Category: gonewildstories

I [M30] had sex with a [W24] in Cabo that I only knew for 30 min. [MF]

Disclaimer Long Post:

Ok so its been a while since one of my stories and I have a few, but this one is the most recent. I took a trip to Cabo this past week for my birthday and I invited family and friends to an all inclusive.

The first day was only a couple of us and it was your typical, stay at the pool, drink all day, eat good and scope out the scene.

Day 2 was when it got good. So more people showed up on Saturday and it was more of the same. Woke up, had the buffet, then went to the pool to drink, enjoy the pool and to socialize. You had your typical there for your birthday crowd (myself), bachelor/bachelorette parties, honeymoon etc etc. So my group of about 9 are all chilling in the swim up bar at one of the tables for a few hours just eating, drinking and everyone is getting along in the pool we’re in. We meet people from all over the US and Mexico that are all there enjoying life. Read more »

I was masturbating thinking of fucking a stranger at a party.. then I was invited to one.[FM]

I had been back home from college, and my mother being super Catholic meant I absolutely couldn�t hook up with anybody at my home, and where we live there are just a bunch of old creeps anyways. (Don�t get me wrong, I�m a slut for an age gap, but these guys were truly creeps.) So instead, I masturbated, a lot.

I go through phases of the fantasies I cum to, and I just couldn�t get the thought of fucking somebody at a party and having their cum in me out of my mind, it was all a masturbated to for weeks. Then, my friend from college invited me to her birthday party, and I knew that was my opportunity.

I put on the most flattering outfit I had which happened to be a romper that showed off my 40DDD tits and accentuated my hips to make my ass look bigger than it is. For my pajamas, I packed a satin set that had a cropped, low-cut top and short shorts to match that had slits on either sides all the way up to the bands. Truly, these lingerie/pajamas were almost like wearing nothing. Read more »

[F] 25 I’m able to afford all I want with my body

When the Covid-19 started I lost my job so I created an account then I posted my nudes and I started getting texts from lots of guy this one man sent me a texting saying he’s going pay for me to make a custom vids at first I thought he was kidding around till he asked for my PayPal. I love sex work for the reason all small business owners love their business. I make my own hours, I find my work enjoyable, and I don’t answer to anyone!

[MMF] My [37F] wife has some fun with my [20M] cousin.

My wife and I have been open for a few years now and it has been fun. One day two years ago my cousin was on his way to our place and his car broke down about 3 hours away. He managed to get a tow and had almost no money left. When he got here we chilled in the living room for a while and he was so stressed on how he was going to get back home. I told him I would give him the gas money to get back.

He kept going on about it and I can tell he needed something to take his mind off everything. I looked at my wife and nodded. She immediately jumped on his lap and told him “You need to relax, maybe these will take your mind off everything.” She took off her shirt and shoved her 36DD tits in his face. He looked at me in a panic and i told him to enjoy her. Read more »

I fucked a random nerd in public after a party and let him cum inside me!!! [FM]

I was really reckless in college, and I was out on a walk on the road beside campus one night after striking out at a party. I was tipsy but was looking for some weed, trying to text my dealer when I noticed a guy hanging out in a bus shelter, reeking of weed.

I opened my coat, revealing my see through top and short skirt, and went over to say hi. He looked surprised to see me, and I looked at him in the dim light – he was kind of tall, white, very overweight with a scraggly beard and a ponytail, your typical �neckbeard� type who introduced himself as Nick. I went to a technical university so he was your typical male student. I told him about my bad luck and that I was looking for some weed and some fun. Read more »

I [19F]just lost my virginity to my friend [31M] [FM]

Even at 18 My parents were strict . I could barely go anywhere or do anything without their approval . I would masturbate and take nudes and that would be about it .

My 19th birthday came around and I was just over it. My freedom was much more important, I will no longer live in a place of controlling people that felt entitled to my life . I started to do what I want when I wanted .
I met this man on Instagram he couldn’t believe I was only 19 but whatever .

He and I would FaceTime everyday, Sometimes we would visit eachother,
he would take me places and we would chill. He and I became very close, I told him everything he’s like my best friend, yes I even told him that I was a virgin .

A few nights ago, went to his place not to mention that him and I had already had the conversation of us having sex . When I got there we were just watching a movie and talking with eachother . I felt his hands go up my thighs and I looked at him like “oh really this what were about to do ? “ in my head I was thinking “damn I’m scared , I hope he likes my body . What am I expecting ?” Read more »

I [F] hooked up with a lawyer [M] a few years back and it was the best fuck i had [MF]

I hooked up with people in the past. That was a fact. But the numbers wouldn’t reach my other hand, since I was also scared of having my identity discovered. But, a girl’s gotta do what a girl’s gotta do, especially if she wants a dick.

Because of stress from grad school, I knew I wanted to hook up with people, but I didn’t want to hook up with people who knew me or with people who were in the same field. So, what I did was I went on Omegle.

There was this tag that people used if they wanted someone from the same uni.

Lo and behold, I found someone. He was hot. The pictures he sent were very flattering photos of him and his abs. At that time, I felt like it was a bonus because it wasn’t easy to find someone hot randomly.

So, we went to another social media app and started talking. We met up once, but we never knew each other’s name because we wanted to keep our identities a secret from each other. Read more »

That time my co-worker needed dick during a shift. [MF]

*Here’s one from my service industry days. How I miss them! As usual, it’s probably a bit long-winded, but 100% true.*

The Wednesday night closing shift at (insert generic American chain restaurant here) started as usual: me running late.

As I rushed in the front door of the restaurant at 4:12pm or so, I noticed my friend (we’ll call her Angela) standing just next to the host stand smiling at me.

Angela was a short, petite brunette with a pixie cut, pale skin and somewhat of an alt-girl look. Small gauges adorned her ears and an eyebrow piercing sat just above her left eye. Not usually the type of girl I would have been into.. but her forward flirting, slim frame, tight ass and small breasts spoke to me on a primal level. I wanted her, but I didn’t know whether she felt the same so I had been playing it cool.

As she opened her mouth to speak, I held up my hand. “I know, I know!”

“You’re late!”, she said with a smirk spreading across her lips.

“Fuck you! You’re not the boss of me!”, I retorted as I slid past her, headed for the back line to beg the manager for forgiveness. Read more »

The time I [32M] lost my Creampie Virginity to a Hot Cougar [47F] [MF]

I wanted to share my first time with one of my best sexual partners – my past FWB Lisa, a hot corporate cougar.

I want to start off the story with the pickup, date, and then sex. But if you are anxious to read the goodie part about sex, you can skip to the part where is says **”The Sex”**.

**The Failed Pickup**

For a few months, I had to take the train to work. It was a long commute that lasted one hour. So I often had a book with me to read. I had to make a transfer to take the route to work.

One such Friday, I distinctively remember it was a December. I boarded the train. It was early in the morning, just before 8am. The train wasn’t packed, but there were no seats. I didn’t mind standing by the doors to read my book.

As I was reading my book, I noticed a pair of hot legs across me. My eyes naturally and immediately went there. A woman was wearing a skirt, and I could see part of her shiny white thighs. Read more »