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First time Stories

first time

Surprise encounter.

I had never really thought of meeting couples, but they welcomed me into the lifestyle with open arms... And legs.

I thought I'd share the fist encounter that opened my eyes to the lifestyle. A few months back, last summer, I had just spent the day out walking in the Peak District, I ended a bit lost and returned later than I had planned and by the time I finally got back to my car it was already dark. As I approached my car, the carpark was almost empty with just my car and another one left there, parked on the other side. I started...

Anonymous

First threesome

My friend introduces me to his more dominant friend

Part 3 After that memorable night where my friend finally dominated and sissified me, we now met on a regular basis and we're more daring with each other, well mainly him!. By now my then girlfriend had moved away to university so I had ample free time to be Christine and made the most of it dressed when at home, it felt so liberating and sensual. My friend knew this and made full use of my new sexual freedom. I got a tex...

Anonymous

My continued sissyfication by my friend

My journey into being a submissive slut continues

Part 2 After that incredible night with my friend, I tried to process it all in my head. I wasn't gay? I had a girlfriend and enjoyed sex with her but also enjoyed what I did that night with my friend. For a couple of days I avoided my friend, mainly out of embarrassment but that didn't last long as he had sensed this and suggested we meet to clear the air so to speak down the local coffee shop. Invitation accepted I made...

First time Bottom

Finally plucked up the courage....

After a lot of soul searching and a few missed opportunities I finally plucked up the courage to get on with it and bottom for the first time. I've only ever had relationships with women and it'll always be that way. I just can't fall in love with guys, but that's not stopped my curiosity for a bit of man on man sex. I'd had a few time wasters in the psst let me down and also drop out myself. But this time after signing u...

cabysen

A fantasy realised, or just a fantasy about a fantasy realised?

It was only supposed to be a fantasy but when I got home...

I’m Sen, an incredibly horny 60 year old with long hidden and erotic fantasies that I would once never have dreamt of telling my rather conservative toy boy of a hubby (Cab), Well he’s 59 but he’s a toy boy to me. Something happened over Christmas which changed everything and if I’m honest I’m not really sure what happened to bring about the change. We suddenly started talking about fantasies and ended up masturbating the...

Bobby

My brothers wife needed taking in hand

She was a bitch to my brother and needed a good seeing to. So I did it.

She was a total bitch. Emma my brothers wife. She treated him like dirt. James do this James do that. James why haven’t you… She might have been a bit of a stunner, but at what price. I caught up with James for a quick drink at the nearest pub to his house. Already James was fretting what Emma would say if she found he had been to the pub. I told my brother that his wife needed taking in hand and given a good hiding befor...

The Dinner Party

Jan said that she flashed her boobies at Mardi Gras for some beads

We have never been to a formal dinner party. We had eaten with friends many times, but this was very different. Jan's friend Annie had just moved to a new house nr Aylesbury. Annie and Jim's first house with a separate dining room. Half an acre garden at the back, very different from their expensive but tiny city centre London flat. Their housewarming was to be a " black tie dinner party", the inaugural evening around a n...

Fun with Gordon and Anne

Kate finally enjoys her top fantasy

I'm Dave, and this is the 9th true story of my swinging experiences with my wife Kate. The first seven were submitted in Feb/March 2022 and can be found with a search (search for author "Highland_Dave). Kate is slightly over 5ft tall, she varied between a size 10 or 12 over the the time we were having these adventures. She had a great figure, with a nice little arse and quite small tits. They were still a decent handfull...

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Anonymous

My first squirt

It’s all about finger work…

Firstly, I’ll just say that I love getting fingered. When I’m playing on my own I’m all about making my clit throb but when I’m with a partner all I want is their fingers to plunge inside my pussy and stroke the sweet spot until I cum. I was sexually active for a while until I realised I could squirt. I was staying with my then-boyfriend’s family for the weekend, his parents and brother had gone to bed. We stayed downstai...

Anonymous

Accidental Anal

An unexpected night for me

Although this happened a long time ago I'll never forget my first experience so I'll write this as best as I can remember, I hope it invokes memories of your first experiences. This happened unexpectedly when after a night out on the town with my long time friend I crashed at his place. I'd sort of known for a while he might have gay feelings, I wasn't sure if he knew that I liked wearing women's clothes but I guess somet...

Darren

Our First Time (MMF)

Things got carried away in the heat of the moment

Please note, names changed and I have tried to remember most of the dialogue: For many years i have fantasized about my wife sleeping with other men. Not all men, just a certain two or three and i'm not sure why but it turns me on. Ceri my 43 year old wife knows this, we tease each other about it and depending on her mood she has used it to turn me on. The spark that led to us fulfilling this fantasy was one of the many n...

New neighbour

Moving house

Back in 2005 Louise and myself moved house into a quiet neighbourhood. Everyone seemed very friendly and made us feel welcome. Next door there lived a widower who was in her late forties, really pleasant but very plan, we use to say hello over the garden fence and pass the time of day. One day she knocked on the door and asked if we could help as her car wouldn’t start, it was a flat battery so I managed to jump start it...

We are a professional couple who have very good paying jobs . I work as a solicitor for a large law firm and my husband is a innovation manager for a software company , who frequently has to fly to Europe on business trips . I’ve been happily married since I was 21 years old to my husband Dan and we still love one another now as much as we did when we first met . Yes we do have an open Marriage but It’s that is what helps...

Getting to be a habit!

His first bj from a guy

Drove up to my favourite cruising car park on the edge of town this afternoon for a meet with one of my favourite contacts. He’s got a suspicious, demanding wife so we don’t get many chances to hook up, which is a shame, ‘cos he’s early 30s, tall, handsome, really well hung and comes like a horse! Parked up to find he’d texted to say he couldn’t make it, had to pick his wife up in town. Gah! Well, I’m here, I thought, Mig...

I was frequenting gay dating sites for many years now, but it was only a curiosity of mine, to see other men naked and read stories about their encounters. I began returning more and more often, absorbed by gay fantasies, to the point I imagined myself in them. I was hoping to meet someone just to talk about my curiosities, but one guy caught my attention, with a friendly message. He was 43, so about 13 years older than m...