Reintroducing [m]y [f]riend to the joys of an open relationship

Evening all. Long time lurker, first time poster, all that jazz.

I never thought I’d have a story to tell on this subreddit. I haven’t seen any action for the last two-and-a-half years, and I didn’t expect that to change any time soon. On Saturday night, it did.

**The Backstory**

I met a girl, who for the purposes of this story is called Justine, about this time last year. I had just started professional wrestling training, whereas she had been doing it on and off for a while. Being someone who admits themselves to be not in particularly good physical shape, I was reassured when Justine welcomed me into the sessions, and we got on reasonably well. However, due to a regular ol’ mugging in which I got bottled in the back of the head, I had to give it up (pro wrestling is extremely conscious of concussions, so no hard feelings). Justine and I kept loosely in touch over the next few months, but not to any remarkable extent. Read more »

Fucking my best friend’s sister [MF]

Reposting due to forgetting the tags

My previous post is in my history so take a look if you missed it. Apologies for any formatting issues as I’m on mobile.

Anyways, after that night I went home and we texted each other about how good it all was. She lived several dozen miles away so it couldn’t be a regular thing.

The rest of her family was in the state visiting and had been wanting to go to the local amusement parks. Rather than driving great distances back and forth they opted to stay at a mutual friend’s house.
She texted me the plans and I decided to tag along. We spent the day at the park with her family and by the end of the day are exhausted from all the walking and standing.

Late in the evening her mom and younger siblings opt to stay at a hotel because there was a shortage of room for everyone, leaving only myself, my friend, her sister and her boyfriend at our friend’s house.
She and her sister take the bedroom while the boyfriend and I stay in the living room. Sometime around midnight they ask if I would swap places and end up laying in bed next to her.
We are talking and making jokes and eventually the talk turns to our previous encounter. Read more »

[MF] Ex gets the 50 Shades treatment

Hello! I’m a long time lurker but finally decided to share since I’ve recently discovered my love for real life sex storytelling. Forgive me for the grammar and length as it’s my first post (from my phone!)

I dated Dee for a little over a year and things were amazing in the beginning, especially the sex. She was a buxom brunette with an infectious laugh who was willing to give all of my kinks at least one try. She was 28 years old, 5’6’’ with dark eyes and a light complexion. Her breasts were very large, easily 38DDs (she gained a few pounds during our relationship) and a beautiful thick ass.

What little she lacked in physical beauty she made up for in sexual energy. She was very reserved when we first started dating but as soon as she realized I was also a sexual deviant she became my private whore. She loved being pleasured orally and prided herself on swallowing me while I finished in her mouth after long fuck sessions. Dee also welcomed me to the joys of anal play. Apparently an ex of hers opened her up (literally) and she would beg me to fuck her tight ass. Sadly this post will be about after we broke up but our stories will be revealed in later posts if this one goes well. Read more »

[MF] Roommate went out of town… his girlfriend came over… (Long Read)

Right after I graduated from college I decided to get a job near the university that I attended. I lived in a house about a half of a mile from the campus and lived with one of my best friends from school and two guys that still went there. One of them had this girlfriend that was pretty cute. All of the guys in the house thought so, but to be honest, she was kind of a bitch. We all talked about it, but not in front of our roommate that dated her.

My best friend would often talk to me about it in between his breaks of playing Destiny and tell me, “Man she’s hot and all but she’s a total bitch. It would be great just to bang her and have some dirt on her.” I would just laugh and tell him “I don’t think she would ever do that.” She and our roommate had been dating a while and they were always together.

However, as we lived together longer and longer, she would come over without him even being there. She would either clean our house, due to the fact she had major OCD, or she would just be there sitting around hanging out with us until he got home from classes or work. Read more »

Teases and Touches [FM][Long][Str8]

If there was one thing Eric and Clara had in common it was their ability to play with fire without getting burned. In every other possible regard they differed, positioned firmly on opposing sides of their social circle and often enough on opposite sides of the room. It was a gap love could not bridge, and neither of them fell victim to any illusion in that regard.

But the bridge they had found was much more powerful, dangerous even in that they shared their love for destructive relationships. They needed the group to stay sane and fight loneliness, but in moments of clarity Eric realized they were really just using them to create a neutral zone in which they could play their game of bluffing and teasing, pulling each other close enough to push away.

At first Eric had found her boring, and on a normal level he still did. She was a weird person as a friend, kind of there without adding much to conversations he was interested in and he knew it had to feel just the same way for her. Too different were their lifestyles, their upbringing and plans in life for them to settle on any common ground a regular relationship could have been built on. Read more »

Teases and Touches [FM][Long][Str8]

If there was one thing Eric and Clara had in common it was their ability to play with fire without getting burned. In every other possible regard they differed, positioned firmly on opposing sides of their social circle and often enough on opposite sides of the room. It was a gap love could not bridge, and neither of them fell victim to any illusion in that regard.

But the bridge they had found was much more powerful, dangerous even in that they shared their love for destructive relationships. They needed the group to stay sane and fight loneliness, but in moments of clarity Eric realized they were really just using them to create a neutral zone in which they could play their game of bluffing and teasing, pulling each other close enough to push away.

At first Eric had found her boring, and on a normal level he still did. She was a weird person as a friend, kind of there without adding much to conversations he was interested in and he knew it had to feel just the same way for her. Too different were their lifestyles, their upbringing and plans in life for them to settle on any common ground a regular relationship could have been built on. Read more »

Teases and Touches [FM][Long][Str8]

If there was one thing Eric and Clara had in common it was their ability to play with fire without getting burned. In every other possible regard they differed, positioned firmly on opposing sides of their social circle and often enough on opposite sides of the room. It was a gap love could not bridge, and neither of them fell victim to any illusion in that regard.

But the bridge they had found was much more powerful, dangerous even in that they shared their love for destructive relationships. They needed the group to stay sane and fight loneliness, but in moments of clarity Eric realized they were really just using them to create a neutral zone in which they could play their game of bluffing and teasing, pulling each other close enough to push away.

At first Eric had found her boring, and on a normal level he still did. She was a weird person as a friend, kind of there without adding much to conversations he was interested in and he knew it had to feel just the same way for her. Too different were their lifestyles, their upbringing and plans in life for them to settle on any common ground a regular relationship could have been built on. Read more »

[MF] When your FWB is a masochist [bondage][spanking]

Allow me to set the scene. In a darkened bedroom, a woman wearing only a pair of glasses and a very, very mischievous smile wiggles her butt in the air as she positions herself on all fours, spreading the weight to her elbows, away from her cuffed hands, asking for me to get a little rough. I swiftly pick up my belt off the floor and lightly pat her ass with it, teasing her.

“Ooh, a belt,” she laughs, “a little traditional but not bad.”

Normally, I’m not a very dominant person. I don’t exude that in-charge attitude naturally, in fact being in charge of everything in a relationship would drive me up a wall. No, I like strong equals as my partners. That said, however, after a certain conversation, the right words, and the right mood behind closed doors brings out a whole new me. A me that isn’t shy about giving instructions. A me that won’t hesitate to spank you if you’re being disobedient on purpose, just to test me. A me who will order you to beg me for something you really want. A me who might just deny you an orgasm if I don’t think you quite earned it yet. “Emily” was a girl who liked that me. A lot. Read more »

[Fmm] The Tutor pt. 1

Psst… It’s CottonNighte ;-)

Chapter 1
=========

“Aren’t they a little old to need a sitter?” Alicia asked Madeline, the harried mother and step-mother of the two young teenagers.

The boys in question eyed each other with undisguised hostility. Then they expressed their opinion of needing a babysitter with crossed arms and hard frowns at their mother.

Madeline continued stuffing various items from the counter into her large leather satchel. “They fight all the time. I need someone to keep them in line in the evenings while I take my training class. The last time we left them here alone, they broke the television.”

“How do you expect me to deal with teenage boys that are as big as I am?” Alicia shook her head, preparing to tell her old babysitting client *no*.

Madeline grimaced. “It’s just for the next two weeks. They’ll be in school during the day, but my husband is out of town and this is the only time I can get the project management training I need to keep my promotion. I’m desperate!” Read more »

[Meta] Too Young For Sex is now The Summer I Grew Up

Hi! The story I drafted under this pseudonym has now been professionally edited and formatted into a novel I’ve titled *The Summer I Grew Up*. I initially released it on my Cotton Nightie Press website, but have now added it to popular story sites like StoriesOnline, Sweek, and Inkitt.

It is currently being nominated for a Golden Clitoride award for best Gay / Lesbian / Gender-Bending story of 2017. So the all-time top story here on SexyStories is gaining a lot of attention out in the world. Thank you all for your support, votes, and comments.

My original pseudonym on this sub was CottonNIghtie and I’ve been writing stories here for over five years now under a handful of other pseudonyms including friends_and_benefits, 2gay4throwaway, lizette_and_kimmy, jacob_molly_camden, hilly_and_ben, and kat_and_renauld.

My first novel, Inseparable (under Bella Chal), started right here on this sub. It’s now moved over 60K copies on Amazon and elsewhere thanks in large part to your feedback and support while I drafted it.

*The Summer I Grew Up* is available for free online. If you like it, please consider going to nominate / vote for it at The Clitorides Awards website. Thanks again and keep an eye out for a new story coming soon! Read more »