I hired an Instagram escort to help close a business deal [MF]

Part of my job involves closing and landing business deals. Some deals are straight forward, some are drawn out, with some schmoozing and wining and dining. I like the challenge, and the sales rush and all.

A while ago, I had this major prospect in the pipeline. Would have been a huge deal for me, if I closed this. The point person I’m working with, he’s a nice guy and all, but he’s this big shit and knows it. Which makes it even worse. But it’s part of the business. Anyways, we’re going through the pitch, and our numbers/proposals are very competitive to everybody else. Honestly, a coin flip either way. But he’s not budging, he likes being courted and sold, so he gets all the attention.

One day I happen to follow him on Instagram. And I notice that he’s creeping on all these hot instagram models. Commenting, messaging them. He has no online game at all, but you can tell that all he does is follow and creep these models. Then I notice one that he’s fond of, a model that I previously hired for my own fun. Lisa is this blonde bombshell. Girl next door with huge fake tits and an outgoing attitude to go along with it. Boom, that’s my in. Read more »

The princess of all daddy issues [fantasy] [vignette]

Let me tell you a little bit about myself. My name is Becca. It’s short for Peccata Carnis, but Becca is easier to say. How old would you say I am? I know, it’s hard to guess, but young, I would say. Somewhere between 18 and 25, right?

Wrong. I’m actually 399 years old. See, I’m a half-demon. Half-Devil, if you want to be pedantic. That’s right; my father is the Beast himself–Lucifer, Satan, Mr. Fire and Brimstone. Although I’ve never met the guy, of course. He’s not really the fatherly type. He and mom met right after she came over to the colonies on the Mayflower; Daddy always did love irony. Mom always said that he raped her, but somehow I doubt it. When pitted against the raw sexual energy of Satan himself, something as pitiful as human piety and willpower probably wouldn’t have cut it. Either way, they did something…sinful…and I was the result.

I’m sure you thought that Lucifer was bound in Hell until Judgement Day, but honestly he just doesn’t get out much. Greatest trick the Devil ever pulled, etc. etc. But mostly, it’s unnecessary. He’s got so many agents and helpers out there doing his work that he doesn’t need to involve himself. Daddy doesn’t travel for business. Daddy travels for pleasure. Read more »

Black 23 [M] learns about hotwife and cuckold

Long time Redditor, except it was mainly bc if Madden ftball ha. Over quarantine started browsing more of adult Reddit and here we are…

Not sure what I’m hoping to gain writing this. Supposed it’s cathartic in a sense (recent word of the day calendar word, killin it ?).

I’m Jorjio, black 23 year old, recent college grad (kinesiology ??), newly washed up D2 ftball player. Thanks Corona for the present, real dope. Anyways I grew up in some shitty environments til I was 15 n my mom married a dude with more money than I knew. We moved into his house, changed school districts, everything like overnight. I’m guessin some people will relate to this – when you’re one of the only black kids at your school, everything judged is a stereotype. Not to open Pandora’s box there ??‍♂️ I found out that anytime I was at a party I stuck out, and more times than not a drunk white girl would tell me that a black dude was her fantasy. Sounds fire til you realize everyone just sees you as an object, or at least that’s how I felt. I fuckin loathed white girls me age back then (it’s all good now, I was younger and hotheaded) Read more »

Flashing my tits and pussy to some strangers who came knocking my door [F]

NB: Fake names are used in this story.

This happened a while back, while I was in uni and living on campus.

——————

It was sometime past midnight. I was on a call with my (now ex) boyfriend, and we were having some pretty bomb phone sex. My legs were spread wide, my fingers were rubbing my cunt, I had my juices dripping down my ass and legs… it was pretty wild.

Then: I hear a knock on my door. (I nearly got a heart attack lol)

I ignored it at first, hoping that they would go away, but then the person knocked again, more insistently this time. My boyfriend told me to hang up and go check it out. With much reluctance, I agreed.

I couldn’t find my towel or robe or anything (it was pitch black lol), so I threw on the one piece of clothing I could find: a thin, and very skimpy tank top. It was low cut and… didn’t cover very much. If I tugged it down to cover my cunt, my tits would be out and my nipples very much exposed. If I tugged it up to cover my cleavage, my pussy lips would be hanging out. It’s a tank top! What d’you expect? Read more »

My sister helped

Imagine I, a 20 something year old guy had a 19 year old sister and the girls at her college were real bitches. So one day she holds a party for only girls and her and I devise a plan to get back at these girls.
They’re all 18 – 21 years old thd there’s about 6 of them.

So they all pitch up and ask where the other people are at, sis tells them not to worry, she’ll make it worth their time and she has something special planned. That’s where I fit it. As the big bro I always have her back.
So the “party” is going well and she gets all of them to strip to their underwear and dive in the pool.
Then it’s big bro’s part. I pull up in my car and walk inside and call out to my sis, this is all planned. She act surprised and shocked when I come around back.

“whoa sis, sorry, I never knew you had friends over” I say with a shocked look.
She act all surprised and covers up, being older and not bad looking all the girls invite me in to swim. “hmmm alright, on one condition, no underwear”….. It takes a while but eventually they all agree. Read more »

[F]irst time going commando in public

Hey y’all! So it started yesterday, with me wearing joggers and a shirt through out the day. Y’all know I’ve got a fairly busty/shapely body so me not wearing underwear- no bras no panties definitely shows. For one there’s no panty line and my boobs become jiggle balls.

I went outside for a jog. Not ten seconds after I’d left had I realised that I wasn’t wearing anything underneath. At first there was a slight panic in me, thinking I’d be so ashamed to be looked at. After a while no one was really looking at me and it was enjoyable to freely run without worrying.

Sure I got the car stares at my bouncing balls and my nipples were cutting through my shirt which did get me a little red and wet ? at the thought of some cute boys getting a glance. ?

Although something that completely ruined my mood was that I got a rash near the end of my walk from something. But I guess that’s some humour at the end of the day ?

[M]y landlord wants to [F]uck my girlfriend…and now he has (part 3)

My landlord had fondled her tits. His fat hands had been all over her body. And now he was coming to fuck her. This was my fault. I had let him watch her tan naked. I had let him watch me finger her. I had let our roommate fuck her so he could tell our landlord Alfie she was open to other men.

My girlfriend went to the front door and unlocked it. We hadn’t said a word to each other since she told me what happened and that Alfie was coming over. We both went into the bedroom. She started pulling off her clothes. “You need to get naked too”, she told me.

I didn’t question it.

Soon we were both naked in our bedroom. She told me to sit in the chair in the corner. She pulled out our handcuffs and clipped me to the chair. With her tits in my face she put on a blindfold so my world went dark. Then I heard her lay back on the bed. It was all very quiet. Read more »

The Day I Lost my Virginity [Str8] [mF]

Many years ago I spent most of my days talking to young ladies on MSN messenger. They were good times for a horny guy who would find any excuse to get himself off. I was very experimental and would have done whatever was asked of me. It was this period of my life I discovered anal play and how to give self facials, and if any cum happened to fall into my mouth then it has been said that it is rude to spit….

One slightly older lady (who i shall refer to as Sophie) actually wanted to meet me. This was both an exciting and terrifying prospect. Back then I was much thinner, but lankier and not a pretty sight to look at, but here was someone who was actually interested in going out for the day. The only problem was she lived in Weymouth and I lived in Poole. Read more »

Skinny Dipping Sex in Croatia [MF]

So I’m A(M)erican and a couple years back, I was 27 at the time, me and a buddy were traveling the wonderful country of Croatia during our summer break. The women there were all lovely, but we only met a few Croatian women, most women we got with were from other parts of Europe like Austria, Denmark and Ukraine. This got me to consider Croatia as the Florida of Europe. Anyways I digress, the baddest group of girls we met there were from England.

We were in the beautiful city of Split that has awesome outdoor patios set up throughout the city, and we came across a group of 3 cute girls. It was around 8 or 9pm. I was at first apprehensive they might have been too young, but they had beers and once we started chatting them up they were 19,19 and 18 and had just finished their first year of “uni”. Now this isn’t a morality contest, and that seemed perfectly fine to me to continue chatting them up as in Europe teenagers are treated with a lot more responsibility and privileges and I think it benefits them tremendously. Read more »

My first time with my friend who had a fiance [MF]

If you want to familiarize yourself with some more of my adventures. [Part 1](https://www.reddit.com/r/sexstories/comments/hm6ifj/the_first_time_i_fucked_my_longterm_friend/?utm_source=share&utm_medium=web2x) [Part 2](https://www.reddit.com/r/sexstories/comments/hrhwhl/sexventures_sam_and_i_part_2/?utm_source=share&utm_medium=web2x)

~~Non-Fiction(The conversations are me paraphrasing)~~ Long story~~

A couple of days ago I got a text from someone who I haven’t seen while. Back in college (sophomore year), I worked an on-campus job. It was a big team and I was friendly with most of them. It was one of those jobs where we met each week for a team meeting, had shifts in pairs, so basically we spent quite a bit of time together. I was not dating anyone when I met Sarah (fake name). We joined the department together and got on well from the start. She was super fun, bubbly, and had a great sense of humor. Slowly our team grew and student workers got recycled. New ones came in and we made some more friends. Sarah and I stuck together though. It was one of those friendships where we weren’t the best of friends, but we chose each other over other coworkers. We also hung out outside work sometimes but that’s pretty much it. We just clicked. Read more »