Category: gonewildstories

My [f]un game of truth or dare with a date [m]

A story from a few summers ago about a fun game of truth or dare…

I had been chatting with Marc on Bumble for a couple of days. He seemed like a nice guy, and he was really good looking – clean cut and handsome in a stereotypical “frat guy” kind of way. Our conversation was flirty but not too dirty. I was trying to feel out whether he was looking to date or just to hook up. On our third day of texting I got my answer. He asked if I had any plans that night, and if I’d be interested in him coming over to “watch a movie”.

He brought over a bottle of wine and a dvd of a terrible John Travolta movie. We got through maybe half of the movie and he hadn’t made a move at all, so I was thinking maybe he wasn’t going to. At some point during the movie, the game Truth or Dare came up and Marc mentioned that he hadn’t played since he was in junior high. I figured this could lead to some fun, so I said that we should play. Read more »

a birthday fuck he won’t forget [MF]

I’ve known Parker for about five years now-he’s my husbands best friend. I don’t know exactly when the feelings for him started but after many nights of us drinking together, going out, playing strip poker, etc etc… it finally happened. Ironically enough, even though he’s also married to my best friend, I found out the sexual tension and feelings I felt for him were mutual.

From then on we talked (secretly) when we could then talking eventually led to sexting.. He drove me wild asking for pictures of my pussy, my ass, my boobs, and wanting to see me play with myself. I sent him videos of me riding a suction dildo because I knew it was his favorite. And I would get pictures from him of his big dick and videos of him jacking off while thinking about me, seeing him cum drove me crazy. We would also talk about our sexual fetishes and fantasies. Things I had never told my husband in fear he would think I was some dirty-sex-crazed-slut and things his wife would never want to do. Our favorite positions and how we both really wanted to do anal with each other IF ever given the chance. When we were around our SO’s, everything was normal. We acted like close friends, joked around, and they had no idea what was going on. I loved the idea of having this deep, dirty secret between just the two of us that no one knew. Read more »

[MF] When the girlfriend and I got some kinky tattoos.

This one is from days long passed, but I was thinking about it today. Had some time on my hands, so I typed it up (on mobile, so im likely screwing a few things up). Its more of a gone mild story, but what the hell, its still fun for me to think back on and hopefully for you to read.

I was 19 at the time and I just broke up with my high school girlfriend about 2 months prior. I ended going out with this petite 18yr blonde. We ended up having a lot of fun in the few short months that we were together. She was of average build with some damn nice c cups.
On maybe our third date I mentioned I was going to get a tattoo that was kinda kinky. Her eyes went wide and said, “I want one too!” Read more »

[MF] asked a/s/l; found out she (26) was my neighbor.

Okay so maybe not so much next door, more like _in the neighborhood_ given how long it took to get to her place.

We met online, chatted some, flirted, sexted, masturbated, and then exchanged addresses and planned to meet in an hour.

I thought she was full of shit, but I was young and any promise of possible sex was worth the adventure (even if it meant possibility being murdered). So I got i my car, drove the 20 minutes it took to get to her place, found a parking spot and decided that the best chance to solve my future murder was to leave a voice mail to myself with details of the last 5 hours: how we met, current location, and final messages to my family (did I mention I was young, stupid, and horny?). Once my affairs were in order, I made my way up to her place, knocked on the door and waited.

Rewind. Before we decided to meet, we made a pact: I’d knock on her door and she’d check her peephole to confirm looks/attractiveness. If she approves, she’d open the door and then I’d get to observe and decide the same… but really, who was I kidding… I was young and horny… who ever opened that door, I’d fuck, or die from trying. Read more »

The girl I [M]et on Tinder was my Daughter’s Best [F]riend’s Sister…

This happened a few months ago, and having chatted with a few ladies over on R4R this tale popped up, and one girl suggested that I share it – [My r4r post with backstory can be found here](https://www.reddit.com/r/r4r/comments/bqtzhj/43_m4f_ireland_single_dad_dipping_his_toe_back/)

In case you don’t have time to read that here’s a rough guide to bring you up to speed:

I’m 43 and come from Ireland. My wife died 5 years ago and I was left to raise our two daughters who are now of university age. Recently I’ve been experience the world of dating and everything that goes with that.

If we’re good to go, I’ll begin.

It was a couple of months ago, when I finally decided to try out Tinder. Perhaps I was a little hesitant because I’m living in a rather rural part of Ireland, or certainly not in a city. There’s a few towns within 20km, but it was late one evening, and after a few drinks. The natural reaction to that is to feel a little horny, and I did. So I caved to Tinder, what was the worst that could happen? Read more »

More about Mari and the first time her roommate caught us [MF][F]

Mari and I became regular friends with benefits. Very regular. Pretty much every day that wasn’t that time of the month, and even still on those days she was usually up for going down on me.

Our hookups always took place at her apartment. She lived in an upscale apartment complex kind of far from school. She shared the apartment with Becca, who was our age, attended the same school, and, like Mari, came from a wealthy family. Becca was from another big city in the southeast, so we hadn’t known her very long.

While I was doing the political work of clearing things with Kathryn and Adam, Mari started slowly introducing Becca to the idea of our impending arrangement. Mari gave her the history of everyone involved and made sure she was comfortable with the fact that I was going to be around a lot. She didn’t want her roommate thinking she was callously cheating on her out of state boyfriend. More on Becca later. Read more »

[F]isted [M]y wife for the first time last night. It was amazing

My wife is pretty vanilla and prudish in bed. We usually have the same routine, I rub her clit until she feels like she will cum. She climbs on top of me and dry humps my hard cock until she has 2-3 orgasms. By then she is usually really into it and I finger her with 2-3 fingers while she kisses my neck area until she grabs my cock to signal me to penetrate her. About 3 weeks ago instead of grabbing my cock, she asked for more fingers and rolled on her back. First I added my pinky, then my thumb. I pushed to the top knuckle, but couldn’t get my hand in. She was moaning and pushing against me. I told her that I loved trying to fist her and that it was definately a fetish of mine. I asked her if she was only doing it for me, and she replied that when it comes to sex, she doesn’t do anything “just for me”. Anyway, I took that as an invitation to try to push the envelope last night during sex. The situation was almost identical to above, but when she rolled on her back to be fingered, I grabbed the lube and covered my fist in it. She didn’t stop me in anyway. I was excited beyond belief. I have wanted to fist her for years (I blame the internet for this fetish). Anyway the lube was amazing. I was beyond the knuckle almost right away. The feeling of her labia wrapped around my hand was insane. I was able to go wrist deep before she asked me to pull out! I have a feeling I will be fist fucking her in a few months. I can’t wait to hear her moan! It is so hot to know that my petite skinny wife is a secret size queen. I will keep you posted if I succeed in fucking her with my fist soon.

Looking for a story[FMM]

The story was, with a petite woman, she had sex with two firefighters, while she was having sex with the second she was talking on the phone with her husband/boyfriend(not sure), one of the firefighters was ginger I think, there was a video of her dancing in the club. The first firefighter came inside her, and after the interaction both firefighters sent pics of documents that they have been tested.

First time escorting….[FM]

I have been intrigued for as long as I can remember by escorting and sugaring. It really hit home for me when I worked at a casino in food service and got approached more than a few times by older gentlemen offering things. A fellow ice cream scooper was already sugaring and told me all about what she while trying to recruit me. I never really did anything until a bit later when I broke up with a boyfriend who moved out and left me with a lot of bills to pay on my own. That’s when I decided that I could make a lot more being a sugar baby. I posted here on Reddit as well as Seeking Arrangement and got quite a few hits, but it felt like a lot of guys weren’t being serious. The ones that were serious felt like they were trying to bargin which was a hassle. Read more »