Category: gonewildstories

How a Three-Month Breakup Made Me a Cuckold [MF] [from /r/cuckoldstories] [long] [consensual cuckold/hotwife] [minor foot fetish]

This happened a long time ago, but I think it’s a great story that I could see turning into a multi-part if there’s enough interest.

I started dating my girlfriend, Chloe, in senior year of high school. Looking back, it’s almost funny remembering how certain all our teachers were that we would end up together. We were both the well-behaved, good student, high ACT score types and they always thought we’d make a good couple. I can’t imagine what they’d say if they knew about this side of our relationship.

The first several months of our relationship were very non-sexual due to my devoutly religious upbringing, but shortly before we went off to college we lost our virginities to each other. After that, we were like rabbits, fucking whenever we could, wherever we could, as much as we could. And the sex wasn’t just frequent, we were also very quick to explore the kinkier side of sex. Bondage, sex toys, public sex, and more quickly became part of our regular cycles. I took an early liking to femdom style sex, which makes more sense now, and quickly realized that I had a rampaging foot fetish that Chloe was all too happy to indulge. Read more »

22[F] I think I’m getting the gay fucked outta me with a dick!

Hey! First of all I was lesbian through out HS and have been FtM trans or gender neutral in college. I wear loose jeans and t shirts, two compression bras, and spanks to flatten me out. I’m a 34E cup with a sizable ass. I’ve always tried to hide my curves. I’ve only dated women, and done a good deal of fucking with girls. Toys, strap on, oral. Never taken or even seen a dick IRL. Read more »

[FM] An ugly duckling’s first college fuck

The day when an ugly duckling leaves her hometown is one of the most important moments of her life, and even more so when she has spent the last few months discovering that she’s an even bigger freak than she thought. Like most girls with access to the internet, glasses, and a few curves making her anxious, I had spent a long time getting myself off and dreaming about what the real thing would be like. Greg was a nice way to confirm my suspicions: I wanted it every day if I could get it, and on the days when I couldn’t, I would basically end up getting off once or twice just to keep from going crazy.

But there was a lot to unpack with Greg. When he wasn’t on top of me or texting me I resented him and I hated the way he reacted with surprise whenever I did something dirty with him. Why wasn’t it enough for him to just be having sex with me? Why did our history matter?

I gotta admit, it definitely made it hotter. Read more »

I [F] posted provocative nudes on reddit to spite a girl who was rude to me because her boyfriend found my reddit account

To start:
1) Sorry if this is not allowed in this sub. For the first time I told this story in the another confession sub and figured I’d share it here also.

2) This is obviously a throwaway account and the original account in the story below has since been deleted due to creepy internet people. Read more »

[FFM] Hi, first post! This is a quick run through of the first time we fucked our gf. I wrote this on the fly a while back because I thought it was funny but I started telling more stories in better detail afterwards because every weekend is wild ? plz be gentle I’m soft

Just for clarity, babygirl is 90lbs of pure submissive, I’m 100lbs of switch (dom with girls, sub with men), and my dude is 190lbs of tattooed Daddy gym beef. She just wants to be broken, punished, degraded, “used like a human toilet”, and all that jazz. Everything is enthusiastically consensual with safety being our number one priority. Here’s the copy/paste of the story with a minor * edit for a kink just to make sure I’m not breaking any rules ?

—–

Our girlfriend is coming over tonight and we’re gonna do karaoke and fuck with some blacklight body paints. I’m also going to have her drink Daddy’s **** out of my pussy, but that’s beside the point ?
Here’s my story ?

She was over last weekend and we were absolutely demolishing the poor girl. This part was after a few hours of more gentle stuff so we could all get on the same level. She’s on her back and I’m turning her inside out with my massive strap-on. Daddy is on the other end of her, holding her legs back so she has to take it all while he’s fucking her throat for, like, 30 seconds at a time, pulling out so she can get a breath, and going right back in. When he tries to give her a break, she just reaches back and pulls him right back in. I’ve never met a girl who’s as good at deepthroating as I am, so getting to watch a throat bulge like that for the first time is basically turning me feral. Read more »

That time that I [M then 29] slept with my older coworker [F then 39][MF]

S was this beautiful, tall, redheaded mother of 4 that was hired in another department of the company I work for. My role in the company puts me in the position of interacting a lot with other departments, especially S’. On her first day at work, she showed up in a simple black dress, that highlighted her slender figure, nicely proportioned breasts and butt. I immediately found her attractive, but soon found out she was married and didn’t do anything about it. In the year or so that followed, we became pretty close, venting about our conflicts with our respective significant others. Read more »

Back in Undergrad I [M] Got a Blowjob from a FWB [f] in the Bathroom While Volunteering

So back in the day I would volunteer at college on the weekends with a program that worked with under privileged middle school students access technology. The kids would come in for half a day to learn about computers, get lunch in the cafeteria and then head out. Not a bad resume builder.

My FWB, Vicki wanted in on the easy gig so I got her a spot as one of the volunteers. She was about 5’6″ brunette, with hair down past her shoulder. She was curvy and had the D cups to go with it. Outwardly she had a strong personality but behind closed doors she was submissive and eager to please.

In any case after a few weeks we got into the routine of stepping back while the kids worked and only answered questions when they asked. This left a lot of down time. On a particularly boring day Vicki was a bit more handy with me than usual. When no one was looking she would brush against me, making sure her hand or backside made contact with my crotch. And there was no doubt it was having an impact on my member. Read more »

I (f24) got fingered on a flight! Does this mean I get to join the mile high club? [MF]

I once went on holiday to Paris with my boyfriend at the time for Valentines day. We were lucky enough to have a nearly empty plane on our flight out. There was no one else seated in the rows directly around us. At first we enjoyed that simply for the pleasure of being able to stretch out and not have to worry about any annoying neighbours. But soon we thought up another advantage of having the area to ourselves…

After indulging in a few complimentary in-flight beverages, he and I began to snuggle up together under one of the blankets. The excitement for the beginning of our trip and the romantic atmosphere of heading off to Paris for Valentines, soon had us kissing passionately. His lips brushing against mine and his tongue darting in to my mouth.

I felt his hand reach around my waist and grasp my hip, pulling me in closer to him. With our bodies now pressed together the kissing began heating up. Then I felt his other hand, under the blanket, firmly press against my crotch. I was wearing a pair of leggings – nice and comfortable for travelling – and his fingers were now pushing at the material, stretching it as he began to rub in to my clit. I let out a soft little moan and pushed by hips back in to him encouragingly. Read more »

I[M] hire a prostitute and she turns out to be a girl[F] i knew back in school(pt2)

Hi guys, for you that dont know i’ve already made a post about this same girl here, and most of the people i talked about told they would like to read a sequel. Well, here am i to write it now (dont forget to check it out the original post if you didnt read it already).

Its been weeks since i booked her for the first time, and after that day we started to talk almost daily basis to catch up facts of our lifes now and just chat cause we always got along since we first knew. I talked her i was very inclined to book her again and she agreed on that easily, but asked me to tell no one that knows her about this new job she chose. Sounded a very fair deal.

A bit more than a week ago i got back to the building where she attends, knocked in the same door and there she was again, but this time she was waiting me with a black lingerie already, and got A LOT more attitude that in the first date. Read more »

[FM] First hookup after the breakup is with a Nurse, and I learn that cumming isn’t the end goal.. the actual goal is to fuck her and not cum.

My first post is here: [How I turned my ex into a free use cumslut…](https://www.reddit.com/r/gonewildstories/comments/m6zv4a/mf_how_i_m35_turned_my_ex_f26_into_a_free_use/)

Breakups are traumatizing – we’ve all know how it goes. By now, I’ve decided to install Tinder and start meeting people…

The first person I match with is this 5’2″, 100lbs, fit little Nurse who lives like 5 minutes from me. We had matched and started talking back and forth. I had been trying to figure out quickly how to navigate hookups vs relationships on Tinder, and a lot of people I had matched with “said” they were looking for a relationship, etc…

Ok so I decided – what question can I ask to figure out if a girl is looking for a hookup…. and the answer?

“So, are you looking for a relationship or an adventure?”

Over time, I come to realize that anyone who says anything other than “relationship” is open to hooking up.

“Adventure?”

It’s on.

Now, I’m still talking to my ex, and Halloween is fast approaching. I decide to go to the local bar with some friends for Halloween and to my surprised, my ex is there. Looking sexy in a devils outfit, I say hi, buy her a drink, and stay on the other side of the bar. I don’t want her around, and I don’t think she wants me around either. Read more »