Tag: Girlfriend

Exhibitionist. I had sex on a nude Beach at High noon in front of everyone. I

This took place on a nude Beach in California many years ago and I still think about how hot and heavy it was to see all the perverts swarm around as I put my dick inside my girlfriend in the middle of the beach during the height of the day.

It was a plan of mine to push the envelope and see just how far my older girlfriend would let me go as I wanted to fuck her as all the perverts flocked around with their cock’s in their hands as I got the opportunity to thrill a sexy blonde woman right in front of everyone.

I was pounding her missionary position and I had two male friends with us and they were the first perverts to run out of the ocean water to get a view of me digging into that mature pussy and before I could get heated up I had a group of desperate bastards all over me and my girlfriend and she enjoying the experience but not the fact that my two friends were groping her and the other guys were jacking off right over she and I and all I could do was keep pulling myself in and out of her now wet pussy as the group of guys grew larger. Read more »

Stretching out a seasonal mami’s [F] tube dress

Autumn was a hot mess. We met on tinder. She’d dropped into town from Nashville for the weekend on business—maybe a convention. After basic preliminaries we agreed to meet that afternoon, a Saturday.

Her figure matched the photos. About 5’3, long dark hair, and large dark eyes, 25. A tawny complexion that rounded out an ethnically ambiguous look. Maybe Latina, or possibly darker upland Southeast Asian. I never found out. She was thicker than my typical preference, but, you know, variety is the spice of life. Sometimes it’s good to grab a fatter ass.

She was open and easy, not what I’d expected from an accountant. The conversation flowed without the need for any alcohol. I felt like I was getting a window into all kinds of things beyond my life: southern lifeways (she’d grown up in Tennessee) sorority culture, and so on.

While we finished the first drink, I heard about her frustrated Friday. She’d tried to bait a work colleague also in town into a hookup. That he had a serious girlfriend only made it better for her. She’d gotten him drunk and feeling her up, but when they went to her hotel room morals struck and he wouldn’t go further than groping. He’d been texting her all day and she was thinking about how else to enjoy her weekend. Read more »

[MM] [Group] Catching up on my debauchery in grad school.

Back when I was 24 or 25, I was in a new city in Texas at a large university in a high pressure, short program. It was a meat grinder in the business school. Get in, get recruited, and get out. I moved there single, and knew I was most likely not going to stay in the city after I graduated.

I wasn’t interested in drinking at bars and getting struck out week after week. I didn’t have much experience, didn’t want to date. I just wanted something other than my hand for release.

This was in the day when craigslist still had personal ads. And one was always catching my eye. A gloryhole with a cardboard booth, right in the door. Every once in a while, the ad would mention two hungry mouths ready to service cocks. In a rare, blue moon event, there would be three.

Two mouths, three mouths. More than I had ever had. I kept thinking about it. Watching gloryhole porn. I’m straight but…a mouth is a mouth right?

So, I messaged one day. A Friday night. I lived where all the students, frats, and sororities lived in old and new buildings, all cheaply built and expensive to rent. Read more »

I [M] came on my best friends face [F] while masturbating next to each other

So in [part 1](https://www.reddit.com/r/gonewildstories/comments/l1hn92/cheating_on_my_girlfriend_with_my_longtime_best/?utm_medium=android_app&utm_source=share) I talked about our backstory and how we ended up fucking when I came to visit her.

After fucking once we decided it’s wrong and we shouldn’t do it again even though we both enjoyed it a lot.

So the next day comes around and later in the evening we start talking about the day before and we both get horny again but decide not to fuck, but I reminded her of something we’ve talked about a lot of the things we wanted to try together and that’s masturbating next to each other and watching the other get themselves off. So we decide to do that and fulfill that fantasy that night.

Because of the talking we did before my dick was already hard so I take off my pants with no hesitation and my cock springs out and I slowly start stroking it while her eyes are locked onto it.
It was so hot to have her sit next to me just watching me stroke it slowly.
After a few minutes she takes off her leggings and her panties as well and starts feeling how wet she is with her fingers before taking out her vibrator from the nightstand.
She turns it on and puts it on her clit and instantly starts moaning and throwing her head back, soon after she starts looking at me and my dick again and she didn’t stop looking unless she rolled her eyes back into her head. Read more »

Journal #1: [MM] The time I (18M) got more than I bargained for with a random man (M30’s) from Craigslist personals. Long and hot story from when I was in college.

I have always been a very sexual person. Coming up, I had done a lot of solo sexual exploration, this led me to discovering tons of fantasies, fetishes and kinks in my head, but living at home, I never really had an outlet for them. Throughout high school I had the same girlfriend and we had a great sex life, basically humped like rabbits, but it was always pretty standard sex and at the time I was pretty ashamed of the abstract sexual thoughts I had concocted in my head and never broached the subject with her. One of the biggest ones was loving to wear women’s clothing, make up, shoes – which I later found was called Cross Dressing. For me Cross Dressing wasn’t really inherently sexual, but it was a way for me to transform from a boy to a girl, the thought of which just made me happy (more to come on this in another story).

Fast forward to college. I move into the dorms with my new roommate, who was openly gay, we’ll call him Dan. We were pretty close (just as friends) and soon made friends with several people from our floor, we’d all go out together, eat together, study together you name it, we were close. Read more »

(W)himpers and (M)oans from the hotel room. (Sister story/Part 2)

I stare out of the hotel window, across the gray city skyline. My hand mindlessly toys with my half hard cock as I squint into the distance. I am having trouble focusing on anything knowing that she will be here in just a few short minutes. My heart skips a beat remembering back to the first time we met at a hotel…our first in person date had been a long weekend spent tangled up in hotel bed sheets, and each other. I waited for her then, just as I wait for her now. Every red car that passes gets my hopes up a little. 

 God, the chemistry we have is amazing. I ride the train back and forth to her once a month because I can’t get enough of how she makes me feel. How she makes my cock feel. How she slowly yet enthusiastically runs her tongue up and down the length of my shaft. My cock always looks so big in her hands. She always assures me that my dick really is big, but I am still not used to it. Maybe I’ll make her choke on it just to make sure she’s telling the truth… Read more »

I [M] became a free use for my gf and roommate

Most of the time I would expect people to think of free use in respect to the women but recently this completely flipped for me. Scroll a little bit for the action below instead of backstory

A bit of backstory

Since the beginning of the pandemic I have been living with my girlfriend and her roommate in a decent sized flat as i took the year off from college and did not want to live with my parents. Anyways we have all gotten pretty comfortable with each other , though nothing was really sexual besides what I had with my girlfriend. It was not until about a month or two ago where her female roommate , call her Jen , became interested with our sexual relationship and wanted to be involved somehow. Now my girlfriend is really into submissive and kinky shit so I thought this could possibly turn her roommate off. But instead it lead to a really long conversation of sex and shit and everyone was getting really horny though nothing happened for a while . It wasn’t until around the time of the super bow where this sort of conversation was brought up again . Around this time my girlfriend and I made a bet ( and my roommate betted on the side of my gf) that if my team the chiefs were to lose I would become free use for a week , which wasn’t too hard as the job I picked up was virtual so I would be home all day. If the buccaneers were to lose my girlfriend and roommate would be free use instead for whatever week we wanted. Read more »

[MFF] They called it “Torture Time”, it was anything but torture

I was so inexperienced at the time that the thought of being with two girls at once had never even crossed my mind. It was the early 90s and a much more innocent time before the invention internet porn. I was still jerking off to the lingerie catalog from Sears or a playboy when I was lucky enough to get my hands on one. I was so happy one girl was willing to have sex with me and I wasn’t sure anyone else ever would again.

It was the summer after we graduated high school and my girlfriend Emma (name changed) had decided to take our relationship to the next level and we had sex for the first time the night after graduation and the following weeks consisted of having sex all day while her parents were at work. It was that exciting kind of sex where everything is new and awkward. You’re exploring and learning and you never really get to have that feeling again. All these years later I still look back on that fondly. Read more »

I [M] got hand jobs from two different girls an hour apart

Was spending a Saturday night with my girlfriend a bunch of years ago when i was 23, the usual stuff you do when you’re in a relationship. We were lying in bed when one thing led to another and we started fooling around and I ate her pussy and made her cum. She then summoned me to straddle her while she was lying on her back and stroked my cock while I played with her big tits. Wasn’t long before I was shooting ropes over her tits. She then got dressed and took off home.

Meanwhile, this girl I’d been fucking on the side all year was out celebrating her birthday. She sent me a text saying she was ready to go home and needed a ride home. So I got dressed again and headed to pick her up. Got to her house and she leans over and grabs my cock in the front seat, gets me hard and strokes my cock and rubs my asshole while I squeeze her tits. Just as I’m about to cum, she leans in and wanks me into her mouth.

Red lingerie unleashes something in me [Mf]

So I’m male and a senior in college, this happened last year with my now girlfriend. The girl in question, let’s call her Rachel, is about 5’10, has dark brown hair going down to the bottom of her shoulder blades, dark amber eyes, perky C cup breasts, and a round ass that will be etched into my brain for the rest of my life.

Backstory:

Rachel and I had gone to the same high school, we knew of each other but never really talked until our junior year music theory class. She’s a theater girl and a hell of a singer, I’m a tenor saxophonist trying to make it seem like I know what I’m doing.

Anyway, it’s a really small class so we all get to know each other pretty quickly. Rachel and I actually hit it off but it’s another month and one obvious hand on my leg for me to ask her out.

We go on a few dates and while it wasn’t exactly a Hollywood movie, we had a good time and had done some minor make out stuff, though nothing sexual yet. Read more »