A Rey of Sunshine: [M]y [F]irst Time with a Black Woman

*THIS GOT REALLY LONG WHILE I WAS WRITING IT BECAUSE I WAS REMEMBERING EVERYTHING (my bad). GO TO THE *** FOR THE SEX, BUT BACK STORY WILL MAKE THE STORY BETTER/EMOTIONAL/WHOLESOME(?)*

**ALSO THIS HAPPENED 3 YEARS AGO**

It had only been two months since my first ever girlfriend and I had broken up. I was depressed and alone. As miserable as I was at this moment though, I had started to venture out sexually, as my ex was my first. I was seeking relief through hookups, creating short term relationships that were a band-aid on the scar that the break up left. Tinder had been interesting up to this point, but the constant swiping and hard-to-get games made it a taxing effort. With only two good dates and a few good hookups at that point, I was hesitant to be swiping right on anything.

Obligatory a little bit about me. I’m 5’6, 140 lbs, Asian, not large, 4.3 inches and average width. I have an athletic build, having run track and played many sports throughout my life. At this point in my life, I had been lifting weights consistently and eating the best diet ever. I wasn’t jacked or ripped, but I was definitely strong and lean (DRINK WATER GUYS).

[MF] Met a Cougar online from Canada that has threesomes/orgies with her 24 year old daughter!

Alright so before everyone asks, I have the chat logs/pics/vids and everything proving this but I’m not posting anything until my trip to Canada to visit them In mid July is complete!

Now let’s get to the story! So I broke up with my girlfriend about eight months ago and have been on more or less a sexual crusade! I’ve been trying to hookup as much as possible! If you caught my last story, I was in my first orgy ever! Im just trying to live life to the fullest! And leave no stone unturned haha! For reference I’m 26 year old white guy from the east coast!

Well a few days ago, I was bored working from home and started using a new app to chat with random people. Ended up matching with a 52 year old woman from Vancouver! We started chatting and she mentioned she’s into the cougar/cub lifestyle. I’ve never been with a woman older then 33 so I was very intrigued! And she had the total milf vibe!

[MFF] Tamed Part 10: Animals

Getting feedback motivates me to write more. So, if you have any thoughts or constructive criticism, please feel free to get in contact! This one is more of a build up by the way, I enjoy writing them, no clue if readers actually enjoy the lack of sex in some parts.

The Blooming Rose was certainly not a place which I ever thought I would be. A place where lecherous people found each other for cheap one-night stands, a place where the drinks costed more than a month’s rent…Not to mention the bass boosted droning of the music that made my ears hurt. I could barely hear Alanah giggling and greeting familiar faces she had seen in the past.

In the short distance we walked I saw the familiar face of Mrs. Mendoza. And as usual, she looked like a fine painting. Her light makeup dusted across her youthful face, the deep eye shadow that resembled both Claire and my Step-sister. Yet, clearly her dress was the main attraction; even now I was sensing a theme of women’s fashion being that of tight dresses that showed cleavage, and skirts running high up the leg to show thigh. Mrs. Mendoza’s was more of a cotton fabric, rather than the elastic synthetic Alanah had clinging to her perfect curves. I couldn’t help but blush when we locked eyes, and saw that dimpled smile. She looked beautiful.

[M]orning in the park

So a little bit of back story. When this happened, I’ve had a girlfriend for quite a few years. We were living together etc. I’ve always tried to be faithful but lets face it, it’s just not in me. Every now and then I stray away from the path and find myself having an affair if you will.

So this happened 3 years ago thought the same time February/march, when I was still living in the UK. I was having those feelings again when I knew I needed someone else. Although I love my gf her sex drive is nowhere near mine. So that’s how it happened I’ve found myself on one of them websites, chatting away with girls.

One of the girls (Let’s call her A) hit off immediately. We both had partners, but not enough sex in our life. Luckily for both of us we were both workaholics so going in early or leaving late from work was never an issue with our partners.

We only had one problem: none of our flats were empty to meet and have a good old fuck session. But we were like, you know what, let’s just meet in the morning anyway, we can always just have coffee or something else.

I [M] fucked my girlfriend’s mother [F]

*I apologize in advance for my English, it is not my first language.*

*I have not had many sexual partners since the beginning of my sexual life, because I lacked confidence, I did not dare to hit on a woman. I only had one girlfriend before my current girlfriend, so I only had sex with those two women before* [*a threesome with my girlfriend and her best friend*](https://www.reddit.com/r/gonewildstories/comments/n6cpwg/i_m_had_a_threesome_with_my_girlfriend_f_and_her/?utm_source=share&utm_medium=web2x&context=3)*, since then I have gained some confidence, which allowed me to realize a new fantasy*

I have always had a fantasy about older women, since I started my sexual life, but I have never done anything with an older woman.

I’ve been in a relationship with my girlfriend for several years now, and since the first day I met her parents, I’ve always fantasized about her mother.

She is a very beautiful woman in her sixties, she is hot. She is not retired yet, she works in the restaurant business, so she works 7 days a week, which maintains her body perfectly, better than some younger women. She has small firm breasts, and good ass.

Post Lock Down Problems [MF] [Cuck] [Light bondage]

Pete was glad lock downs were finally over, well, he hoped they were over. It was a serious problem, spending so much time in his apartment, alone, mentally, physically dragging. With no girlfriend when the lock down hit, all he could do was to pull his own dick. Watch porn, pull dick, work, more porn, more dick pulling, more work, an endless cycle leading to boredom and thoughts of suicide. Not really, he was just fucking bored when at last he was called by his boss and told all staff could return to work Monday. Freedom day!

Wow, back to the office! Monday was a breeze, everyone was happy, excited at being out of the confines of their homes, their apartments. Nobody complained about the commute, nobody whined about the traffic, it was just great to see everyone again.

[MFM] Getting caught and cucked at a campsite

*beep* *beep* *beep*

The sound of the Walmart cash register was annoying, just like it always is. My girlfriend Megan and I had decided to go on a camping trip, and we had gone to pick up supplies.

“Do you think this will be enough food,” Megan asked?

“I think we should be fine for the three days,” I replied.

The cashier was a friend of hers, in the past they had worked together.

“That sounds like a fun trip guys!” She said as she scanned another item. “I wish I could’ve gotten some time off too….” her voiced trailed off as she reached for the next box on the belt. It was a box of magnum condoms.

She glanced nervously at the two of us, unsure at first what to say. “Uhh, well I hope you have fun anyway.” She finally said.

“We will!” I responded with a grin. Her friend had a religious upbringing for sure, and I wouldn’t have been shocked if she was a virgin. Knowing that she now knew I had a big dick, and was going to fuck Megan with it often enough on this trip that we bought a new box of condoms was a huge turn on.

I (27M) admitted to my girlfriend (25F) that I was sexting another woman. Later that day she (35F) told us exactly how to fuck each other [MFF]

Like everyone, I’ve had a bit of a tough time during lockdown. Can’t see my family, can’t go to the movies, bought a bunch of defective KN95 masks, the usual. What sets my situation apart is that I live with my wonderful girlfriend, Andrea.

We’d met in college during her Freshman year, my Junior. It was a classic case of opposites attracting: she was a tiny Korean-American chemical engineering major, barely a shade over five feet and a hundred pounds. She was self-conscious, reserved, afraid of seeming out of place or unqualified. I was a burly, brash English Lit major who split his time between drinking, warming the bench for the club rugby team, drinking, mansplaining D.H. Lawrence, and drinking. But when we met each other at a party, we just *clicked*.

Our very first interaction, for some reason I can’t remember, was a 10 minute-long drunken argument over whether *Gladiator* was overrated (who was arguing which side might surprise you). Her little smile when she knew I was bullshitting a point just to keep talking to her made me weak. I eventually brought her a shot as a peace offering.

I [M] had a threesome with my girlfriend [F] and her best friend [F]

Sorry for my English, it’s not my first language

We have a house with my girlfriend, and my girlfriend’s best friend had just split up with her boyfriend, so she was having a bad time, so we invited her to come and stay with us for a while

My girlfriend doesn’t often feel like having sex. But when she does, she can’t be stopped.

We didn’t have too much time alone while her best friend was there, so we were discreetly warming up in the bathroom, in the kitchen etc…

At night I slept on a mattress on the floor next to the bed where my girlfriend and her best friend slept, from time to time my girlfriend would wank me discreetly

This was the time when my girlfriend was really craving sex, and it was really frustrating for her (and for me) not to be able to do anything

My girlfriend and her best friend have known each other since they were in primary school, they often walk around naked in front of each other, take showers together, kiss from time to time, but nothing sexual

My roommate fucked me after hearing me masturbating [mf] [squirt] [oral] [long]

This story switches between the guys perspective and the girls perspective. Enjoy!
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My room is always so hot in July. It’s 4am and I’m just lying spread eagle in my underwear staring at the ceiling. I rent a tiny room I pay way too much for on the top of floor of a shared house, which seems to be more of a greenhouse than anything else. I live with three girls which sounds amazing but to be honest we’re all almost always out of the house and don’t hang out much, besides, I’m quite quiet anyway.

I share the top floor with one of my roommates, but her room is massive in comparison to mine, I have no idea how she can afford it. Our rooms seem to have been connected at one time as there’s a cheap painted piece of wood nailed into the space where a door would normally be in the corner which means that sound travels between our rooms pretty easily.