Category: gonewildstories

Tales from a virtual domme [FM]

I have a very fun online playmate I met on Reddit. Let’s call him “Jake.” Although we enjoy more vanilla playtime, Jake and I are also both switches, so we also enjoy dom(me)/sub play, depending on our moods.

I’ve been helping him bring his subby side to the surface more lately. Since we’re completely virtual, we find fun tasks for each other to complete before we’re allowed to cum. That brings us to the other day…

I had been allowing him to edge over the course of several days, but I wouldn’t let him cum. I would have him send me a video of him bringing his pleasure to the edge, only to have him abruptly stop. Seeing him wince afterward made me wet.

However, he ended up cumming—but not for me. I knew he had to be punished for it. As a result, I gave him a few tasks that I hoped would take him even more out of his comfort zone.

I had him shave all of his pubic hair off for me. It was my cock and balls after all, and he needed to remember that. Next, he plugged his asshole for me for an entire hour. I knew he was going to be a perfect little fucktoy for me. Read more »

Bottomless mimosa made this girl [24F] wanted to be a little spontaneous [FM]

Last weekend I had some spontaneous fun at my Sunday brunch, and I can’t resist myself anymore, I need to tell someone about it. So here we go.

I didn’t do anything too crazy, but it all started with my girlfriends and I, we went to our Sunday brunch, and of course, bottomless mimosa is the must for any Sunday brunch. And naturally, after 4 full glasses of mimosa, I started to feel myself a little bit. I can’t help it when this cute blonde waiter looks like he could take care of me after his shift ;) And I can’t help but notice that he keeps looking at my breasts every time he came back to refill our mimosa. Just FYI, I didn’t wear anything too slutty, it was just a long jumpsuit, but it definitely pronounced my front assets quite well. So, in my mind, I was like “Is that what you like? You can keep looking at them. Do you want to see more? It made me so hot when boys really think about my body that way hehe. But of course, I didn’t have the courage to ask his numbers or asking him in general, but I needed something. So I went to the bathroom and snapped three of my “f” buddies little fun pictures, showing what’s under of my jumpsuit, and asked if they want to take care of me. Read more »

The time I [32M] went on a weekend road trip with a hot cougar [47F] [MF]

I am back with some more adventures of the fun times I had with Lisa. The [last story](https://www.reddit.com/r/gonewildstories/comments/n22z3k/the_time_i_32m_lost_my_creampie_virginity_to_a/) I shared how she was my first creampie.

This story happened a few weeks later. Lisa messaged me to check how I was doing. She said she is planning a solo road trip to a nearby lake 2 hours north of our city. And asked me if I wanted to join. I was excited for sure. How can I turn down the opportunity? I immediately replied “*yes”.*

She said she was going to rent a car, and we can switch driving on the way. Then we will book a room once we get there. We agreed to meet outside a mall — she would pick me up and then we would head to our adventure.

This was my first time I’ve been on a road trip with a woman. Most of my past sexual adventures happened in my bedroom. So I was excited to try new things.

On Saturday, I packed a small bag and headed to the mall where we were supposed to meet. I got there 20 minutes early. I wanted to get some condoms,lubes and mints, and I did. Read more »

The time I [M] hooked up with a hot wife [F] while her husband watched

*This is absolutely a true story, but names have been changed to protect the slutty. *

This happened about ten years ago. My cousin, who was more like my sister growing up, was having the fairytale wedding of her dreams in Walt Disney World in Florida. Because it was a destination wedding, and because Disney is so pricey, it was a small affair, as far as most weddings go. Just close family and friends.

Me, being the giant kid that am (even though I was in my late-twenties at the time), decided to take advantage of the location and fly down a week early to live it up in the parks before the wedding itself.

It was supposed to be a surprise for my girlfriend at the time, but two weeks before we were set to go, we had a little disagreement. I preferred she not secretly be sleeping with her ex when she said she was working late. She disagreed.

I cared more about the lying than the cheating, to be honest, but either way, two weeks later I found myself alone on a bus full of families from the Orlando airport to a moderate-priced Disney hotel.
The only people on the bus without screaming, rambunctious kids was myself and the couple sitting across the aisle from me. Read more »

Getting My First Facial From My Friend�s Dad!! [FM]

This was when I was 20. Hope memories like this are allowed.

I always had a crush on my friend�s dad, not a big fat noticeable one or anything. Maybe a better way of putting it would be I was always attracted to him. He was a very fit and charming guy, worked as a personal trainer alongside a little real estate thing with his wife. He had a nice dad look, salt and pepper hair, blue eyes, big smile. Always had dad jokes.

Then seemingly out of nowhere one year, he and his wife got divorced. I won�t go into why since it isn�t important, but it wasn�t because of adultery or anything.

This divorce absolutely crushed him. When I would go over their house and he would be around, he�d just be sulking around, still making jokes and forcing a smile, but you could tell he was dying inside. It made me feel bad for him, and I really wanted to make him feel better. So in my pretty immature teenager mind, I thought, hey, I should fuck him. Maybe it�ll give him some confidence. Really I was probably just horny, but eh. Read more »

I was a scared black guy who fucked a petite rich white girl at her dad’s house [MF]

This happened with a girl I have know for a while. I hooked up with her bunches but never at her house. I knew she had money but she never acted like it. Super chill and fun girl to hang with and fuck. Plus I have a thing for petite girls and her 100lb 5 foot athletic body was a big enticement.

Last year I drove a few hours over more weekends than I could count to get with her. We would have hotel sex over a few days, I’d wear her out and then drive home.

During one visit she said maybe we could hang at her house since her dad and his woman were going to be gone. I didn’t think much of it at first and just said yeah sure.

The time came and I went to her house. Huge place with a boat dock on an inlet, pool, hot tub, huge kitchen and den and a bunch of bedrooms. 2 million dollar house according to Zillow. Shit was nice. Read more »

Almost a couple swap… sadly nothing came of it [MF]

***This story doesn’t end in sex, but it came very, very close.***

My FWB, Penny, and I had been trying to meet another couple for a few months. It was surprisingly difficult to find people we considered attractive and who were interested in the type of full-swap situation we were. One day, however, we connected with a couple that lived about an hour north of us in the boondocks.

The wife was gorgeous. Probably Latina or Native American mixed with something. Large breasts, great smile, killer curvy body. The husband looked athletic, jacked, bald-headed and bearded. We talked a few times on AdultFriendFinder, switched to emails between us as couples, and eventually all four of us talked on the phone a few times. We shared nude photos with each other and regular photos of us in our normal lives and the connection seemed really strong.

The other couple were brand new to this and had never tried anything before. Penny and I had done a few things with a few other people, but never a couple so we were the experienced onces in the situation. The wife and I hit it off great and started to text, sext, flirt, and talk on the phone all the time. Penny and the husband not as much, but there was still some effort there. Read more »

When me and my roommate decided to focus on sex for a year. Also, we fucked [FF]

This story is very big for me, also it’s probably going to be quite long. If you’ve been following my stories, you might know what you need to know about me up to this point, if not: my name is Julia, I live in Rio de Janeiro. Nowadays I am 25 years old, and bisexual. Also, I don’t normally describe myself anymore, I show you [how I look](https://i.imgur.com/OasuV1V.png) instead (special story demands special photo, so boobs out).

The story I am going to tell happened with my (now ex) roommate Fernanda. She is the first one (besides me, of course) in my stories that I am actually sharing the real name, because she actually knows about my posts here and read them, and she knows I am writing this one. In fact, I am also not describing her, because she asked me to [show her](https://i.imgur.com/z9kamub.png) as well. Fernanda is 24 years old nowadays, she would say she is mostly straight, as the only girl she has ever had anything with is me. Read more »

Hooking up at the eye doctors clinic [FM] Part 2, with Screenshots

Read part one if you want the back story

Skip to *** if you only want the sex part

Screenshots of our recent text convo included

So Monday rolled around again, and I was very eager to go in to work.
Tommy and I did a good job keeping things professional in front of our coworkers and patients (or so we thought), but we’d sneak off to the back rooms to kiss and make out every chance we got.

We started off pretty innocent, a kiss here, a slip of tongue there. By Wednesday he was slipping fingering me under the desk in front of patients. Feel how wet I was, pull his hand out from under the table, and bring it to his nose and mouth. All while maintaining a professional conversation with the patients. It drove me wild.

Friday came around again, and all the games from that week had made me extremely frustrated. One of our tasks after closing the doors was to clean, including the optometrists office. We would dim the lights and clean before sitting down to chat, so I was doing just that. Read more »

Squirters are the best [MF]

I started talking to this really cute girl that is my perfect type. She has an amazing ass, great tits, and the best personality to match. I went and met her at her house where we hung out for a little while before getting dinner. After dinner we were a little tipsy so we headed back to her place.

When we got to her place she went to her room and layed on her bed. She looked up at me and just smiled. I got closer and started to kiss her. Our first kiss I guess you could say. We started making out and she was squirming a lot. I started to kiss down her body and remove her cloths as I did. Shirt and bra were off, I was moving to her pants. I love a girl I’m sexy underwear so I usually take the pants off and admire them for a little.

As I took her underwear off I noticed that she was wet. And not like any kind of wet I’ve seen from a girl before. She was soaking through her underwear. I removed them and started to eat her out. It was so sexy the way she moaned and squirmed as I ate her. I started fingering her as I ate her and she was moving more and more. Read more »