[FM] The night I was fucked on an empty playground

This happened a few years ago in my last year of university. I had a boyfriend at the time who was the perfect combination of geeky and sexy. He was 21, had a great body, nice abs, toned arms… yet he looked like an intellectual with his glasses on and no one ever suspected he was such a beast in bed!

One evening we were walking home from class, it was already getting dark. He was teasing me all the way back, pulling me closer to him and caressing my ass and my thighs… We were getting close to my house where there was a playground that was always empty and dark. We decided to enter it and we started to make out. It didn’t take long for me to feel his huge boner on me and for our breathing to get very heavy. No one was around, so of course we had to get naughty…

The Sex Demon [MFM]

I’m not even sure how to start this one because it happened way too fast and even though it was about a week ago, I’m not really sure if I’ve processed the whole thing. I definitely know my best friend hasn’t. This is undoubtedly the wildest sexual experience I’ve ever had. And I already know that people won’t believe it because my best friend even said “If I told myself this happened, I wouldn’t believe me!”. But I digress, and I’ll tell this crazy story. As I’m writing, I’m realizing its getting long so I’ll make a marker so you can skip past the backstory if you want.

The Motivation (Workmates, pt 1) [MF] [oral]

My phone buzzed, and I picked it up. Steph’s name – as it had done hundreds of times over the last few days – appeared atop the WhatsApp notification to tell me I had a new message.

“Fuck this! Why can’t I stop thinking about him? I don’t give a fuck about him and yet he’s in my head every five minutes.”

Steph had been my work colleague for almost 10 years and, while we’d always gotten along, her going through a particularly messy breakup right now had suddenly brought us closer. I’d become the one in the office who she talked to when her emotions got the better of her. We talked by text every night and in the office kitchen every work day. She even came over for a drink the other night so we could discuss some stuff face to face. I was having my own issues, and we were dragging each other through, almost by the metaphorical hair at times.

The last two weeks had taken us from work colleagues to best friends. I did find her attractive – because she was – without really ever thinking about the possibility that things between us would go beyond friendship.

A Different Valentines (Hotwife, Swinger, MMMFM)

Happy Valentines Day

After being married for a while, I was looking to shake things up a bit for our 15th Valentine’s Day together. I decided to skip the usual. Restaurant and flowers. Instead I booked another reservation.

I had recently read up on an adults only luxury hotel a few towns over by the beach. It was far enough away that no one would know us and close enough for an overnight trip.

I had my husband meet me there after work. By the time he go there. I was ready. Blond wig, hot red body suit that purposely exposed my tight big ass and my tits. My make up was like a porn star. As I opened the hotel door, I looked like a sexed up Latina ready for the fuck of her life.

I undressed my husband as soon as he closed the door behind him. Pushed him in the shower and sucked his dick to get him going. I took him in full in my mouth and deep down to my throat. I sucked hard, and in a fast pace and until I felt the taste of hot cum in my mouth. I gulped every single bit of it.

[MF] Impromptu Tinder Hookup with a Petite Babe

*I have to get this down as soon as humanly possible, as my head is still spinning. For reference,* [I wrote my first story here](https://www.reddit.com/r/gonewildstories/comments/9a4u3h/mf_25_year_old_me_got_lucky_with_my_coworker/)*. To be clear, this literally happened seven hours ago, so my writing style is almost certainly going to be less refined than in my previous entry. My apologies; I still hope you’ll enjoy it all the same.*

*Also, I plan to write more about Thea and our absurd relationship, but this story is not about her. In short summary: We started as intense fuck buddies who unexpectedly fell in love. We’ve been together almost five years, and very quickly opened to the idea of non-monogamy. But that’s for another time. Regardless, we are both totally comfortable with sleeping with other people, as long as we are safe and not engaging in behavior that could in any way jeopardize or strain our relationship*.

***

Earlier this past evening, I had just arrived home from going on a 3 mile walk. I was waiting around for Thea to get off work: her career is in the medical field and she works second shift. Additionally, we only live like seven blocks away from her job, so I sometimes walk to meet her and then we return home holding hands the entire way while she tells me about her day. Romance has all sorts of different forms, but for me, these kinds of gestures are my favorite way to express my love for her.

[MT] A long story about a friend that I still think about from time to time.

This one is going to hit more in the feels for me. I still feel bad about how everything played out. This is probably more of a confession than a gonewildstory, but there are hot parts to this story if you read it all the way through. I was inspired recently to finally write this all out.

It was the late 90’s and early 2000’s in NJ. I was always with the punk and alternative cliche. I wasn’t really one of them truly, I floated from group to group like a feather in the breeze because I did sports, band, science clubs, commission art and had my own metal bands. I never really fit in anywhere or identified with anyone else strongly, so it made sense that the “friends” I spent the most time with were misfits. It was a strange time when you couldn’t make fun of homosexuals anymore, but people still really understand their place in society yet. Queer Eye For The Straight Guy hadn’t even come out yet. “Transexual” wasn’t even a term most people knew about. They were just “crossdressers” to most people. To Wong Foo, Rupaul, and Meshach Taylor from all those 80’s movies were the only exposure that most people had any experience with.

[F] Everything Was Going Normal when I Started Dating a Single Doctor…Up Until I Met His Hot Son

**I’ve posted several stories about my sexual awakening in my late 30s. Links below if you enjoyed this one!**

Sam’s body hovered over mine. I was on my back in his big, king bed. The room was lit by candles.

We were both completely undressed. My legs were spread wide for him to enter me.

He was handsome and rugged with silver hair and a square jaw. He had a toned body and a broad, muscular chest.

I had my arm wrapped around his neck. He fucked with precise, slow rhythm. It was like he was giving me a massage. The pleasure started like a small fire deep inside me. And with each repetitive thrust he fanned the flames. He never lost control. He didn’t alter the pace. He just kept going in and out. In and out. In and out. Causing me to moan softly. And the feeling inside me to intensify. Until finally I was right at the brink. And then I tossed my head back, moaned his name, and climaxed.

He changed the angle just a little bit. He closed his eyes. He seemed to focus intently. And then I felt his cock spasm. And I knew he was filling up the condom he had on.

One Ruins, One revives [MF]

My favorite kind of bar is an empty one, and 19Hundred20 is almost always dead. It gets an older crowd in the evening, and drunk bachelorette parties at night, but noon til five is all mine, usually. A bad breakup brought me back home, tail tucked between my legs, and Nan the bartender poured me one on the house. I watched the swirling dust in the light coming through the windows, and felt clear-headed for the first time in weeks. I had sworn off romance completely; since Madeleine, pretty girls looked more like landmines, or plague carriers.

So when the door swung open and she took the stool next to mine, I acted like she didn’t even exist.

“Hey man, I’m having a shitty day, can I have a smoke?” I pushed the pack over, set my lighter beside it, and kept my eyes on the flatscreen.

“Thanks,” she said when she came back in, returning my lighter. I grunted in acknowledgement. We sat there silently for a while, and I could feel her eyes on me.

“Hey are you alright?” she asked.

“Just fine.”

“Am I bothering you?”

[MF] When I threw a party.

So, first a little background:
I’ve never been a popular guy, never had friends in my class and am quite the nerd. I had a girlfriend, but that ended when I had to move from Finland to Sweden for my dad’s job. In my new school I made some good friends, got nicknamed ‘Topi’, and invited my new friends over from my birthday.

Now. Since I’ve never had much friends before, this was the first year I gave a party for my birthday. Everything started well, and at around 20:30 most of us were a little tipsy. At some point one of my buddies disappeared with his girlfriend, and came back half an hour later, proudly showing off his used condom.

“Jonathan lost his virginity!”

Everyone cheered, I gave him a celebratory wodka sunrise and on Johnathan’s Helan går we all took a shot with him.
Of course I was happy for him, but it also made me think of my ex and how I missed the sex. Basically, I was jealous.

Road trip [MF]

Meeting parents of your significant other is always nerve wracking, but for him I knew his anxiety was running high as we got in the car preparing to get on the road. It’s different meeting the parents when you know you’ve found your person. You’ve got to make the best impression possible. He decided to drive so he could focus on the road and not the impending introduction. I knew I had to come prepared, be at the very top of my game. I had to keep him happy and satisfied, keep his anxiety at bay. I even brought surprises for him.

The drive is a few hours, so I waited until we were about an hour in and on a stretch of highway that was a bit less traveled. That’s when I pulled out the bottle of wine I had stashed in my bag and he immediately knew what I was up to. I popped out the cork and drank straight from the bottle. Then I pulled out the collar next. He had gotten me one as a presentation of ownership. I normally let him decide when it is worn, but me willingly putting it on is my complete sign of submission. He knows I’m there for him. To give him whatever he needs and I already see him grow beneath his jeans. The bulge is hard and obvious. That only sets me off more. I clip the leash to the collar and allow him to wrap the excess around his right fist.