gonewildstories Archives — Page 4711 of 5640 — NSFW story

One Spontaneous Night with a Good Friend [MF]

I had met Rachel during my sophomore year of college. I immediately thought she was gorgeous. She was 5’2″, maybe 110lbs on her heaviest day. She had wavy, light brown hair and bright blue eyes. She had cute little A cups, but an ass that should have been on a girl twice her size. She reminded me a lot of Kerri Russell, which she got told a lot.

Anyways, since the moment I met her, she had always had a boyfriend. However, during the start of our senior year, they abruptly broke things off. It was a rough break-up, and she spent a lot of time venting about it to me. This is ultimately what brought us closer together. We spent many afternoons and nights just hanging out, watching movies, making dinners, drinking cocktails. I was honestly just into her for the friendship at this point. I actually had my eye on a different girl at the time, so I truly was not expecting what happened next. Read more »

[MF] My roommate went out of town… His girlfriend came over… (Part 3) How we almost got caught.

Part 1: https://www.reddit.com/r/gonewildstories/comments/7ubtyk/mf_roommate_went_out_of_town_his_girlfriend_came/
Part 2: https://www.reddit.com/r/gonewildstories/comments/7usejc/mf_my_roommate_went_out_of_town_his_girlfriend/

My roommate’s girlfriend and I had sex behind his back twice now, and after the second time we actually started talking about doing it more often. She would text me while I was working about how horny she was and I would do the same and tell her I would try to get off early so we could meet up. The craziest part about this (and most unbelievable I’m sure) is that her boyfriend worked for me. I was his boss, and he would be working the days that this was going on.

It sounds bad, but this factor made it much more exciting for us. My best friend, that was my roommate too, worked at the same place as well and when they were both working I would take off an hour early every now and then. I would pull up to our house with her (roommate’s girlfriend) waiting inside. I would walk in and she would be cleaning up in the kitchen (had crazy OCD) and I would get behind and start dry humping until she would pull down her pants and let me in. This girl had some kind of spell over me because I would walk in and just see her in her tight grey yoga pants with her nice ass and I would immediately get a massive hard on. Read more »

[MF] The lovely car show girl (Conclusion)

Part 1 here: https://redd.it/7uk512
Part 2 here: https://redd.it/7usfzt

Let me first start off by saying that I love the amount of encouragement and support I have received from all you redditors. When this first happened Wednesday night and I decided to write about it, I never thought it would turn into this. But then again, I didn’t expect Kate to turn out to be this wonderful girl that I’m completely enamored with.

So, this last update is going to be pretty tough for me to write…for certain reasons, and because of that, I might not put much detail into it. But we will see as I begin to write it. This will take place over the course of Friday, Saturday, and mid-day Sunday. Read more »

Playing with things that are not mine [MF]

I first came to know Lily through Twitter. (It’s one of my weird abilities in life to convert “online interaction” into “woke up next to her.”) In her case, she was friends with another play partner of mine that I had spent a marvelous weekend in the Reeperbahn district. Although my history with her friend was never REALLY made explicit, we kind of knew what was up. Lily, however, was married, and in a very conservative religious community. While I was trying to be circumspect about who I chose as partners at the time, and avoid the drama of an angry spouse hunting me down, there was a chemistry there I couldn’t ignore. Especially after seeing her get involved with a second-rate character in an online-only thing, I kind of felt that stupid male competitiveness thing kick in.

So I finally decided to parlay the online chemistry into a date, which turned out to be a very easy proposition, as she was even more interested than me. We picked a weekend her husband would be away, which he was on a regular basis, and I booked a hotel room in her city but a different neighborhood. Although traffic wasn’t my friend, I made it there within a reasonable time of my target, and she was waiting in the lobby, her hair neatly tucked under her hat, dressed conservatively. She was short, about 5’2, with dark hair and pale skin. I’m about 6’4”, so the difference in height was really noticeable. Read more »

Seeking stories of virginities lost! [MF] [MM]

I’m doing research for a story I’ve been working on for a while. In this story one of the main characters loses their virginity. This character happens to be male and as a female I can’t really draw on my own experience here so I was hoping for some male perspective (anyone who identifies as male/has a penis welcome!). Please tell me the story of how you lost your virginity! Tell me every tiny little detail, good, bad or anywhere in between.

I finally slept with my childhood friend [MF]

For the longest time I had alway fantasized about sleeping with, let’s call her Jesse. Growing up Jesse and I were always together. We would constantly be hanging out at each others homes. I would come swim in her pool. She had a sick outdoor pool. During this time we were probably in the 4th or 5th grade. I remember how I was always thinking about how pretty she was.

One day during this time we went swimming in her pool. We had some fun messing around. Afterwards we both went upstairs to change. She let me change in her bedroom. I changed first. I left. It was now her turn to change. As the curious kid I was I couldn’t help but think what I’d see if I peeked into her room. So I slowly started to turn the handle. I look inside and I see her completely naked. But only for a second before she quickly realized what was happening. She yelled at me I and went home. Read more »

[FM] How I became a cheat

Stories that begin with “I never thought I would…” always seemed so cliche, but here I am, not ashamed.

I never thought I would ever stray or be seduced, let alone deliberately put myself in the position where infidelity was all but guaranteed, nonetheless, here I am writing my own true story.

I was raised religious, and was still a virgin when I got married. Nonetheless, my husband, Jay, and I had a great sex life. He had previous experience, which we did not discuss, but was apparent in his love making and I slowly developed a love of erotic fiction. That was probably the first step towards actual “misbehaviour” but it never registered on my conscience. To me the first step was an otherwise regular Wednesday morning.

I was organising my daughters to be picked up by a girlfriend, so I could get to a much needed hair appointment. In a rush to get my daughters ready, I had neglected myself and was still in a comfortable bra and panties that I put on quickly after a shower. I thought nothing of it, as it was not odd for my friend to see me in that state. However, when the doorbell sounded I was not expecting her husband Marcus. Read more »