you out of the room.

After all, at the time I was engaged to (who I thought was) a wonderful guy with a marriage date set in stone and plans for the future. I’d never even kissed a girl, let alone slept with one. And I never had even seriously thought about it.

Even after my engagement fell through (when I caught my fiancée cheating on me) I still never thought about sleeping with another woman. I went on a six-month sexual binge, but all with men, fucking as many of them as I could in an attempt to wash the taste of my scumbag fiancée out of my mouth.

But that was before I met Penny.

I remember the first time I laid my eyes on her, about a year after my engagement ended. I was at a bar in the Gaslamp Quarter in downtown San Diego with some friends when she showed up as part of another group we were meeting up with.

She caught my eye immediately, mostly because she was my physical opposite. Her hair was long and blonde hair while mine was short and brown. She had huge, natural, low-hanging breasts and I had small, perky, high ones. Her soft, slightly pudgy, face was completely different than my sharply lined features. She was short and stacked, with an amazingly curvy natural figure while I was tall and lanky with a body toned daily in the gym.

And the differences didn’t stop there. Pretty much everything about us was different.

Her pale skin to my dark tan. Her blue eyes to my brown. Her round, fleshy ass to my narrow, firm one. And it wasn’t only our looks that were in contrast.   

Penny was cute and bubbly while I was hard-edged and intense. She was talky while I was reserved. She was nice and I was mean. She was everybody’s best friend while I scared everyone away.

I figured we would butt heads like a couple of divas, but as it turned out, we got along incredibly well. People always say opposites attract but I never bought into it. Until I met Penny.

At some point during that first night we ended up at the same table, both of us drunk off our asses and talking at length about our personal lives. I don’t remember many specifics of the conversation but I do remember that it was mostly about men, how pathetic and sad they were, how they didn’t know what they were doing in bed, how the only thing they cared about was pleasing themselves, that kind of stuff.

Nothing happened that night but the foundation had been laid. Don’t get me wrong, it’s not like I knew right then that Penny and I were going to end up fucking on a regular basis, in fact, it was the furthest thing from my mind. I’d never been with another woman at that point, and I never really expected to. And Penny felt the same way.

Hell, we didn’t even know if we’d ever see each other again after that night.

But, as circumstances would have it, we did see each other again, the next weekend in fact, out at a different bar but with the same group of friends. And the weekend after that. And the one after that.

Eventually we ended up talking more regularly, hanging out occasionally, doing things together. Until one day we realized we were best friends.

Shortly after that, it just so happened that we were both looking for a place to live and it was natural that we ended up living together. We were like peas in a pod, twins separated at birth, she was the yin to my yang. Despite our outward differences inwardly we were almost the same person; neither of us cared about stupid, petty shit. And we both liked men.

Even the first time we hooked up it was nothing planned. We were both having men problems at the same time so we decided to have a girls-night out, just the two of us. We ordered gourmet pizza, bought three bottles of expensive wine, rented a few chick flicks and locked ourselves in our apartment.

We were drunk as skunks and had just finished the second movie when the fun started.

We’d been ripping on men the whole night, each telling stories about how small this guy’s dick was, or this guy couldn’t get it up, or how this guy was a three-pump chump when Penny casually said, “Why do we need men anyways?”

“That’s a damn good question,” I replied. “It’s not like they’re good for anything. Except for their cocks of course.”

“Ain’t that the truth,” Penny said with the exaggerated inflection of someone who is well and truly toasted. “If they didn’t have those they’d be totally and utterly worthless.”

“Hell, even cocks can’t save most of them,” I said.

“You can say that again sister,” Penny said.

So I did. We both laughed.

“But seriously,” Penny said as the laughter died down. “Just imagine if women had cocks. Then we wouldn’t need men at all. We could replace them completely.”

“Who says we can’t anyway?” I replied, only half-joking. I’m not going to lie, at this point I was so drunk and so horny that I starting to get on board with this whole idea of leaving men out of the loop. And with such a pretty little thing sitting on the couch next to me, how could you blame me?      

“What a minute, what are you saying?” Penny asked. She was trying to sound all innocent but I knew her too well to believe that schtick. She knew exactly what I was talking about.

“Cocks are the easiest thing in the world to replace,” I said. “I’ve got three of them in my room right now, all different sizes. And don’t tell me you don’t have at least a couple yourself. I’ve heard you making noises in your room when I know you’re alone.”

“What kind of noises are you talking about?” Penny said, pretending to be offended.

“Don’t give me that shit,” I said. “You know what I’m talking about.”

“Are you saying that you listen to me when I’m playing with myself?”

“Not listening, per se, but I can’t help but hear you. Not with all that moaning and groaning you do when you’re in there alone.”

“Does all that moaning and groaning turn you on?” Penny said. She was still smiling but her tone a bit more serious now.

“Of course it does,” I replied. “How could it not?”

She looked at me. I looked at her. And just like that, it happened. We both leaned forward at the same time and kissed.

Penny took the lead, hopping up on top of me and straddling me while we made out.

It was amazing, kissing another girl, not only because it was taboo but because she was a great kisser, much better than any guy I’d ever been with. Her lips were soft and supple, her tongue active but not crazy. She knew just how much pressure to use, not too much but not too little. I could only imagine how good she’d be with her tongue in other areas. Hopefully I’d find out pretty soon. But first there was some other business to take care of.

I put my hands on her stomach and moved them up under her shirt and grabbed her breasts.

She leaned back and slipped off her shirt, revealing her boobs in all their glory. Fat and juicy and hanging low with huge aureoles. They were amazing.

“You like my tits?” she said, bouncing up and down slightly, making them jiggle and shake.


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