Category: gonewildstories

[M]y [F]irst experience of a squirt.

As I have been asked for more then I’ll try my best to tell some of my stand out experiences. Again, this happened a number of years ago, so I will remember as much as I can.

As a reminder, I am 6’1″ tall and at the time of this experience I was about 13st 7lbs (similar to my current weight), I was also clean shaven at the time, which was important to her as she absolutely hated facial hair, she would hate my current beard.

This time I had been single for a few months and had met Miss A and there was obvious flirting and chemistry almost from the first moment we met. Miss A was about 5’5″ tall with slightly curly red hair that flowed just below her shoulder height, she was not a slim model size but she had a good body, nice breasts maybe a B/C cup and although her waist was only a little bit narrower than her hips she had what I would describe as a nice element of toning to her body, she exercised regularly and was quite fit and had strong legs. Read more »

[MF] First post. My first 2 dates with Natalie. (Long)

Long time reader and first time writer, so apologies if I have atrocious formatting etc. There will be plenty of lead up, so if you want to skip to the more steamy aspects head on down to the asterisks.

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I have been friends with Natalie for about 7 years, we used to work together at a coffee shop. I still remember the first time I saw her and thought she was quite possibly the most beautiful woman I’d ever seen. She is about 5’4″, has incredible olive skin, dark brown hair, phenomenal big green eyes (that are straight out of a Disney film), an insane body and a derriere that doesn’t even know how to spell the word quit. The problematic thing was, at the time, I was in a long term relationship. We always had a bit of a spark and a bit of a connection. At work it was always friendly and quite flirtatious, but she was also in a relationship so I thought it was innocent.

So we fast-forward through till recently, we hadn’t seen each other in about a year. We bumped into each other at the cinema. Turns out that she’s been single for a couple of months and I had been single for a while. After chatting for a bit I asked her out and she said yes. Read more »

This One Was On Her. [M][F]

I finally got married. Thanks.

So day of the rehearsal dinner my place was an absolute mad house. We had people coming and going dropping off and picking up things for the upcoming wedding. After I got home from a long day of running errands and setting up decorations I decided to take a long hot shower.

There was still about 5 hours before I even needed to be ready but being that sweaty was starting to feel gross. I walked into our master bedroom, got naked and threw myself on the bed to relax a bit. Don’t tell my bride I wasn’t in full wedding mode. I needed a break.

I took my shower and dried as normal and laid out my outfit for the upcoming dinner. I was standing in front of my wardrobe when BAM the door to the bedroom burst open and in comes Jessica (one of the brides maids) She didn’t even hesitate for a second.

She came barreling into the room and said “Hey Designhero444 I need you to… OMG WHY ARE YOU NAKED!”

I barley tried to cover with my hands since nothing was around me except my clothes on a hanger. “WHOA! Don’t you knock?!” was all I said. Read more »

Batter Up-Part 2, Press Box Fun [MF]

[Part 1 ](https://www.reddit.com/r/gonewildstories/comments/cqfc7p/batter_up_mf/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

So when I last left off with Annie, we had just had some very unexpected, but great sex. We stayed in touch the rest of that summer. No more hookups, but we saw each other at work pretty often and flirted quite a bit. After that summer we gradually lost touch a bit. We were both away at school in different states so it was tough. She got real serious with a guy and was destined to marry him.

Five years go by and I am back from school and so is she. I am back spending some time at the ballpark. This time, however, as a member of the board of directors. It sound much more important than it really was. I was basically just volunteering up there to pad my resume.

One night I was working there and I noticed Annie was on the schedule to umpire a few games. I was so happy to be able to see her. For one, working as the board member on duty could be terribly boring and also, I was glad to be able to see my old friend. We chatted for a bit in between games but both of us had to stay on task. Read more »

[FM] Ebony forced to orgasm in ways I hadn’t before

Sunday night I got ready for what I thought was going to be a normal date. If you have checked out my other posts, typically I date white and older, mostly married. This was our fourth date and his name is Will and I am guessing he is around 40 or so. Our last date was fun and we definitely connect. This time he took it further and told me EXACTLY what to wear. Not an unusual request and I like to make my men happy so I did as he said.

I am pretty busty (username definitely checks out) and he told me to wear a pink semi-corsettish type bra that I wore on our second date, with lacier white boyshort panties, a certain pair of jeans that he liked on me, (faded, light blue with some funky white blotches and tight) and a button down blouse. He and I meet up for our dates he is not ready to be seen around my apartment and certainly doesn’t want me to go to his place (he is married). Read more »

[MF] Edged to hell and back

Last Friday I closed a big deal and brought home a bottle of champagne to celebrate. Kids were put to bed, bottle popped, and we hit the couch.

After the first glass my wife went to the kitchen for a refill. When she came back she was only in her bra & panties holding the bottle and glasses. She simply said “Want to finish in bed?”

We got naked quick and she had my lay back on the bed. She rubbed her tits in my face, stroked my cock, said some kinds words, and then slowly kissed her way to my cock. First she just kissed it, then took the head in her mouth, then finally a full head bob.

After 10 seconds of a blow job she came up, grabbed her glass, handed me mine, and just sat between my legs. One hand was on my cock and stroked it so slowly while she sipped. She talked, sipped, and would lean over to take my cock in her mouth. I could feel the bubbles of the champagne on my dick. Read more »

[M]y latest HOTWI[F]E experience…

This happened a couple of months ago and I wasn’t able to post a SUCCESS STORY on u/hotwife since the couple didn’t want their identity out there, and you need verification to post there. I get it, as soon as I tag them in that story they would be inundated by other guys hoping to have the same experience.

I was contacted by the husband since I was going to be in a city nearby theirs. They said she had seen several of my posts, and liked the way I looked, and was curious as mine would be the biggest cock she’d ever had (I’m not HUGE, just above average or big, depending on your past experiences). The husband and I chatted on kik, and he explained what they were looking for. Just sex. Nothing too over the top, nothing cuckold, just him watching as she enjoyed a hot new dick.

We chatted several times over the next month before I arrived in town. I told them what hotel I was staying at, and what time I would be available. That evening we met for a beer at a bar around the corner from the hotel. Read more »

My Bossy Bitch [MF]

My wife and I have been married for 10+ years.
Both of us were very experienced sexually prior to meeting and we have had a great sex life.
She is beautiful woman, curvy, great ass, beautiful large breasts and dark hair – stunning to look at really.

She happens to be a dominant personality in life and in the sack so I have nicknamed her my Bossy Bitch when we are alone having fun.

When we first started dating we had the “can’t get enough sex phase” – which has only scaled down slightly by the way however I will tell you the story of how she got the Bossy Bitch nickname.

One night we were out with her friends at the local bar, both of us got a good buzz going and we were leaving in the cab to go back to her place.

We get in the cab and cabbie spoke no English and was on the phone when he picked us up. Read more »

[FM] AdDICKted to my bffs dad…

So this will be a short one because… This is the first time posting here.

It started about 8 years ago when I first got in bed with my bffs dad. He is married with 3 kids, one of them is my bff.
He always kinda knew I was into him. He played it cool but always let me know that he was aware.

One day he invites me over to their place to watch a game (we always watched some games together… so it was nothing special really). This time, it was special. He was alone at home. He KNEW he could have me any way he wanted… I was melting everytime his hands brushed any part of my body.

That day he played his cards right. And ever since… I love his cock.

Dating App Cougs: A Miami Night with a Shy Cougar from Brazil [MF]

This happened a few years ago, but I recently found we had each other on Facebook and tried to reconnect. It spurred some memories, most of which are NSFW and I’ll enjoy sharing them below.

I was in my 20s, had just moved to a major northern city, and was very cold and lonely at the time. Most Tinder dates were really off and girls my age seemed to care too much about things I didn’t care too much for. So I was excited to learn that my family was staying in Miami for the holidays. After buying my ticket, I changed my dating app location and started doing some early recon, but I capped the lower age range at 35.

The match was simple and straightforward. No pointless text game. I’d pick her up that Wednesday night for some drinks at Wynwood. Sounds trivial, but that was already a sign of good chemistry for me. Read more »