That Time I Convinced My Ex I Was A Prostitute [F/M]

Big ups to /u/wilson48 for not only convincing me to share this story, but also editing it thoroughly for me. If you haven’t read his stories, they’re awesome, though he could stand to share some more ;)

This story is an oldie but a goodie, taking place a couple years ago. I had a boyfriend at university, (I’ll call him “Logan”) we started dating as Freshman, and broke up at the start of our senior year. To keep it simple, he was a sweet guy, but our post-university plans weren’t lining up and the fire was pretty much gone. A week after we broke up, he was far from over it, but we were instantly friends again – we’re friends to this day even.

Fast forward a few months after our breakup, Logan and I ran in similar crowds, so him and I are hanging out at a low key birthday party for one of our shared friends. It’s a great night, and Logan and I are still hitting it off well as entirely platonic friends. At one point in the night, one of our friends brings up this one insufferable guy from a class most of us had together, and how there was a rumor going around that he had hired some sort of Craigslist hooker.

Watching [M]y Crush get [F]ucked

First time posting and first time writing anything like this, this is something that happened Saturday night. A few things I’ve embellished slightly because of the angle I was watching from.

I have a huge crush on this girl called Mary, never attempted anything because I was taken until that relationship ended last month. Mary was tall and slim, had a fantastic ass but it was her legs that I loved, the sexiest pair of legs that I’d ever seen, or at least in my hometown. I’d heard through friends that she was interested in me as well. This was going to be the night I made a move on her.

A group of us, Mary included decide to go to a friend’s house party. Mary instantly hit it off with another guy, let’s call him John, dashing my hopes for the time being. The party turned out to be pretty shit and by midnight had pretty much fizzled out. Mary and John invited some people back to hers to have a spliff or 2. Seven of us piled into a taxi and went to hers. We the all piled into Mary’s room so we didn’t wake her house mate up and passed the spliff round, I’m not a heavy smoker these days and it went straight to my head, one of my friends helped to the bathroom downstairs where I must have passed out.

[F]un with [M]y Best Friend’s Younger Sister

The title is pretty straightforward, but I lead in with a bit of a backstory so if you don't want to read that you can skip down to the paragraph that starts with "As I went to…

“I can’t believe I just got a blowjob from my best friend’s younger sister and it’s not even 7:00am yet” I thought to myself. This was shaping up to be a great day.

I should probably take this time to back up, and start from the beginning to show you how I got to that place. My best friend in college, Kyle, had a younger sister named Emily, she was three years younger than us. I got to know her from spending time with the family, and the talking between us never went past polite conversation. But in my senior year of college she was a freshman at the same school so I was able to spend more time with her as she was always over at our fraternity house for parties and hanging out. She was tall, about 5’11” and had shoulder length brown hair, with long legs, and B-cup breasts.

I gangbanged my wife with my 2 best buddies.

We've been married for some time now, I knew her since college, she's tans regularly so she has this bronze skin -which I madly love – she dyes her hair red and has a fairly attractive body, this may sound weird but she paints her nipples black so they would match her bronze skin! She's always been into doing "unusual things" like opening the door topless to the delivery kid just to have a laugh, don't get me wrong, I'm totally ok with this, I giggle of the thought of the kids jerking off just because they saw a pair of boobs.

Anyway, we have sex on regular basis, I even have to masturbate an hour prior to having sex just to last longer because she never gets enough, so one day while at the office, she called me and said that she has a wild idea of having a gangbang with my 2 best friends, I thought she was kidding so I said ok, when I came home she was already doing a bath with some kind of cocoa creams for a smoother skin, I asked her what's that all about, she said she's ready for the group sex, I told her that I thought she was kidding and she didn't say anything, she kept telling me about it for a whole week until I said fuck it, I told her that I agree, she was happy to hear that, I thought out loud that I need to get some condoms, she said she wants to have it raw, I was shocked to be honest, I refused at first, but agreed later on because I know that they are clean and she's on her pills.

Asleep on the Train [MF][Sleep-play][Quickie]

Usually there's more story when I write something but this just sort of jumps right into the lust, enjoy!


"What're those?" I ask you as you drop a couple tablets into your hand.

"Sleeping pills," you say, "I just want to be asleep for the ride, and then wake up when it ends. This will give me 8 solid hours."

I nod and watch you take the pills. We're on a an early morning train in Rome, about to head to Paris. It's usually a straight 12 hours but we got cheaper tickets by taking a longer trip. First we have this 8 hour train ride. Then we stop at a station and get off at a small town where the train company has provided us with a hotel to stay in for the day. The town is supposed to be nice anyway. Then take the night train to Paris, which is another 6 hour ride.

A quick one. Haley naked, blindfolded and on the road. M35, F34, M28, M59, F31(I think).

Haley was bored last night and wanted "an adventure" so I cobbled a few experiences together with some local fwbs and online friends.

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Once the children were in bed I called our babysitter to hold the fort knowing that a bomb could go off for the first 3 hours of sleeping and they wouldn't wake (cough at 4am and you are screwed). I told Haley to wear a summer dress, panties and bra and nothing else. Once the babysitter arrived I gave Hales a good long coat and off we went.

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Just to inform those who haven't read any of my stories Haley is a natural redhead, petite and curvy with long bright red hair and the best bright pink nipples and pussy.

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I drove all of about 5 minutes and stopped at remote field. Haley looked at me questioningly (we have have had sex in a field under the stars before) and I told her to get out and stand in the headlights. Once she was there I commanded her to strip. She did so laughing and once completely naked I stole her clothes and only gave her coat back. She was then free to get back into the car where she was blindfolded with a sleep mask and told to pretend to be asleep.

Cheating On Her Boy[F]riend Abroad [M]

This summer, a group of 17 students from my uni in the States traveled to Brisbane, Australia to study abroad. Most everyone in the group had relationships back home, but apparently that doesn’t mean anything when you’re 9,000 miles away.

About two weeks in, and the group is like a big family, we are going together class everyday, and always hanging out in someones flat at night drinking and just having a good time being around each other. Karen was the most attractive girl in the group, but not one that I really paid attention to since she seemed to make sure everyone knew she had a boyfriend back home. She is 5’6”, with wavy blonde hair, B cup tits, and an ass that will make you wake up with neck pain. I’m 6’1”, in-shape and was looking for a good time. I got it.

Sex in the stacks with /u/xxx_highavailability

So it is Thursday and I am having my normal chat with /u/xxx_highavailability on the phone on my way to work in Virginia. We have a scheduled meet up in a few weeks but the itch needs a serious scratch and while on the phone we make last minute plans to meetup in her neck of the woods…fuck work it’s time to fly.

I catch a flight within the hour and land in Houston in four, and grab a cab to the library she works at. She happens to be working the desk that day and beams when I come walking through the door. The hitch is that she is at work so she can’t give me any PDA for the time being. I approach the desk like a normal library goer with, except I have a hardon already.

HA: Excuse me maam I need help finding a book on urology, it is for a research paper.

XHA: Well sir let me see if I can assist you I know where those book are kept but it can be confusing to give directions to.

On office sluts [huml]

Every office worth its salt has a resident slut. It's usually a secret closely guarded by the handful of men that get to share her. The office slut is, thus, a kind of secret handshake signifying real corporate power, the kind of passed between the lines of employment contracts and org charts. An office slut can't be hired – she must be first identified for her need to drop to her knees and worship a powerful cock at a finger snap's notice, and then bred into a position of nominal authority that conceals her actual function as a token of male supremacy.

As a mere outside salesman, I've urinated into a CFO's mouth, as directed by the men holding actual purchasing power just to prove a point. I wasn't allowed to derive direct pleasure from this encounter – a status-asserting move itself – but it was nevertheless a disconcerting lesson on the real political structures of capitalism that prepared me for later experiences. At any rate, if I didn't enjoy the urination (I wanted to fuck that bitch right in the face until she choked on my ejaculate), I did like seeing her cry, knees trembling on the floor.

How I ended up [F]ucking [M]y roommate again…

So first off, I want to thank everyone for the kind response, y’all really blew me away, and it made writing this next part much easier! If you haven’t read Part 1, that will fill you in on all the backstory, as this part picks up first thing the next morning after the events of that part:

Saturday morning rolls around, and I still can’t believe what just happened. But after pinching myself a few times, I decided that my roommate is actually laying in bed next to me naked, and that this is real. She’s still fast asleep, so I decided to head out for a few miles run, with the idea of coming back showering the sweat and sex off of me- before trying to have a go at it again this morning. I get back, dry off from the shower, and hop back in bed with her. She’s been woken up by me coming in going a bit, but seemed content to lay in bed for a bit longer. We talk a little bit about what happened, how we both enjoyed it, but then I try to move from just kissing to making out and getting a little handsy, and she shuts that right down. I’m thinking to myself, fuck, maybe I was too forward, but it turns out that she just thinks she has terrible morning breath so doesn’t like to have sex in the morning ¯_(ツ)_/¯ Also, she’s supposed to meet our friend Lila before we all go out for the afternoon (the one that I had dated a bit) for a bike ride down to this old farmer’s market for lunch, and she doesn’t have time to fool around if she’s going to get a shower before hand. I suggest why not both at the same time?