Category: gonewildstories

[M/F] I went back

I stared awkwardly the first time I saw her smile. To simply call her beautiful misses just how extraordinarily lovely she was. In a sentence; She was a triumphant heroine from a Gabriel Garcia Marquez novel come to life.

Venezuelan and proud she had pale skin, green eyes, and long black hair that held my gaze far too often. I'm not sure she ever felt she was sexy, and that made her a thousand times more alluring.

I had no business dating someone like her, the person that introduced us had vastly overestimated my capabilities and class. When our volunteer matchmaker asked if I'd like to see her again I was speechless. The group dinner was pleasant enough, but I was sure I'd admitted too much about my lack of education and my wilder times. Our first one on one date ended with an aborted hug (she tried, I dodged) after a pleasant but peculiar evening. I was smitten, but not hopeful.

I picked her up for date two in a pickup almost as old as she was, it was loud, unattractive, and my driving didn't help. Walking around the mall is my personal version of hell. I can't remember what movie we saw, or what kind of froyo I got – I do remember how pleasant she was and how gorgeous she looked. Read more »

Cindy sneaks up to a small hotel room to play [T/M] (xpost /r/cdstoriesgonewild/)

As many of Cindy's adventures start, I took a bit of a shopping day to myself to find some new cute outfits, and specifically some new wedge heels. After exchanging a few emails with a few gentlemen, I got a pretty good vibe from Tony, who was staying at a fancy hotel downtown. Already dolled up and having teased myself, I jumped in the car and headed to him.

Now, as I've noted before, I'm not fully passable, so going to meet someone in public or a hotel can be a little tricky if I'm going while already dressed, but it can be quite a rush! What I didn't was that this night was the craziest of all. The hotel is in a section of downtown knowing for having as little parking as possible, and as I started to circle the blocks around it, the police had blocked off a few streets. I had to mange to not look too suspicious while driving, try to park discreetly, and not walk by all of the cops (who would have clearly taken me for a lady of the night in the tiny micro skirt and fishnets I was wearing: http://imgur.com/SW0rBeu). It was about 2am on a weeknight, so most bars had closed up, but there were a few cabs and late stragglers on the streets, and I got my fair share of looks as I tried to be discreet and pass as much as possible. There was no avoiding the lobby of this upscale hotel, however, and once inside, I walked through like I owned it and charged right into the elevator. Read more »

[F/F/M/M] Why don’t you join us? Part II

Continuing from Part one: https://www.reddit.com/r/gonewildstories/comments/3kum27/ffmm_why_dont_you_join_us_part_1/

I take a seat on the bottom-right edge of the bed. Without hesitation, Anna sits next to me on the right-side edge. Tyler closes the door and goes to sit diagonally from us, watching. Dylan and Tyler are watching as I stare at Anna. Her hair is still damp, slowly drying about her face. Her lips are a raw pink, I suppose from kissing Tyler, which is almost reminiscent of another pair of lips… I’ve never wanted to touch someone so badly before. Nor have I ever been so nervous- I had always been confident with sex… it just came naturally for me. And so did they. Perhaps it was the porn I watched, or reading about sex, but typically I felt confortable. I don’t know what to do. But a strand of that damp dark hair has fallen next to her eye and I must move it. Read more »

Giving my [f]irst blow job

My first GWS submission, I decided to spend my lunch break typing up one of my favorite memories :)

This happened when I was 17. I lived in a smallish town and I worked at this tiny mom and pop store owned by an older couple. There were only two employees, me, and my manager Ryan, who was 24.

I was a senior in high school but I had the biggest crush on a guy who worked at the bank I used. He was older than me, but I knew he was interested. He was a bank teller and we would catch each other's eyes when I was in line. I always went inside to deposit my checks.

I had thought about the bank teller, Mike, so many times while masturbating. I was still a virgin but I wanted to have sex with him so bad. I knew I was inexperienced but I had watched a little bit of porn and had an idea of how to handle a dick. More than anything, I wanted to impress him with a fantastic blow job, but I had never given one before. Read more »

Better Days Haven’t Came Since The Day I (M) Reconnected with My Ex-Girlfriend (F) – [Part III]

Continuing the story of me and an ex-girlfriend. This one is a big jump in what we proceeded to venture between each other, that’s why it’s considerably longer. You can find previous stories here:

Part II: https://www.reddit.com/r/gonewildstories/comments/3l2fn6/better_days_havent_came_since_the_day_i_m/

The weekend couldn’t have gone by any slower. I was anticipating Monday to come around so that we could see each other again. When it finally did, I didn’t see her until later the afternoon…she was running late that morning. A couple thoughts ran through my head: she might have regretted what we had done, I might have taken things too fast, she wasn’t ready to become that intimate with someone yet, maybe she got into trouble at home? I wasn’t sure, though it didn’t dwell on my mind for long as my day got progressively busy with classes.

Three o’clock came around and so did the bell, I walked around looking for her and nothing. I figured she was stuck with a teacher, so I met up with some of my friends to shoot the shit. After a few hours we all part ways and I headed home, though I didn’t get far without seeing her. Read more »

[F]un new technique ends in the best orgas[m] I can remember

Inspired by yesterday's post. I was reading "Women of /r/gonewildstories, tell us about the best orgasm you've ever had", thinking that I had stories, but couldn't remember them very clearly, and then last night happened. I could not help but share. Plus its good writing practice. Luckily this is fresh in my mind still. :)

Tiny bit of (fun) exposition: during sex, or when I masturbate, I've always preferred getting myself off with tight, quick circles on my clit using my ring and middle finger, preferably with very little moisture directly on my clit. Something about the traction my fingers get seems to give me more control of the movement. It just feels better all around. Too slippery, and I lose all my momentum. My husband is very much the opposite. He loves the slick sensation when he spreads lube or my own fluid around to let his fingers move smoothly across my skin. I don't have any complaints when he does that, of course. Different strokes and all :P Anyway, we found a new way to manually stimulate me a couple months ago, and it was fantastic. Beyond fantastic. Read more »

How I became i male prositute. [NSFW]?

Edit: Curse you reddit for not letting me fix my deep title!

Okay another question I get asked a lot is how I got started in this field. Like anybody who you will ask will 80% of the time say they needed money.

It started 5 years ago.I was in college living by myself, living paycheck to paycheck, and on the cuffs of eviction. My land lord wants half of what I owe to stay. Two months behind and I'm already sitting at about one grand. My temp job canceled a job I was supposed to be working at and left me in the wind. Read more »

[MF] In the coffee shop bathroom

Hello /r/gonewildstories. This is my first post here but I have plenty more to tell if you ask nicely. ;)

Every summer during college I went go home to the other side of the country. While I loved seeing my family and friends, the main attraction was Tyler. Tyler and I dated on and off since I started college, mainly due to long distance issues. Romantically we were off at the time, but the mutual attraction was certainly still there. Even when we were apart, we didn't want anyone else. We had a magnetic chemistry that always left us wanting more of each other.

I knew I would see Tyler at a coffee shop where we were meeting a mutual friend who was also visiting from out of town. I was the first to arrive there so I ordered a drink and took a seat. I was in a spot where I could see someone clearly before they walked in. Read more »

Tinder date turns out to be amazing classy super sexual hottie after two weeks of sexting foreplay [Part 1, do you want a part 2?]

This is one of my hottest sexual encounters I had in a long while. A Tinder date that turned out to be the most amazing hot girl. This is part 1. If you like this first part, I can post the rest of this hot story too. Just let me know what you think!

The story:

A few months ago I installed Tinder on my phone and was swiping along when I saw this amazing looking girl that I obviously swiped right and we matched.

Once we started chatting we appeared to have quite a few mutual friends and I remember our paths had crossed once before in a club. I remembered her as a hot and classy woman with a somewhat naughty look in her eyes. Read more »

[M/F] After the Bar – Part I: I Think You Should Kiss me

“I think you should kiss me.”

We had just gotten back from the bar, and she was lying back on the steps to the front porch, smoking a cigarette. I stood a few paces away, happy to be outside. It was the middle of the night, and the street was dead quiet. One of those nights where you don't even feel the air, and the world is at peace. A few beers in; feeling happy and feeling loose. Feeling the possibilities.

“I don't think that's a good idea.”

“Why not?”

“Because if I come over there and kiss you, I'm not going to want to stop.”

She and I had been friends for years, after being introduced by a guy who was a mutual friend. She and I got along really well; we still do, and that's the beauty of it. I don't know exactly how it happened, but she and I became very comfortable without friendship. We would have fun and joke around, talk about our respective relationships or life issues, thrift shop, drink, step outside for a smoke – you name it, we did it. We would also enjoy casual physical contact, flirt innocently, and hug whenever we met up and parted ways. All in total comfort; never any sexual tension whatsoever. Don't get me wrong, I always did and still do think she is totally sexy. She is an artist and a free spirit, and I love her. But it's always been about the friendship, and I have always been totally happy that way. And that's how the cuddling started. Read more »