That time I bought a sex toy with [M]y [F]emale boss

Long ago in another time and place, I worked nights in a crappy retail job. I say it was crappy, but in reality I enjoyed it. The work was easy. The hours were reasonable. I got along with my coworkers. And, I was the only male night shift employee.

I worked with the same couple of women, including my boss, for several months. We fell into a relaxed relationship and felt comfortable talking and teasing each other about practically any subject. Many of our conversations became sexual, though not overtly, about sex. We would dare each other to flash the others or talk about our sexual prowess or tease each other about how much they would enjoy having sex. Like I said, we had an easy and relaxed relationship.

My boss was an attractive woman only slightly older than I was at the time. I was mid-20’s. Michelle (not her real name) was around 30. She was tall, almost 6′ and had an athletic build. She didn’t go to the gym but had played sports throughout school and stayed active enough to stay in decent shape. Michelle had nice, smallish breasts that didn’t need, and frequently weren’t, to be constrained by a bra. Her ass, however, was awesome. These were the days before Kim Kardashian, so her ass wasn’t huge, but it filled out her tight fitting jeans very nicely. I always tried to sneak a peak when I thought I could get away with it (and sometimes when I knew I couldn’t).

[MFF] [MF] Summer Camp Part 6

(Links as usual, just [click here](https://www.reddit.com/r/gonewildstories/comments/8whh1v/group_summer_camp_part_5_take_2/?st=JJDOV2QO&sh=88855704) to get yourself back to the beginning)

That morning was rough. Between the poker night and showing off to everyone in that cabin who was the big dick, it sure as hell seemed like something would go down from that. But as I was getting dressed, I heard talk outside of the tent. I always wake up last, or pretend to sleep, so I leaned in closer without exposing myself to see it was Lindsay and two of the people in my campsite. I had to hear what they had to say, so I leaned in close.

Lindsay: “This is the campsite of A, correct?”

Friend 1: “Yes ma’am. He is still asleep, but we can wake him up.”

Lindsay: “No need. Someone just let him know that he needs to visit the boat launch after lunch.”

Friend 2: “Too late.”

Before I knew it, he had grabbed me by my t-shirt and yanked me onto the ground. I get up and punch him in the chest before putting my attention to Lindsay.

My [F]irst tinder experience turned sexual fast

((Warning, this story is pretty long but I hope you guys enjoy it))

I was sitting at home scrolling through Instagram when I had the sudden urge to just go on the tinder app and just start swiping. I was swiping for a good 10-15 minutes when I matched with this guy. He was a good looking guy, the typical Australian blonde hair blue eyes kind of look. At first I didn’t think that he was real cause he was kind of too handsome to be swiping right for me but he had his Instagram linked to his profile so I knew he was legit. I wasn’t about to start the conversation just because our age gap was a little bigger than I expected (I was 18 and he was 23) but I told myself just fuck it, maybe he won’t even reply.

[Mf] I met a girl on a hookup app who wanted to be dominated…

Give your daughter a boy’s name and she will absolutely end up a slut.

You might be thinking “that isn’t, true, I have a friend…”

Trust me. That friend is absolutely a dick bandit. She may keep it quiet, but that doesn’t make it true. No matter how explicit I get on Tinder, I know

I’ll match with every Jordan, Ryan, and Frankie on the app.

So it wasn’t a suprise when I matched up with Corey. My profile didn’t beat around the bush. I as opened to whatever happened, but first and foremost I

wanted to meet someone who was looking for a experience, DOMINANT man.

Corey was 18 years old and just six months out of high school. I was considerably older. She still lived with her parents and had a part time job while she

also attended school.

Within a few messages we’d moved off the app to direct communication. I ran her through my standard questions to find out what she was looking for and what

she was willing to do. I wanted to know why she was looking for a dom. It didn’t take much for her to tell me she wanted to be controlled. She wanted

A casual encounter. [MMF]

My roommates went out of town that weekend.

As I was selling weed at time time, I figured I could make more money during the weekend if I stayed in town as opposed to driving up to North Georgia for the three day weekend. It was a slow weekend.

I spent most of Saturday lounging around the condo. I walked my dog, took a walk down the private dock to smoke a joint, then finally poured myself a glass of wine and began to browse the internet.

Naturally, I hit up Craigslist first. I was feeling dangerous that night, why not see what was under the casual encounters section? The first ad I responded to was a couple in their 20’s who were looking to bring another man into the bedroom. Seeing as how they were closer to my age, unlike most of the people on casual encounters that evening, I promptly responded with a pic of my dick. No face. I didn’t trust them like that yet.

I waited. I poured myself another glass of wine. Red wine. I rummaged through the fridge. My roommates mother had been down the week before. Being a good Mormon lady, she had brought several homemade casserole’s for us to enjoy. I got myself a rather large portion and returned to the laptop.

19 [F] and I [M]eet in the middle of the night to tease each other. [Cheating]

So, first time posting but I wanted to share something that’s happened a couple of months ago and had been going on for quite a bit of time this past semester. I’m going to skip my background for this first post, maybe add some that is relevant in the next.

So I met this girl, let’s call her Karen. She is this beautiful red haired teenager about a year younger than me. She was just such a tease to look at. About 5’5 with long curly red hair, that falls all around her like a breathing fire. Her faces holds this adorable smile that catches the eye of any man. Her body is on another level, all the right curves in all the right places, her chest is massive and well proportioned to her thick ass and curviness. Her skin looks like sheet of glass so perfectly smooth it’s not even there. Her eyes are big and round staring right into your soul, deep into your heart, so deep that you can feel her there when she stares.

[MF] Fucking a barely legal tinder date in my car

So this was last August. I live in a college town, and because of that, there’s plenty of attractive young women who are interested in just having some fun.

……….

I match with Samantha as I get off work one day, and she is stunning. Not like in a super model sense, but just so fucking cute you want to kiss your phone when you see her pictures. She has the body of a ballet dancer. Very petite, boobs were probably a large B or small C cup.

I add her on Snapchat after I let her know I won’t just bombard her with pictures of my cock – to which she simply replied: “ :( “

We begin really talking and she skips straight past all the bullshit and says she has sexual needs that she would like met. She sends me these breathtaking nudes and I can’t believe how lucky I am. She’s a freshman at the university, and she just turned 18 in June or some shit.

[F] My slutty secret

I never thought I will write something like this on the internet. I have a regular Reddit account and I hardly ever browse NSFW subs. But I receive random PMs as I post to some dating subs and other subs where it is clear to the users that I am a girl. A guy with user name like PM_ME_yadayada suggested I should contribute to gonewild or the gwstories. I don’t want to show myself but I might have something to post here.

I was born to Indian immigrants and brought up in a fairly upscale suburb. When I was young I walked out into my balcony wearing a night gown without panties or a bra. It was warm and the way the air hit my private parts, I had a feeling of arousal I never had before. It was very different and nice. Although I never wore panties while sleeping, I rarely went out without them, not even to my balcony. But I started doing that some times after that day.

[F] I am an Instagram model as well as an escort

hey guys, so im pretty new to reddit and this will be my first personal post so be gentle ;)

Ive been modelling for a few years now from my late teens, but ive only been escorting for about a year and through insta for even less time, but ive gotten alot done ;)

Im generally hired for the rougher side of sex so a lot of bdsm type stuff which is great as i love it in my personal life.

I hope to answer as many questions as i can so ask away ;)

[20] [M]y [F]irst time fucking after two months [public] [long]

Long time lurker, first time poster. Hopefully you like it. (Also names and some details have been changed).

My girlfriend, Dina, had been abroad for two months on an internship and had just come back home. To celebrate, we decided to find a private spot at a beach and fuck (we both have pretty strict parents). To give you a description of us, she’s about 5’4″ with a thick ass and C cups, I’m about 5’9″ with a somewhat muscular build.

We go to the beach and start off on a picnic while we start planning our foray. As we eat and makeout and skip rocks and all that romantic shit, we realize it’s not private enough for our needs, and decide to head back to the car so I could finger her.

She’s wearing a dress but takes off her bottoms so I could have easier access to her pussy. Once she takes them off I can see how wet her throbbing pussy is and it makes me immediately hard. I start fingering her right there using the “come hither” motion (thanks Reddit). Dina starts moaning and enjoying my fingers as I’m playing with her clit, but it takes a while for her to cum since people keep walking by us in the parking lot.