My (F)irst Craigslist Experience 20F

We chatted for nearly a week every night, he was my soul crusher and degrading and made promises which he kept!

I met him at a cafe and wore all red like he asked. He looked a lot nicer than what I thought he would look from the way he spoke to me and the few photos he sent me. I didn't tell him that I nearly bailed and spent an hour on my couch already to go but with tears in my eyes but nearing the time I really just changed my mind as if I dug deep for some willpower that I didn't realize I was there and I just kept looking at my steps thinking how I am actually going through with this.

I was wearing a red knit beanie and long red pea coat to hide from the cold my outfit that we decided on. I had a white tank top and red denim short shorts with long knit white and black over the knee socks. He had me join him in the booth next to him and surprised and really set the mood for what the rest of the night would be by how quickly his hands found bare skin. He felt me up during the first few seconds of meeting me and I just held his upper arm for support at first but laid my head on it as I watched his hands grope my thighs and listened to the things he said about me.

Sex Therapy

Sex Therapy. To my horror I realised I’d reached that time of life when I began to have what are discretely called “male problems”. My faithful friend downstairs didn’t stand up so stiffly to attention as he used to do. Though my wife had kept her shapely figure through the years even watching her undress from my favourite sexy underwear sometimes didn’t get him up as hard as he once used to. Then that night came when in the cosy darkness snuggled under our duvet I felt my wife’s bare thigh nuzzling against mine, her soft breasts pressing against my arm, her light fingertips creeping across my thigh and her softly whispered “want you!” My muscle should have been steel hard and straining for her vagina at the first touch of her naked flesh and for the next half an hour, oblivious to the kids hearing through the bedroom wall, we should have been grunting and squealing passionately and our bed should have been rocking and rattling. But this time she had to be satisfied with a finger-fuck, and me with her well practised hand on my half hearted muscle sending my semen barely up to my belly button. After a few nights of erections barely stiff enough to slide up between her legs and just about good enough for a hand job she suggested I made an appointment to see my doctor. I reluctantly agreed to see him. When I arrived at the surgery and gave my name the receptionist told me my own doctor had been called out on an emergency, but his colleague Dr Matthews would see me. Making the appointment had been embarrassing enough, but what was even more embarrassing was when I stepped into the consulting room and saw Dr Matthews was a woman! I thought of turning round and running but I knew I’d come too far for that. Dr Matthews gave me a welcoming smile, the door clicked shut behind me and I was trapped. She was younger than me, perhaps mid thirties and attractive with neat blonde hair. Her doctor’s white coat was thin and tight enough to show the outline of a very shapely figure. Between a couple of the buttons of her coat at the front I caught a glimpse of a black bra. I suddenly realised to my amazement that up top at least she was wearing nothing under that white coat but her underwear! Though I was almost too embarrassed to notice it, I felt that familiar stirring down below. “Now Mr Thompson. What’s your problem?” she asked.
She fixed her eyes enquiringly on me. I felt my face go red and the sweat break out, but I’d come this far and I had to bite the bullet. “It’s a bit of a male problem doctor. I ……” At that my throat went dry and my voice faded into a croak. She smiled as if to reassure me. “Erectile disfunction? I fully understand. Most men your age suffer from it from time to time. I’ll need to ask you some questions.”

Suit Shopping [MF]

Wandering around the men's department you take in all suits we have to offer here at Saks. Reaching up with your hand strokes each jacket testing the feel of the wool on your fingertips. I saunter up in a tight black pencil skirt hugging every curve. You can't take your eyes off my frame until you notice the pair of bright red paten leather skyscraper heels. These shoes say fuck me all over them…

I ask you, "Is there something I can help you with, sir?” You tell me you're in the market for a new suit, but aren't sure of your measurements. Being the professional woman I am I ask you if you would be more comfortable with a gentleman assisting you today to which you respond…"No need to call anyone else to assist you look capable"

First we look at the selection we have, you tell me color choices and fabrics you like while I am already undressing you in my head. Once we have an idea of your style I tell you we need to go into the back to take your measurements. I pull out my tape and start with your neck. Turn around bending over slightly so you can get a good look at me ass Jot down your number and ask you to spread your arms out.

A teacher finally shows his bitchy student where she belongs-part one. [14k words] [Mf] [Mdom] [fsub] [non con to start] [a lot of pain] [bdsm, especially bd] [teacher/student] [toys]

(The whole of this part of the story is 14k words, but I can only post 40k characters on reddit, so it's in two parts.)

Kiara groaned as she watched the seconds tick by towards freedom, she couldn't wait for class to be over to allow her to go see her boyfriend. Why didn't I just skip this class? Mr Richards is oh so boring, Kiara thought to herself, idly doodling on the scraps of paper that had been her work. Many of the girls fawned over Mr Richards, he was still relatively young at about 8 years her senior. For whatever reason, Kiara despised him, often going out of her way to be a nuisance to him in any way she could manage without getting into too much trouble. Her father was a very important man in the city, so the school did give her a fair amount of slack to appease her father, and perhaps attract a little more funding.

Fun in Public – [mf], [bdsm], [exh]

Conrad waited for her on the second floor of the enormous penthouse apartment. Standing in an alcove that overlooked the party down below, he studied the crowd. Katherine was looking for him, a thought that made his chest tighten. He liked the thought of her searching for him, her thoughts on him, her eyes searching for him in the crush of people.

From the distance, her floor length strapless dress looked black, but Conrad was certain it was navy. The material was light and frothy, floating back from a high split up the middle that revealed barely-there silver heels and the smooth length of leg up to her knee.

Conrad could have watched her forever.

But eventually he took the elevator down to the first floor and worked his way through crowd to her.

“You look amazing,” he said, and then realized that didn’t really get across his reaction to her hair glossy and smooth on her shoulders, her bare neck that was beautiful without jewelry. He added, “I could lick you from head to toe.”

Katherine said, “You look quite nice yourself.”

Have Yourself a Kinky, Little Christmas: Part Four [MF][BDSM]

Tugging Reins: Part Four

“Okay,” she finally squealed, “enough of that. Move on to something else, Chuck.”

“Chuck?” Chris asked, confused. Why couldn’t she just say his name like a normal person?

She nodded upward to the speaker, now playing some wordless tune that seemed familiar but he couldn’t quite place. He paused, running his sweaty hand over his close-cropped hair and scratching his scalp as he tried to recall it.

“It’s the Charlie Brown Christmas song,” she laughed. “You know, from the TV special that they play every year.”

Oh. Yeah. He guessed it was.

“I know I shouldn’t,” she admitted softly, “but I kind of love that goofy, bobble-headed movie.” She shrugged and laughed to herself. “ ‘And, lo, the angel of the Lord came upon them, and the glory of the Lord shone round about them: and they were sore afraid,’ “ she intoned, imitating that blanket-carrying character.

Sore afraid? Were those the words? Really? And who would have thought the Grinch of Cover To Cover would even know that?

Chris just shook his head and smiled, marveling at her. He’d give her sore afraid.

Have Yourself a Kinky, Little Christmas: Part Three [MF][BDSM]

Tugging Reins: Part Three

Chris paused, his hands freezing mid-swipe, feeling his world stop. For a long moment, the only sounds that registered were some has-been star singing like Bing Crosby and Danielle’s words echoing over and over in his head.

Had she just said what he thought she’d said?

There was a long pause.

“It’s cool, if you don’t,” she said as she climbed up the tall, sturdy ladder to put away a box. “I just thought—”

“I do,” he insisted, his voice cracking on the words. He coughed and slowly, thoughtfully, carefully put back on his glasses, sure that once he did his world would make sense again. “I mean, if you’re offering…” he hedged. He swallowed hard, still feeling off-balanced and out-of-place. “I mean, when would you…”

“We could do it now,” she said with an excited smile as she turned to sit on one of the ladder’s rungs, “if you want.”

Now? “How?” He didn’t have any toys with him. Hell, he didn’t even own any toys. He pretty much had a pair of old handcuffs that had come with a hand-me-down magic set his aunt gave him when he was ten and that was it.

It’s not cheating if you only look… [F/M]

It's Not Cheating If You Only Look

by Matthew Myen


If this is the first of mine you have read, please read the first part of Guilt and Pleasure before continuing.

Well, that first post blew up, didn’t it? I’d just like to thank everyone for their words of support and encouragement. If you just read it and enjoyed it – that’s enough for me.

If you were on the subreddit yesterday, you might have noticed Volume 2 went up and then got deleted. This was due to a reader asking me to delete it, as it didn’t feel real to him/her. I believe the reason behind the disbelief is the way the story is written. I am a writer, so that is bound to make its way into this. I also happen to have had a very active and disgraceful cheating history, and decided to turn it into a story. Is it all true? Did I actually lose several games of Go Fish to Dan? I don’t remember, but we were playing Go Fish that night while the others talked and Jess got ready upstairs. Did Lily actually switch phones with me and leave that app open? Yes. Some parts are clearer than others, but it all happened, and is as close to a verbatim retelling of the events as I can get. I removed the post because I didn’t want to irritate anybody – honestly I get more out of writing it than I do sharing it. But in the last 24 hours I have messaged out 20+ free copies of Volume 2 – which I don't have the time to do! So in conclusion, if you don’t like my story or don’t believe it – my apologies, and you are welcome not to read it.

It’s not cheating if you only look… [M/F]

Guilt and Pleasure: Volume 2

It's Not Cheating If You Only Look

by Matthew Myen


If this is the first of mine you have read, please read the first part of Guilt and Pleasure before continuing.

Well, that first post blew up, didn’t it? I’d just like to thank everyone for their words of support and encouragement. If you just read it and enjoyed it – that’s enough for me.

I have bad news for anyone who thought the first one was too long… the second volume is more than double the word count. I couldn’t find a good place in the events to stop without feeling like a tease.

Finally, if you would prefer to read on Kindle or something, have a look at the afterword in the comments.


Prelude

Plan B (or the ‘Morning-after pill’) is a type of emergency contraception that can prevent unwanted pregnancy after unprotected sex.

It was late. Late enough that even the semi-nocturnal birds that roosted in the trees of the park near our townhouse had quit their trilling. Jessica slept soundly next to me breathing in the slow rhythm of deep sleep. My phone glared painfully in the darkness as I browsed incognito for some statistic that would help me sleep.