When James Bond [M] beat a pirate to get into a princess’s [F] hot tub

Halloween is always an interesting time to be single. In 2011, I was a year out from a serious relationship and had entered my “slut era.” But I’d settled into a good thing with a FWB, we’ll call her Mandi, who consistently wanted to hang out and fuck but had no interest in anything more. The fact she was a good friend of my ex was an awkward accident.

Mandi was a lifelong dancer with a great sense of humor, enormous blue eyes, toned legs, a great butt, c-cups, and no gag reflex. I was frankly in the worst shape of my life, but I’d been a swimmer and cross country runner and I hadn’t lost the build even if the tone was lacking. I have pretty eyes, straight teeth, and like every guy writing here, an above average dick. Mandi liked me because I made her feel safe, didn’t pressure her, and made sure she got off a couple times before I did.

We were not exclusive, but eventually we rarely fucking other people because we both enjoyed sex with each other more than random hook ups. That said, I did know about Mandi’s other hook ups (and she mine). We encouraged each other the way you do when you’re confident you’re better than the competition.

A Couple I [M]et on Reddit Flew Me Across the Country To Fuck Them – Part 1 [MMF]

[There’s a good amount of back story here. If you want to get to the sex go to *****]

This is the story of how writing on this very sub led me to flying across the country to fuck a fan and her husband. A little about me – I’m coming out of an extremely unhealthy, abusive marriage and trying to put myself back together. Part of that is dealing with my sexuality. Like pretty much everyone here, I like sex. But my ex-wife wouldn’t even kiss me for the past 3 years. I’m a little pent up! She was also the first person I admitted I might be bi to. At first she was supportive (she’s bi-curious too), before telling her friends I was gay and our marriage was a sham. Oh and then there was the cheating. Yeah, she sucks.

A Redditor [F]lew [M]e across the country to eat her out (and a lot more) [MF]

So right now I’m in an apartment across the Hudson from Manhattan, while the Redditor who flew me here from the Midwest bakes me a cake with her husband. An hour ago I had her laying naked in their bed propped to watch me go down on her like my life depended on it.

Quick Backstory – The gal I’m with here will be nicknamed Jersey. She reached out after reading my first post about betting oral sex in beer pong. We have been messaging for a while, mostly not about sex (pro-tip to those of you messaging people who make sexy content – treat us like people). Anyway we found our way back to talking about sex and decided we’d like to do the damn thing.

So we did.

I’ll write (a lot) more about this visit, but right now I want to talk about eating her pussy like there’s no tomorrow. We had just gotten back from a walk through Central Park and made our way to the bedroom. Jersey and I have gotten really close, and I wanted to show my thanks for her friendship and, you know, literally flying me across half a continent.

Whispering In A Redditor’s Ear as She Swallowed Her Husbands Cum [MMF]

[skip to ******* for the sexy stuff]

So my first story on here blew up way bigger than I expected (and bigger than anything I’ve written since). It earned me some really nice messages. Most of those trailed off after a little while, but one stood out a lot. She and I hit it off in a big way, sharing sexy stories but also getting to know one another. It turns out we have a ton in common and “click.”

Also she’s married. >!I am very recently divorced. !<

I’ve never entered into an open relationship before so I was a little nervous. But her husband is a super cool, smart, kind dude (also hella hot) and they’ve both really set me at ease. So I figured, why the hell not, let’s do this. We’ve exchanged hundreds of texts in the past few days, and video chats and all that. She’s gorgeous, lots of delicious soft curves, a perfect soft mouth, a jawline that makes me dizzy and the biggest brown eyes. (I’m clearly smitten). And the sexting is P R E M I U M.

********

My First Accidental Threesome… Kinda [MFF]

Having a threesome is one of those bucket list things for a lot of people. I know it was always on mine. But there should probably be some planning. Like any. Also communication. Ah boy.

To set the stage, I’m 19 in this story, coming back for my first summer after freshman year of college. I’m about a year out of my last serious relationship and 6 months away from starting my next. Also I’m incredibly horny and start chatting up the underclassmen from high school who just graduated and are looking for some fun (again, I was 19. Everyone in this story was at least 18).

Ronda (of course that’s not her real name) had had the hots for me for a couple years. She was a cute scene girl, red hair down to her chin that fell like a curtain over one eye. She had a few piercings. She was thin and pale, with a great laugh and big beautiful eyes (well, eye, the one I could see regularly. I assumed the other was of similar size and quality).

What happens when you watch too much porn [MF]

[Skip to the ****** for sex]

My ex-Kayleigh and I were together for a few years and we got into some fairly wild stuff. She was a virgin when we started dating, so I was her first and introduced her to a lot of things. One of which was some fairly creative positioning.

This particular story takes place at my family’s house in Florida (since destroyed), in Panama City Beach right across the street from the beach. The house was kind of a mess but it had been bought before the development boom so it was more than we could ever afford now. Regardless, Kayleigh went on a family trip with us (my family adored her).

My family is conservative, so even though I was in my early 20s and she was 19, they didn’t approve of me having sex outside of wedlock. So while it was great having Kayleigh on this trip with me, we had to be very sneaky about hooking up.

But after a couple of drinks one night I decided to hell with it and we would have some fun. I snuck into her room and we started making out hot and heavy. I’ve written about Kayleigh before (link in comments), she was gorgeous. Just absolutely stunning. And she was a very good kisser.

Witch & Hunter [MF] [Urban Fantasy] [Chapter 3]

(This one is a bit longer with lots of plot. Skip to ****** for sex]

The Intercontinental is the type of hotel they use to shoot movies. On the outside it was all red brick, reflective glass and exposed metal. Inside it was post-modern elegance, right angles and recessed lighting. There were some tips of the cap to the old school elegance Morgan was more familiar with – brass fixtures on the stairs and marble in one landing. All overlooking the restored beauty of the Potomac.

Morgan rented a suite with a beautiful view of the river over the pier and marina. Like most beings that aged much slower than mortals, she had been able to amass plenty of money through the incredible power of compound interest. A few nights in a suite wouldn’t make much of a dent in her monthly expenses (also like most quasi-immortal creatures, she was meticulous about record keeping).

Eating her out while she talks to mom in person [MF] [Sneaky]

[Skip to the ******* to get to the sexy stuff]

So something that turns me on a lot is the risk of getting caught. [Ever since fucking my first girlfriend in the middle of a park during the daytime](https://www.reddit.com/r/gonewildstories/comments/i3v8z7/you_learn_about_yourself_fucking_in_a_public_park/), I’ve been really into “risky” encounters. Something about being sneaky, about making my partner struggle to stifle the sounds of their pleasure gets me off in a real way.

That came to a head with a girl we’ll call Kayleigh. She was my second serious girlfriend and we dated for a few years. She was younger than me (but everyone in this story is 18+ I promise). Kayleigh was about 5’8″ tall, with a slim dancer’s body. She had loosely curled light blonde hair and absolutely killer brown eyes. They were huge and amazing.

This story happens when she had come back to stay at her parents over the summer. We would hang over there a lot. The problem with that is, it’s hard to bang when mom is right there. But eventually things got the best of us and it happened. Her mom was a magazine editor who worked from home, so she was ALWAYS THERE in her office next to the kitchen. On the opposite side of the kitchen was the living room where we’d hang out.

Wayne Brady Learns To Choke A Bitch [MF] [Breathplay]

[Skip to the ******* to get to the sex]

[Okay so I’m not Wayne Brady but I *was* naive enough when this happened you’d have thought I was his daytime personality. Also don’t call women bitches unless they ask you to. That said, [it was a pretty funny scene](https://www.youtube.com/watch?v=rxG9jeZBafs).]

ANYWAY – this is the story of how I, the most vanilla of the vanilla (at least at the time), was introduced to the very lightest breath play. This of course goes back to my first love, Lauren, [who I have written about before](https://www.reddit.com/r/gonewildstories/comments/i3v8z7/you_learn_about_yourself_fucking_in_a_public_park/). She’s the one who taught me I liked exhibitionism. She’s also the one who got me into choking.

It’s a credit to her because holy shit that is not something **I** would have pegged me for. Outside the bedroom I’m not a very dominant person. But Lauren was my first love and so I did whatever she asked of me. Even when it scared the shit out of me. Healthy, I know!

Lauren was and is incredibly hot. *Maybe* 5’3″ and at the time, 95 pounds soaking wet. She had B-cup breasts and a lithe body. She was half-Filipino and punk rock and very, very in need of mental health help. She took me from never-been-kiss to not-a-virgin in about 3 months.

Grey Sweatpants Lead To Mind Blowing After-Baby Sex [MF]

[Skip to ******* to get to the sex]

This is some sweet and romantic stuff but I also think it’s pretty hot. Hopefully you will too.

When you have a newborn baby sex kind of goes out the window. After my son was born, for the first couple weeks I was too exhausted to really worry much. After that though, I was pretty backed up. I was fine taking care of that myself – my then-wife’s entire body had been rearranged fro this little dude and birth is the most intense thing I’ve ever witnessed anyone go through. So while I was horny enough to want to hump a chair leg, I didn’t want to pressure her into anything.

Around this time I had figured out that sweatpants are comfortable as fuck. I realize most people probably figure this out much earlier in life, but I’d always thought they looked kind of schleppy. But fatherhood made me not give a fuck about looking like a bum, so I tried those bad boys on and never looked back. I got into the habit of just wearing my sweatpants and that was it when I was home.