Category: gonewildstories

Just recorded an orgasm and sent it to a guy of interest overseas [FM]

Both 25

Over the last while I have been talking to a guy on Snapchat. He and I clicked on a separate app and thought it was easier to talk through Snap. Early on it was really flirty and I ended up confessing that I liked him. He said he was glad I said something first or he would have chickened out. Moving on we started talking about what we like in bed and what we would do if we were with each other. From sexy selfies and flirty voice notes. I started to show him my body.

It was over a period of three days by the time we shared what we looked like naked and I wanted to commit to the idea of him getting off to my body.

Tonight he asked about my toys. He also asked if I wanted to use them for him. I have never in my past shown so much toy use. Before I knew it I was recording short videos of what he’s requesting me to do and liking it. It was really hot knowing that he was getting off same time I was thinking about him. Read more »

Part 2: Getting [f]ucked by Jen, my new [f]latmate.

I’ve had so many requests to hear about what happened next between me and Jen, so here it is… part 1 is here for anyone who wants the full story:

[F]ingering my new [f]latmate in both holes. from gonewildstories

I woke up the following morning not sure if I’d imagined the night before. If not for the note, I would have been sure that I’d just been fantasising. How could it be that I’d never so much as kissed another girl before, and yet I’d just made the hottest one I’d ever seen squirt all over my bed? I started feeling myself get wet just thinking about her moaning, how she clenched her tight little asshole around my finger as she came for me.

I didn’t know whether to message her, I didn’t want to seem too keen but fucking hell I was desperate for round 2. I decided to message her late that afternoon.

“Hey Jen. I really enjoyed last night. Hope you did too?”. My phone buzzed immediately.

“Took you long enough ;) I was starting to worry you might be regretting it! Come round to mine at about 7ish?” Read more »

A quick one with a cosplay cross-dresser [FM]

This brief encounter actually happened over a month ago, at the last cosplay convention of the year for me, but I’ve been so busy I’ve only just found time to recount it. It had been a dry spell for me, with no meetings and an unsuccessful Comic Con, and given that I was hanging out with a group of friends at the year’s final event I didn’t really hold out much hope of that changing here. Nonetheless, sat drinking on the second night of the convention I couldn’t resist pulling out my phone and swiping through Tinder matches – there wasn’t much of interest, but I did find a couple of people who were also at the event, and one of them almost instantly matched me back a couple of minutes after I’d swiped.

The guy in question was 21 and a tall, lanky cross-dressing cosplayer I’d already seen around the con… he’s seen me too clearly, as he noted in his opening message. The small was pretty short and sweet before we both came to the same conclusion – we were both horny, and we both needed a release. The only question was when and how we’d separate ourselves from our respective groups of friends. Read more »

I [T] blew a guy I just [m]et in a bar, and then he showed me a wild night

I turned 20 a few months ago and decided I was tired of living in my little college town. I wanted to move away, get my life moving forward, and make a name for myself. I decided on San Francisco because it was close to family, and I had been there a few times as a kid and enjoyed it. It was across the country, but now I could be free, independent, and of course, slutty.

A little about me. I’m 6’3″, I have longish wavy brown hair, and my tits are between an A and a B. I’m somewhat skinny, but my waist and thighs are curvy, and I love it. I have very long legs as well. Pics on my profile if you need more detail.

So I did it. I moved 3000 miles from one coast to another, and began a new chapter in my life. The first few weeks were spent exploring and looking for a job, as I already had a place to stay. On one sunny afternoon, after spending my day wandering the Embarcadero, I saw a bar across the street. I walked over to check it out, and noticed that the only person inside was the bartender. “Oh, this could be fun,” I thought to myself. I headed inside. Read more »

[M]et a girl on #Austin Craigslist, [F]un ensued

There was a time when Craigslist had a hookup purpose. Yeah you had to weed through spam, credit card scammers, dudes posing as chicks, and pic collectors but goddamnit if you were diligent, you had a real chance.  I met some really cute girls there including Diane.

We corresponded for a day or so after meeting on the casual encounters section.  I was 33 at the time and she was 34.  She was petite, very tiny, maybe 5 ft tall and 95lbs and looked cute in the pics we exchanged. She was mixed Latina and white so she had a nice natural tan and we met on a warm spring day for lunch at a local sub shop called Thundercloud.

After lunch, we took a stroll around the nearby park / lake where the convo turned more sexual.  She seemed so reserved but she had replied to essentially a hook up post I made (a rarity as I usually preferred to reply rather than post) so I figured I would at least toss out the idea of stopping by my place… she was down and it was only about 5 minutes away so she followed me home to my condo.  Read more »

Bartering: exchanging of goods and services for other goods and services without the use of money [MF]

I was on time for my scheduled haircut, but Sharon, my stylist of 3 years, was not. “I’m sorry, this color is taking more time than I thought. Reina doesn’t have any Clients right now – why don’t you see her. I’d rather you not wait around, and because of the inconvenience, this one is on the house.” I had only seen Reina around the shop, but I’d never gotten a cut from her.

“Does she cut as well as you do?”

“Yep, you can trust her.”

Reina was attractive. Vietnamese, 5’2″ and 110 lbs. She was busty and made sure the twins were emphasized, with an overall appearance that screamed “ABG.”

Sharon shouted to the back of the shop, “Reina! Can you come to the front?” Moments later, Reina appeared. “This is Jay. I’m running over, so do you mind cutting his hair?” I shook her hand with a firm grasp and introduced myself. She smirked, and said, “I know who you are – you’re Sharon’s Client, right? I’ve seen you here before.”
There was definite tension and I could sense mutual chemistry. During the cut, we had friendly, neutral conversation. “What else do you have planned for the day?” she asked.
“After this, I’m gonna head home and change my oil. Nothing exciting…”
“Oh, really? You know how to do that? I have to pay a shop to change mine, and it’s like $50.” Read more »

Empty Apart[M]ent with my boy[F]riend.

It’s Christmas, so I haven’t had the chance to get my boyfriend alone for nearly a month and it was starting to get in the way of my life. Conversations on the phone were punctuated with moments of unspoken need, family meetings found his hands lingering on my thigh, kisses goodbye left me hungry for more.

Yesterday he was supposed to come by mine just to drop off something, but I hadn’t had an excuse to dress sexy or do my eyes in a few days and I knew I could make him stay once he saw me.

I knew the moment you laid eyes on me you didn’t expect me to look this damn good, and I kissed you the way you needed me to in that elevator ride up my apartment complex that I felt your hesitation melt away, your strong and warm hands holding me close as I pressed myself on you. Those ten or so seconds gave you an appetite so much so that you knew I wasn’t going to “walk you back to your car” when I said that to my parents. Read more »

I [M] fucked a Widow [F]

I’ve never posted anything like this before – especially not on reddit. I was debating with myself whether I should. But honestly, I’m blown away (no pun intended) by what happened and feel the need to share this. It’s 100% true and not a single part of this is false – so this isn’t some weird fantasy I’ve had, it just kinda happened.

I met a woman 5+ years older than me on a dating site. It turns out she’s a widow – as of her early 30’s. She hasn’t slept with anyone in 5+ years since her late husband passed (found that out later on). But essentially, I told her we’ll take things extremely slow. Following a very long term relationship that broke up, I wasn’t fully over it mentally and that I always find a strong relationship happens when you don’t rush things.

Anyway, this is where the story heats up. Date #4, I go to her place. She lives alone, and still has pics of her late husband around the house. I felt weird, almost a bit like I was stealing another man’s woman. Which I’m not, and would never do. But I felt slightly upset and uncomfortable. But we ended up cuddling on the sofa and having a few drinks. She confessed to me she hadn’t had sex with anyone since he passed, but she had kissed 1-2 guys in those 5+ years. Read more »

Pam and I ,Part 2- !989 New Year’s Eve Eve [MF]

This is a continuation of the story: [https://www.reddit.com/r/gonewildstories/comments/edno1y/pam_and_i_part_1_how_we_met_and_fell_in_love_mf/](https://www.reddit.com/r/gonewildstories/comments/edno1y/pam_and_i_part_1_how_we_met_and_fell_in_love_mf/)

Over the next two weeks, we talked on the phone only a few times. (These were the days when cell phones were rare, and neither of us was at home.)By the time that I drove down to DC on December 30th, I was almost lovesick. I got to Pam’s house in the Maryland suburbs of DC at 3:30pm. I had talked to Pam on the phone the night before and knew she had an afternoon party gig, so I was not surprised when her sister Kay answered the door when I arrived. When I saw Kay, she reminded me of a 1960’s hippie, a little pudgy with a long brown cotton dress and a long light brown pony tail. As she walked I immediately noticed the unmistakable jiggle of her ample breasts unfettered by a bra. Kay asked how my trip was and we chatted as Kay prepared dinner. Read more »

Celebrating [m]y adorable theater geek girl[f]riend’s 19th birthday in grand fashion.

I was sort of hoping for this series of stories to be chronological, but I want to share something that happened back in the summertime. Back in late July when Rocky turned 19.

We decided to have a belated celebration as the both of us were back in our respective hometowns for a bit. I was visiting family while Rocky celebrated her birthday with hers. I was expected to be back in town a day before she arrived back in town, so I made damn sure I had everything perfect for her. I let her settle back into her apartment for the day while I got everything ready for her. I made her a cake (shoutout to [Adam Regusea’s chocolate cake recipe](https://www.youtube.com/watch?v=mKWNLDn93YU)) and since she’s a theater girl I got her [this t-shirt dedicated to her most favorite play](https://di2ponv0v5otw.cloudfront.net/posts/2019/06/29/5d181356fe19c71531b909d0/m_5d181363bbf0769f61f11b28.jpg). I was so happy with how things turned out, I knew it would put such a smile on her pretty little face. The day comes by and I go get her for our lunch date. I text her to let her know I’m at her apartment before she comes on down. She looked so cute in her daisy dukes, she knows they drive me crazy. I give her a kiss before we drive away to our lunch date before we got back to my apartment. I purposefully took her to the Mexican restaurant in town to get the mariachi band to serenade her after our meal. She was embarrassed yet extremely happy at the same time. Once we got pack to my car, Rocky give me a playful little push before teasingly saying “OP you fucking asshole!” before we both burst out laughing. Read more »