Long awaited [FFM]

She is elegant, educated and well-spoken. She is a lawyer first and has recently forayed into entrepreneurship with her first business. Petite, dark hair, full red lips and long lashes. We have met before at parties among mutual friends but this is the first time all three of us are alone.

At the dinner party a few weeks earlier, I was immediately drawn to her as she described an opulent English countryside wedding she attended. We bonded over shared interests of art, travel and empowered female leaders. Although my partner has known her for years before me, I could feel a connection with her when we touched hands and exchanged phone numbers.

She welcomes us to her restored historic home where the small front room is lit by candlelight dancing on the texture of exposed brick. We sit in comfortable chairs but there is also a massage table set up in the center of the room. We enjoy one glass of Zinfandel and she plays an original composition on her glossy grand piano. Her voice is layered with sensuality and effortless elegance.

Fucking outside for the first time with my SO [FM]

It’s been the beginning stages for my SO (20) and I (21). This is the first younger relationship I’ve been in, usually my partners have been in their mid 20’s or early 30’s. But, this was going to be fun! Maybe, I could show him a few tricks or two.

He picked me up and we begun our drive. We would take turns showing each other what was on our favorite playlists, teasing each other on one another’s song choice. It was a peculiar warm day for the beginning of fall as we drove out to the coast. I’d remember looking over and him taking his eyes off the road just to look at mine, smiling while lip-syncing his desired song choice, not skipping a beat. I thought to myself this was a picture perfect moment consisted of. For that second their were no other thoughts that filtered my mind, only the fluttering that was occurring in my heart. For those minutes I didn’t compare him to any moment or any other partner that went before him. It felt like a fresh moment, a new marking. It reminded me of the experience of being in love for the first time. The raw, blank platform. No fears, no expectations. I turned to look out my window as his eyes went back to the road.

31[M]y First Time with my Catholic 21[F]riend [Long]

We’d been going on dates now and then for literally months. Camila lives an hour away with her family (she’s a law student) so arranging dates was a challenge to say the least. She and I disagree on… well, most things, actually. Religion, politics, you name it. But she’s smart, fun to talk to, and has a body to die for. 5’2″, gorgeous hispanic ass, tiny waist, flat stomach, perky breasts, long dark hair and dark eyes, delicate features–the kind of body that doesn’t last long into a woman’s 20s unless she puts an enormous amount of effort into it. She’s also 100% serious about not having sex before marriage, and after many patient (sort of) months we’d never done more than make out. She said she had never even masturbated before.

It was kind of working for me, though. My year started out kind of weird and I needed to not be in a serious relationship or flitting from date to date. This lowkey involvement was perfect. Plus, I’m into the whole edging thing and this was a whole new level.

Four fists for two holes [FM]

Casey and I were in bed, already fooling around. As she laid on her back, I was between her legs eating her pussy. I slid a few fingers in, massaging her g-spot, and inner walls. Then another finger. I was intending to fist her. Sucking her clit, working my fingers in, Casey moaning and rocking her hips. I grabbed the lube, thoroughly covering her cunt and my hand.

Four fingers and room to go. I tucked my thumb in, rubbed her labia, spreading them so my hand could fit easier. Casey was breathing heavily and arching her back as I pushed past the knuckles and my hand slid in to the wrist. Making a fist, I slowly pumped in and out as I circled her clit with a finger.

I worked my fist in Casey’s pussy for a while, pulling my closed fist further and further out until it pulled past the opening. I slowly kept doing this, inserting my hand as deep as it would go, eventually making it a couple inches or so past the ulna (so a wrist watch would have vanished).

My roommate and I gradually went from drinking buddies to fuck buddies, Part 4 (The finale) [MM]

[Part 1](https://www.reddit.com/r/gonewildstories/comments/9tp8oi/my_roommate_and_i_gradually_went_from_drinking/)

[Part 2](https://www.reddit.com/r/gonewildstories/comments/9tpbnl/my_roommate_and_i_gradually_went_from_drinking/)

[Part 3](https://www.reddit.com/r/gonewildstories/comments/9tpern/my_roommate_and_i_gradually_went_from_drinking/)

**Part 4 – The Finale**

My roommate and I gradually went from drinking buddies to fuck buddies, Part 1 [MM]

This story took place years ago when I was renting a room from a long-time friend in his newly purchased townhouse. We were both in our early 30s, single, and working easy jobs with few responsibilities. The events are all real and occurred on different nights over the course of the last few months we lived together. I’m not a writer or anything so forgive me if I don’t come across as the best story teller. If it seems slow, don’t worry, it picks up rather quickly. The dialogue and events are as close to truthful as I can remember. I changed the names of everyone involved (not that it really matters, I suppose) but everything else is just how it happened. I’ve had some enjoyable binges of sex in my life, but the weeks I’m writing about here were some of the most memorable. I frequent r/gonewildstories but I have never confessed anything. So, here it goes…

“I need a reminder of what a whore I am” [MF]

A few years ago when I was about 31 I found a 19 year old girl on Tinder and we scheduled a date near her dorm. There was a bar she liked that didn’t check ID.

She was pretty hot – blonde, short, curvy, with ridiculously pouty lips. Tight jeans, low cut silky blouse, and a leather jacket.

We only ate a light dinner, but had three or four gin and tonics each, so we were pretty drunk. We were making out across the table til she finally came to my side. I reached down her top and started playing with her tits, and she didn’t stop me even though we were in full view of anyone who happened to glance over.

She started rubbing my hardon through my jeans, and I finally said to her, “you ever suck dick in a cab before?” She shook her head, coyly. “Let’s change that.” I paid the check and we walked outside and hailed a cab to my apartment.

[MF] Heroine Lipstick. (And yes, it’s a real color)

The lipstick color was ‘Heroine’. Not ‘violet’ or the sweeter, passive ‘lilac’: something to be plucked and displayed in a vase, sniffed delicately. The color of an insignia on a page, an action-movie costume. Panned up to reveal a direct gaze, holding with an adversary in the face of certain danger.

And though not dangerous in the usual way, I looked up into an unfamiliar face, wide, dark eyes sliding lower in tandem with the movement of my lips on his shaft. Halfway down, his lashes screened his eyes, giving him a shyly lazy look. I popped him out of my mouth: a wet, thick, treat of a cock, glistening under the fluorescent lights. His gaze flicked from my smile further downward, exhaling in a sharp huff; I didn’t need to look to know he was seeing the smudge of purple lipstick near the base, shading faintly upward toward the foreskin and shiny, delicate head. The pinks of my tongue and that sensitive skin shockingly close, intimate, as I lapped while he was watching, enveloping him once more between soft and clever – if slightly less brightly colored now – lips.