[MF] Sexting With Much Older Married Co-Worker Leads To Middle Of The Night Rendezvous

[PART ONE](https://www.reddit.com/r/gonewildstories/comments/fbj9ut/mf_movie_theater_teasing_with_much_older_married/)

For those who haven’t read part one, let me bring you up to speed. Last fall/winter, I needed some extra cash, so I got a seasonal job at a department store. It was a bit of a change for me, as I usually work from home, but I found myself enjoying it more than I thought. Admittedly, one of the reasons I enjoyed it so much was because of my manager, Maria. A 46-year-old married mother of two. We ended up having a lot in common.

She quickly became my best friend at the store, which led to us going to the movies and making each other cum.

I was not scheduled to be working the next two days following the movie theater ~event~ so the next 48 hours were long. There was a touch of guilt, a little bit of horniness, and some thoughts of, “Will she fire me?” I mean, she was the one who invited me to the movies, she was the one who started touching my hand…SHE INITIATED EVERYTHING!

But still, I couldn’t help but feel a little guilty. I mean, I had never been with a married woman before. I stay away from potential messes, but for some reason with Maria I ignored the “Caution wet floor” sign.

My [f22] first night working at a private swingers club [FFM]

So, a while ago my roommate and I went to an LGBT night at a private swingers club we’d seen advertised around by people we knew. The night we were there I spoke to the owner and we hit it off. He and his wife were older swingers who were still very active in the scene and liked to host nights out of a building they owned and had a hard time renting.

The place is BYOB and the first night I was there the wife was bartending and serving drinks towards the end of the night and I asked her about it, she said they had a girl who worked there for the last six months but she moved back to the West Coast to go to medical school. I spent two years bartending in college and made good money and she said you make really amazing tips because it’s BYOB and people aren’t spending money on expensive drinks.

I had a blast at the club that night and it was a younger, fun crowd so I talked to her about taking over the gig starting in March when I finished some other work stuff. I agreed to work Thursday, Friday, Saturday, and Sunday nights for the next few weeks and see how I liked it.

Just another roommate hookup [MF]

Yeah so I realize I’m not exactly the first to write about how I ended up having sex with my roommate. I mean fair enough. You put a couple of horny twenty-year-olds in a small two bedroom apartment day in and day out, chances are *something*’s going to happen at some point. Anyway, original or not, here’s how it happened to me.

Second year of college I shared an apartment with one of my good friend’s girlfriend. My previous roommate had moved out at about the same time she was looking for a new place, and my friend didn’t want her to move in with him, so things just worked out that way.

For me this arrangement was great. I made it clear to my friend that I didn’t want to hear him having sex in my apartment, and neither of us wanted to deal with the other bright and early in the morning, so his girlfriend slept over at his place almost every night. This meant that I essentially had the whole place to myself most of the time, which was great.

[M]y wi[F]e sucked off 12 boys last night

My wife is 38, decent looks very kinky, has a discreet naughty side

We have a gloryhole that we set up in our apartment for a bit of play times

Last night we invited over 12 fit young boys from Tinder, most were about half her age! And all 12 cummed directly inside her throat while she gave blowjobs

I love how slutty she is and how much cum she swallows :)

That time I made my roo[MM]ate my girlfriend for a few weeks in college

About 15 years ago, I was a college senior. I was an ice hockey defenseman and Army ROTC cadet, and probably what you imagine: big, strong, sort of a jock. Not dumb (at least, I don’t think!), but definitely not that interested in classes. That fall, there was this crazy flooding at our school and our ROTC dorm was evacuated. We were mostly scattered across campus, wherever they had room. I got bunked in this room with a sophomore named Joey.

Joey was this prissy little boy from some Boston family with money. He was gay, though he would always describe it in some kind of gender studies language I could give a shit about. He was probably 130 pounds and extremely feminine. Gay guys today would call him a twink. He was flirty, had long dirty blonde hair, liked to wear makeup and sometimes drag. When he did himself up, he could *just* almost pass as a cute, flat-chested girl. That sorta made me think… huh.

I [f]ucked [m]y cousin’s ass on a dare over the weekend.

My cousin and I have always been close, and there were a few times in our younger years where we got sexual with each other. But there was never any penetration. That is, until Saturday.

I am actually visiting with her now, and over the weekend she had some friends over. She loves to cook and always has lots of wine and other booze on hand. I’ll spare the dinner banter, but I will say that it was during dinner that sensual topics began to be touched on.

After dinner we started playing scrabble, a favorite of ours. Of course naughty words were bing put down left and right. One of my cousins friends happened to lay down the word fuck through the word cousin. My cousin is a silly ass drunk, and she blurted out, “hey……, I think she wants us to fuck!”

Playing along I said, “alright, let’s get on the couch and go.” Just messing around really. My cousin is beautiful, but it has been a long time since we last fooled around. I didn’t think anything of it at the moment, but she blurts out, “well I’m not one to turn down a dare!”

My [M] crazy massage session with the therapist’s [F] daughter

I have this masseuse I see a couple of times a month, she is about 45 or so, on the chunky side but her hands are magic. Price it right, too, $50 for a full hour which often goes longer. Her name is Samantha but she prefers Sam, and not even one time has she ever done anything that would not be considered perfectly legitimate.

Last week was my regular scheduled appointment, I arrived and was greeted by a young woman in her early 20’s, she said her name was Lisa. She told me Samantha, her Mom, was ill and asked her to take over the sessions with her regulars. I figured why not, maybe she was good too, so I went into the little side room, undressed and got on the table under the drape.

I was always nude under the drape with Sam so I didn’t even think about that, she came in and went to work. It was clearly different, her style was much faster and not as deep, but it was OK. I even dozed off, something I do a lot when getting a massage.

Getting Laid at Bible Camp Part 2 [MF]

This story happened at a different camp than the first one where I spent the whole summer a few years earlier, with a girl named Katie.

Katie was the camp registrar for the summer, which meant she spent most of her time in the office. She was 20 years old, about 5’6″, with long blonde hair that would usually get partly bleached by the sun. Her tits were small c cups, and she had a pretty nice ass, but she would usually dress to downplay her assets. She usually wore light, loose fitting shirts and skirts that went down to just above the knee. She always seemed to have a friendly, bubbly attitude. Always friendly, but never more than that. She came from a strong Christian family and never seemed to even flirt with anyone. At least, until the party.

After the first week of camp was successfully finished, one of the staff decided to throw a bit of a party at their house. It wasn’t too far from the camp and most of the summer staff went. Noone really expected Katie to come, but I convinced her, and told her that I wouldn’t drink either if she came with me.

My [m] freaky roomate [f] and our neighbor [f]

I recently got out of a long term relationship and I needed a place to live or crash until I found my own place that I could afford. A friend of mine suggested that a friend of hers had a two bedroom apartment and that she was looking for a roommate. I hesitated at first because I wanted my own place with some privacy but I met with her anyway and I couldn’t pass up the offer, at least for a few months.

Now me. I am in my mid twenties. 6’4 200ish blondish brown hair and blue eyes. She is in her late twenties. Her name is Jessica. Jessica IS absolutely stacked. She had big tits and an ass to match, blonde hair, blue eyes not really my type when it gets down to it. But, she was very attractive. She was pleasant to meet and seemed a little reserved at first. Long story short, I moved in and I have to admit that it was strange to have a female roommate. We both got up early for work and basically had the same routine. I would jump in the shower first then get ready and go to work. At night we would watch tv if we weren’t out somewhere. In the morning on the weekends she seemed very comfortable walking around in her pajamas or tee shirt braless. She wasn’t exactly my type but I can’t say that she didn’t get me eroused on several occasions.

Boyfriend [M] fucked me[F] hard in a shady hotel room. (Part-2)

For the first part, please read:

Boyfriend [M] fucked me [F] hard in a shady hotel room. from gonewildstories

By now, I was pretty hungry for his dripping cock. I had waited long enough to taste that oozing precum and couldn’t wait enough. I pinned my knees on the floor and got to work. He gathered my hair together into his fist and pretty much hoisted my face from his fist. I loved being the sub who he treated like his slut.

I gave his head a gentle lick and let the precum settle itself into my mouth. Watching me enjoy the taste so much made him extra horny and it showed in him taking harder control of my hair in his fist. I let out a loud “Ah!” but that never stopped him. I then took all his inches into my mouth and gagged on it like a pro. I spit all over his cock and made slurping sounds as I blew on it.