[f] 51 MIL [m]30

went through my MIL dirty laundry one time when her and my gf ran out for some errands one day and found her panties and a thong i couldn’t help but to use them for a bit and left them full of cum, turns me on to think if she ever found out

I got a blowjob in the woods during a thunderstorm [MF]

This was about three years ago. The woman (35) was someone I (41) knew from around town, and we chatted on IG or when we ran into each other, but didn’t really hang out beyond that. She was really funny and attractive, and we both shared an interest in hiking, and we decided to go for a short hike nearby. The first time, nothing happened, but we had fun and there was lots of flirting and innuendo and such.

About a week later we managed to squeeze in another hike together. We were out for about an hour in an area close to town with fairly easy terrain. Again, lots of flirting, lots of sex talk, but nothing happened. Full disclosure: I’m married, so if I want to make a move I have to be super careful that it’s with someone who is ok with that. I had a pretty strong guess that she was, but still, caution is important.

[MM] The first time I, 19M, hooked up with my teammate, 21M

I posted this as well on r/gaystoriesgonewild but it hasn’t uploaded yet so I’m posting it here to. If you don’t like guy on guy, don’t read this. If you do like guys fucking eachother than for ahead and scroll to start.

This story is from a month or two ago, it’s not recent and maybe I’ll give an update if you guys like it.

I’ve been with my fair share of women before but nothing compared to this.

I’m a college athlete and we have to shower after practice every day. Being closeted bi guy and having some pretty hot guys on my team, I usually wait until everyone’s cleared out before I go in and clean up. I don’t want to out myself right now because that would just cause a whole host of problems. Practice got out later than usual and everyone was in rush to get ready to go eat before the dining hall closed. This was great for me because I wouldn’t have to wait to long in the lockeroom like usual. Once my teammates are done, I strip down, throw on a towel that’s really too small, and head to the shower to clean up.

[MMF] First story about my time as a Lifeguard.

When I was 20 years old I moved to a new city for college, and I spent the summer trying to find jobs. I was a certified lifegaurd and I was always on the lookout for good pools to work. I ended up working at the YMCA for this summer, and when I started there I was working with alot of people the same age and situation as myself. Most of the time I was working shifts of 4 or 5, and the guys I was working with were some of the coolest dudes id ever met.

Kyle and I hit it off almost immediately. We had many of our shifts together, and we would often train in the pool together on our off time. In a month of working there we got super in shape and spent alot of the time looking at and talking about the girls we worked with. Claudia was the one girl we both agreed was at the top of the list of girls we really wanted to fuck. She was french, stacked titties, insane hips and ass, and her best feature by far was her lips. They were always so big and puckered. She was our age, and single for the whole summer, but she knew how fuckin smoking hot she was so she knew she could fuck anyone she wanted.

Webcam follies [MF]

So this happened quite a few years ago.

I had dated Jessica when we were in our late teens. We split up amicably simply because we were heading down different paths in our lives. No issues, no regrets. It just “wasn’t meant to be”. But when we were together, we did have lots of sex.

Fast forward about 15 years. Mid 2000s. She’s now married. Her husband and my SO both knew about our previous relationship and had no issues. We had been over at their house for dinner a few times. The family’s computer (a desktop) was in the kitchen as she spent most of the day looking up recipes, cooking, and monitoring her son’s internet usage while doing so.

Her husband had bought her a Logitech webcam on my recommendation. He had gone away on a trip and she wanted to make a video call so they could all spend a little online time together. She got the camera hooked up, but was confused about the software he was telling her to use. (I don’t remember what it was). So I downloaded the software and started walking her through it step by step. “Ok, now hit this. You should see XYZ on the screen. Now hit this.”

Fucking my virgin girlfriend’s friend with her permission part 2 [MFF][anal]

[part 1](https://www.reddit.com/r/gonewildstories/comments/qmxy7d/virgin_says_anal_sex_is_ok_mf
)

[Part 2](https://www.reddit.com/r/gonewildstories/comments/r5a333/fucking_my_virgin_girlfriends_friend_with_her)

After I came, there was no way I was done. I had Ann get up and had her lay on her back. I got up and pulled her towards the edge of the back and and entered her again. Rose had moved to the side of Ann and watched me enter her. I kept my eyes on Rose as I slowly started to fuck her. I won’t lie but I was imagining it was Rose that I was fucking. I picked up the pace and started to fuck her harder. Rose was touching herself as she watched us. With every thrust Rose would moan, whimper, and scream in pleasure as I continued to fuck her. If I didn’t already cum a few minutes before I definitely would have cum again but I definitely wasn’t ready yet. Ann certainly was as she came again.

Coworker [f]un

One of the best times with her (call her Anna) was on her birthday one year. She invited a few friends to hang out with. There was her,myself,another guy and a female friend. We were at my house. We got a couple bottles and were drinking. We were sitting on the couch watching a movie. She grabbed a blanket and put it on us.
The other girl got under to. I was in the middle of them. We were watching it and still drinking. The guy got up and left.
We continued to watch the movie. Drinking some more. Ordered pizza. As I’m under the blanket I feel her hand touch my inner thigh. She was running her nail up and down it. That drives me crazy. I’m squirming around.
Our other friend (Heather)is staring at me. I keep pushing her hand away yet she gets more touchy. She starts grabbing my cock. I’m wearing loose fitting shorts so the is a tent pitched. She then gets up and pushes blanket off me. Exposing my boner to our friend. Goes to kitchen.
Here I am with awkward boner next to another girl I don’t know too well either. She places her hand between my legs to get up. She grazes my balls with her hand and hoes in kitchen. Anna comes back and sits down. Heather sits next to her.
Anna then just grabs my dick and starts stroking it. I let her continue. Heather fell asleep. So we get up and go to my bed. We get naked and kiss and I start to fi get her and eat her out. As I’m eating her pussy she cums hard. She squirted too. I’m then about to fuck her. I Start out with a little at a time then I’m all the way inside about to start thrusting and she says to stop. I ask why she says no condom? I said I can pull out. She says I’m not sure. I said I will. So we continue fucking. After a few thrusts deep in her she wants to stop. I’m so horny now too. So I say let me do your ass. She never had it in there before. So I say can I? She agreed. She sucks on it getting in all wet. I slowly slide it in. As I start pounding it Heather comes to the door which was open. Anna makes eye contact and pushes her ass back to meet my thrust. She just stood there . After likev5 minutes I shot my load in her ass..
We just laid in bed till we fell asleep. Woke up naked together but with Heather in the bed too. Dhe had clothes on though. So I find out later she was playing with my dick as I slept. Never got more from her.

[FM] My boyfriend suggested sharing me with his friends, so now I had the cum from 3 different guys inside me

Last Friday I visited my boyfriend and he had some friends over, we were drinking together, and having a good time. It wasn’t anything unusual up to that point, but my boyfriend and me were pretty adventurous lately so eventually the topic of sex came up.

There was a lot of joking going back and forth at first, while I somewhat nervously listened to it all. Since my boyfriend was drunk, he had no problem openly talking about my favorite positions, the things that easily make me cum, and it was all mixed in with his buddies sharing things about their own ex’s and how they functioned.

Well, one topic that came up was that they often disliked doing foreplay, to which it also came up that I pretty much never ask for any, or need any. I get wet VERY easily, and fast.

Weirdly enough, that was the one thing they struggled to wrap their heads around, so after some more drinking and joking, the topic kept coming up. Until eventually, drubk as I was, I simply pulled down my pants in the spirit of _”THERE, LOOK, LEMME PROVE YOU WRONG”_ and showed them my puffy pussy in all its glory, including the glistening hint of wetness that was already right there in the slit.

Sexcapades of a Shy Guy – pt. 1 [MF]

Disclaimer: This story and most I intend to write involve infidelity. If that’s not your cup of tea, please move on to the next post.

So, the backstory. I have always been a shy guy. Quiet. Well-mannered. Qualities that don’t serve one too well in the dating game. But a combination of growing up in a broken home and getting access to porn at too young an age led to some sexual deviancy that would inevitably lead to some pretty entertaining stories.

This first story is how it all started.

It was my senior year of high school. My girlfriend at the time, Stephanie, and I had been dating since 7th grade. She was big into saving it for marriage. We lived in a small rural town in Ohio with pretty traditional values, so it wasn’t abnormal. And for the most part, I didn’t really have a problem with it.

Until I met Alyssa.

Alyssa was a sophomore. Alyssa was hot. Hotter than Stephanie. Alyssa was one of the only Hispanic girls in the school. She had big brown eyes, the dark hair and dark skin, as well as the curves to match. But she never left her boyfriend’s, Danny, side. Also, we’d never spoken.

[MF] She went from not knowing what I looked like to begging for my cum – in one night

(Skip to ————————— for sexy time)

When I was single I stayed pretty active on Tinder, lining up as many dates as I could in a week. Sometimes it would just be for coffee or drinks, other times it would be at her place or mine.

Anyway, I matched with this girl and we texted for a week or two in the app and exchanged numbers, but no pictures were shared. After texting for a while on a weekend I asked what she was up to and if she wanted to hang out. She said she had some friends over watching tv, but they were probably leaving soon.

Here is where I got bold. I offered to come over after her friends left and we could watch something together and get to meet each other in person. She seemed reluctant, given that we hadn’t sent anything outside of the app and for all she knew I could be a totally different person. As I was wondering if I’d made a mistake by suggesting coming over, my phone suddenly started ringing. It’s a facetime call.