Category: gonewildstories

Man and CD mutual fuck (M/CD)

I’m a bisexual man, but I do lean toward women. All my relationships have been with women and I don’t see that changing anytime soon. Every once in a while I just want to fuck a dude. And I mean fuck him not the other way around. I’ve had a girl finger my ass before and enjoyed it for the prostate massage more than the actual feeling of penetration.

I’m a decent looking guy, in shape, 7.5 inches in length and decently girthy, usually when I want a man its easy to find one through various hook-up apps etc. Billing myself as a straight guy looking to “try it” for the first time. Generally that gets me what I’m looking for a sub-ish guy looking to give a BJ or maybe even get fucked. The hardest part is trying to find one that is clean and not overly sleaze as some of these encounters can be. Read more »

[M/F] Kind of cheated on my girlfriend with my step sister…

So this happened less than a week ago. Sounds like a clickbait-y buzzword kind of /r/gonewildstories title, but this is 100% true.

My and my stepsister’s parents have been together for a few years but don’t live together, so I rarely see her. We’re both 18, both still in high school, and both get along really well, but I’ve never really felt any sexual tension, despite the fact that she’s 10/10 model gorgeous. She kind of has this hippie/hipster blonde chick thing going on that I usually wouldn’t go for, but works really well for her.

Anyway, we were recently on vacation and watched a movie in her room with both our siblings. She was wearing a big loose shirt and loose cottony shorts. I fell asleep about halfway through the movie and woke up to find her sister asleep next to me and her still awake, scrolling through her social media. Everyone else had returned to their rooms. Read more »

Third and Fourth Time with my Step-dad [m/f] and [mm/ff]

I’m really sorry to all who have messaged me and I haven’t posted about the incidents with my step dad. I’ve been busy with some stuff. Part three and four kinda go together and part three is really short so I’m including both together.

Also, most conversation in here is a word or two off, I can’t remember word for word from back in the day.

**Third Time:**

About two weeks had passed since my last sexual encounter with my step-dad. Either timing wasn’t right or other things going on. To keep myself occupied, he bought me a jeweled buttplug for 24/7 training and told me to use my dildo on me two times a day (no clit stimulation) and text him something secretive after 30 minutes of playing with myself, even if I didn’t get off.

We couldn’t roleplay at all and I was starting to miss it. Until one Thursday evening. We didn’t have much time but we were both home. I called out for him from my room normally in case someone was home. Made sure no one was home and began the roleplaying. Read more »

[m/f] – Oh Tinder. She bit my ear, I licked her asshole, we didn’t fuck..

The usual Tinder story, no? We both swipe right. Over-educated, same profession. She went to a better law school, but isn’t obnoxious about it. The chat is fun – about the usual over-achiever things – travel, Siena, Ferrante. Book clubs. We’re both late-30’s. Relatively recently single. I’m 5’10”, brown hair, hazel eyes. She’s 5’5″, blonde, perky, blue eyes.

We meet for cocktails on a random weeknight at a speakeasy joint that’s been around forever. The bartender is superb and puts us on a magic carpet ride that ends with us making out as he slides the check under our entwined fingers. She says we can go back to hers – but no sex. Absolutely no sex. I agree. Of course.

And hers, of course, is close. An older building, gorgeous wood floors. Details on the doorways. She pours wine and we sit on the couch and.. kiss. Oh the kissing. It was like a conversation without words. Fingers, tongues, bodies entwined. With pauses for wine. And smiles. Read more »

Watching my girlfriend fuck another woman with a strap-on [mfmf]

Let’s start by just saying that my girlfriend Alex (u/bittenthrowaway) and I are swingers.
I’m in my mid-thirties, fairly athletic for most of my life, but was never exactly much of a lady-killer. I was always pretty firmly stuck in the friend-zone…you know, the guy a beautiful girl would ask for a ride home from the bar with absolutely no chance or thought of being invited inside for another drink. I guess karma is real, though, because over the last few months, I have experienced some amazing sexual encounters that most men only get to see in porn. This is our story (written together) of our most recent adventures with another couple that has become our friends with benefits.

***
“Where am I gonna put this?” Alex asked me. “We can’t just walk in with it, and it’s too big to go in my purse.”

“Whatever,” I smiled. “I’ll just hold it in my hand when we walk in. It would be pretty funny.”
Finally, Alex took the giant purple dildo and attached harness, wrapped it in a grocery bag, and shoved it in her purse…as much of it that could fit anyway, saying, “I’m gonna need a few drinks before I’ll have the courage to put this on.” Read more »

A birthday cumslut [F/M] [First post]

*[FYI: There is some general information about this at the bottom. Enjoy!]*

It was my birthday last week. (Yay!) We had a bunch of friends over to celebrate, but they missed what you are now about to read.

We had a nice party, time went by and, slowly but steadily, everyone went off until it was only my wife and me left. Naturally, we had a drink or two during the night, so the mood was relaxed and for a couple of minutes, we just sat there on our pillow-packed couch and fooled around.

“Why not play a drinking game?”, my wife suggested. I chuckled and asked what she had in mind. My wife likes the Big Bang Theory, she wanted to watch some episodes and play the [Big Bang Theory Drinking Game](https://pbs.twimg.com/media/BEMOqaNCMAAZic0.jpg). I learned two things from that. One: You can get hammered without any trouble by watching any TBBT-episode and do what’s on that list. Two: The series gets better if you are hammered.
When the second episode we watched was over, I knew what was in her mind right now. She is not very good when it comes to hiding her appetite, so any approaches are usually pretty straight forward. Read more »

A story [F]rom the laundry room – Happened last week.

Last week I visited my sister to help her with the chores and her kids, who were home for the week. She lives in a second floor apartment in a city a few hours away. On the second day of my visit, my sister casually introduced me to her downstairs neighbor, ‘Sara’, as we were leaving the building. Because we had the kids with us we didn’t have a real opportunity to talk. Sara was younger than me. She was probably in her early 20s. She had a septum ring and an unnatural hair color, but was very attractive. That was the only time I saw Sara.

On the fourth day of my visit my sister dropped her kids at a friend’s house before going to work. My goal for the day was to clean up my sister’s apartment while she was at work and the kids were gone. I threw on a pair of running shorts and a t-shirt and got to work. I’ll spare you with the details, but I did a lot. Read more »

Business Trip Surprise

Business Trip Surprise

I always encouraged my wife to enjoy herself when I was on the road a lot. We were young and liked to have fun. One trip I was gone for 2 weeks and halfway through the first week I got an email from a guy that said he knew my wife. He said his name was Bill. We exchanged a couple of emails and he explained he worked with her and they had become good friends. It was mostly small talk about guy things and some questions about her. He wanted to know if he could take her to eat sometime. I told him it was up to her.

The next day I saw that my wife had sent an email saying that this friend of her had wanted to take her to lunch and wanted to be sure I was good with it. I wrote her back telling her of course I was good with it and to have a good time doing whatever made her happy. I knew she was lonely while I was gone so I wanted to be encouraging when something fun to do came to her. Read more »

Our first time swinging [MF/MF]

We’ve posted a story here before about a past experience but wanted to share another one as well. Here’s the previous story….

https://www.reddit.com/r/gonewildstories/comments/42gz5h/winter_storm_foursome_mfmf/

Now on to the new story. As we started our sexual exploration, we weren’t really sure where to start looking for other like minded couples. The obvious answer was posting an ad in the Casual Encounters section on Craigs List. We tried a handful of times but always received very curt one liners or gratuitous dick pics. Even from the beginning, we were looking for other couples that we were compatible with on a personality level before even thinking about jumping into the bedroom.

Anyways, two summers ago, we put an ad up on Craigs List looking for another couple to grab a drink with on a random Friday night. We received an actual thoughtful reply from another couple wondering if we might be interested in getting drinks later that night. After a handful of email exchanges, we decided to meet them at a local bar around 9pm. Read more »

London Calling [F/M] [mildly kinky]

I was traveling, in London, when a woman with a very low match score on OKC “liked” my profile. I was intrigued — she didn’t seem into kink, and was looking for a long term relationship. I was just looking for a good time while in town. I dropped her a note.

After some back and forth, she agreed to meet me for one of those anonymous encounters I like to do from time to time. A date was picked, a hotel was booked, and our roles were confirmed. She would be in charge — having never done this before, she felt more comfortable being “on top”. Literally.

I laid on the bed, blindfolded with a torn t-shirt. I heard her come in and lock the door, and then … silence. I could feel her there looking at me, trying to decide what to do next. I sensed she was on the verge of bolting when I heard the chair being moved to the edge of the bed.

“I got some liquid courage from the bar,” she said. “I’m just going to sit here and finish my wine and hope I can calm down by the end of the glass.” Read more »