Category: gonewildstories

[M]y hook-up with a trans guy [FTM]

FTM = female to male
This is someone who was born biologically female, but identifies as male. In this case, the trans guy I hooked up with already had top surgery, meaning a flat chest, but retained original plumbing, meaning a pussy. My story is 100% true and I am a cis guy. This happened at the end of 2018.

I’m a dude who fucks with other dudes about 95% of the time, but I’m most definitely bisexual. I confirmed this a few years ago in a threesome with a girl and a guy and the handful of repeated encounters with them have only solidified it. I’m in my mid 20s, 5’8, brown hair, with a build that’s somewhere between average and slim.

I’ve been in an open relationship for some time now and it’s the deepest and most sincere love I’ve felt in my life to this point. I love what we have and our main policy is just to be truthful. We both download Grindr once in a while, but he’s less keen on meeting strangers than I am. I’ve calmed down significantly since we’ve been together, but I’ve had phases in my past where I was promiscuous. Read more »

[19F][28M] Watch who’s a gentlemen; Tinder adventures of a petite Asian girl [FM]

So in case you missed [my last experience](https://www.reddit.com/r/gonewildstories/comments/coze3x/i_a_18f_shy_and_petite_asian_girl_had_my_first/?utm_source=share&utm_medium=ios_app). I turned 19 as well!

I promised that I will update back on my Tinder adventures when I meet him again. He was on holiday for the last week so I was only able to see him yesterday. That said, I had a fucking good time.

I met him at his place yesterday. I was expecting him to straight up strip me and all that jazz, but I’m pretty sure we spent 10 minutes just hugging and gently kissing. It’s hard to believe the connection we have since we’ve only know each other for such a short period of time. I felt so warm in his arms, his manly scent filling up my nostrils.

We sat on his sofa and cuddled, arms intertwined around each other’s body. I was practically sitting on him with how tiny my 5’4,103 lbs body is compared to him. He started to run his fingers under my shirt, feeling up my raw, naked body underneath. I could feel the shift in his dominace as he ordered me to strip. I was left sitting on his couch in my lace white bra and matching panties. Read more »

The time my girlfriend went skiing with me and my buddy in the cinema [MFM]

As I described in another thread I used to share my girlfriend with my friend during our time in high school. He lost his virginity to her on a school trip and soon after that we started to play together on a regular basis. We started to test our limits and started doing weirder and weirder things, double penetrations, facials, in the public, at out school etc.

Once we come up with the idea (well I did) that we go to a cinema, pick a film, sit at the back and see what happens. So we skipped the classes after lunch on a thursday and went to ”see” a film at the cinema because we thought that no one visits at this hour.

We chose the film about Joy Division (way back ago) and took three seats in the middle in the last row. She sat in the middle and we at her side. There weren’t many people, about three ”groups”, all of them sitting many rows before us. Read more »

Days 2 and 3 of the most intensely pleasurable 3 days I’ve ever spent! [Submission] [BDSM] [MF] [MMF]

A little background: I’m 5’6″, curvy with huge tits and red hair. I’m submissive to a single alpha male, a super sexy viking type who goes by /u/AnotherBadChoice. He’s 6’2″ and big, with longish hair and intense eyes. He never raises his voice. He doesn’t have to.

When I’m with him, the rules are simple: follow his every order without hesitation. In return, he makes me cum so hard I squirt over and over, and he doesn’t stop until my thighs are slick from it.

I spent the past three days servicing my dom and an assortment of total strangers. Instead of writing one incredibly long post, I’ll split things up. This write-up covers Days 2 and 3. (You can read about Day 1 here: [https://www.reddit.com/r/gonewildstories/comments/cs3u37/day_1_of_the_most_intensely_pleasurable_3_days/](https://www.reddit.com/r/gonewildstories/comments/cs3u37/day_1_of_the_most_intensely_pleasurable_3_days/))

**Day 2: The Parade**

**Early in the morning, he knocked on our hotel room door.** That seemed weird. He has a key, after all. I hopped up and opened the door, then froze.

**A complete stranger was standing there, smiling at me.** An older man (fifties maybe), with glasses and an unassuming Polo shirt. Read more »

A sensual evening in with Kate [MF]

If you’re looking for debauchery, this is not the story for you. It’s very vanilla sex. What you’re about to read might be textbook romance novel stuff. I’ve never read them, personally, but I can infer from retellings.

I got home yesterday after work and then the gym beat. I decided to take a shower right away. I’ve been working on my physique more, so following the shower, I started making a healthy dinner: Baked chicken on a hearty salad.

Kate made it home within five minutes of dinner being ready. She had also been to the gym and she was looking really cute in her pony tail, sports bra, and short workout shorts. A few strands of slightly sweaty hair bobbed in front of her face as she greeted me with a hug and planted a big kiss on me.

We ate and chatted about our day. Not much was going on at our jobs except drudgery. The gym was more exciting. A newbie tried to lift more than he could without a spotter at mine, leading to a dramatic rescue by several bros. Kate thwarted several attempts to hit on her by similar bros. She insisted I come to her gym as a guest sometime so they believe she has a boyfriend. Surely, that will end it, I said sarcastically. She slugged my arm. I love that. Read more »

[MF] Proud moment

My freshmen year of college, I met this beautiful girl Savannah in my statistic course. She was a stick thin blonde that had a B cup and her ass was flatter than most girls but still had some niceness to it. We hit it off right away. We started texting and flirting right away. We agreed to work on a project for our class. It was some basic project that we had for the class where we had to dissect something in statistics and write a paper and test it out.

During the time that we were with each other there was this sexual tension you could just feel even if you weren’t one of us. I wanted to kiss Savannah so bad but I didn’t want to make it weird if she didn’t feel that way.

One day we were working on our project in her room when all of a sudden she asks “hey how come we haven’t done anything yet?” I didn’t know what she meant at the time because the project was almost done. I looked up at her confused and she had her finger in her mouth just playfully looking at me. Read more »

[MF] First time fucking a married woman that rented part of my house on Airbnb

So for a twenty years my family has been renting the upper floor on our house on one small island on Meditteranean. When I was around 20 years old we started to rent the apartment over the Airbnb. We have a house in a small village with small amount of guests. It is very private, but it has beautiful beaches and nature. Since we were on Airbnb I met a lot of young girls, and had summer flings with, but never with a married older girl.

One day two married couples arrived at our house. First couple seemed normal and happy, and the second couple felt like they have some issues. He was distant, and rude, but had the most sexy wife with a beautiful smile. She immediately caught my eye, and I didn’t give a fuck anymore about her douche husband. I couldn’t get my eyes of her. She was around 1,7 meters tall, blonde hair, blue eyes, beautiful smile, and an amazing tight body with big breasts. I couldn’t believe how someone around 40 years old can still look like that. After I shown them their apartment, I immediately went in a bathroom and jerk off thinking about her, and the things I would do to her. Read more »

Couchsurfer tells us how to fuck [fm] [f] [mutual masturbation] [squirting]

We were living on an exotic island with a private pool and two extra bedrooms. We were feeling social and generous so we put our extra bedroom up on couch surfing. We wanted to return the favor because at various points in our lives we have been that backpacker on zero budget.

During our time on the island, We met heaps of awesome friends and likeminded travelers. One rainy afternoon, after online exchanges, Meg shows up on her scooter and splashes down our driveway. She is laughing from the big puddle she just drove through. Her ivory linen pants are almost see-through and her skin glistening in her crochet bra top.

“Wow, she’s gorgeous!” I think to myself.

I show her through our place and she gushed with enthusiasm, “it’s so pretty!”
She points to the pool: “Well, since I’m already wet, how about a dip in the pool?!” She smiles and I say, “sure! Let’s go!” Read more »

Blowjob bet becomes [m]ore [f]un with older coworker

I worked at a pharmacy while in college because where else could I make $15/hour part time with paid benefits. I was the youngest employee and 1 of 3 guys who worked there. Most of the staff were friendly and sarcastic but married or otherwise not interested in anything more than counting pills & billing insurances. Susan was similar but every now and then would flirt when it was just a few of us working and usually when the pharmacist wasn’t around. She was also 36, married with 2 kids, tan skin, a healthy rack and some great curves for a 5’4” brunette.

I joked along most of the time and didn’t think anything of it until 1 day about 18 months in to the job we were working on a prescription and the insurance billing wasn’t processing correctly. Complex request for a customer and after we’ve prepared the medicine we can’t get the system to process it through the insurance. Pharmacist works at it to no avail. Susan, the resident insurance billing expert, can’t figure it out. It’s becoming an ordeal and the customer is waiting to get their medicine and be on their way. I offer to take a crack at it despite previously unsuccessful attempts by more veteran staff. As I’m working my way through insurance screens Susan’s soft sultry voice whispers in my ear, “I’ll bet you a blow job it won’t work.” While I heard her clearly I also thought…haha. Ok. But that’s an empty wager.
Click, click, type, type, change a few codes & voila insurance accepts the prescription, spits out a copay for the patient & all this with Susan hovering over my shoulder waiting for resolution. Read more »

My First Time with a Man [MM]

I’ve always found myself in a bizarre situation with my sexuality. I absolutely love the female form… except vaginas. Don’t know why, but they do absolutely nothing for me. I grew up a nerdy kid, not popular but had my own friends. I had NO idea how to interact with girls though. I spent a lot of time on the internet, like any self-respecting nerd in the late 2000s. One night, I came across the website that would define my sex life the next seven-eight years: Craiglist. It caught my attention immediately. All these people, wanting sex, putting themselves out there. I found it intoxicating to peer into the inner desires of these strangers on the internet. I knew pretty quickly that all of the women on there were either fake or prostitutes, so I ventured over to M4M. It seemed so simple: post a quick message, get laid. I decided after a few weeks of reading endless posts, I decided to make my own. I had just turned 18 so I was feeling adventurous. Read more »