Category: gonewildstories

[MM] Going To Pursue Something New And Super Nervous

I don’t want to drag this out too much, I’m just dying to get it out. I have been staring about some of my recent experiences here, and too be honest they have only mad me more curious. I don’t want to wait to experiment with my female and male partner in a few weeks. Instead I have decides to look for a guy to goof around with who is local. My neighbor is a college freshman 18 or 19 by the looks of him. I talk to him in the hall sometimes. I know he has roommates, but I get the sense they aren’t super close or wrapped up in each others lives.

I’m thinking about inviting him over (I have his phone number), and trying to make something happen. Nothing too extreme, basically just things that I have already tried in the company of my male and female partners. A jerk buddy would be great, but if it goes well I might see if he wants to try rubbing our cocks together, or some other experimental thing.

I’m not sure exactly how I will approach this yet, and I’m nervous! This is a lot for a mostly hetero guy! If you want to hear more, or have any suggestions, please don’t hesitate to PM!

[M]y wild encounter with an older work colleague [F]

Many years ago now, I was at a work party. It was drinks at a bar for someone who was leaving. I was a quiet, kinda shy 18 year old who hadn’t worked there long and didn’t really know everyone that well. My self confidence was pretty low, and I’d only ever been with 1 girl at the time. A little later in the night, myself and some others heard someone throwing up in the toilets and went to investigate. I was standing back while the others cared for the poor kid. The next thing I know, someone has grabbed my face and is making out with me behind everyone’s backs. Before I could even respond, she was gone.

This woman, well she was in her late 30’s/early 40’s I imagine, and she was a little drunk. She was also the stereotypical milf. Blonde hair, blue eyes, tight body and big tits. She didn’t say much to me after that kiss, but her husband (yes, he was there) was very drunk, and very loudly arguing with her. I was pretty drunk at that stage too, and she came up to me and said, “do you need a lift?” So without thinking, I said sure, and we left the party – without the husband. Read more »

I [M] had a passionate hookup with a someone [F] I met off the internet (with a little twist)

I met Samantha on the internet over a mutual interest. We had been chatting for a few months but she lived in a different country so it was difficult to act on anything, until I had booked a holiday over to her neck of the woods. I told her I would be visiting her city and she seemed excited at the prospect of meeting. I flicked through a few photos of her on Twitter and was amazed – but more on that later.

So on a gloomy Tuesday afternoon, we met for lunch. Now meeting someone from the internet is always nerve-wracking, and I was hoping I wasn’t going to be catfished. However, all of my worries went away when she walked in. Samantha stood tall at 6’0 with heels. She had long blonde hair, blue eyes and bee-stung lips. She was wearing a yellow dress that hugged her curves – she looked incredible. I went over to greet her, and after exchanging pleasantries, we had our meal (and a couple of drinks). Samantha and I were having a great time. We hit it off. Eventually, the conversation became very flirty and to my surprise, she invited me back to her apartment. We walked through the door and as it shut Samantha pushed me up against the wall and kissed me deeply. Read more »

[M]ine and my girl[F]riends bathroom fun with a packed house

For a bit of backstory. We’re in our early 20’s. We live with my family. I’m 6’1, medium build, with a pretty nice dick (well, I like to think so anyway). My girlfriend is 5’5, petite, A cup boobs and an amazingly hairy bush. I’m into being open sexually and have had quite a bit of experience where my girlfriend hasn’t has a whole lot and is bit worried to try new things (relevant to the story).

My girlfriend loves to help me when I jerk off. She plays with my balls, twists and sucks on my nipples and lets me play with her boobs. We always do it in our bedroom, at night but she’s always worried about someone walking in on us so we usually wait until everyone is asleep. Until one amazing night.

She randomly said that we should do it in the bathroom because no one will walk in on us in there. Now, I loved the idea immediately and was all for it and definitely wasn’t expecting to hear her suggest it so I was ready to go straight away. She was a bit taken back by my eagerness but went with the flow. She helped me “warm up” in the bedroom a bit before taking it to the bathroom. Read more »

Eating out my [F] best friend [F] in her pool

This happened about two years ago in the summer when my friend and I were both 18 and it never fails to get me off when I think about it so I figured I’d share :) Obviously the dialogue isn’t word for word but it was pretty memorable so I think I got the gist of it. Enjoy!

I’ve known my friend (I’ll call her Ally for the sake of the story) since freshman year of high school when she transferred in. She’s slightly tall (maybe 5’6), blonde, long legs, tan skin with freckles, green eyes, just a really beautiful girl. She was kinda shy when we first met but we got really close over the years. She was the first person I told when I came out as bisexual. I basically lived at her house in the summer since she had a pool and her parents were never home so we just did whatever we wanted all day.

This one particularly hot day, we were in the pool as usual and we were talking about what to expect in college since we were both leaving for school in a few weeks. We come from pretty religious, strict households so sex was not always something we felt comfortable talking about. As it got closer to school starting, however, we both were pretty excited about the idea of hooking up with people. Read more »

I went to a stranger’s hotel room because I wanted my ass fucked. [FM]

This is a continuation to my last story. I was procrastinating writing it, but thanks to some encouragement from u/calmilforniadreaming I have finally compiled my recollection and am excited to share it with all of the Reddit horndogs.

Only two days had passed since [my first hookup with Joseph](https://www.reddit.com/r/gonewildstories/comments/ea6j0o/fm_all_tied_up_in_a_strangers_hotel_room/?utm_source=share&utm_medium=web2x). His business trip in my city was coming to an end, so we made plans to have some more fun. He wanted to know what I had planned for us and whether I wanted to be tied up again. I told him he would just have to wait and find out what I had in store.

I showed up at his hotel room in the early evening. We asked each other about our days but didn’t dilly dally for too long before jumping onto the bed together. He lay down in his t-shirt and jeans and I climbed onto his lap. I straddled him, rocking my hips slowly. I was wearing a short floral dress and no panties. I looked into his eyes while grinding my bare pussy against him and could feel his cock become stiff beneath the dark blue denim. Read more »

[M]y [F]irst time having sex on the beach

(obligatory this happened a while ago)

We’d been dating for a few months when she invited me to join her on a tropical vacation. At first blush, it seemed idyllic: a villa on the beach, steps from the ocean. Sand between our toes, the stars at night…and her family. That’s right, this was a family vacation. A shared villa. What could be described, at best, as a semi-private bedroom, with her family next door, separated by a curtain. The capstone? Twin beds.

We were still in the having-sex-every-time-we-can phase, which made these accommodations extra hard. Early in the morning, she could get into my bed, or I hers, and we could kiss a little, but with her family on the other side of a thin, semi-transparent sheet of fabric, neither of us was prepared to go any further. By the third day of this, we were both dying. I felt like a teenager again, where a stiff breeze would get me hard, and I was afraid to wear anything too lose for fear of pitching a tent. Read more »

While my boyfriend was asleep I [F] jerked my boyfriends friend [M] off

After a party we were all on a pullout bed in my friends living room with my boyfriend passed out to my left and his friend who I thought was asleep on my right. I was scrolling through my phone when I realized he was poking me.

I put my phone down and we started talking for quite awhile while some music was still playing quietly in the background. While we were talking he had his hand resting in my hourglass curve I could tell he was slowly shifting towards me but I didnt mind it.

He then put his hand on my cheek and pulled himself right to my face and kissed me. After a few seconds contemplating it a kissed my boyfriends friend back and, we started to makeout. Slowly at first teasing each others tongues but not enough to create any large noises or movements.

He slid his hand from my cheek down to my top and slipped his hand under the top and began to play with my tits while we kissed. Slowly at first but gradually picked up the pace as he squeezed my perky tits and teased my sensitive nipples. Read more »

I [F] fucked my ex [M] after 6 years apart.

First post, it’s a little long, but I wanted to do the story justice. Hope you enjoy ?

Me and Ryan first got together when we were 18. I lost my virginity to him, and he lost his to me. We were together for about six months, but we lived a couple of hours away from each other on the train and as neither of us were in full-time work we decided it wasn’t going to work and we slowly fell out of touch over the years.

Flashback to earlier this year, around April. By this point me and Ryan had been split up around 5 and a half to 6 years, and we hadn’t had any form of contact whatsoever for the last 4. I’m not sure what made me do it, but I’d found myself thinking about him and wondering how he was getting on so I sent him a message on Instagram.

“Hey Ryan! Hope you don’t mind me messaging you, I know it’s been a while since we spoke but I just thought I’d check in and see how things were on your end. Would love to catch up sometime maybe? Hope you’re well. Zoey x” Read more »

[MF] Having rough sex with an Instagram model

This story is a follow up to the story about having sex last week with “Abby” the Instagram model from my class. You can go to my page and read the first story first for context. After the amazing encounter with Abby I went to her apartment last Saturday to “study”. No studying got done to say the least.

Saturday afternoon I was texting Abby and she seemed excited to have me over that night. Around 7PM I make the almost hour drive to Abbys apartment. I brought over a bottle of wine and said thanks for inviting me over. There was a ton of sexual tension in the room. Half way through our first glass of wine I set my glass aside and pick Abby up and set her in my lap. I feel up the inside of her thighs and her crotch is already warm. I kiss her slow and passionately and she returns by sticking her tongue down my throat. Our tongues dance around and we get up to go to her room. Read more »