Category: gonewildstories

My First Time [FM]

This is an old story. I’ve been having sex for 27 years now, which is longer than many of you have even been alive! Something I read here recently, though, made me remember the story of my first time.

I have always been sexual.

Seriously, I have masturbated to orgasm for as long as I can remember. I was like 4 or 5 when I start having memories of my parents telling me to stop “playing with myself.” Eventually, I figured out that this is something that I shouldn’t do around the parents. I tried to wank in bed, but I shared a bed with my sister, and she got pissed about me “shaking the bed.” There just wasn’t a lot of privacy, so I had to get creative.

I discovered my dad’s porn stash when I was, oh, 7? Hustler, Playboy, and the Longarm books, which were basically erotica written for men, with all the smuttiness and crudeness that entails.

Flash forward to 17. Read more »

MILF twice my age rocked my world! [MF]

This is a true story from a few years ago. I’ve thought back recently to what I would consider a memorable and sex life-changing experience. I’d never been with a older woman before (or since, I suppose) who’d been as sexually confident and assertive. I’ve felt encouraged by a lot of Redditors sharing great content, so I chose to share one of my own experiences.

Disclaimers: Names changed for obvious reasons. Additionally, readers can skip to the marked foreplay and sex parts below, as this is a fairly long story.

Your cast: Me: ‘D’ 26YO at the time, athletic white guy, about six feet tall. Her: ‘Kari’ about 50YO, white, petite and athletic/muscular, sandy blonde hair and about 5’5’ (with A/B-cup breasts).

It started at a local bar. I’d just gotten off a long week of work and was simply intending to eat dinner and head home for some needed rest. As I was finishing my beer for the night, an older woman and her friend sat down beside me.

I did an awkward and probably very obvious attempt to pretend like I wasn’t checking her out. She had a wonderful sundress and heels and I was really drawn to her sleek shoulders and toned, tanned legs. Read more »

Wine party ? [f]

I was at my mom’s place over the weekend and her friend was over to have a wine night, they both know I’m Bi and have always been very supportive :). After a few bottles my mom fell asleep on the couch. I was talking with her friend in another room and she mentioned how she regretted never being with a woman before ?. She’s gorgeous, in her mid 40’s and got divorced a few years ago.

We talked about my experiences for a little while and she was getting flirty. I didn’t think anything of it until she put her hand on my thigh ?….I was gonna stop her because she was drunk but by that time the wine was doing the talking ??. She slid her hand up my leg to my stomach and started playing with my breasts ? I was getting so turned on. I moved her hand away and climbed on top of her and we made out for a bit…her hands exploring my body. I thought it was gonna stop there but she grabbed my hand and asked me to show her my room. Now I was totally in ?. I led her to my room and she threw me on the bed, omg it was so hot ?? I’ve never been with a woman more than a few years older Read more »

Four Days of Eating Out – Day 1 [MF]

A few months ago my girlfriend and I went on a roadtrip. The night before we left, after we had pilled everything by the front door, we poured ourselves a drink. The shot glass I had given her a couple years earlier was covered in little green aliens fucking in various positions.

“You know, this is the only one we’ve never done” I said, pointing at two aliens facefucking.

“I don’t know about that one, maybe” she replied.

We sat on the couch to cuddle and watch TV. She was anxious about the drive and too busy nuzzling me to really watch the show. Part way through the show she looks up at me.

“I’m not really looking forward to four days of eating out, with no home-cooked meals” she said.

“I’ll give you four days of eating out you’ll enjoy” I said winking.

She kissed my cheek and went back to watching the show, but I always feel the need to kiss her back after she kisses my cheek, so I leaned over and gave her a big kiss. We immediately started making out and feeling each other up. Our clothes came off qickly, and – after we were naked – I leaned her back against the arm of the couch and positioned myself between her legs to eat her out. Read more »

My [MF] ex and I used to find men from Craigslist to share her

Ages are from when this happened. I was 25, she was 24.

My ex had a massive sexual appetite and was not afraid to show it. I found her honesty and eagerness to indulge to be incredibly sexy. Couple this with the fact that I find jealousy very sexy, and you get some pretty fun times!
I loved to make her feel like a sexual goddess, and she loved to be treated like a slut. We decided to indulge and she would spend a few days finding guys she liked on Craigslist. I would buy her some new lingerie, usually all black, and reserve a hotel room for the weekend, and then she would tell her picks from the week where to meet us.

We always tried to have all the guys arrive at the same time but some were too shy. Usually she preferred older married guys. The kind that are just dying to fuck a hot young slut just one more time. She was really something to see. Black heels, black stockings, a black lace thong, no bra, pierced nipples and a pierced clit. She had a perfect ass, perky c-cup tits, and lots of confidence. All of this made them more agreeable to not use condoms and cum in her pussy?. Risky? Yeah, but we were generally young and reckless. This was all about the thrill. Read more »

Christmas came early, I came 4 times [FM]

Many of you have asked, so here it is. Sorry it took so long.

I hooked up with Will around Thanksgiving. We spent much of the time over December texting and skyping. we made plans to split the cost of an air bnb around Christmas.

He was there when I arrived. I had on a light jacket, a tight sweater, a red skirt, black leggings. And a Santa hat.

“I thought you were Jewish,” he teased after we hugged.

“They didn’t card me when they sold me the hat.” I teased sliding off my coat and turning around to kiss him. “Now, you. Pants off. I don’t want to waste any time, we only have the place for the night.”

“Not until you ask nicely,” he teased back, grabbing my hips, and then my ass as we kissed again. I grabbed him where I was most interested, in the moment. “I’ll show you nice,” I said biting my lip. He pushed me back on the bed and I quickly took off my sweater. He walked toward me slowly, uncharacteristically cocky, undressing as he did.

He was in his briefs when he stood infront of me. “Did you miss my cock” I he teased. Read more »

[MODPOST] February 2020 Contest

[Some information on the Monthly Story Challenge.](https://www.reddit.com/r/gonewildstories/comments/d0ni0f/modpost_monthly_theme_contest/)

Congrats to u/BigBewbsJew for winning January’s 2020’s Best Blowjob theme. The winning post is stickied and can be found [here](https://www.reddit.com/r/gonewildstories/comments/ej1btr/the_boy_next_door_20_m_grew_up_and_matched_with/).

**February 2020: Workplace Fun**

Tell us the story when you had some fun at your workplace. Describe your workplace environment (casual, formal, Uber driver?) first. Then tell us what happened. Did you throw all your desk top items off? Sneaked away in a stairwell? Find a quiet place somewhere? Be vivid, detailed, paint a picture so readers can picture it for themselves!

The contest will run from 2/1/20 and will end on 2/22/20. We’ll announce the winner shortly thereafter. So start writing! Remember proper formatting (please no walls of text) and grammar go a long way to telling a good story.

[FM] Getting her Pregnant

My husband and I co-wrote this story. This is mainly told from his perspective, but he thinks I’m a better writer and asked me to help edit and add some details. I hope you enjoy.

We were married for about two years when we moved from the city to the suburbs. We bought a nice house together that had 3 bedrooms and 2.5 baths. We had always talked about having kids. I pretty much knew the moment I met my wife I wanted to marry her and have a family with her we were just waiting for it to be the right time. We were living in the house for about four months when we were laying in bed watching tv. My wife muted the tv and turned to me and told me she was ready to start trying for a baby. She wasn’t going to start her birth control on Sunday. She also grabbed my cock and told me she wants it to be fun not stressful and it will happen when it happens. Read more »

2nd meeting with Ben [FM]

I have a few more stories I want to share but thought I’d follow on from my last one with how things continued with Ben. This was a couple of years ago and I don’t remember every detail but I’ll include the important stuff. After meeting him Ben messaged me to say I’d been very naughty and had left him with some scratches and had have to be careful or his girlfriend would find out. He said something along the lines of I was going to have to pay for doing that. It was only a few days later we arranged to meet again, in town and he was to pick me up in his car.
He was on time and I hopped in his SUV. I dressed in jeans and a crop top but with an oversized jacket and scarf. High heels of. Ben was wearing suit pants and a shirt, cant remember the color.
We drive to a supermarket car park, in fact I’ve been there many times with him since but I wont say exactly which one. We parked away from the store. He immediately leaned over and we kissed. Kissed for ages getting more and more passionate. When he pulled away he said I was going to have to pay the price for scratching him last time and we winked and had a wicked grin. I’ve seen that grin so many times since ;)
I said what’s the price? He said I was going to suck him and swallow every drop of his cum. I remember him saying it very matter of factly and with a lot of confidence. Well I kinda knew this is exactly what he wanted as he kept going on about it when we chatted. I has already decided I was going to anyway but I didnt tell him this, I protested and said we would see. I leaned over and rubbed his trousers he was hard and huge. I managed to free it from his trousers, leaned right over and started to lick and kiss the end of his dick like it was a lollipop Then I started to suck him with my wet mouth. He had one hand in my jacket and up my crop top, playing with my boobs over my bra. At this point or maybe a couple of minutes later, Ben held my head from behind and started pumping his cock in my mouth, easing up a little when I gagged. He didnt last long, he came so hard I couldn’t keep up with my swallowing. I got most of it but of course some escaped. We had a little giggle and he told me he loved using my mouth and that he hoped I didnt mind as he intends on using my mouth like that whenever he needs to! I remember thinking he was a cheeky so and so but i secretly found the whole thing very hot. He asked how he was going to sort me out and whether we should climb in the back. I declined and told him next time. He dropped me off in town. This scenario where I just let him use my mouth has happened so many times since plus others where we have fucked non stop for hours. More of that later!

My ex was a cuck who loved being humiliated. [FM]

My ex was the personification of the misandryfetish snd cuckold subs. He loved being dominated, belittled and borderline abused by the woman in his life. Before you make any assumptions, he didn’t have a traumatic childhood, didn’t have self esteem issues. He was a pretty regular guy. Humiliation just turned him on like nobody’s business.

I was more than willing to accommodate his needs. His dick was smaller than average and he loved when I derided it. I would tell him everyday just how pathetic and pitiful it was. How he couldn’t possibly please a woman with it. He was also shorter than me. I’m 5’8″ , he was 5’6″. I always wore heels when we went out, so the height difference was even more noticeable. This turned him on too. He said it made his little prick hard when other people could tell that he was my bitch.

In the morning, he’d get up before me and make breakfast. I ate at the table, while he ate on the floor next to the table, just as a bitch should. He also washed me in the shower and put my shoes on my feet. Read more »