writingdirty

Dirty stories by Jack Stratton

Tag: kink (page 1 of 2)

Umbrella, Rain, Public Transit

It was one of those coincidences that happened a lot in the city. A friend of a friend. I’d met him at a party, on a rooftop, one a day much lovelier than the one of which I speak. We’d had too much wine, or I had wine and he had whiskey. We talked about art and the death of certain media. Somehow a conversation about Marina Abramović turned into something about kink and I made some vague comment about my own twisted predilections. He picked it up and and we danced around the subjects of bondage, S&M, roleplay.

Eventually I leaned back against a wall and wanted him to lean into me and he did. He was slightly unshaven and handsome in his glasses and he was very taken with me and it made me feel a little powerful and a little tipsy and I thought it would be nice to kiss him, but he didn’t work up the courage or maybe he just didn’t want to kiss me.
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Choke

The girls were sat on a blanket, back to back; naked, save their panties. The black blanket was laid neatly on the somewhat dusty hardwood floor. I knelt in front of Margot and Hector knelt in front of Betty. The rope was around both of their pretty necks. Looped and looped around and around. Their hands tied at their sides, their backs held straight out of either eagerness to please or suspense at what might happen next.
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Scenes from a Dungeon, Part Two: The Boy

The dungeon. It’s cliché, I know. This kind of place was never part of my kink and really it still isn’t. The aesthetic is just all wrong. The leather and the stone and the seriousness of it all always seemed silly to me. I could never have imagened, let’s say four years ago, that this was a place I’d like to frequent. Then again, I do a lot of things now that I never would have imagined doing a few years ago.

Truth be told the way the place looked is important, certainly, but not vital to the games I wanted to play. I think of it like the library I go to, the one near my office. Twelve blocks away there is the most beautiful library in the city, possibly the country; the Main Branch of The New York Public Library on Fifth Avenue and 42nd Street. It is huge, a marble monument to knowledge. It is atmospheric, with history and vast ceilings painted with murals. It’s epic, but you can’t borrow books from it unless you have special permission.

A block away from my office there is a very small, very dingy library. It is painted institution green and mostly has large print best sellers, but they will order any book I want from any library in the city and they have all of the things I need. It is easy to get to, it is easy to use. It is handy, like the dungeon.

The dungeon is a place where you can play. Where you can scream as loud as you want and hit as hard as your partner can take and you don’t have to worry about neighbors hearing or roommates coming home. You can just play.
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How Jack Bottoms

In exploring BDSM in a variety of ways I found my base power position (top) relatively quickly. I like to be the one doing things, hitting, fucking, tying, commanding, humiliating, etc. The complexities of topping versus service topping and other mixed dynamics certainly came up later, but have never really concerned me. I feel like I am naturally toppy, especially in many of the relationships I have been in so far, but that’s not all I am. I contain multitudes and stuff, you know the deal.
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The Secret I Couldn’t Keep


Title image by Face It. CC BY-NC 2.0

The thing was, she was young. Very young. Certainly legal, but still, I really should have been ashamed of myself. I was a thirty-two year old man! It started out so simply though. She sent me a picture because I wrote something silly like, if a picture is worth a thousand words than a thousand words must be worth a picture.
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Tags

I was listening to the Masocast (which I recommend highly), and Axe was interviewing Troy Orleans. I met Troy once and she beat me viciously in the most painful way possible–at Scrabble.

Troy mentioned something on the podcast called a tag party and it got me thinking. I looked for more information on them online and didn’t find anything. (If anyone knows of resources or writeups about tag parties please comment or email)

The idea of a tag party, as I understand it from Troy Orleans’s description, is a party in which everyone who attends is willing to play. Each partygoer wears a tag in which they write three acts that they are willing to participate in and the role they wish to play in said act. i.e. Spanking/Top, Rope Bondage/Top, Flogging/Bottom.
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Ménage à Text

Truth be told, Elise didn’t even really like him. That’s not to say she wasn’t already wet when she got off at his subway stop and climbed the familiar stairs into the lingering evening sun. She hadn’t been to his apartment in weeks. She hadn’t walked through the dirty streets of his neighborhood, next to the big school with the high metal fence and the little stores with the weird religious candles and the exotic smells.

All right, maybe she liked him in some weird way. He could be a good friend, in his own fashion, if he wanted to, but he was so very full of himself sometimes, so very Mark. They had dated for a while around two years ago, and maybe they were even in love for a couple of minutes, but Mark was an ass and that all disintegrated quickly. He was a much better fuck than he ever was a boyfriend.

Mark could be a good listener too, when he was in the mood. If he got interested in what you were saying and thought your little problem was entertaining he could set his mind to solving it. He was an egomaniac but sometimes that gave him the detachment to give you really insightful advice. Also he was really good in bed.

Sometimes you want to fuck someone you’re not in love with. It’s good to have someone like that who you can trust. And then there was the fact that Mark always had a way of making things dirty. Elise craved that sometimes. More than craved it, she needed it. As she walked down his block she knew that this was one of those times.

It was hard to ask someone new for those things. When you are falling for someone and you want everything to be perfect and so you can’t have the awkward conversations about how you needed to be held down or spanked or called a slut or more.

Mark knew all her boundaries, though. He read her like a book and said out loud all the dirty things that were in her head and made her blush. He made her blush! Elise was always the bold one, the brash one, but Mark could make her feel like a veritable prude sometimes. And as much of an asshole as he was, he never crossed her lines. He knew just from looking in her eyes what she needed and what was too much. That kind of connection could take years to create and there was no reason to waste it just because they couldn’t make a relationship work.

The truth was, she had met someone the day before. The truth was, every time she thought about this new guy she melted a little and her knees almost gave and her heart started pounding. This guy was serious, though, no one night stand. This guy was amazing.

Elise swooned as she pictured him. He was tall and handsome and so very gentlemanly. He worked for some kind of not-for-profit organization. He recycled. He was a genuinely nice person. He had good skin and a crooked smile and used big words and had a nice ass.

Her stomach dropped. There were things she needed though and she wasn’t sure someone so “nice” could give them to her. She thought about Mark, who certainly wasn’t a bad person. Mark who drank too much and make crude jokes about horrible tragedies. Mark who admitted to a somewhat criminal youth. There was also Mark with the bookshelf full of interesting things and his world-traveling past and there was the fact that his cockiness was all bullshit and he was actually very humble about how smart he really was.

She thought about the last time she saw Mark, his hand in her hair, his body on hers. There was something that pushed the moments in his apartment to hyperreality. The way he half-closed his red curtains which made the light from the street glow crimson on his white walls.

Half way to Mark’s apartment Elise’s phone vibrated. Pulling it out of her bag, her heart was beating hard. It was like being in high school again.

“It was cool meeting you. I’m kind of really excited about our date,” said the text message.

Elise stopped walking and let out a happy little noise. Then she looked around quickly to make sure no one heard her. Swooning she looked up to see Mark’s building, an old brownstone with a sort of ominous array of little angels and demons carved into the staircase and windowsills.

She texted back from Mark’s hallway. “I’m pretty excited too. Can’t wait. See you soon.”

She rang his bell twice without an answer. She knew he was home because he had buzzed her up. When he opened the door she saw his familiar face a bit stubbly, his graying hair a bit messy, the piercing blue eyes never focusing on her completely. He nodded hello to her, “give me like five minutes, okay?”

Elise stood confused at the door as he quickly walked back into the apartment and picked up a book on his big leather chair and started reading something intensely. She came in, looking around a little confused. The apartment was cool, with a fan in the window and the evening air flowing in. It was tidy, but cramped with stuff. Books, computer parts, a couple of leather floggers peeking out from under the Sunday Times.

Walking around the room she saw things she remembered. There had been three months when she was sleeping over every night. The salad days when she learned how badly he snored and how decadent his breakfasts were. She smiled at the little box of Peruvian Worry Dolls he’d told her the secrets of one summer night.

She jumped when she heard the thump of a book closing. Turning around she saw Mark get up from the couch and stretch.

“Okay. Sorry, I was in the middle of this… intense chapter.”

She shrugged, he was already smiling at her with that predatory smile.

He used to play this game where he made her admit why she came. He made her tell him that she needed to be beat up and fucked. That got old a while ago, but sometimes he just watched her. He watched her until she squirmed.

She fingered her phone, wondering if he would text her back, wanting to check, wanting to know more and tell him more. Mark eyed her, she was extra nervous and she knew he could tell.

Mark walked over and she backed up until she was against his bookshelf. He laughed, “I’m just saying hello.” She looked up with her big eyes. He had good lips, soft and expressive. He kissed her on the cheek and she tensed, unsure of what he was doing. Mark always changed the game, never wanted her the same way twice.

“I like it when you’re nervous,” he whispered, already husky-voiced.

“You’re an asshole.” But she couldn’t look up at him.

“You should take off your pants.”

She shook her head, “no.”

He pushed and pulled her, like a child getting out of her winter jacket. He pulled off her shoes and socks. He roughly unzipped her pants and pulled them down, bending her over and pulling each leg off.

When he was done she steadied herself on his bookshelf, her hair in her eyes and her legs looking extra naked with her only in a shirt. She didn’t wear underwear with jeans, Mark was never really sure why. Her cunt was bare, Mark could tell it was freshly shorn from the slight redness and complete smoothness.

He grabbed her arms and just moved her around. Shaking her a little and pushing her here and there like a rag doll. He liked how docile she got when she was like this; when she wanted to be hurt and controlled. So different than the Elise on the street. He pushed her over to his bed and slapped her ass once.

She growled, feminine but feral, when hit. The first time Mark hit her he had been a little surprised. It was lovely though, the way her bright eyes and smart mouth just vanished. This brilliant girl rendered dumb by nothing more than pulled hair and a spanked bottom.

She crawled up onto the bed and got on her knees in his sheets, her butt in the air, her chest against the bed, face buried in the blanket, trying to hide her red face and open mouth. The red lips of her cunt peeked out from between her closed legs in the way that made him aggressive. In the silence between smacks, the room was suddenly filled with the dull echo of a phone vibrating.

Mark watched as Elise’s head shot up. She was breathing hard and fast. She looked back at him and then to her handbag.

“Oh, I get why you are so nervous. It’s a boy, isn’t it? Is that him?”

She whined and buried her head in the blanket.

“What’s his name? Is he dreamy?” he mockingly fainted.

“I hate you so much. You’re such an asshole,” she said as she crawled away from him, trying to reach her phone.

Mark let her get up, then stood and looked down on her as she laid on the floor pulling out the Blackberry and reading the new message.

“What’sit say?”

“Fuck off.” She rolled her eyes and bit her lip as the little device blinked to life.

The first blow came to her ass, then it was followed by five more. He was on her, straddling her legs as he grabbed her hair and pushed her face against the floor.

“Tell me what it says.”

Her heart was pounding against her chest and against the hardwood floor. His weight on her legs and ass made her pubic bone press into the floor and she could feel the grain of the wood on her bare mound.

“It’s private,” she wanted to yell it but it came out a choked little whisper.

She wanted to tell him this was too personal, this wasn’t part of their game, but her sex throbbed at the intrusion and she knew he loved it.

His fingers snaked into her hair, closed on it and pulled. Elise let out a high whine as she pulled up the text.

“Ow! Wait, okay!” she paused — this was something different, there was a weird line that she couldn’t put her finger on. Mark’s hand tightened in her hair.

“I really…” she swallowed, her throat felt like it was closing — “enjoyed kissing you that night. Hopefully I…” his hand tensed in her hair, she felt individual strands being pulled out. “Hopefully we’ll get to do more of that next time.”

Mark’s laugh was a slow rumble. She could feel it on the back of his legs, the slight vibration of his body as he chuckled. Her face was hot and her hands were sweaty.

“Is he a nice boy? Is he going to bring you flowers?”

Elise tried to squirm away. “Shut up.”

Mark took her wrists and pulled her arms behind her back. In his struggle, his hardening cock pushed between her legs, not inside of her but rubbing, poised. She tensed.

“Is he gunna be your boyfriend?” Mark stretched out the word like a playground chiding.

He leaned down and whispered into her ear. “Are you gunna wait until the third date to put out? Why buy the cow when you can get the milk free, right? Are you going to marry him?”

“Shut up, shut up.”

It was stupid. He was making little kid jokes. It was such ridiculous teasing, but she felt cold in her chest. Her eyes were itching, maybe even wet. She whined, she shook her head but he kept talking.

“Maybe you’ll get drunk one night and ask him to spank you. What if he knew the girl I knew? What if he saw the little slut who sucked three boys off in a bathroom?”

The images flashed into her head. It had been a year ago. Mark had taken her to some event of some kind. Some kinky club, hidden entrance, secret password. They’d watched bodies writhe, they’d seen a boy hung up with rope. Mark had eyed two friends of his and when he’d pulled her into the bathroom, they had followed.

It was the most embarrassing memory in her head, and it was also the one her mind went to every time she couldn’t come and needed that little push. The dirtiness swirled in her belly, like their come had. Her tongue was thick.

“What if he knew even more? What if he knew about the parties? Will you tell him or should I?”

“No. Stop it. Shut up.” Her throat closed and the words came out as squeaks.

“What’s his name, Elise?”

“I… I don’t want to talk about him anymore.”

Mark laughed loud and let go of one of her arms. She felt him shift on her, reach for something, then the sharp pain of a leather crop on her ass. Then his hand because he couldn’t get the right angle with the crop.

“Okay! Okay. It’s…” she struggled, thinking maybe she should lie, but that was no use. “It’s Todd.”

The spanking stopped. The pressure on her wrist loosened.

“Todd?” he said with a much lighter voice. “Toooodd,” the chuckle was different, not dark and angry but silly. “Fucking Toooodd?” he laughed.

Elise squirmed from under him and pouted, folding her arms over her naked breasts.

“Fucking asshole, just stop,” she mumbled, getting up and going to his bed.

Then there was the look. She glared at him and he glared back with his wicked sarcastic gaze, but then it shifted. The questioning look. “Is this okay? Should I really stop?”

She swallowed. Was it okay? She shifted on the bed, a dark spot on the gray sheets where her dripping sex had rested. His eyes were light, gray and blue, but they seemed to change depending on the light.

Was it silly to see so many things in a look? How much of it was wishful thinking? She could have sworn she saw something else, behind the sadistic grin and the questions, some little hurt, some primordial jealousy.

He got off her and his grin wavered but didn’t fade.

She panted as she laid back on the bed looking up at him. He walked over to the window and looked out. He picked up the book he was reading when she came in and he licked his finger and then turned the page.

She waited. She knew this game even if it did have all sorts of new dimensions.

“Why do you have to make this so fucking hard?” she whined, her voice gone sad little girl.

He looked over the top of the book at her, his eyebrows raised. The tiny hurt hiding somewhere in those cool blue eyes was all she could see now. His big ego bruised because this was supposed to be their time, this was supposed to be their game, even if it was just a game it was all they had and she didn’t realize that was important.

The sadness of it made her feel small. She pulled her knees up to her chin and cradled her legs and gave Mark her puppy dog eyes.

“I’ll put my phone away,” she said meekly. “Can you come over here and cuddle with me?”

Mark put down his book and glared at her appraisingly.

“No. You brought your phone here and wanted to read the message, so now it’s fair game. If you don’t like it, you can leave.”

She bit her lip. This wasn’t turning out how she wanted, not at all. She liked it when he was mean, but not like this. She sighed, laughing at herself. She thought, “you can’t want someone to be an asshole to you and then complain that they aren’t being the right kind of asshole.”

On top of all of that, she was curious. What was he going to do? What could he do?

He walked over to her while she was thinking and picked up her phone on the way. He pulled her and pushed her around, pushing her face into the bed right next to the phone, pulling her legs so that she was up on her hand and knees, ass high and head low.

“I probably shouldn’t tell you this but all day I’ve been thinking about doing a lot more than kissing you,” his voice was flat and rough.

She looked back at him. He was taking off his shirt and then unbuckling his belt. He looked down at her and smiled.

“Type it,” he said sternly in that voice that made her reach for the phone before she knew what she was doing.

She stopped, though, and looked back at him.

“I probably shouldn’t tell you this but all day I’ve been thinking about doing a lot more than kissing you,” he said it slowly, enunciating each word.

Her fingers lingered on the little keyboard, her thumbs at the ready. She typed the first two words and then stopped, feeling him shift behind her, then his fingers, wet with his saliva, grazing her clit. He knew how to barely touch her so that her body whimpered and begged for more. He did it again so softly that she could swear she could feel his fingerprints like rough little Braille dots tormenting her most sensitive spot.

She typed a few more words. Her head was buzzing, her eyes were stinging, her cunt was itching with need.

He slipped two fingers into her, the way he always did. Fingers bending and finding the spots that made her stupid, made her make silly noises and do what ever he said. She pushed her ass back, wanting more of his fingers, more of his attention.

“Keep typing,” he growled, and then she felt the wet warmth of his tongue circling her asshole.

She should have been over the shame. After all, in all the time she’d been a sexual being, people had done all sorts of things to her ass, but there was something instinctually naughty about this little intimate act. As he rimmed her, his tongue pushing slightly into her, she blushed and hid her face in his sheets and groaned with pleasure. His fingers inside of her, his tongue playing with that secret, dirty place.

When she looked up, she saw the sentence he had told her to type. The nervousness and embarrassment and need and lust were all swirling in her stomach, crawling through her veins. She hit “send” and heard Mark chuckle low and quiet.

His fingers worked her harder now. She was so wet she took three of his thick fingers, she felt them press down, she felt filled up and overpowered. The orgasm was building, but she wasn’t sure she could get there because of all those damn emotions.

The phone buzzed and he slipped his fingers out of her. They both waited. She felt him leaning over her, looking over her shoulder at the little screen.

“To tell the truth, I’ve sort of been thinking the same thing for most of the day,” the tiny letters read.

She bit her lip. His cock rubbed against her ass, hard and hot.

She continued to stare at the screen as he slipped off of her and walked into his little office. Her body shuddered as she heard the familiar sounds of him opening his little toy drawer.

When he came back, she didn’t look at him. She knew she should have stopped this little scene of his, but somehow her hands were on her phone, thumbs waiting.

He slipped something under her, then positioned her. Her breath was coming faster. When the vibrator started he pushed and pulled it under her until the head was pressed on her clit. Elise let out something between a gasp and a wail. Then she heard the rip of plastic; she knew he was putting on the condom, and soon he would be fucking her. She knew the vibrator and his cock would be almost too much.

“What have you been thinking, exactly? I shouldn’t tell you this, but I have some particular tastes,” he dictated in that commanding tone that told her she should type it word for word.

Worry flooded her again. Was this going too far? Would she scare Todd away? She should tell him these things about herself eventually, but like this?

Her eyes unfocused as the vibrator pounded her nerves and pleasure rang through her, spreading out from her clit and making every part of her body tingle.

As she typed his words she felt him pressing against her, the thickness of his cock meeting the wetness of her sex. He was just waiting, slipping the head in and out a little, holding her hips and pressing her down against the vibrator’s unrelenting buzzing.

“You sound like you’re in a frisky mood. I’m no prude, tell me about your intriguing particulars, please.”

Half of her brain was filled with elation about the text, imagining Todd, the boy she was so smitten with, also being potentially kinky. At the same time she was about to be fucked by Mark. Then there was the vibrator. Then there was the shame — she realized what a slut she was being. Then the embarrassment turning into that white-hot emotional pleasure in her head. At the same time, Mark slipped his cock into her with a smooth slow push.

Mark voice was straining to stay steady. “I like to be spanked.”

“Hard,” he added.

She started typing when the first orgasm came. She screamed into the mattress and balled her fists in the sheets.

“Type the fucking message!” he said, slowing down as she bucked and writhed under him, the vibrator suddenly far too much for her sensitive parts.

“I like to be spanked. Hard.” He repeated the massage and she typed it, her finger lingering over the “send” button.

He started fucking her seriously then, his legs on either side of her, pushing her legs closed so that her sex was almost painfully tight around him. As he fucked her he pressed his chest against her back , his mouth on her neck, biting the pale skin.

The phone buzzed as his thrusts started getting spastic and his grunts loud and animal.

“I think our next date is going to be very interesting.”

He let out a chuckle just before he came, grunting hard and punching the mattress and then throwing a pillow across the room. He always got like that, violent when he came.

He turned off the vibrator, dropping it on his night table. Elise was still trying to settle her body enough so that she could think. She felt a huge wet spot under her and her face flashed red. She hadn’t even felt herself squirt, but when she was forced to come like that it usually happened.

She looked at the phone, scrolling through the messages. She hadn’t really said anything that crazy. She could tell him she had too much wine with lunch.

When she looked up Mark was dressed in a t-shirt and boxers.

It always seemed to end up like this, him clothed, her naked. She pulled the sheets up to cover herself and then felt silly. He always seemed to do that, keep her dangling on the edge of aroused and ashamed.

“Hope that wasn’t out of line,” he said, pulling on a pair of jeans.

She didn’t know if it was or wasn’t, but she did know that she hadn’t come so hard in a long time.

“Let’s get something to eat. That was fun, but quick. Round two should take a while and I need food. We can talk about your boyfriend.”

She winced, but it faded into a smile.

“He’s not my boyfriend. We only went out once,” she complained as she pulled her jeans back on.

“We’ll talk about it at lunch. You know I don’t like you going out with boys I haven’t fucked first.”

Elise sighed, trying to make herself presentable.

“You can’t fuck him, Mark!” But the thought made her knees weak.

“We’ll see. We’ll see.”

Elise smiled to herself, remembering at once why she loved him and why she could never stay with him. She was happy to have these moments, though. She was happy to have a friend who could make her feel so deliciously dirty.

Following a Mouse, Part One

She seemed like a little mouse. That’s how I thought of her, what I called her in my head. My little mouse. Oh, how I was wrong.

That’s the way it is being a man sometimes. You see a woman and she can’t look you in the eyes. She is sweet and pretty and her cheeks go red when you joke with her and you think you know her. You imagine her small and innocent and you are tall and strong and can show her the world. In a way it is comforting. It makes you powerful. All the secrets of desire are yours to show her.

Real life is far more complex, and far more interesting.
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Kink for All Rundown

I have a lot of thoughts floating around in my head. I went to the Kink for All NYC (KFANYC) today and although I was unable to present due to a rather serious family crisis I did catch the last few hours of the “unconference” and I enjoyed it a lot. Then again I was probably part of the minority who had never been to a “proper” sex conference so I don’t have much to compare it to, but I liked what I saw and heard.

I have been to a mix variety of kink related outings. Pleasure Salon and the such. Some more private little meet ups as well, but this was probably the biggest kink event I have been to. Surprisingly I felt very comfortable. In fact I would say I felt very much at home and very confident. I listened to intelligent people speak intelligently about gender, identity, sexuality, kink, BDSM, media and everything in-between. I saw a caning demo which was far more intriguing then I expected it to be. I was in general very enthralled with everything and everyone. It was exciting.

It left me with a lot of questions though. As much as I felt like I belonged there seemed to be a part of me that felt like an outsider. Almost everyone there was in some way queer and although I don’t know if I am exactly “straight” in every sense I don’t know if I am far enough from binary male/masculine to consider myself queer. There seems to be a large gap in the talks about the place of straight men in kink society other than johns, pornography consumers or roadblocks. I’m sure I am generalizing a lot, but that’s mostly how it felt.

I grew up in a feminist household with various types of queer folk around me, but I’m heterosexual or at least heteroflexible. At the same time I’ve read and researched a lot of gender theory and queer theory, so at times I find myself examining my masculinity in ways that butches might, but often other straight men don’t. At least not any I know, that is. I would go as far as to say that I have fetishized my straightness. Does that make sense?

Anyhow, just some thought that were floating around. Also thanks to any and all who read this blog and I apologize for it going unattended for a while. I have a lot of very hot stories on the burner, but life has been getting in the way. The economy and various unforeseen crises tend to suck out the drive to create. Of course let me repost an old message so as to remind my dear readers of how they can help inspire:

An Immodest Proposal

They say a picture is worth a thousand words. Well, in that case aren’t a thousand words worth a picture? If you like my stories, anecdotes, reviews and fiction then get out a camera and take a dirty picture for me. You can be as anonymous as you like, I don’t mind, I just ask that the picture be graphic. I need fuel for dirty stories, you know. Don’t worry, I’ll never show anyone. After all, I’m greedy and they are my payment for all these dirty words. Email them or comment with a link.

Fiction – Rent

I am working on a bunch of stories, but this is the only one that is finished. Thanks to an editor who needs to start blogging!
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Writing Prompt – Spanking

A story about spanking
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Writing Prompts

I am looking for ideas for erotic short stories. If you have a senario, a situation, a character, a kink, a scene or just a concept or image you would like me to write about then please either comment here or send me an email.

Writing Prompt – Our Stop

For the writing prompt “outdoors” though being a city boy this was as outdoors as I tend to get. I wrote this in bits and pieces. I do love my iPhone and the ability to write on the go. One more prompt that I think will be a continuation of this one.
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Date: The Mousy Museum Worker

I tend to talk big online, but most of the dates I go on are relatively boring. I was in a five year monogamous relationship that ended badly a little over a year ago and ever since I have been on a dating tear. So I tend to go on a lot of dates with new people all the time, most of which I find online. I’m looking for someone to hold my interest, but so far none have held it for any more than a week or two with the exception of The Librarian who I dated for about three months and met on Craig’s list and The Musician who actually lived with me for two months and who I met on some forum somewhere.

More than anything else online dating has become a thing to do. A hobby almost. I’m not specifically looking for sex most of the time. I’d actually be happy enough with some new friends, but new playmates are equally important. The primary qualification is intelligence, with sexy and open minded close behind.

Often my luck in dating over the last year has surprised me. I don’t consider myself a catch really, I’m a chubby sort of overly sarcastic wannabe intellectual who has fits of shyness and is much better on paper than real life. Still in the past 13 months I have had a good run. Before my long relationship I had some interesting times as well.

I’m giving you a little back up so that my stories make a little more sense.

This is leading up to last night and The Mouse.

The Mouse is a little thing, although roughly my height she is somehow shorter somehow. She doesn’t have the best posture. She is 22 and works in a museum. She finished her degree early and is going for a Masters in something vague and obscure. These are things that tend to turn me on.

When it comes to dating (as well as all things) I compartmentalize. I filter. I pre-judge. There are sex dates, kink dates, fun dates and smart dates. This was definitely the later.

It was our second date, the first time we just met for a drink and some dinner. It went well enough, nothing really memorable. She seemed painfully shy, which made me bolder and more outgoing. She has braces, which I find odd. Combined with her body language and sort of awkward Pretty in Pink handmade clothes she seemed even younger than her age which is already ten years my junior.

After the first date I had to go on a trip out of the country and I came back to a few messages from her wondering how things went, wondering when we would go out again. We made plans for a museum, discussion, possibly dinner after.

We ended up on my couch.

I have specific tastes, but sometimes it is fun to find someone with completely opposite (physical) characteristic from what I am used to. The Mouse is somewhat thin. Maybe a size 8. Hardly any breasts. Maybe an A cup. No tattoos here. No fancy underpants. Hell, she goes to church.

We flirted in the museum, we brought up a shared love of rice pudding. She commented that I should make her some. She commented on me making her something or showing her something at my place a few times. Eventually I got the point and the next thing I knew we were headed to my apartment.

On the couch after the perfunctory look around the apartment and banter, the kissing started. It’s always interesting finding new lips, new necks, new buttons to push and mysteries to solve. She is such a good girl I kept keeping my eye out for some speed bump, some stop sign. I didn’t want to go farther than she was comfortable with, but before I knew it she was naked on my couch and there didn’t seem to be any doubts.

I often find awkwardness attractive. She was certainly awkward. In nothing but glasses and braces she had an enthusiasm that was comical and hot at the same time.

She got shockingly wet. Impressively wet. I kissed every inch of her and when I went down on her she seemed shocked by the sensation. I wondered exactly how inexperienced she was. She mentioned in passing during the date former boyfriends, various dates, so on. Still as she came and then collapsed into a fit of giggles I felt like I was an experiment or an adventure.

In bed she grasped my cock with one hand tightly. It reminded me of high school. She pulled and examined.

“Show me how to… touch you…” she said, not meeting my eyes.

I took her hand, we played, I let her explore. Then we rolled around together, rubbing and gasping. I wondered exactly what I should do next. I moved to my nightstand, she watched with a questioning look. I pulled out a condom. She settled back.

Inexperience doesn’t turn me on, per se, but as I said variety is always interesting and taking a break from aggressive girls was fun.

What happened next was a little odd. You see… things didn’t exactly fit. There was certainly a lot of good intentions, not to mention lubrication, but it seemed like it just wasn’t happening so we settled for a lot of rubbing and grinding and so on which made her happy, but left me unsatisfied. She realized this and took me, awkwardly at first, into her mouth. I was concerned, her braces, her inexperience, but things went well. When I felt myself nearing I groaned out a warning. She kept going, never letting up.

We then fell asleep.

Today she told me she knew all along that this was going to happen. She even brought a change of underwear. Who would have known? This mousy girl who wanted to walk around in museums with me was a second date fuck.

Thus proving again that I am old and I can’t read women.

Prose: Pet

We start kissing in the cab, my hand sneaking under her dress when the driver isn’t paying attention. She was waxed clean and smooth and always wet, my little pet, and that made it so my fingers slipped right in perfectly. She slaps me away, wanting to be a good girl until we get inside.
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