I fucked my good friend’s babysitter (F23) in his house and got caught [MF]

Of all the stories I’ve posted to GW Stories, this is the one I’m least proud of. Not because Lauren, my friend’s super sexy 23 year old brunette babysitter, isn’t a tremendous hookup, but because my buddy and his wife walked in on us and now are thinking of firing Lauren because of what they saw…

About three months ago, I was picking up my buddy Bobby for a basketball run we usually have on Saturday mornings. His wife was out of town for the weekend and he was watching the two kids on his own. That meant he was running very late so he had me come in to wait. While I was waiting in his kitchen he was getting his kids situated upstairs. The doorbell rang and he told me to get it, it was their babysitter for the day. This was the first time I saw Lauren and we both seemed a little taken aback when I opened the door. I was taken aback by how hot this woman was. She was dressed down in yoga pants and a long sleeve workout shirt, but she had incredible curves for such a short girl (5’3”). Her hair was pulled back in a pony tail and I remember she had the greatest smile, with big pearly whites and almost all of her teeth showing (think Margot Robbie-like smile, with Rachel Bilson features/curves).

Getting back with a hot FWB (F26) after she left me for a friend [MF]

Kristina has been a friend and hookup of mine for the past couple years. She’s a yoga instructor and bartender, but more importantly for this post, she’s a Latina stunner with brunette hair with some light highlights, olive skin, and a banging athletic body with incredible curves. She looks just as good in workout clothes as she does when she dresses up for our nights out or her friends’ weddings.

We met through mutual friends a few years back and have been having a carefree, fun, and great sexual relationship ever since. Over the past 6 months she’s been pushing for a more traditional relationship, which is not something I’m not able to give her. We have still been having fun, hooking up, and even going as her date to a company party and her friends wedding in the past two months.

The ever better day after I (M18) came inside a sexy woman (F23) for the first time (part 2) [MF]

I wasn’t originally planning to do a follow-up to my initial story ([part 1](https://www.reddit.com/r/gonewildstories/comments/xscepl/my_m18_first_creampie_with_the_hot_older_woman/)) with Jenny, but it seems like there was enough interest that I would finish up what happened with the rest of the weekend. The night after my first creampie, I woke up last and headed upstairs to find the rest of the group making a late breakfast/early lunch. There was a bit of nervous energy around the breakfast table as no one had really acknowledged that Jenny and I snuck away last night to hookup.

Jenny was wearing an oversized sweatshirt that covered her shorts so it appeared like that’s all that she was wearing. We were both a bit hungover, but she still looked sexy as hell and she gave me a soft smile from across the table as I sat down with my breakfast. The day was unexpectedly overcast with a little drizzle but no lightning in the forecast. As we discussed what to do for the day, some of Jenny’s friends suggested going to a bar down the road but Jenny reminded them Danny and I couldn’t get in. I suggested we continue drinking and hang out in the hot tub. The rain was sporadic and it was a little cold but the jacuzzi would keep us warm. It was a good enough idea that six hungover people could get behind.

My (M18) first creampie with the hot older woman (F23) [MF]

Jenny was the hot best friend of the girl who lived next door to me growing up. Besides their daughter the neighbors also had a son, Danny, my age who was my close friend. Danny and I hung out all the time both because our personalities meshed and because we lived so close it was convenient. So, it wasn’t surprising that my paths crossed with Jenny pretty often during my formative years. Looking back, I think she was my first crush. Blonde highlighted hair, about 5’8’’ with long toned legs, a tight body with great tits that looked especially great in the push-up bras and low-cut tops she would wear often. I remember it like it was yesterday when Danny and I shared a hot tub with Jenny and his sister at their family lake house. I beat off to the image for a solid year after the seeing that.

[MF] Fucking the younger hot college (F21) girl dressed who was dressed as a slutty secretary

I met Julia when I was in my mid-twenties, enjoying single life in the city. We met a club when she was out celebrating her friend’s 21st birthday and the group of guys I was out with invited them over to our booth for bottle service. Although this has never been my favorite way to spend a night, Julia changed that. She was a stunner. Margot Robbie like blonde hair, on the short side around 5’3”, with the most perfect curves you could ever imagine. Her athletic body held her tits high and tight and she had such a nice bubble butt that your hand was drawn to it like it had a mind of its own. Her smile was rare to see as she seemed overly reserved and a bit cautious, but when you saw it, it was impossible for there to be a better-looking woman in the room. She was recently single, breaking up with her boyfriend a couple weeks earlier, and she felt no guilt when we fucked at my condo that night (even with her ex-drunk dialing her throughout- funny/hot story on that later if people are interested).

Mom of the hot sorority girl (F22) catches us [MF] (Long)

I haven’t been posting a lot recently but after some encouragement from fellow redditors, I thought I’d give you another glimpse into a particularly hot hookup I had. It also has to deal with an ex of mine that I posted about before ([part 1](https://www.reddit.com/r/gonewildstories/comments/hdz856/turning_the_hot_sorority_girl_f22_from_a_good/), [2](https://www.reddit.com/r/gonewildstories/comments/hf31j8/turning_the_hot_sorority_girl_f22_from_a_bad/), and [3](https://www.reddit.com/r/gonewildstories/comments/hi8dw3/rewarding_the_hot_sorority_girl_f22_for_ending/)). If you don’t feel like reading my old posts, Sarah was one of the hottest woman on campus. She had dirty blonde, tan, blue eyes, about 5’7” and a toned body with curves in all the right places. She was the girl next door that as she grew up she got even hotter and knew she was gorgeous. She always took care of herself and, even better, she was a sweetheart that really killed it with my parents.

[MF] My date and afternoon delight with a stripper I met on a bachelor party

A few years back I flew to Arizona for a bachelor party weekend for one of my buddies. In terms of events it wasn’t atypical for what you would expect for a bachelor party weekend. Coyotes game, bar hopping, casino, and finally the last night ended with a visit to a strip club. This story picks up on our last night even though it doesn’t include some fun with a beautiful ASU girl I met on my first night out there (maybe for another time).

After 3 days of late nights and heavy drinking we took our drunk bachelor to the nearest strip club to celebrate the end of the weekend and one of his last nights as an unattached man. Truth be told, I’m not much of a strip club guy and I pushed for another night at the casino but it was not my weekend and this is what the bachelor really wanted to do.

We arrived in the dark grungey spot and began pushing some tables together so we could sit as a few of the strippers approached. The women were all fun and kind (working for tips obviously) but it was a good atmosphere to be in. Even though the groom was as drunk as I’d ever seen him, I thought I’d buy him a private lap dance with the woman he liked the most.

Visiting another campus is always great for hookups [MF]. This visit went above and beyond

This is not one of my wilder stories, but it is a hot hookup with a stunning girl that a friend asked me to post, so here we are….

One of my high school buddies made the bold choice of going to college outside the country (Canada). It was really unheard of at my high school, but a few months in I could tell that their was at least one major perk. Looking at the photos he posted on Facebook and Instagram, they were filled with some of the hottest girls I’ve ever seen to that point in my life. It made no sense that this tiny school would have so many incredible woman, plus my friend was not necessarily a hit with woman, but they seemed to be everywhere. I told him I’d come visit as soon as I can, and I might have too much fun that I’d have to pick up everything and move in with him.

Pulling out all the stops for one night with an aspiring Instagram model [MF] Part 2

There was enough interest in my original story ([part 1](https://www.reddit.com/r/gonewildstories/comments/i34221/pulling_out_all_the_stops_for_one_night_with_an/)) that I thought I’d fill you in on the rest of the night with Lauren, the hot blonde with the best pair of (fake) tits I’ve ever seen. Sorry for the length of the story but I wanted to relive every detail I could of one of the best nights of my life with you. If you want more details on how much work/time/money and dumb luck I needed to dedicate to get this girl or if you want to get details on the blowjob she gave me in the back of a limo in Times Square, check out [part 1](https://www.reddit.com/r/gonewildstories/comments/i34221/pulling_out_all_the_stops_for_one_night_with_an/). This story picks up from that moment…

Pulling out all the stops for one night with an aspiring instagram model [MF]

I’m not sure if this is a common thing, but I have a “alternate” instagram account that I use to follow only beautiful and sexy woman without having to flood my personal account with hundreds of the sexiest models and celebs posting their daily photos. These woman were always just fantasies to me until this fateful night a couple years back…

It was the final night of meetings in New York as a couple potential business partners were trying to convince me to give them my business. These day long meetings are often stressful, but at night, they treat me to the best wine and food they can. On our last night we were having dinner and drinks at our hotel restaurant and lounge. It was the end of a successful few days and it was nice not to have to focus on business for a few hours. It was also nice that this group of men and woman were treating me like a big shot when that couldn’t be further from the truth.