You can find some of my older adventures on [my blog here](https://lisbonmassagediary.wordpress.com/), of which the text below is from the most recent.
Category: gonewildstories
Our hottest role-play [MF][married][cheating/hotwife fantasy]
This happened tonight. This is a real story. But first you need context, I’ve been with my wife for almost 20 years. We’re almost 40 and though we’re not the athletes we were in our 20s people would still call us hot. I’m 5’10 and 190. I’ve been told I look like Andrew Shue. We’ve been doing cross-fit for the last year and I’ve bulked up my always broad shoulders. I’ve got brown hair, big brown eyes and full lips. I look good for my age. I played soccer in high school, college and still play now and my wife loves my quads and ass the most.
My wife was a gymnast and a varsity cheerleader. She played soccer too. She was fierce and fast (although not too skilled back then). A blue eyed and blond girl, I told her when first dating that I’m sure she was masturbation material for most of the boys in her high school. She giggled and scoffed at the thought. She’s your innocent, girl next door who thinks of all guys as friends even when she strips at a high school party to her panties and bra and plays pool as a tease.
[Group] Family vacation leads to sex with another couple
This is the story of how my wife and I fucked another couple on our family vacation. A great time was had by all and we’ll definitely remember this vacation for years to come. I may not mention it in the flow of the story, but condoms were worm for all PIV sex. And, because I’m still working on my writing and don’t know how to fit it in later, here’s a description of my wife and I. Jessica is nearing 40 years old, 5’3”, 170lbs, long curly blond hair, green eyes, soft white skin, plump ass and thighs, perky C cups, and she absolutely loves pleasing men. I’m Jack, a 42 year old white male, 6’4”, 230lbs, muscular though no six-pack, brown eyes, brown hair, above average endowment and I love to please women. Lastly, there’s some long setup so bare with me, it does get very interesting.
It was the sixth day of a nine day family vacation with our two kids and we were both of pretty revved up. Up until this point, we were enjoying all eye candy from afar and fucking every chance we could get: thank god for the kid’s club…lol. Honestly, finding other people to play with was always on our minds but we weren’t really putting ourselves out there as we knew we’d be at the resort among the same people and didn’t want to risk causing an issue. That would all change without us really expecting it.
[MF] In which he was taken advantage of…
Once upon a time a young lad grew up on a normal street in a normal town in a normal house. He spent his time playing video games, and hunting bugs. He grew up with here, her just a few years older.
Years go by. Teen romances come and go. Their friendship remains.
One day, after a party, he retired to his bedroom. She followed him. He stripped to his underwear and slipped under the covers. She entered his room. She slipped in under the cover of darkness and inebriation. She slid into bed next to him, unclothed. He welcomed her touch, he welcomed anything that night.
She whispered her love to him as she took his cock into her hands. He moaned and his body responded. He heard the voice and loved her back. His hands found her mound. He slid his finger down between her folds, wetting himself on her juices. He slid his finger up and down finding her clit and flicking slightly in between longer strokes.
[MF] A [rough] Tinder hookup.
I met Nick on Tinder. He was a gorgeous blonde with piercing blue eyes. He told me that he liked redheads, and I shot back that I was a sucker for guys with glasses.
“I just got LASIK. There goes my chance for getting a blowjob.”
I told him I’d still blow him. I’m not one to turn the chance to get a gorgeous guy’s dick in my mouth. We quickly arranged the details — we were to meet at a dive bar, enjoy a cocktail, and then go back to his place nearby. I got there before he did. It was unseasonably hot and humid outside so I was wearing as little clothing as possible, just a black tank top and a flouncy striped miniskirt with some black high heels. My eyes took a moment to adjust from the bright sunshine to the dark bar atmosphere. I picked a booth in the back with a view of the front door and slid across the faded red vinyl seating.
The server came by and I put in my order. It was two-for-one Tuesday during happy hour, so she brought me two plastic glasses of the local favorite pale ale.
[FF] My dorm mate gets a surprise
So I live in a college dorm; on my floor there are four other girls all living in separate rooms. We all share the same bathroom. I’m pretty close to all the girls on my floor the girl in room adjacent; let’s call her Chloe. Chloe is another Asian girl like myself who is pretty quiet and keeps to herself. She’s quite skinny, wears glasses and never wears anything very provocative. I’ve always tried to get closer to her, but she’s never really opened up.
Anyways on Reddit I often post in dirtypenpals and ask for dares from strangers. I haven’t really done anything that would get me in trouble so far, but I was excited to step it up a bit. Somebody suggested the following dare:
1. Strip naked
2. Put a buttplug into me
3. Lock myself out from my room (it automatically locks when I close it) and ask my neighbour for help.
This was by far the riskiest dare I have ever done, but I really wanted to do it. What’s the worse that could happen?
“Again?” [MF]
A tale of a thing that happened last weekend.
My girlfriend and I (check the second and third paragraphs [here](https://www.reddit.com/r/gonewildstories/comments/5pksk3/mf_oral_the_shave/) if you want physical descriptions – and be happy for me that the frequency of head has increased since I wrote that! :D) hadn’t had sex for a little longer than usual owing to various work and child stresses. Finally, a clear weekend. I had no work, and the kids were babysat. Just us. There was only one way this Saturday night was going to go….
She showered first, and sat watching TV in her towel as I went for mine. When I emerged, her towel was already hung up, and whatever garbage had previously been on the screen was replaced by porn. Sometimes, she was as subtle as a brick through a window.
As I passed she pulled at my towel – it fell to the floor and I landed on the bed, and she was on me. There was no gentle passion in the kisses as our lips met over and over before she insistently shoved her tongue into my mouth, looking for mine – it was quickly found. Hands roamed up and down both bodies as we explored what, after all this time, was familiar but still exciting territory. She squeezed my fast hardening cock, I pawed at her tits and rolled her nipples between my fingers. Moans escaped into each other’s mouths.
[M]y [F]irst Fuck
Second post. Thanks for the feedback and messages regarding the first one, it’s been fun. This time it is the story of how I lost my virginity.
I was 18 and still a virgin in my final year of high school. At the time, it felt like I was really old to have not had sex but, in hindsight, it isn’t really that old at all. There’s a lot of bravado and bullshitting at school but when you look back, at least half of it was made-up. But at that point in my life I had come to conclusion that I was ready to get fucked and just wanted to get the first time over and done with.
It happened at the house party of one of my best friends, Jessica. I always found that high school parties were nothing like the stereotypical ones you see in American coming of age movies. They were much more like the portrayal in The Inbetweeners (UK version not US, obviously). I always assume everyone in the online world is American so for those who won’t have seen it, the general hypothesis is that high school parties consist of teenagers standing around awkwardly not really doing anything, just talking to the people they came with and then going home.
Coffee Shop Teasing [MF] [public]
Hello my lovelies, whilst I’m new to posting on Reddit I’m not new to having adventures or fantasising about future ones. I’d like to share one with you now and if you like what you read then maybe I’ll share more ;-)
First off, a bit of backstory – if you’re not into fluff then you can skip on ahead to the next paragraph for the juicy bits! I’m in my (very) early 30’s, I have long red hair and sumptuous curves. I very much enjoy wearing vintage clothing, down to the underwear including nude seamed stockings and suspender belts, which is where my story begins;
So on a particularly windy day I was wearing my signature seamed stockings with a loose fitting swing dress and high heels. Walking down a quiet-ish street I swiftly regretted my choice of no knickers when the first gust of wind lifted my skirt exposing my smoothly waxed nakedness, although I did very much enjoy the rush of adrenaline as I hurriedly patted my dress down.
[FFM][threesome] Organizing a threesome
It happened about a year ago, I returned home in the evening after work, sat on the sofa and just flipped through the news line in fb, saw my old female friend kissing a girl on her birthday right on the lips! I thought for a moment and wrote her this “I was offered a threesome, do you want to join me?” She was intrigued and as the matter of the fact that she agreed … I immediately began to look for the second girl, I began to flip through various communities, dating sites and within 30 minutes here she was, the second girl agreed to spend time with a benefit! We discussed the meeting on the next Saturday. I was very nervous all the days, I watched a lot of porn to get some knowledge, I was afraid that the meeting would not happen.
More: http://privatesexstory.com/organizing-a-threesome/