Category: gonewildstories

I (24/m) started a new job 2 weeks ago and already had sex with my manager (47/F) 16 times!

It's a used car dealership.

Oct 5: 3 hr long interview. 30 mins actually interviewing and 2.5 hrs flirting/dirty talking. By the end she was trying to figure out how big I was by rubbing her foot over my junk. (5.5"-6", average)

Oct 6: told me to show up early at 6am (we open at 8) for training. She ended up riding me in her office. Lunch time she decided to take me to lunch, got a blow job. Stayed late and ate her out on her desk

Oct 7: she found out I lived about 4km away, 10 min bus ride. Told me to show up at her house early. Ended up having sex in her shower. After work we did it on the living room sofa

Oct 8: she teamed me up with another sales member. We sold a pickup. As a reward for helping the new guy, he got a 2 hr lunch break. She took me to a Dodge Caravan we had in the back, folded down all the seats, and I railed her.

Oct 9: after work went to her house, sex in her hot tub. Read more »

Party Hook-Up [F]ucked on [M]y balcony

I guess I'm an average looking guy. Just a hair under 6 foot, average build, not lean but not fat either, with some muscle shining through in leaner spots. The thing that sets me apart is I have a 7.5 inch dick that is proportionally thick.

My friend is in a Frat and he talked me into going to their party last night, I was reluctant at first, but we got there about 11 and the party was going strong and I started to loosen up.

I'm not shy, but I'm not the kinda guy who really knows how to walk up to a woman and get her into my bed the same night. I've had FWBs and GFs but only 1 real hook-up before this. That being said, I was pretty surprised that I was getting a lot of attention from this one girl. My friend pointed her out, and her girlfriends kept talking into her ears over the music and gesturing our way. She was at least part Asian, Chinese if I had to guess, she had a pretty face and you could see that she had some Caucasian in her too, making her Asian features less pronounced, but still noticeable. Her body was great about 5'5", lean but with just the right amount of fat to give her gentle curves and keep it soft to the touch. She had B cups that looked bigger than they were thanks to her petite frame. Her ass fit her body and was very shapely in the black skirt she painted on. Read more »

Tales of Seduction in NYC – Chapter 1: Maria

Been a lurker for a long time. Decided it was time to begin sharing my stories with the community as a way to give back and be express myself creatively as well.

Some context: I am a male living in NYC. I am 25 years old, conventionally handsome,with an athletic build, and about 6’2. I am a tech entrepreneur by trade, but in my free time, I’m a rake. My favorite thing to do is bed women. I chase novelty and girls of different shapes and sizes, with different background and stories.

Each post of mine will feature will be a different story and different girl. It will include the entire courtship, so feel free to skip down below to the good stuff where labeled.

–Enjoy ——

It was a cool May night, I was at a popular nightclub in Brooklyn celebrating a friend’s birthday. After acquainting myself with the venue and having a few drinks I decided to take a couple rounds to scope out the talent for the evening.

About midway through the night, I check out the outside area to see what was going on in the smoking section. I don’t really smoke, but it happens to be a low risk way to start talking to strike up a conversation with a girl you fancy. Read more »

Enjoying a thick guy in NC (m/m)

I detest titles but I guess the best term to describe me is bi-sexual, though frankly I have zero attraction to guys. It's a purely sexual endeavor that I crave from time to time. I've slept with women, men, cross dressers, MtF, and FtM's. I'm either a very curious person or just ridiculously horny.

I've written here before but deleted the stories once I realized it could be traced back to me. I'll be more careful this time especially since I share a side of me that no one knows. A few years ago I moved to NC and put out an ad on CL for a guy. I was seeking to bottom, something I rarely ever did to that point. The thought of it is scary more because of the pain aspect. Up until that point every single encounter but one was a painful procedure that left me only wanting to top guys. I still had this urge. Many guys replied. I was one of the few actual young guys seeking someone older. I figured an older guy could be more gentle. Read more »

Sex After the First Date: A Different Perspective [M/F]

Hello, r/gonewildstories! This is my first time to even go near reddit, and will probably be my last. According to the owner of this account, a couple of you know who I am already. However, I’d like to take a moment to introduce myself:

My name is Mark. My dad was born in Hiroshima and my mom was born in Jersey. I’m 19 (20 in a month), I’m a little over six feet tall, I play soccer every other day with my buddies, and I want to be a surgeon like my mom and dad. I have five older brothers—Xander (30), Gideon (28), Stephen (27), Matthew (24) and Timothy (22); I also have one younger sister: Kiyomi (17).

If you’re wondering what I look like, I’d say I’m your average mixed race guy. Some people think I’m gorgeous and some people think I look like a hand with two thumbs on either side, but to be more specific, I’ve got Asian coloring with tanner skin, slightly rounder eyes, and bone structure that’s more angular than necessary. I workout regularly, I eat right, I don’t drink (much) or do drugs. As for the big question: 8.5 inches. (Yes, pun intended.) Read more »

My sisters gangbang (and me!). 2 girls, 5 guys

It started off pretty awkwardly, actually. Two of them were really good looking and the rest were sort of average but they were all in fairly good shape. ( Then we had to get through the introduction process and getting from "Hi I'm Anon" to sex seemed daunting. They were a bit touchy feely from the start so that kept things lively and there was some flirty small talk and joking around that really put us at ease.

They told my sister and I to kiss and after a bit of coaxing we started to sort of make out while getting grabbed and groped. Two of the guys started pulling our clothes off while the others are either getting hard in their pants or taking their pants off. 1 guy was about 5 inches and the rest were between 6 and 7 and a half inches. We start sucking on them, I'm just sucking on one guy while my sister is going back and forth between two. A guy behind me starts fingering me while another guy does the same to my sister. Read more »

Party Bus + Stripper

My friend owns a private party bus and I help him MC all of his events while he drives if it's something that can get out of hand without some guidance. In this case it was a a bachelorette party of a bunch of 21-30 year olds plus a male stripper. The stripper and I go way back and I know he's getting laid with this group, probably with more than one. We made a small joke about it and he said with absolute certainty he'd be hooking up with the blond and redhead. The redhead is the bachelorette. I have no idea where he got this from, but he's got the experience to back it up.

We lined up the stripper to meet us after we hit a couple bars and pretend like he was pulling us over. In reality we picked him up next to the park & ride that was our meeting point. Everything went fine, he showed up and did his thing, but it was a little comical because he's a 6'4" super well built white guy and had to crouch to do his routine. The girls didn't care because he's hung like a horse and were pretty liquored up by the time he entered the mix. He said his dick is 9.5" and I have no reason to doubt him. Plus he's damn near as thick as the stripper pole itself. Read more »

Random first threesome

I want to tell the world about my sexual experiences and exotic encounters not to Arouse readers but rather to reflect upon my experiences in detail to better understand myself. Of course I would never want these stories to be affiliated with my name or personality but they happened to me.

I was recently in contact with the first guy I hooked up with. He had taken my virginity so sweetly. Now he was offering a threesome. He and his boyfriend were looking for a playmate. So I agreed. He was an affectionate and friendly guy who I trusted to never hurt me. (He never did)

I got to his apartment and he texted me saying he'd gone for drinks. His boyfriend walked up to my car. I followed him into the complex and he complemented my handsomeness and hot butt. I thanked him politely and followed him to the door. His boyfriend called and sounded confused on where to meet us. I said "maybe we should go make sure he's not confused" because he sounded over the phone like he hadn't understood we weren't still in the parking lot. Read more »

A Quick and Hot Office Encounter, [m/f]

My first post, so keep with me. This account is true but names were changed.

To provide a little background, I was working in the same office with this man, we will call him Aaron. Basic description: I’m in my twenties, long red hair, hour-glass figure, pale skin with a few freckles. I am terribly attracted to a well dressed man; Aaron had a strong personality and wore a suit everyday… I was hooked. The job was not a long term one, but I was enjoying my work nonetheless.

Over time I noticed him giving me side glances when he thought no one else was watching. If I caught him, I would smirk at him as if to say, “tisk tisk.” Needless to say, a mutual attraction became very apparent. After many weeks of playful banter and side-strafing, we acted on our desire. I tend to dress pretty moderately. But I decided I wanted to tease Aaron a bit. So I wore a very low cut dress which showed off my D sized breasts, and hugged my body perfectly. Apparently the temptation was too much for him. Aaron called me into his office.

“What do you need?” I asked. Read more »

I’m back: Unexpected threesome with my good friend and her friend [m/f/f]

Some of you might remember me. I posted under a different ironman name up until recently. I deleted my account, because it got hacked. Some of the stories I posted over the last couple of years are gone forever from reddit, so I figured I would come back and start posting some old ones to make sure they aren't lost. I will post new stories as well when I have a chance. Here is an old one. Hope you enjoy:

Like I've said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I'm generally considered a really good-looking guy (used to model, 6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give. Read more »