Category: gonewildstories

“You’ve never handcuffed anyone before?.. I can teach you later.” [MF] (Long as hell, sorry). (Pics)

So it’s another night at the bar and since I’m a barback it’s my job to close/clean the bar. I work in a heavily densed tourist area in Orlando, I’m 23. So every time we close up at 12:00 there’s always that person who annoyingly walks in at 11:50..

So in she walks.. this short, sexy, and definitely fit woman. Ass completely out of this world and a dress that she probably has to cut off later with some scissors. She takes a seat and gives me a huge smile, tbh she looked like she just had sex, she was fucking shining and giggly it was so hot. She just asked for some water and we had some small chat. I found out she was a correctional officer in Texas (hence her good shape) 38 years old and visiting her son who goes to UCF.

So you wanna know the absolutely best/worst part of being a barback? Everyone gets to leave while you have to clean and close up shop.. Anyway the convo gets juicier as I find out she’s single, and just trying to enjoy herself these days. She talked about the stress of being a cop and how she just came here to release and blah blah. At this point I’m a nervous wreck because I know i have to play my cards right and initiate SOMETHING sexual. So here was my genius idea.. Read more »

[F]ucked a [F]at assed [M]ilf

Today I lost my threesome virginity. It’s something I’ve been wanting to do for a while, but I never had enough courage. Recently, I downloaded an app specifically for threesomes! Within the first day I matched with this girl I went to high school with and her husband.
Now, I’ve definitely made out with her in high school, but I always wanted to fuck her. She’s edgy, dyed red hair, huge tits, a fat ass, and tattoos all over. Definitely the kind of girl I like. So she asked me to come over in a few days and well, today was that day!

I am chubby, thick thighs, big ass, big tits, and a tummy. I went over there wearing my hottest panties and bra underneath a cute outfit. She was dressed in a dress that showed her cleavage. She introduced me to her husband, who wasn’t bad looking, but I just love women more. Read more »

I [M] made my size queen friend [F] orgasm by having her give me head and that’s it.

Long post sorry:

So me and my friend met maybe a couple years ago at an art event. We’re both illustrators and spent the first few months only talking about art and life. At some point we both began openly talking about our sex lives, I was always confused if this was flirting or just friends being honest. I really enjoyed our friendship so I didn’t wanna overstep any boundaries.

One night we were talking about dick pics and she was saying “ a lot of guys don’t know how to take dick pics. You feel like they would.” I decided to take a risk and say “hahaha actually I post dick pics on Reddit sometimes” and she was instantly curious. There was thing weird energy where I wasn’t sure if she wanted to see one or just hear about my experience, so I decided just to tell her about it. Again I wasn’t trying to ruin our friendship, maybe I’m dumb I don’t know. I showed her a few messages people had sent me over my dick pics and she was like “damn I guess you’re officially my friend with a big dick” we both laughed. Read more »

Nighclub Hookup [MF] [MF]

This happened a few years back but I love reliving the memory. It was Halloween and my friend Anthony and I were at a club in Hollywood, enjoying the festive mood and of course the sexy costumes that all the ladies were wearing. We were duds I guess since we didn’t wear a costume, but that didn’t stop us from trying to hit on girls. It was getting close to closing and we were bummed that we didn’t have a girl on our arms to enjoy for the night, but then two girls in see-through lingerie walked up to the bar right next to us and ordered some drinks. One was wearing an all white 3-piece lace set and the other a black lace teddy. Read more »

Roommates in College Part 3 [FF]

***Well this has been a ton of fun! Considering how well my first two stories have done I feel like you guys need part 3 of this story! Again, side note: I TOUCH MYSELF AS I WRITE THIS! haha so I apologize if there are any grammar or spelling mistakes! If you comment nicely, I will be more than happy to fix them! :) also, for clarity’s sake, I will try to make the timeline as smooth as possible as these next events happened over the course of a few months. Ok, now that that is out of the way, please enjoy the read!***
READ PART 1 HERE: https://www.reddit.com/r/gonewildstories/comments/bzquan/roommates_in_college_ff/?utm_source=share&utm_medium=ios_app

READ PART 2 HERE:

Roommates in college part 2! (In the shower) [FF] from gonewildstories

Following the shower event, things became weird between me and Kait. Actually she completely stopped talking to me and I didn’t know what to do. I’d spend my days waking up, thinking of Kait, going to class, thinking of Kait, going to my internship, thinking of Kait, coming back to my dorm, think of Kait, and finally fall asleep. Then dream of Kaitlyn. I didn’t know what to do, so I write her a letter. It read as follows: Read more »

The Best Way to Spend Father’s Day is with a Cute Little Slut That Calls You Daddy [MF]

It’s never fun to be on the road for Father’s Day. So if you do find yourself waking up in a hotel room alone, I suggest doing what I did – finding an 18-year-old virgin to face-fuck.

I’ll be honest, when I first started chatting with her, I didn’t know she was a virgin. I knew she was young, deep in that “old enough to be my daughter” range (I’m 40). But she posted some cute nudes, and I wanted to use her.

Her main limit is that she did not want to fuck. And I’m happy that she trusted me to not fuck her. We had plenty of things to do instead.

She was naturally nervous when I found her in the lobby, both tense and slightly shaking. I gave her a hug. On the way to the elevators, I was annoyed when I realized another older man was going to be in the same car as us. And worse, he was going to the exact same floor. So now we had an awkward silence to deal with as we waiting for him to go down a different hall. Read more »

Drinking games lead to nudity and much more [MF] [MFF]

Back when I was 23 and living down in Florida, I had this unbelievable night which was the closest I’ve ever been to a threesome. We were drinking at my friends apartment, and it was myself, two other guys and these three sexy 19 year olds. We’re playing tons of drinking games, and my buddy and I skunk these girls in beer pong. I told them, “You know the rules ladies, that’s a naked lap around the apartment.”

One of the girls said no way, but this short and tight blonde named Cindy said she would do it. She starts stripping down right there, and her body was amazing. She had a very tight body, and her tits were so perky with these little pink nipples. She looked at me and said, “I guess you have to make sure I do it, so you’re coming with me.” She starts running out of the apartment, and I’m in hot pursuit. It wasn’t long before I was running with a raging hard on, as I was staring at her tight ass the whole way. She made it the whole way around the apartment and I had to tuck my boner back when we got inside. Read more »

[M]ore wild [f]irsts

Sooooo, the second time we met up.

First time is [here](https://www.reddit.com/r/gonewildstories/comments/c1dqdy/i_had_four_firsts_in_the_same_night/). (Pun intended)

This time, it was quite late. We just hugged when we saw each other, it didn’t feel right to kiss him right away even though he certainly would have been up.

He sorted his stuff out, since he had just gotten home from training. He asked me how the traffic was (I live 2,5 hours away) and if I was hungry. We sat outside for a while, basically catching up, because we don’t like texting very much, which always gives us something to talk about. Then went to his kitchen, I sat down and he got to cooking, giving me stuff to chop in the meantime. He made cocktails again, but only two.

After some talking and joking around, he put a hand on my chair and finally leaned in for a kiss. I immediately complied, I was longing for him and felt my lower abdomen contract full of desire. I touched his face with my left hand and kissed him slowly and sensually, while he started using his tongue and touching me all over. My breathing got louder and I whispered ” I thought you wanted to cook”, with no intention to stop kissing him whatsoever. He stopped suddenly, frustrating me. Read more »

Most anticipated sex ever! [MF]

Courtney and I had known each other quite literally our entire lives. Our parents were best friends and introduced us very early on. We lived in different cites so we didn’t see each other that often. But as we got older and social media began to come into existence, we kept in touch.

So fast forward to just before my senior year of college. I had lost touch with Courtney over the years and one day a friend request from her pops up on Facebook. It had been a while since I last saw her, but she had really turned into a beauty. Court was about 5’ tall and very skinny. Not much at all in the way of tits, but she had a nice round ass that sprouted to skinny little legs. She had nicely tanned skin from living in New Orleans and dirty blonde hair. So we reconnected and started talking all the time. She was just getting ready to go off to her freshman year of college in Florida. So we talked all summer. I even got to see her in person when her and family came in for a week to see family. We were able to sneak away and kiss for a little while. It was incredible. After all these years we had built up a great bond. Read more »

10/10 Tinder Date [FM][anal]

We matched 6 months ago before Christmas. His work with an airline and my limited availability have kept us from being able to meet up sooner, but we have enjoyed the months of texting and sharing pictures. This past Friday, our availability finally lined up, and he invited me to spend the evening with him.

Filled with nervousness and a little apprehension, I drove an hour into Atlanta to his midtown highrise complex. We met somewhat awkwardly on the street as he hopped into my car to direct me to the proper parking level and spot. We shared a mutually nervous hug after we parked and made awkward small talk as we rode the elevator to his floor. His voice was soft, his embrace was warm and firm, and I began to let myself relax and take in the experience and his presence. Read more »