Tag: Group

[MF] [Cheating] Escalating with an ex

This is longer than I thought it would be, so I’ll post part 2 tomorrow.

I suppose I should start out saying I know that cheating is wrong, and I’m a terrible person. Let’s move past that.

Now, some background. I dated a girl in high school for a few weeks. It didn’t really get too serious because her family ended up moving to Florida. The craziest we ever got was making out on a couch at a church New Year’s party. I got a handful of her ass, and some under the shirt over the bra boob. She got to feel an outline of my erection through some blue jeans. Her name was Sara. In high school she was as skinny as a rail. Dark blonde hair, blue eyes. Her boobs were smaller than I’d prefer, but man did she have an ass. Read more »

[TM] Curiosity killed her manhood (no, that’s not a typo) ?

Curiosity killed her manhood…. The story about the day I sucked my first dick, realized I was a girl, and came out as a transsexual. I dug this out of my diary for you guys. Enjoy!! <3

Growing up I was always sensitive about how feminine I was. I was in denial about how severe my femininity was. I couldn’t help it, I was just very sensitive, very intune with my emotions, very “limp wristed” with a gentle nature, receptive, and I liked girly things (as much as I tried really hard to like boy things). Hell, I even had a feminine frame with long hair, wide hips and an hourglass figure, and this was years before I started hormones, before I even knew I was trans, this was when I was a boy. I even got put in the girl’s group in gym class once or twice, and I sat with the girls during lunch in high school, because we were so much alike. But that was all in my head really, I was just as much a guy as the rest of the guys. But one day my brother made fun of me for the thousandth time, and I had enough. I told him I was just as manly as he was, but he just looked at me and laughed. He said he would go to the mall and pick an outfit, and if I could wear it and jog around city park without a single guy hitting on me then he’d never make fun of me again. I’m never one to turn down a challenge, especially if it would get him off my back, so I happily agreed. Read more »

[Group] An incredible start to Easter Sunday (walk of shame included)

I’d met this nice lady, B, at a BDSM event in London a few weeks before and we even played at the event once, where I spanked her hard until she was dripping juices down her thighs.

B is married, in an open marriage. And the day before Easter Sunday, she was having a party with several friends over and invited me as well. She did warn me that there will be hard drugs (I don’t do drugs), and anyway, I was there to enjoy a good old houseparty. Plus B said her friend L really liked me, so I figure if nothing I’ll at least get a phone number.

Hooo boy was I wrong.

L was flirting with me and another guy all night, dancing close, squeezing cock whenever she felt like it, as if teasing and testing me at the same time. I didn’t think much of it, and when L started making out with another guy, I went to one of the guest bedrooms to lie down — and met C.

C is voluptuous, amazing curves, bisexual, and seemed like a fun person, and here she was, also lying on the bed. We were chitchatting for a while before B burst into the room saying “Why aren’t you two fucking yet?” Read more »

From the court to the couch [MM]

I recently became a member of a local gym and started playing in a weekly basketball group. Lots of older guys but fairly competitive. After a few weeks I had gotten to know most of the guys pretty well. Most were there just to get some cardio in every week. I was the same.

This past week I went at the usual time but there weren’t enough to play so myself and a stranger just spent the time practicing. When that was over we both headed to the showers to get ready for work. He is an older black guy, 48, tall and in really good shape considering his age. The real bonus is that he is a lawyer and is very well put together. Being my typical self I made sure to check to see what he was working with and I was pleasantly surprised at how clean he kept his manscaping.

We finished showering and headed to work. It wasn’t until after he had left and I was packing my bag that I saw he left me a note. Very simple, saying he had a good time and would like it if I text him sometime. I didn’t get a gay vibe out of him so I was cautiously optimistic. Most straight men wouldn’t leave a note. I text him within minutes of getting in my car. Read more »

[MF] The true story of one of the naughtiest things I ever did, and the secret behind how my daughter was conceived.

This is the true story of one of the hottest and naughtiest things I ever did, and also the story of how my youngest daughter was conceived.

It’s a long shot but, if you are the guy in this story – if this happened to you – please PM me! Everyone else, please enjoy this as a hopefully hot story and feel free to share your naughty stories in return!

It was a Friday night, and I was 19. I was a first year undergraduate in London, and loving it – new friends, new experiences. I was having plenty of sex, I was fairly promiscuous – but in general I’d been careful about protection.

This particular Friday me and four friends went out late, to a central London club. We’d dressed up, I was wearing a green dress which showed off my figure, and matching black bra and pants – which I put on thinking somebody might see them! So I guess we were on the pull. I was 19, blonde and slim – I don’t have the biggest boobs but I looked pretty hot and I knew I’d have the attention of guys, which was exactly what I wanted. Read more »

[Group] How to piss off a coked-out germophobe…

Okay, I’m bored and that last one was fun to talk about, so I’ll tell one more, then, probably disappear forever. This is about, maybe, the most bizarre thing that’s ever happened to me in a sexual situation. It’s kind of a mic dropper, so anything after this would just be lame and silly.

When I [26, at this time] first moved to the city I currently live, through friends, I hooked up with this guy, Jeff [I think he was 29/30]. He’s not a booty call, per se, but if we’re around each other after 9 PM, we tend to make it home together. Now, Jeff is an awful human being. A little misogynist. Obnoxious. Kind of a pathological liar. No real employment. Trust fund baby. I don’t know if he was joking or not, but I think he voted for Trump. But dude can fuck. There’s just something when we get together that it’s like fireworks and shit. I would never date him in a million years. I don’t even let him kiss me. I just want him to stick his dick in me and put his mouth on my nether regions. He’s tons of fun in the sack. He’s even responsible for my one and only MMF. Read more »

A night with my Mistress and her friends – part 3 [MFFFFF] [Fdom] [Msub] [bd] [bdsm] [oral]

What follows in this post is the third and final part of my story telling the tale of how I spent an evening with my mistress and her friends. In the first two parts I described how I greeted the guests in bondage and then pleasured them under the dinner table for a special dessert. I will now tell how we spent the rest of the evening playing a few after dinner games mostly for their entertainment. In addition to myself and my Mistress, Charlotte, her four friends are currently enjoying each other’s company and they are Annabel, Sarah, Rosie, and Ophelia.

…

Following dinner, the smell of the dining room was now awash with the pungent aroma of vagina and so the guests retreated back to the living room. My leash had been affixed to the underside of the table where the four legs joined and I used the opportunity to relax my face and tongue. Not all of the remaining guests had been brought to orgasm as they weren’t all as keen as my first helping from Annabel. Regardless my face was covered in the juices of the four guests as my Mistress had not taken part in this course of the meal. Read more »

We were supposed to be professionals. [FM]

It was supposed to be a purely professional working group, and a purely professional work trip between colleagues. But I hadn’t expected Glen.

Glen and I were two people in a team of ten collaborating on a short project. The process was going to take only a few months. Although it’s not in my area of expertise – I’m not usually supervised by anyone else in the group – I was asked to contribute. With a commitment of a few hours a week, and the opportunity to broaden my professional portfolio, I enthusiastically agreed. It would be a great experience so early in my career, and I swear on my grandfather’s grave that I had the most professional of intentions. Read more »

Gym on the night shift [MF]

Note: This is my first attempt at writing. I think it kinda got off the rails after a while but I chose to let it evolve.

You could say it was a night like any other, and that would be the understatement of the year. Holding down the night shift as building security tended to seem like Groundhog’s day, minus the cute furry critter. Come to work when the sun was down, stare at the same walls, leave with the sun still absent. Rinse, repeat. It was a drudging experience; one that could wear down the attention of even the most astute watchers. The one perk, thankfully the perk that keeps me going, is the unrestricted access to a first rate fitness center. A fitness center that is utterly devoid of human inhabitants when it’s my time to go. Metal music blaring, lights turned down low, and an endless stream of grunts and curses follows me around as I find my center among the iron. This gym makes it all completely worth it. So on this night, like every other night, I was on my way to my Mecca. Read more »

Netflix and Thrills [FM] [MFM] [GROUP]

The day after [this story](https://www.reddit.com/r/gonewildstories/comments/5xflue/free_drinks_facials_mfm_group_light_bdsm/), Sara and I texted back and forth for hours, reminiscing about the details of the previous night. The kissing, the orgasms, the spanks, and of course, the errant facial. It was their very first time playing in a group situation, and they were beaming about how much fun it had been for them. As we chatted, Sara and I discussed fantasies and scenarios for future hangouts.

Sara: I kind of fantasize about having you back over for a more low key night to watch a move with us, and I can start touching you both on the couch then go back and forth going down on both of you.

I didn’t know it immediately, but in Sara’s mind, the future meant that very night. Evidently she wanted an encore, and I was all too happy to return to the stage.

A little while later, I was extended a formal invite by Sara and Kevin for a “Netflix and chill” date. It took me all of three seconds to mull over my decision, but I played it cool. Before our meet up, I ran to the store and bought popcorn and chocolate covered pomegranate seeds, as is tradition (note: it’s not tradition, but it should be). Read more »