Author: RoyalWill7

[M]y second hook up with co-worker’s sister [F]

This is a follow-up to this [post](https://www.reddit.com/r/gonewildstories/comments/tnyb46/after_my_future_wife_broke_up_with_me_i_hooked_up/) as requested by some.

A day or two after our first hookup, Veronica and I went out on a proper date. I’ll skip most of the date to get to the good stuff, but the dinner was fine if nothing spectacular. I do remember that when I picked her up at her sister Sue’s apartment, she looked stunning in a little red skirt. After our dinner date, I invited her over to my place to watch a movie. On the way there, I mentioned that my parents were home, but they might not even be up.

I parked the car in front of my parents house, but, before we got out of the car, we started kissing. Well, I went from 0 to 100 in no time flat as Veronica so just so sexy and sexual. It just oozed out of her pores. She sensed how horny I was and said that we should move into the back seat. I gave a quick look at the front of the house and I couldn’t see anyone peeking out of the windows, so I thought “what the hell”. Also, my parents had a long driveway, so my car was probably 50 or so feet from the house itself. Of course, I was ready to whip my dick out for Veronica even if my parents had been standing outside my car, so I moved into the back seat with her. Read more »

After [M]y future wife broke up with me, I hooked up with co-worker’s sister [F]

I (Will) was in my second year of college (20) and my future wife (Sarah – 18) and I had been dating for just over a year. We were pretty serious, but I think she got worried that I wasn’t “the one”, so she broke up with me. More like, “maybe we should just cool it a bit” rather than “I don’t want to see you anymore”. I was hurt of course, but I wasn’t too worried about it long term. I got the sense she just needed to make sure.

My wife and I worked at a restaurant together and there were a lot of college aged people that worked there. One girl that was a little older was Sue. She was part Korean (I think her dad was American military) and I would guess to be about 24-25. For some reason, that seemed a lot older than most of the rest of us. She was always nice to me and sort of cute, but I didn’t really hang out with her or would say we were close. I have no idea if she knew about my break up, but within a day or two of it, she invited me to her place the following day after work to swim in her apartment’s pool. Her mom and little sister were in town visiting and she wanted to have a few people over. I guess I was the only one who said yes. Read more »

I 18 [M] started dating and fucking a 30 [F]

As requested by a few folks, here’s my breakdown of me getting with an older lady during my freshman year of college.

It was my freshman year in college and I was just getting into the flow of college when I noticed a posting for a Water Ski Club. Having grown up water skiing that sounded like fun. We would try to get together once or twice a month and hang out, with people taking turns skiing. It was fun and a good way to meet some new people.

One weekend, an overnight trip was planned. I borrowed my parents tent, packed up a cooler and clothes and met at the school. We drove out to the camp site on the lake on Friday night. We just hung out around the camp fire that night, having fun and getting to know one another (this was only the second event I had been to). There were clearly a few couples there, but plenty of singles too. I got to talking to a girl named Denise. She had blonde curly hair (permed probably). She was fairly petite and was super nice. I would guess she was about 5’4″ and was about 120 lbs. Read more »

I 18 [M] had sex with my neighbors [FM] that I babysat for – Round 2

For background, see my first [story](https://www.reddit.com/r/gonewildstories/comments/pg1tud/i_m_had_sex_with_my_neighbors_fm_that_i_babysat/) involving my neighbors Matt and Cathy. They didn’t have me babysit every week normally, but after what happened and they hadn’t called again for a while, I was wondering if things “had gotten weird.” We lived in the country, so even though we were neighbors, we definitely could go a while without seeing each other. But, I was hoping they would call again because, to that point in my young life, it was by far the best sexual experience of my life.

Anyway, after 4-5 weeks, a got a call from Cathy asking my to babysit Friday night. I said sure and she said they probably wouldn’t be out too late. I was pretty sure that meant that sex was on the menu, but I didn’t want to get too excited if it truly was a one-time thing. My cock had other ideas because my undies already had some pre-cum in them by the time I hung up the phone. The rest of the week crept by (with quite a bit of fantasizing along the way) and on Friday afternoon, I took a nice hot shower, making sure I cleaned everywhere real good. Read more »

I [M] had sex with my neighbors [FM] that I babysat for

I (Will) was a senior in high school (18) and would sometimes babysit for my neighbors and their two kids that were about 10 and 7. Their dad (Matt) was a tall ex-football player with brown hair and the mom (Cathy) was a petite black haired beauty of Navajo descent. I’m not sure, but I would guess they were in the low to mid-30s. I’ll admit that I fantasized to the mom more than once lying in my bed with a hard-on.

If you want to skip all the build up, go to “The Good Part” section below.

One night, I had gotten the kids to bed and had about an hour and half before the parents would be home. Being the 18yo perv that I was once, I looked through their drawers and closet in their bedroom. I stopped for a minute at her underwear drawer and that started to get me hot. In the closet, I found a stash of pornos. I grabbed one and headed down to the basement and popped it in the VCR (yes, this was a long time ago). It was pretty hot with one of the first scenes having a lady penetrated with various fruit items. I figured I still had an hour or more, so I grabbed some paper towels from the nearby bathroom, went back to the couch, and started to rub one out. Read more »

[MF] Secret Swedish Sex

When I [M] was a freshman in college, my family hosted a female foreign exchange student from Sweden, Annika. I was going to a commuter school and living at home. I’m not sure how long she had been with us before we got together, but she was blond, 18, and from Sweden, so I’m not sure I stood much of a chance. She was cute with good sized tits, a pretty smile, and tall. I think I waited a bit before trying to have sex with her, but it was hard to wait too long for the reasons already mentioned. She was definitely more experienced than me, but I had been with a couple of girls, so I held my own in the sex department. In fact, she was the first girl I did doggy style with and it was so fucking hot (I think a lot of sex before that was always rushed and/or I didn’t know what the hell I was doing). The fact that we were dating got out to the family pretty quickly, but I tried to keep the fact that we were having sex away from my parents, which meant we had to be sneaky with it. Read more »