First time anal (on a first date!) [MF]

I had a sexually explorative summer in 2019, and this is the first in a series of stories I’m going to write up, not in chronological order. Let me know what you think!

I matched with Liam on Feeld, and we instantly were messaging non-stop about what we like, sexually and non-sexually. After a few days, we meet up at a park, getting to know each other while sitting on a blanket having a drink.

We live in a large North American city. I am a 28 F, 5’2 a bit muscular and a bit curvy, with an hour-glass body. Liam was my age but 6’5 (!!) and skinny. We immediately hit it off. After sitting next to each other on the blanket and chatting for a while, the sun sets, and our hands started wandering. Eventually he leans over and kisses me. I live about a 15-minute walk from the park, so we decide to go to my place. Once we stand up, I realize how tall he is. I can easily put my arm around him and touch his butt :)

My [F] first FWB [M]

So since my last post, I have continued hooking up with M

I expressed to him how bad I am at foreplay (my ex never did any) so I have been trying my hand at it. M is amazing at it. We usually start out lying on the bed, hugging each other. Sometimes I will be on top of him. Then he starts to caress my back. Sometimes he does this pushing motion with the palm of his hand which feels like amazing like a massage. Other times he’ll brush his fingers lightly on my back that gives me the chills. His hands make his way down the small of my back to my ass. At this point we are usually kissing. I still suck at kissing and his kisses are very wet but I get so turned on. We’ve started experimenting with tongues.

[FM] You call, I crawl

English isn’t my first language, yada-yada, sorry this turned out so fucking long (really fucking long), yada-yada, sorry for formatting, yada-yada, please tell me how you liked in the comments and if I should continue, yada-yada.

It’s been a long summer. I broke up with my boyfriend right before it started and I try to keep myself busy at home. But I do feel lonely, especially on… those days. A couple of weeks before I’ll be going back to university I go out with my friends and to my surprise there I meet you. We haven’t talked in a year, since we graduated from school and moved out of our students flat, and we catch up. You’ll be moving to the city for university next month too. I tell you that I broke up with my boyfriend and something clicks, but nothing happens that night.

Daddy’s gift to babygirl, a unicorn. [Mff] [MfF] First threesome, rope bondage, toys, public sex and voueurism.. what a night and video ?

I met Darcy last summer when he was in town on business and he’s been a pretty special presence in my life ever since. Darcy and I bonded over our mutual creativity, love of the written word and kink. Darcy is a Dom but is just getting back into the world of bdsm after a long hiatus, and he has been more than happy to indulge our mutual fantasies. This story is one of those fantasies. http://imgur.com/a/AmfqHeO

The first time Darcy and I met, he had also been chatting with another local girl named Jordan. He never ended up meeting her after we hit it off so well, but I knew a little about her from the very beginning. Admittedly I was very intrigued by this woman who almost captured Darcy’s affections before I ever had the chance. I honestly hadn’t given much thought to Jordan outside that first weekend together with Darcy, that is until he came back to town a few weeks later.

[f]uck I keep trying to post this and keep getting shut down… [Solo]

I’m married and I love my husband. His cock is fantastic. I can’t wait to ride it later tonight and cum all over it.

But sometimes I think about what I’d do if I was single. Who I’d do.

I dated my high school boyfriend off and on, even after graduation, but we never fucked. He was religious, and I was shy in my own right. Not too shy of course. We touched in public places, under blankets. Hormones often got the best of us. I took photos of me touching myself. Wearing short skirts with no panties.

By the time we were grown and having sex with other people, we were no longer romantically involved. Although he tried, once. Asked point blank if we could see what sex was like with each other now that we both had experience. I turned him down and now I think about that often with regret. I should have said yes.

[F] Fucked a shy guy from Tinder

I started talking to this guy on tinder. He’s quite shy. Yesterday night was our third meet up. We planned to watch a movie in my room.

So, he came over around 9pm as planned. We started watching a movie in my bed and cuddling. I kept trying to get closer to him.

When we started the second movie, I was really intent on moving it along. I started kind of moving my hand along his thigh. He then started stroking my arm but pulled away after a bit.

Shortly after, I turned a bit on my side in the spooning position and he quickly followed suit. At this point I was like fuck it, so then I grabbed his hand and put it on my pussy (over my pants). He started rubbing me and touching and my tits and kissing my neck. He then put his hand inside my pants and went straight for my pussy, feeling how wet I was. He was teasing my like that by not putting his fingers in. So then I pressed my hand over his and forced his fingers inside me. He then finger fucked me and I came.

I lost my virginity to the Mario Party 5 minigame music. Normal stuff. [MF]

This is sadly (or amazingly?) a 100% true story. It goes from me being a naive lil buddy to me STILL being naive but just with a woman bouncing up and down on my ~lil buddy~. Wow that joke was forced. And yet, we persist.

So due to being religious early in life, I was still a virgin at 24, but I decided that I wanted to have sex. It has gotten pretty good reviews over the years and I really just wanted to be a part of the wider cultural conversation, ya know? But none of that was on my mind when I matched with “Becca”. She was very very cute in a ~hot librarian~ way with big round glasses and short hair that ended right above her shoulders. Her smile caused her face to squish up and I, frankly, am a sucker for that shit. But we matched and started talking and the conversation went to where almost all tinder conversations go: the artistic merits and cultural impact of specifically Mario Party 5. She eventually invited me over to play and I called my Uber.

I [M] college professor, fucked my [F] student. Part 3 (last part)

First part here: [https://www.reddit.com/r/gonewildstories/comments/f0gvab/i_m_college_professor_fucked_my_f_student_part_1/](https://www.reddit.com/r/gonewildstories/comments/f0gvab/i_m_college_professor_fucked_my_f_student_part_1/)

Second part here: [https://www.reddit.com/r/gonewildstories/comments/f0tjj1/i_m_college_professor_fucked_my_f_student_part_2/](https://www.reddit.com/r/gonewildstories/comments/f0tjj1/i_m_college_professor_fucked_my_f_student_part_2/)

There were a couple of hours between class and office hours. Usually I would grab a coffee at the campus coffee shop, but I was already keyed up enough that I went straight back to my office. I did my best to focus on the thousand stupid tasks that have to get done at the end of any semester, but I couldn’t and I kept getting hard. I rubbed myself a couple of times through my pants, but didn’t want to actually jerk off because I was afraid I’d cum.

I managed to make it to office hours, and of course there were way more students wanting to talk to me than usual.

Student: “What can I do to improve my grade in the class?”

Me: “You should have tried reading the readings and coming to class.”

Student: “Hey, I was just wondering when the final is.”

Me: “It’s on the syllabus and I JUST SPENT 5 MINUTES TALKING ABOUT IT NOT TWO HOURS AGO.”

It was almost enough to kill my hard-on. Almost.

My first time at an adult theater. [m] [m] [f]

This tale occurred about a decade ago. I was very horny, young, and just out of the military. I found an ad on a popular now defunct classified site for an adult theater, and having nothing better to do on a Saturday night, I decided to go.

I am not sure what I was expecting when I arrived, but it wasn’t much different in the lobby than your usual theater playing Hollywood films, sans the food and beverages.

There were four theaters available, and I just went into the first one. It was dark, very dark. Other than the glow from the screen, there was no light by which to even find a seat.

My eyes began to slowly adjust, and as they did, I could see groups of people huddled close, people standing in corners, and the occasional loner.

I was stunned when I noticed that the groups, mostly men, were all writhing and grasping and kneeling before one another. I noticed dicks out of pants, and pants around ankles. I heard the soft, wet sounds of sucking, and the sounds of pleasured moaning and groaning.

How I finally came inside my sister in law [MF]

Hello all!

Let me first give some quick background. My sister in law is in a sexually frustrating marriage. Her husband has been really sick, chemo, the rest and he can’t perform. They’re still strong but whenever she can hint to it, she’s wanting to get laid, and has revealed she’s very sexually adventurous because of it, including her past of liking anal, giving blow jobs at parties, etc. Basically dropping hints all the time that she’s ready again to get wild but is just stuck. She knows how we are as a couple and has expressed before that she’d love to party with us if my wife wasn’t her sister. Thankfully we didn’t have to cross into any weird territory for her to finally get some relief.

A few weeks ago they were all in town for a visit, their mom and even the husband, for a family gathering. During the party there was a bit of a ruckus and the SIL got very upset by some comments a distant family member made. In those comments she was very hurt and basically sobbing. My wife was busy with dinner and the sister was looking for a shoulder to cry on, and her husband was taking a nap from being sick (turns out he had some issues that later put him in the hospital). Because she was upset and had no where else to turn I was the shoulder for her to cry on.