[MF] former coworker wants me to have sex with her…with some interesting conditions [UPDATE 1]

[Here’s the first post.](https://www.reddit.com/r/gonewildstories/comments/ktkdnj/mf_former_coworker_wants_me_to_have_sex_with/?utm_source=share&utm_medium=web2x&context=3)

For the sake of having names I’ll call my old coworker Cass and her husband Nick.

A couple (agonizing) days after the zoom call Cass texted me. I’m just gonna transcribe the convo:

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Cass: Okay so you think you’re still interested in our proposition? We didn’t mean to put you on the spot. Totally cool if you’re not into it.

Me: I’m still interested. Pretty intriguing proposition. Definitely was not expecting that

Cass: Haha I guess we just figured we had to go for it. Just glad you don’t think we’re degenerates

Me: I never said that. Do prim and proper people flash their friends on zoom?

Cass: Lol okayy. Thought that might’ve helped convince you ?

Me: It might’ve.

Cass: Well if so I’m glad.

Cass: You ready to go over some details?

Me: Sure yeah. Very interested to see how this works

Cass: Okay so

Cass: This is something new for us.

Cass: We’d like to invite you over soon for a “trial run” basically and just see how we feel about it after and go from there.

[M] Filling her [F] tight asshole after a few years apart

I recently reconnected with a girl I used to see. It’d been a few years. We started texting, talking about how we were back in the same city. We had fucked really good a few years back, and our conversation quickly turned sexual. We started telling each other the things we wanted to do to each other. Among many other things, she said she liked being dominated (which I love doing), and we talked about how much she liked when I controlled her orgasm until she finally exploded for me. During the course of the conversation, I mentioned that anal play is a huge turn on for me. She was desperate to please my cock like a good girl, and told me that she had only had a cock in her ass once before, and would again if I wanted. Such a fucking turn on for me. We made plans the next weekend to get a hotel room together.

I meet up with Ellie[F]

**Background:** All events detailed in this story are true. I’ve changed the names of everyone involved and I won’t name the school. If anyone from the area reads this, they’ll know exactly what school it is and who the girl is.

As I stated before, I have about five years worth of stories about “Ellie” that I will share. This story documents my first time alone with her.

**The Story**: About a week or so has passed since I was first introduced to Ellie by my roommate Javoris. With my schedule as a college football player and Ellie’s schedule as a college basketball player, meeting up has been tough. We see each other on campus in passing, but always on to the next class or workout.

On a Saturday morning, I get a text from Ellie asking if I was busy today. I had a few team meetings, but since we won our game on the previous Thursday, our coach was giving us the rest of the day off. After some back and forth conversation, we agree to meet up at my dorm room in the afternoon.

Monumental Blowjob [MF]

I gave my boyfriend a blowjob in the St. Louis Arch. “Gateway to the West”? More like gateway to the south. ?

To get to the top of the arch, you have to get in these tiny elevator pods that only hold a few people. The ride takes a few minutes, and that was just enough for me to have some fun. As soon as the door slid shut, I slipped his pants down and thrust his cock into my mouth. He had a giant erection when we made it to the top and I couldn’t stop wanting more. Unfortunately there were other people in the elevator with us on the way down so I couldn’t finish what I had started.

Now I just want to do something sexy at as many national monuments as possible. Is that weird?

[MMF] Online sexting and pic sharing turns into a hot bi threesome and a New Year’s Resolution fulfilled (and my holes filled!?) – PART 1

Disclaimer: The following story was not written by me but one of the other participants, Mike, who did not feel comfortable sharing it under his own username. After our experience together he wrote me his version of what he was thinking and feeling during it and I was blown away not only by how well-written it was, but also by how open and sincere and positive it was. I told him that he should share it in one of the sex story subreddits. My partner, the third participant agreed once he read it as well. I saw the theme for the monthly contest here and since it fit I thought this would be the perfect place. He went back and reworked it some until he had a final version. So I am posting this story of our recent three way adventure written by my new friend Mike. He will be reading the comments so please be nice!

[FFM] We did this way so no one would believe him

My good friend [F] and I [F] love to toy with men, giving them mind blowing threesomes so that when they brag to their friends it doesn’t even seem believable. Me and her were out at a bikini bar one night when a super cutie sparked our interest. A few eye fucks and simple smiles and he was over at our table, starting small talk and ordering us a round. He was from out of town (perfect) for work and was staying in a hotel nearby. We floated the idea of a threesome to him and the little puppy’s eyes lit up. Off to his hotel we went, his work friends did follow behind so at least he did have the proof he brought us both back to his room lol. Once inside, he was pretty nervous, kind of backing off of the idea until we took our shirts off and started making out with each other. He came over to us, touching our backs and removing our bras. I really dont recall how the rest of our clothes came off but they were off quick. Me and her went to his bed and lied on top of one another, stomachs touching, and continued making out, now our hands exploring our naked bodies. I felt his hands spread our legs and he buried his face into both of us. He ate pussy real good, clit to asshole, up and down from me to her and back. He didn’t miss a beat with his tongue, made us both feel equally pleasured at the same time. I flipped over to sit on my girls face as I took his cock in mouth, letting him face fuck me while I slide around on her face, letting her tongue go deep inside me. I lowered him down to put him inside of her, spitting on her clit and rubbing it in-between her lips, he enters her hard and starts to pump slow but hard. I circle my tongue around her clit then letting my tongue reach the top side of his cock as it goes in and out, licking her juices off. He tells me top lay on top again so he can switch off fucking us. I thought he’d want more positions but after fucking each of us and having his finger in my ass he ended up pulling out amd cumming all over our legs. Me and her continued to lay there, licking the cum off, rubbing each other and making out for a few moments. We got dressed and literally walked out the door. Dont even remember his name. I always wonder how many of his friends believe him or just call bullshit.

She went bisexual for one night only to give me a threesome with her roommate [MFF]

College is a time for experimentation.

At least that’s what I was always told growing up by those older than me. Drugs, alcohol, sex, it’s all available it copious amounts almost everywhere with thousands of young people with no adult supervision. Crazy shit is bound to happen. I personally know a group of individuals that tripped on acid on my floor freshman year.

One thing that surprised me was hearing about girls that experimented with their roommate. It was by no means an everyday occurrence. I can count on one hand how many times I’ve heard of it happening but even then I thought that was a lot.

This is about my friends Becky and Melissa who I met my freshman year of college.

Becky and Melissa are pretty similar people. Both small town girls with the same backgrounds. Same sense of humor and style. As roommates they were together often and were pretty close. They both had long brown hair and brown eyes. Becky was the shorter one at 5’5”. She’s a thin girl with small boobs and a small ass. Melissa had a few more curves and a near perfect body with a great ass. She’s slightly taller at 5’7” and had glasses. This is just a preference for me but glasses are a huge turn on.

[FM] [F18] [M19] Let the Games Begin

This is a continuation of my revenge story.

I drove to the mall per orders, excited and curious what Dean had planned. I pull up at the entrance he specified, my SUV standing out in the parking lot, and walk inside. I text him that I’m here, and soon find myself being picked up.

Turning around, my lips meet Dean’s, “hi” I giggle as we break away. He smirks “hey baby girl”

He takes my hand and leads me further into the mall, “can I ask what we’re doing?” I laugh.

Dean looks back at me, “I’m getting us some necessities for next time.” My eyes widen… next time?

Dean doesn’t let me see what he buys, telling me to go into certain stores to wait. By the time he says he’s finished, he’s holding a Victoria secret bag as well as 2 bags from stores I don’t recognize. I give Dean a confused look and he just smirks and taps my ass, telling me to lead him to my car.

I unlock the trunk and he puts all but one bag in there. He turns around, waving the surprise, “get in the back seat, I wanna show you this one”

That time I received a full facial at a very public train station, and walked home covered in cum [FM]

I’ve got a pretty intense public sex kink, which results in me getting into some risky situations, but one from last summer still makes me wet whenever it pops into my head.

Last summer I dated a guy a few years younger than me, and any time we were alone we’d be on top of eachother.

On one particular afternoon, we’d just had an incredibly intense fuck over the kitchen counter. I was on my knees, taking his balls inside my mouth to finish him off… When the front door clicked open, with my Dad announcing he’d returned home. We both went into ‘act natural’ mode immediately; I went and distracted him with light conversation, praying to God he didn’t smell dick on my breath, while I left my ex to stuff his cock back into his tight jeans. We both chat to my Dad for a brief moment, before announcing that we were going to hop on the next train to get to my exes’ place pretty soon anyway, and left the house.

I [F]ucked my housemate’s [M]ate last night because reading DMs after posting a video of me moaning made me so horny I was unable to satisfy myself.

I live with a guy, he’s a cool dude and all but I don’t find him fuckable (and I’m pretty sure he feels the same about me) I have have several of his friend’s cocks though. A few of them know I’m DTF and often hit me up, but I love stringing them along for a while before I eventually let them fuck me. Don’t get it twisted, if I have no intention of being dicked down by them, I don’t lead them on.

Last night my housemate had a few friends over (within our restrictions, we have no known community covid here). I hung out with them for a while but all I could think about all day was stretching out all my holes until I was content and then getting a good night’s sleep. Nothing I’d posted up until now had sound, due to my housemate being home and the house being quiet I would always stay silent, so I figure there was no point leaving the sound in the video if all you could hear was the TV in the background. Last night I finally uploaded a video of me riding a suction dildo with my ass, and moaning as I did so. Because I wasn’t home alone, I was still somewhat quieter than usual. But still my DMs were flooded, and imagining a situation where I could fuck every single one of those cocks awakened a hunger in me I couldn’t satisfy by myself.