[M]y third time fucking a married woman. While her husband slept in the next room.

When in my twenties all my friends were getting married and I wasn’t having any luck with love. I got cynical about relationships and stopped respecting them. I fucked a college friend’s wife–more than once (https://www.reddit.com/r/gonewildstories/comments/bfdcac/m_fucked_my_married_college_friend_while_her). I fucked a woman I met online who was engaged and looking to get in one last fling (https://www.reddit.com/r/SluttyConfessions/comments/bcdkm8/i_fucked_his_fiancé_then_i_kept_doing_it/.

Desi was the third woman in a relationship that I fucked. I met her on the kind of crappy free hookup site that existed in a world before tinder. She was kind of a train wreck. She was younger than me, had been a stripper at one point, had a kid with one guy, and was married to another guy. They were getting divorced, but both of them were so broke that they couldn’t get their own place, so they still lived together in different rooms of the same apartment. He had the bedroom. She slept in the living room.

But she was attractive. And really funny in an irreverent way that I appreciated. And we clicked talking about indie and classic rock bands. And I was still relatively new to the area and lonely. All of that is rationalizing, I know. But I’m ok with that.

My First Time Helping An Adult Virgin: Encounters With Z pt2

Part 1: [https://www.reddit.com/r/Erotica/comments/d47yif/my_first_time_helping_an_adult_virgin_encounters/](https://www.reddit.com/r/Erotica/comments/d47yif/my_first_time_helping_an_adult_virgin_encounters/)

Hi S,

Wow, last night was crazy. I cant actually believe I did that. I have fantasized about an interactive sexual encounter like that for so long, as I write that out, it looks just so pitiful, anyways, last night was amazing. I have never let anyone see me like that, it felt very thrilling, and it was a huge turn on,but honestly today, the whole experience has left me feeling very vulnerable and exposed.

I have never understood how to interact with people very well, so last night was way way outside my comfort zone. You were very kind, and I think you are very sexy – but I don’t think we should chat anymore. Like I said before, I think you have been so so sweet, but I know I am not really very attractive, and I am pretty sure you can do better than a middle aged virgin that could stand to drop 30lbs. I am pretty sure if we keep going, I will disappoint you eventually, so I want to stop here, before I do. Thank you, Im sorry. -Z

Z,

Published
Categorized as Erotica Tagged

“The Softballer” [m/f] [consensual anal]

“The Softballer”
(This Story is NOT me. I was told what happened and wrote the story.)
I was in school. I played softball. There was a guy that helped our coach. He was 21. He graduated three years previously. He was so hottt! I’d always bend over in front of him, face my ass towards him when we were doing workouts, anything to get his attention. I wasn’t normally like that, he just wasn’t immature like all the boys in my grade at the time. We were a good team. We moved on after the regular season. Had to travel here, or there. Usually we had the opportunity to find our own transportation. Well, luck found me, sort of. Me and two other girls were supposed to ride with him to our game. We weren’t allowed to ride alone, for some reason. But, the night before we played, the two girls that were supposed to come with us were in a car accident (they were okay), they just couldn’t make the game.
So, against the rules, I went with him by myself. No one even paid attention. The game was like an hour or so away.
We played. We lost. Time to leave.

My First Time Helping An Adult Virgin: Encounters With Z pt1

Another tourist. I could tell. She sounded sincere in her search to try this new kink of hers. I had spoken to dozens of women like her; she had read that series of dirty books that were so popular a few years back, and now felt curiously emboldened to explore. I have never read the books, nor seen the movie, but I knew what she was going to want. She was looking for a scene to match the fantasy in her mind, and would probably be too shy to help steer if things went astray. That first day, I managed to coax her into telling me a bit about what she wanted. Not surprisingly, it was to be gently controlled. She was looking for a Dom. That first night, she just watched my cam, fully clothed, but interested.

My Robot Boyfriend [mf] [piv] [manbot] [robot]

“You’re a sweet, talented, hard-working young woman, Kelia. You’ve got a bright future ahead of you. Don’t let anyone derail it.”

Those were the serious, yet sincere words of Kelia Aden’s mother. She’d first heard them in junior high. It came shortly after she brought home her another straight-A report card and a letter from her guidance counselor saying that she was gifted. More than one teacher had told her that she had a great chance of getting into an Ivy League university if she maintained her current path.

It was a challenge, but Kelia always rose to the occasion. Even as she progressed into high school, getting top grades and high test scores, her mother kept belaboring that fateful message. At first, she thought she was just being an obsessive parent. Then, she suspected there might have been other motivations. That became obvious whenever cousins, aunts, uncles, and family friends saw her.

“Kelia is growing into quite the babe,” they would often say. “Pretty soon, she’ll be beating the boys back with a stick.”

Slut rebirth with [F]irst successful anal

I recently started using dating apps and a forum to fill my days with sex. Now, I’m no stranger to dating sites; I used to be on AFF for a while and then took a break but I guess now I’m back at it. I’m a curvy asian with long wavy hair, some of it bleached. 

So before this I never really got into anal coz all my encounters were not good. I had come to the conclusion that it wasn’t adding much to the sex I was having; hence not worth saying I’m open to it. But yesterday I went did it.

After work I went to meet this masseur I’ve been seeing once a fortnight. He’s asian, a little taller than I am, maybe 170cm or so. Tanned skin hair cut short, slim build. He said he runs and plays soccer.

He didn’t massage me this time. We got rinsed off and lay in the hotel bed naked. He was showing me some porn he downloaded; something about this blonde broad teasing 2 dudes into giving her DP. 

Goodbye Amish, Hello Fucking. 40-something F teaching a young twenties Amish virgin to fuck. (Part One) [FM]

A young Amish (well, formerly Amish, leaving his church) man messaged me and we started talking. It slowly grew into something more risqué as he told me his fears of dating as a young twenties virgin who has never been kissed. He fantasized about having an older woman take control and teach him everything about a woman’s body and sexual pleasure.

I’m a 40-something married woman in an open marriage. I offered to teach him. I’m short, curvy with long brown hair and huge boobs and a small butt.

Our Story (from my perspective):

We met in a hotel bar. I was sipping a gin and tonic trying to calm my nerves when you walked in. You looked equally nervous. It was our first time meeting after so much online communication.

I had on a short black skirt with heels and a low cut red sweater that showed lots of cleavage. I offered to order you a drink but you handed me the hotel key and said you were ready.

We got on the elevator and were alone. I took your hand and reassured you that it was going to be an amazing night. I stroked my thumb against your hand and looked up into your eyes. You looked so anxious.

How [m]y love of femdom started.

So without giving away too much about my age, I reached the age of sexual curiosity at the perfect time. Broadband had just become a thing, porn was available seeminly on tap, and MSN messenger was at its peak.

Back then it seemed people would just randomly add you or vice versa so your contact list ended up being a handful of friends and then 100s of strangers. Anyway, I got chatting to a girl somehow and for a few months it was pretty tame, normal stuff. Type of music we like, what subjects we were studying etc. What fascinated me about this girl the most though is she was happy to admit to me that she was bi. Being reasonably anonymous I guess she felt comfortable sharing the secret.

Similarly, I had been experimenting with a close male friend and I’d never told anyone about it. Taking this as my chance to get some perspective on it I told her. This naturally led to lots of conversations about what we liked about guys and girls, what we’d done with either, what we wanted to try etc. And pretty soon we almost exclusively spoke about sex / general dirty things.

Confessions of a hyper-sexed corporate executive (1.2) [M/F]

**(Same as before, be kind and give me constructive feedback and criticism)**

After my little rendezvous with young timothy (the intern), work was immensely fun. He was ever so helpful to me, carrying my bags, buying me lunch and overall making my life easier, all with a blush on his face. I could tell he wanted more, which made my cunt wet. Being desired was a feeling every woman should have, and he desired me like he needed air. I teased him by unexpectedly grabbing his crotch, while he was assisting me with random stuff and squealed cutely when I applied pressure. I masturbated daily to this image, fingering my sopping wet cunt, while I imagined him slowly thrusting into me, apologizing and determined to please me throughout. Young virgins are satisfying that way. With practice and daily exercise, I was sure he would blow my mind. In the meantime, ill blow him instead. 3 days after our little tryst, life found me on my knees, in the handicap toilet at the topmost level, skirt hiked up to my waist, my mouth furiously bobbing up and down his cock.