Kaitlynn and Jack

Kaitlynn couldn’t control her laughter. Jack always knew how to crack her up, ever since they were little kids. They had been friends since elementary school, all the way through junior and senior high, and now that they were both eighteen and a few months past graduation, they still hung out almost every weekend.

Kaitlynn calmed down and laid back down beside Jack, her straight blonde hair pouring over her shoulders while she stared at him with her blue eyes. Jack chuckled to himself and pulled out his phone, “I can’t wait to send this pic of you laughing to Melissa,”

“Hey! don’t!” Kaitlynn yelled as she swiped at his phone. Jack pulled it away just in time and her hand instead grazed against his lap as it fell.

“Sorry…” Kaitlynn quickly pulled her hand back, “I didn’t mean to touch you there,”

“It’s cool,” Jack laughed, his well-defined chest moving up and down as he chuckled.

Kaitlynn looked Jack over, she hadn’t really noticed before, but he really was quite handsome. He was tall, with jet black hair and an athletic body, which made sense, he was a lifeguard after all. She adjusted herself, she was a runner herself, and her body was just as fit as his. She moved her legs trying to find a comfortable position, her tight yoga pants straining to keep up.

My Evil X Sister-in-law [MF]

My Evil X Sister-in-law

Until now only two people on the planet knew this story. You better show some appreciation by getting off!

Kelly was my Ex’s sister. We were only a few years apart while my ex was 7 years younger than me.

When we first met I hated her. She was snobbish, drank too much and was never nice to her sister, Sheri.

Kelly was a sports medicine physical therapist and worked for a AAA mlb baseball team. She loved the attention she got from the players and as long as I’d known her she’s never had a steady boyfriend.

Kelly was 5’3 straight long blonde hair and green eyes. She had natural huge breasts and a pretty small waist. Her ass was very tight from pilates or whatever gym kick she was on. This was the absolutely best ass possible in a pair of yoga pants.

At this point I really hadn’t interacted much with her other than some holidays etc. I asked Sheri to set up an evaluation due to an injury I sustained. Let’s just say playing golf for the first time and trying to crank every tee shot 250 yards wasn’t smart!

[MF] The last time I saw her

I’ll give a small intro, so skip to the second set of dashes for the sex, first set if you want to read the fun story from the night before that lead into the real one. If you haven’t read my other post of my first time with Brit and technically her first time really having intercourse, this story is about the same girl. I’ll leave out describing both her and I since I already did so in that story which can be found [here](https://www.reddit.com/r/gonewildstories/comments/hqksf6/mf_new_territory/). I have been thinking over many of our sex-capades and then when I saw this month’s little contest is about hotel fun, I was immediately reminded of our last time together and decided I would share that one. I’ll gather up the courage to tell the other stories sometime, hopefully soon. As with the other story, this is completely true except for the name and maybe a little embellishing of certain details that I remember/enjoy the most.

Lunchtime Stroll Pt.1 [ffm] [Massage] [Timid]

During my lunch hour I like to go for a walk round the small town where I work to stretch my legs, get some fresh air and this story is about an encounter I had a few weeks ago.

It was a lovely warm sunny day and everyone was out enjoying the sun. Whilst walking through the park my attention was drawn to two young women near to the exit where I was headed. They were in their early twenties, and wore tight athletic wear which showed off their slim figures. One had a cropped top and 3/4 length leggings, whilst the other also had a cropped top but with a pair of shorts instead.

It was mesmerising to watch them stretch/warm-up, so much so I almost stumbled into an old lady walking her dog and the commotion caused the girls looked over. I recovered, quickly walked past them and out the park.

My swinger girlfriend prentended to be my friends girlfriend for the weekend [MF] (part2)

Hello all! Thanks for all the questions about what happened after the end of the last story. For those that wanted to read, check my profile!

TLDR: My girlfriend and I are swingers, and she and a single friend of ours hooked up on the first night of a vacation with all of of our friends.

Now on to the story!

The sounds and smells of breakfast coming from the kitchen awoke me the next morning. I opened my eyes, it was already very bright outside, Ally still laid in front of me. I looked forward to see if Jake was still sleeping on the air mattress on the floor, he wasn’t. Ally began to stir soon after, and rolled to look towards me, squinting her eyes hard.

“I figured you’d be tired after last night” I quietly jeered, giving her a sly smile. She lightly slapped my arm. We hadn’t talked much about last night and our main rule was that even if we didn’t think we needed to talk about it, we did. We talked long and hard about what all happened to lead up to the sex, how we both felt about it all, and made a plan moving forward.

My swinger girlfriend agreed to pretend to be my friends girlfriend for the weekend [MF] (part2)

Hello all! Thanks for all the questions about what happened after the end of the last story. For those that wanted to read, here’s a link: [https://www.reddit.com/r/gonewildstories/comments/kcl9g0/my_swinger_girlfriend_fucked_our_friend_while_we/](https://www.reddit.com/r/gonewildstories/comments/kcl9g0/my_swinger_girlfriend_fucked_our_friend_while_we/)
TLDR: My girlfriend and I are swingers, and she and a single friend of ours hooked up on the first night of a vacation with all of of our friends.

Now on to the story!

The sounds and smells of breakfast coming from the kitchen awoke me the next morning. I opened my eyes, it was already very bright outside, Ally still laid in front of me. I looked forward to see if Jake was still sleeping on the air mattress on the floor, he wasn’t. Ally began to stir soon after, and rolled to look towards me, squinting her eyes hard.

“I figured you’d be tired after last night” I quietly jeered, giving her a sly smile. She lightly slapped my arm. We hadn’t talked much about last night and our main rule was that even if we didn’t think we needed to talk about it, we did. We talked long and hard about what all happened to lead up to the sex, how we both felt about it all, and made a plan moving forward.

[FF] [FM] But I’m Married – The Tattoo Pt4

We wandered back to the pub as Rose text Danni to let us know when she was ‘finished’

We sat in the pub and just made general small talk, mostly about Angela until Rose’s phone buzzed
“Ok we can go back now” she said, we got up and followed to the shop, the blind was up and we walked in to see Danni cleaning the chairs
“Where’s Ange” I asked
“Oh just freshening up, she’ll be back soon” Danni said

A few moments later Angela came through the door at the back of the shop, she was looking a little flustered but as soon as she saw us she came straight over and gave me a big hug
“That was amazing” she exploded!
“Errr what part?” I asked
She giggled and shoved me away playfully
We grabbed our stuff and went to leave, I looked at Rose

“Don’t forget what I told you” I said laughing
“Yes mum, call me if you get a problem with the scab” she said playfully

“I’ll see you on Saturday yeah” Angela said to Danni
“Yep, see you then” she confirmed

[MF] [cheating] [romantic] AN AFFAIR TO REMEMBER – A true story about two people whose sexual attraction overcomes their reluctance to cheat on her husband, his friend.

**You can view full the illustrated version of AN AFFAIR TO REMEMBER at** [https://eroticprose.com/](https://eroticprose.com/)

I had gone to bed early because I was leaving early in the morning. After 18 months of initial military training, my coursemates and I had received our orders and were dispersing to bases across the country. I remember that I had packed and then put on my old, favorite pajamas. They had seen better days. The waistband elastic was shot and one of the snap fasteners no longer worked. I connected two of the remaining fasteners to keep the pants around my waist.

Before I fell asleep in my room in on-base quarters, I heard a knock on my door. One of my married buddies, Robert, had come by to say farewell to the single members of our course. We chatted a bit and then he started to leave. I asked him to say goodbye to his wife, Karen, for me. Karen, I knew, was outside in the car, not being allowed in the all-male building.

I [M] broke the tension and fucked my ex’s best [f]riend

When I was younger I was good friends with 2 girls, Fiona and Janet. They were best friends but they were complete opposites. Fiona was uptight, insecure, and conservative; Janet was quiet yet easygoing with a wild streak. Fiona was intense about her career and found great success. Janet bounced around various service jobs and partied every weekend. Of course, Fiona was the one I fell in love with and dated for years.

I was always attracted to both of them. Fiona was pale and skinny with big breasts. Janet had darker skin and hair with wide hips and juicy thighs. But unlike Fiona, Janet was *sexy*. In the way she talked and moved and everything else about her. She was confident and mysterious. She was in never in a relationship and usually just hooked up with older men outside our friend group. My friends lusted after her but she wasn’t interested.

After I started dating Fiona, Janet was often the third wheel in our relationship. Going out to eat, to movies, things that friends do. Sometimes it got a little more interesting, like when Janet drove Fiona and me back to my place one NYE. We left Janet to crash on the couch while we had a huge fight upstairs followed by makeup sex. I knew that she gave Janet the intimate details of our sex life, and Fiona had even hinted to me that she bragged to her friends about my penis size.

[Group] Used and Confused- My first and only swingers club – Long

Used and Confused

I have always wanted to visit a swingers club yet no one I’d ever dated would possibly visit one. I could never even approach the subject honestly which is why I chose to take Melissa.

She was the wife of my college buddy Mark who was in a well established punk band. They toured non stop and had a pretty open relationship. Melissa and I were definitely just friends but that didn’t stop me from fantasizing about her.

She was a petite 5’2 with dirty blonde hair and a sleeve tattoo. She also had a tattoo on her inner thigh that was in Mandarin. Apparently it read “Cum one Cum all” or at least that what Mark asked the artist for.

THE PLAN
For a few weeks I’d spoken with Mark about the prospect of going to this swingers club with the two of them. I couldn’t take my current prudish girlfriend and I certainly didn’t want to be the single creep lurking around. He told me that he would be in Europe touring but Melissa could tag along.