gonewildstories Archives — Page 4148 of 5640 — NSFW story

Had sex with my Airbnb host [FM] (pic)

Description of me: I’m 28 years old with brown hair and green eyes. I’m 5’5” about 115 pounds. I have a nice butt and B cup boobs. I’ve always been told I’m “very cute.” I’ve gotten “sexy” and “pretty” more in the last couple of years it seems like.

I’ve been traveling quite a bit for work lately. I typically stay in hotels, but there was some sort of mix up this time. My company booked my hotel, but got the dates wrong. I showed up at the hotel in the afternoon and there was no room available for me and there were two major conventions in town, so there was basically nothing available at any hotel within a reasonable radius. I needed to find somewhere to stay for the next four nights. I went to plan b and booked a room at an Airbnb. The best I could find was a private room at this guy’s townhouse. The creep factor always crosses your mind, but he had a lot of good reviews and I didn’t have a lot of options. We communicated about when I would be able to come by to get a key and do a walk-through of the place. I was starving, so I stopped to eat first and then met him about an hour or so later. Read more »

[MF] Guy used me like a fleshlight the other day

You can find more of my exploits on /r/verifiedverity. I regularly sleep with guys from Reddit via RAOBJ.

I’m 24, 5’5″, curvy/plus sized size 16, brown hair, blue eyes, lip and nipple piercings.

The original guy I was supposed to be with couldn’t make it, so I went through my PMs and found all the guys from that city who had been contenders and fired off messages asking if anyone could fit me in last minute.

Tyler got back to me rather last minute, and we arranged things literally as he was driving to pick me up. He had just finished work, think one of those jobs where they wear jumpsuits and drive a work truck. I hopped in the car with him and he was super friendly! The least awkward I’ve ever felt with a RAOBJ. Read more »

The time I titty fucked my girlfriend and shot cum in her mouth. [MF]

This happened nearly 20 years ago when I was in college and was dating a girl I had met online who lived halfway across the county. Let’s call her Carol.

For some background on us, I’m about 5’10”, fit, 160 lbs, and about 7″ but not overly thick. She was petite, about 5’0″, with a sexy body, tight ass, and amazing, perky c-cups.

I lived on the campus of a large state university, but she lived at home with her parents. She would travel to visit me, or I would travel to visit her, at least once a month for a long weekend. When It was her parents’ rule that when I would stay with her, I would sleep on a pull out sofa in their very nice, finished basement, and she would sleep in her own bedroom. Of course, she would often stay in the basement with me until late at night while we “watched a movie” and would even sometimes fall asleep down there with me for the night (although her parents weren’t happy about it the next morning). Read more »

[TF] I went from a boy to a total slut and now I never wanna go back

From the start I already looked pretty girly, I has a soft smooth round face, curvy hips, small frame etc so I would always get made fun of for not being enough of a boy. One day when I was 18 I met this girl online who would tease me saying what a “pretty girl” I would be. It felt weird, Idk why but when she didnt even though I told her to stop on the inside I kind of liked it, she couldnt see but I would always blush. Our relationship grew and got a little more nsfw with us talking about the porn we watched, our sex fantasies stuff like that. One day she teased me saying “Hey you know what you would look good in? A nice pair of panties! maybe even a skirt!” I didnt know how I felt about this, I was embarrassed but also partially wanted to try them so I asked her honestly “Do you honestly think I would look cute as a girl?” she seemed a bit caught off guard that I went with it but responded genuinely “Yes absolutely!” Read more »

I lost [m]y virginity to a dominatrix

Story starts back in like…. 2002 or something. I was going to private music class. I would go in for 30 minutes, and my sibling would go in after me for another 30 minutes. There was a girl (5 years older than me) who was always waiting after my sibling for her session. I would always go back to pick up my sibling and she was always waiting there in her high school uniform. Being a young teen at the time, I knew she was cute. I only spoke to her once and that was it. Nothing special.

Fast forward years later. I’m in university and I get invited to a big birthday party at a hall. I actually see her there. She’s a cousin of the birthday girl. Shocked and heart beating, I couldn’t gather the courage to say anything to her.

A couple weeks later, I get a facebook friend request from her and accept. She send me a PM saying that she’s so happy she saw me and wanted to catch up. She left her number. Read more »

[FFM] The Landladies Daughter and My BF. (Threesome/CuckQuean/Sharing & Public Play – LONG POST) – PART TWO OF TWO

This is the direct follow on to PART ONE: [https://www.reddit.com/r/gonewildstories/comments/aw6c98/ffm_the_landladies_daughter_and_my_bf/](https://www.reddit.com/r/gonewildstories/comments/aw6c98/ffm_the_landladies_daughter_and_my_bf/)

We text Jeni, she explained she was working during the day but had the evening off, asked if we could pick her up around 7.

So, we did a few boring bits boring the day, I won’t bore you with the details, then went to pick her up.

She was still in her work outfit, white shirt, black skirt, and no boots this time. She was actually even smaller than I realised without the boots. She seemed a bit awkward again at first, we drove out to the remote area we’d been parking at.

My BF came and gave her a hug and she kissed him, again then looked at me as if checking for my approval.

He put his hand on her chin and turned her face back towards him and gave her a kiss back whilst glancing a look at me.

She explained that she was really up for this, but she wasn’t 100% about my involvement. We talked about it and agreed I’d watch them and only get involved if she wanted me to.

How reddit helped me fuck my friend [MF]

Hi all. This is my first post so please be gentle. I’ve never been the one to share my stories but there’s always a first.

Just a bit on me. I’m now 31, happily married with a child, 6’7″ tall, average build.
A couple of months ago I was visiting one of my friends, let’s call her Abby. We’ve been friends from uni, so that’s about 8-9 years now. I’ve always found her really attractive, as I’m into petites. She’s about 5 foot tall, slim, with a nice bubbly ass and small perky tits. Read more »

[MM] I went to a glory hole (Part 2)

Part 1: https://www.reddit.com/r/gonewildstories/comments/avh2oo/m_i_went_to_a_glory_hole_part_1_prologue_how_it/?utm_medium=android_app&utm_source=share

Ok, so the first part was about how I started to get into this cd/sissy/bi-curious thing. Dressing up like a girl, playing with dildos and butt plugs and even tasting my own cum, which I find horrible at the time. I started to use Omegle and Chaturbate and later Reddit to show my body to strangers because I wanted to know what people think of me. I’ve never find myself handsome or good looking in any perspective so I think I just wanted to be attractive. Because I was 100% straight the only thing I find pretty was a girl’s body, so I think that made me to start to crossdress and I couldn’t stop at that point.

When I got a lot of positive feedbacks from the Internet I decided to go out and test myself in real life. There is an adult bar not far from my home where people can meet each other and in the basement there are lockable cabins with bed and also glory hole cabins too. Read more »

[FM] Morning after mistake

This was nearly a year ago, and a small piece of me still feels bad for how I handled the aftermath of my destructive ways.

My boyfriend Aaron and I had attempted a wedding the night before, and both of us were pretty smashed by the time our Uber arrived and ushered us back home.

The plan was to rush to his bedroom, have sloppy, drunken sex, and crash out naked the instance one of us came. But, being as messed up as we both were, only half of our clothes were removed before both of us passed out face first on the bed.

Now, I don’t know about you, but I sleep like shit when I am drunk, so, at around 9am, I stumbled out of bed in last nights clothes, a sequined formal gown, pulled the straps back over my shoulders, and rushed into the kitchen for any type of liquid that could quench this insatiable thirst in my throat.

That is where I ran into, Anthony, Aaron’s Italian roommate of two-years. I’d only met Tony a couple of times, and didn’t think much of him, until seeing him standing at the sink, his shirtless body chiseled like some sort of tanned renaissance sculpture. Read more »