Wife’s first time with her best friend [FF]

Quick aside – actually wrote this (and several other ‘chapters’) for my wife, so not really sure how well it will translate for anyone else. But I enjoyed writing it and she enjoyed reading it, so I figured what the heck, why not.

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Ever since we started dating, I had threesome fantasies that involved you and one of your friends. I suppose the threesome fantasy is pretty normal for guys to have. At first the fantasies involved Caitlyn, who you always said you had a “girl crush” on. Then she moved away and you started hanging out with Amanda more often and she became the go-to third participant in my head.

You were aware of my threesome fantasy; we had talked about them generally, though it was not often a topic of conversation. The most interest you’d ever shown in it was one drunken night at Greg’s. We were having sex, you on top of me, and struggling to get me off because I had drank too much. In an effort to push me over mentally, we started talking about Caitlyn being involved – she wanted me, you were encouraging me to fuck her, she was loving my big cock inside of her, you were masturbating watching me fuck her. The whole thing was super hot. But that was basically it outside of me mentioning from time to time that I had jerked off thinking about having a threesome. Read more »

[M] sexually frustrated and exploring myself

I’ve been married for a few years but my wife and I have never had a very productive sex life even before marriage and when we do have sex it is very vanilla to me… she is submissive and enjoys being choked, but only enjoys missionary, doesn’t ever want me to go down on her, won’t go down on me, and HATES cum. All things that bum me out. I’ve tried so many times to explain that I need and want more and it’s never felt like a priority to her. I have never had this problem with any women, and I used to have high self esteem and confidence in my looks and sexual ability, but this issue in my marriage has destroyed my self confidence and self worth, feeling like the person I am in love with doesn’t want me in return. We are seeing a therapist where I will be bringing this up more frequently because sex is very important to me, and neither one of us want to give up on this marriage so please no “she’s not the one for you” comments. Read more »

[F]eastive Fun at the Works X[M]as party

This is the second story, as the first one went down well. This happened in Dec 2010. Scroll down the sex part if you don’t wish to read the intro. I managed to remember a lot about this one.

It was the annual works Christmas party at a Hotel function room. Everyone from head office was there (were I work). Rachelle was there who worked in Finance. I had a work relationship with her as she paid the invoices to the projects I worked on. She was wearing a white evening dress which hugged her body. Rachelle was tall, very long toned legs, a dark blonde almost brunette colour hair and small boobs. We were both the same age in our early 20’s. During welcome drinks I said hello to her and mingled with other colleagues before we took out seats for the evening meal. I sat with my department and Rachelle’s department were sat at the table next to us. We had a few no shows at my table, however the food still came out for them. The first course was soup and there were spare bread rolls. Rachelle ran over over and took them all, to which I jokely shouted ‘Bread Roll thief’ at her. When I had finished my bread roll and wanted to scoup up the last of my soup I said, in the direction of the Finance table ‘If only I had an extra spare roll’. Rachelle threw one at me and laughed. Read more »

She dumped me in high school but years later I fucked her in the ass. [FM]

Shelia was a petite brunette with an infectious laugh. She was too cool to even be cool in high school. She was into bands others hadn’t heard about, and wore clothes others didn’t understand. I was smitten with her from the moment I met her (as were lots of other boys). We dated, briefly. Never fucked, but had some fun.

Then, after maybe a month of dating, she dumped me. When I pressed her for an answer she said it was because I was boring.

Man, that hurt, but it also inspired me. Eventually figured myself out, came into my own, moved to NYC and started making something of myself.

Flash forward to the late 2000s, Facebook is taking off, and Shelia and I reconnect. I’m finishing grad school, she’s working retail in my hometown. We chat back and forth occasionally and then one time she says she’s coming to town to see friends. I suggested we get together for a drink.

We meet at a place near my apartment. She walks in looking basically the same. A bit more of an ass, but still with a girlish look. We haven’t seen each other in years and years, but we hug and sit down for a drink. One drink turns into two, then three. Read more »

From a professional meeting to fucking all night long [MF]

First time posting – quite a bit of backstory so will put *** above the part for those who wanna skip it!

It was my fourth time flying to Vegas for work – the second time for this annual tech conference that happens at the beginning of each year. I work for a pretty big media company that covers it.

The year before, I liaised with multiple PRs to get the content we needed while out in the States. One particular French woman, who I’ll call P, caught my attention; our email exchanges were professional but she was a bit more chatty. I got curious and searched for her on social media.

Black hair, a cute smile, deep brown eyes, wide hips, and looked confident as hell. I immediately thought she was out of my league – then I noticed the pics with her boyfriend. So I gave up on the idea and carried on liaising with P as usual.

Fast forward to Vegas, P and the company she represented met up with myself and my colleague. She had this cool Parisian charm that I was instantly attracted to. Bubbly, full of smiles, but a cool edge of sexiness. After a couple of hours and everything was filmed, we said bye and hoped we could catch up once the trip was over, but it never happened. Read more »

Handjob at the movie theater [MF]

Long time lurker, first time posting. I want to share one of my first sexual experiences. Names have been altered to protect the not so innocent.

Courtney and I were dating for a few months in high school. We were both 18, seniors. She was my first ever girlfriend. She was short, asian, with small but a perfect handful breasts. Since we both lived with our parents, we didn’t have a lot of places to be intimate. Only sometimes in the car, or you guessed it, in the movies.

Me being inexperienced, all I ever did was some groping and I would get over the pants handjobs in my jeans. She would rub my cock in a weird way. She would only use her fingers and move it back and forth. Either way I would come. However, I got an idea to wear sweat pants one day when to the movies.

We went to see a summer blockbuster. The theater was packed. I was a little worried, because Courtney obviously didn’t want anyone to see what we were doing. Read more »

I [F] gave a stranger [M] a handjob on a plane ;-)

Well, let’s just say that was my most exciting flight home ever ;)

Context:

I was on a solo night flight home. It’s about a 13 hours flight and I was seated on the upper level of the plane. So the seatings were 2-4-2 and I was assigned the aisle of the 2 seater section.

It was my first time flying solo so I was a bit anxious and excited. I got on my flight slightly later so when I got to my seat, I got a pleasant surprise when I saw who was sitting next to me. The guy looks to be in his mid 20s. He was really attractive and smelt incredible. Yes! This guy could sit right next to me all day long.

I was feeling a bit shy so we didnt speak at all. We merely exchanged polite smiles and nods before settling down in our seats waiting for the plane to take off. It all felt very weird but we kept exchanging glances now and then when the safety instructions were given. It was like we were kinda flirting?

During the flight: Read more »

[mff] Giving a girl her first lesbian experience (and a little consensual non-con)

*If consensual non-con isn’t your thing, I’ve marked where that part begins so you can stop reading*

A few months ago, we posted another ad in the DC personals (shout out to /r/baltimoreanddcr4!) and on Fetlife, and although we got a few messages from couples and single men (as per usual), we also got one from a 22 year old girl whom we’ll call Emma. We actually didn’t think it would go anywhere because of how she described herself as straight but a little heteroflexible, that she was looking to do something fun and crazy before moving 1500 miles across the country for grad school, and because her FL profile was pretty bare. Would this be another potential partner who chickened out at the last minute? Eh, maybe, but she sounded fun, so we gave her a shot and met up for drinks on Saturday night. Read more »

She [F]inally had her way with [M]e.

Christy came into my life like a photobomber. She had a way of showing up in the picture and I had no idea how she came to be there.

She was friendly with, Janice, a woman who lived in my apartment complex. We were on ‘waving and smiling’ terms. Over time Christy, who was often around, signed onto the ‘waving and smiling’ practice. So I now had two waving and smiling acquaintances. That’s how it progressed for a while, with the occasional smiling, then waving thrown in.

They were both attractive women. Christy, more so. Imagine a slimmer version of Kirsty Alley combined with Amy Adams; shiny black hair, soft grey eyes, pert nose, a glowing complexion and an electric smile. She wasn’t slim, but she carried herself well and seemed comfortable in her skin.

From what little I knew about them, I gleaned that Janice was a wine distributor and Christy was a buyer for a wine store nearby. One night the store was hosting an event featuring ‘wines of the world.” I’m an avid cook, but when it comes to wine, I drink what’s in front of me, so I thought I’d go along and learn something. Read more »

Threesome Fun (ffm)

I was dating a girl named Sarah who I had met at a friends birthday party. We used to love going to nightclubs to dance all night while being hit on by a seemingly endless supply of guys. It was always fun to see the look on their faces as Sarah and I would start kissing as they hit on us. Now and again we would invite a hot guy home with us to have some fun. Most guys seem to have a threesome fantasy so maybe 99% of them always jumped at the chance of fucking two girls. Sometimes it worked out pretty well and we all had fun but most times the experience wasn’t as good as we hoped it would be. Most guys think they can handle two girls but the reality is that not all can. Read more »