Busting my(M28) way out of the friendzone (F27)

I have always been fairly successful when it comes to women. Not by any means of being more attractive than anyone else. I am 5’8, I have blonde hair, a tan from working the beach, and an average size dick, 7 inches and a full hand around. Where I shined was being charismatic, and able to read people. Years of working as a bartender will teach you some things.

There was one woman though. As soon as I met her, I knew she was my type. Problem was she seemed to be every other guys type as well. Her name was Katie. She was a fellow bartender at another bar in our little tourist town. One I happend to go too after my shifts at my own bar. She was exquisite. 5’4 with extremely long blonde hair that fell to her ass. Her body was incredible. She spent years cheerleading, and after school she got into surfing and rock climbing. Her boobs were small but perfect for her fit frame, her butt was tight and shaped to perfection! She had the eye of every guy that saw her, and she knew it. I saw this immediately and decided that being just another run of the mill local guy that got drunk and hit on her wouldn’t be the way to go.

Ex gets her pussy eaten for a ride.

Me: Car broke down again. Ex on the way to give me a ride.
Wife: [ Picture of best bud and his hotwife sitting on our couch and her tits peaking out]

Ex pulls up and I get in.We take off and I slip my right hand down her black leggings. She picks her ass up and I slide them halfway down her hamstring. I find her clit with my tongue, leaning over the center. My right middle and ring finger find her g-spot. The car comes to a jerk into a driveway as I make her cum and dribble squirt. I bring her to peak and my cock throbs. We take off again. My phone dings right before we pull up to the house. Peck kiss and I exit the car.

Holiday hook-up [FM]

Group holidays are my worst nightmare.

First off, you’re forced to socialise with them starting from flight check-in to baggage claim coming back. I love my friends, but that is way too much time to spend together. Secondly, you have to stay in the same hotel as them, or worse, the same house. Lastly, there’s always group activities and an itinerary to stick to, which I don’t mind for a day or two, but I love having time on my own to explore a new place and get into some trouble.

One of these trips, however, landed me in more trouble than I could ever get into alone.

The eight of us had gone away to celebrate Liam and David’s engagement. I sprung for a suite far from the rest of the group, hoping to enjoy some peace and quiet. The first two days were a blur of sailing, diving, and partying, but on the third night I tapped out early. I’d slipped my number to our gorgeous diving instructor earlier that day and was hoping to have some fun. I had just sent him some suggestive photos of my tan lines, and was settling into my glorious jacuzzi when the doorbell rang. Hastily wrapping a robe around myself, I opened the door to find Josh, who launched into a rant about a fight he’d gotten into with Hannah.

Rave Girl [MF]

***All characters in this story are 18 years of age or older***

It’s always an adventure when my business trip meetings get canceled after I’ve already traveled. I find ways to fill the time until my return flight, and my distractions have become increasingly enjoyable lately. My most recent trip involved a rave, which I had never been to before, and a dance with an incredibly sexy girl named Rose.

A coworker who had visited this city knew about a spot where they occasionally threw massive raves. He told me that one was happening the night I was in town. Having learned to love trying new things, I decided to check it out.

I had no idea what I was supposed to wear to something like this, so I asked my coworker. He said whatever’s most comfortable. He also advised me not to wear underwear. I thought that was strange, but I took his advice. I wore a pair of thin black sweatpants and a white t-shirt. Some comfy shoes and I was ready for adventure.

My now ex took a boys virginity on his prom night while I watched [MFM] (LONG)

So my exwife Anna was a checker at a small grocery store and she was super close with all of her co-workers. There was one girl named Samantha that I was always hopeful there was a possible threesome with. She looked similar to Anna but a little bigger in the ass and Sam had bigger boobs. It was my fantasy to sleep with Samantha and Anna together, but I never let Anna know this.

Anna and I had had sex with others including other couples and another male. We were open to swinging and there was now issue. Because she was nice to everyone she was a bit popular with all of her coworkers. One of her coworkers was really in love with her. His name is Daniel and he was just 18. He turned 18 three weeks earlier, and was a bit awkward. Anna was nice to him because he was a good kid. I actually liked him as well because he was super nice and respectful. We invited him over for WWF events and he was super chill.

The Massage Goddess – Jane (FF) (Sensual) (Spiritual)

Name: Jane
Age: 34 years old
Race: white
Occupation: Office Administrator
Marital Status: Divorced
Children: 1
Service Requested: Massage and Bodywork
Problem Areas: Shoulders, hips, calves
Other notes: Stressed, need to relax

It’s a snowy April afternoon in the Rockies. The sun is bright, and the snow sticks to the evergreens. I pull up to the modern, rustic minimal. It’s built on a slope, giving the effect of blending into the scenery. I take a final nervous breath, then walk up to my destination. “Full Circle Bodywork and Energy Healing,” the sign above the door reads, in a white, flowy, zen-like script.

I walk in and my eyes immediately rest. I hadn’t realized how bright the sun and snow were outside. The place is covered in earth tones, from the walls, to tapestries hanging, to the displays of artwork. It smells like a divine concoction of natural oils, though none are distinct enough to name. It’s dimly lit with amber colored lamps. The space looks textured with all kinds of materials. A figure then appears through bamboo drapery.

“Hello, you must be Jane,” the figure says. Her voice is soft and comforting. It has a sweetness to it that puts me instantly at ease.

Co-worker(F24) changes my(M28) mindabout what great sex is!!!

Long time reader, first time poster. I was dared by a friend to write stories of some of my exploits over the years and I figured I would give it a shot. Plenty of stories to tell if this goes well. Obviously names and other details will be changed to protect identities.

So I am from a little beach town with a huge tourism industry. I have worked in that industry since I was fifteen years old in some way or fashion. In this particular story I was working as a bartender at a local restaurant. I had been working at this restaurant for about a year and a half at the time of this story.

How I [M] fucked my coworker [F] on her last day of work before she went back to Africa.

Currently in the middle of writing a much longer story [[Part 1]](https://www.reddit.com/r/gonewildstories/comments/usonhr/how_reddit_led_me_m_to_a_wild_threesome_with_two/?utm_source=share&utm_medium=ios_app&utm_name=iossmf), but in the meantime I’d like to share a short story of when I was an administrative assistant back in college.

I was working alongside my beautiful friend from Nigeria, Deja. Deja was on a student visa that was set to expire at the end of month, meaning she’d have to go back to Nigeria, where I’d unfortunately never see her again.

We had gotten pretty close. We worked together for about two years in a room not bigger than a walk in closet. We’d often have to rub shoulders or scooch over to get in and out of the room.

Deja was light-skinned and very curvy, everywhere. Thick plump lips that she’d run red lipstick all over every day, enormous tits that took up her whole upper half, and a surprisingly small ass that could only be called “cute.” She had a thick African accent.

She was a bit older than me; I was 20, she was somewhere between 28-29. She loved hearing my adventures of young, college love and said it reminded her of her days in Nigeria. I don’t think we ever considered it flirting, it was purely friendship. Until our last day together.

Even sweatpants can be sexy [M/f] [spanking]

He entered the room and saw her laying there, face down on the bed, scrolling on her phone. She was wearing a worn out pair of sweatpants and a tank top. It wasn’t exactly the sexiest outfit, but something about the way she was subtly bouncing her hips on the bed gave him all the confidence he needed.

He sat down next to her and motioned to his lap. She gave him a coy look and then moved slowly and deliberately to straddle his waist. He took a moment to drink it all in. Her face nestled between her arms, her ass raised high in the air, the heat of her body against his, he could already feel his dick getting hard. He caressed her ass over her clothes and then began to spank her, lightly at first, warming her body to the sensations. With each swat, she let out a cute little moan of pleasure. Bit by bit he increased the force of his blows, periodically pausing to rub her ass lovingly and help the sting die down before starting again in earnest. Sensing she was warmed up and ready he abruptly pulled off her sweats, throwing them across the room. He looked down at her huge ass, which was now protected only by a pair of faded green panties that were so old and ragged that they had holes near the elastic waistband.

Even sweatpants can be sexy [M/f] [spanking]

He entered the room and saw her laying there, face down on the bed, scrolling on her phone. She was wearing a worn out pair of sweatpants and a tank top. It wasn’t exactly the sexiest outfit, but something about the way she was subtly bouncing her hips on the bed gave him all the confidence he needed.

He sat down next to her and motioned to his lap. She gave him a coy look and then moved slowly and deliberately to straddle his waist. He took a moment to drink it all in. Her face nestled between her arms, her ass raised high in the air, the heat of her body against his, he could already feel his dick getting hard. He caressed her ass over her clothes and then began to spank her, lightly at first, warming her body to the sensations. With each swat, she let out a cute little moan of pleasure. Bit by bit he increased the force of his blows, periodically pausing to rub her ass lovingly and help the sting die down before starting again in earnest. Sensing she was warmed up and ready he abruptly pulled off her sweats, throwing them across the room. He looked down at her huge ass, which was now protected only by a pair of faded green panties that were so old and ragged that they had holes near the elastic waistband.