The Fortunate Coincident [MFF]

I just realized this subreddit exists… Been holding onto a few of these for a while now.

I would say this is my first threesome, but really it is the first one that doesn’t break the rules of this site…

This happened when I was 18 years old. I had been casually dating a beautiful blond girl named Julia for a couple of months. I say casual because there was never anything making us official and really we barely did anything that resembled more than friends. We kissed a few times, but that was much less than I was used to at that time. Even the conversation was stale. Really, in hindsight I should have ended it and moved on, but then I wouldn’t have this wonderful story.

Like I was saying, I was on the fence about ending things with Julia. She was such a sweet girl that I was really having trouble following through on that. That was until I met Jessica.

Turning a [M]arried woman for the [F]irst time [X-post r/truebigdickstories]

Background I went to a career fair awhile back and bouncing around from booth to booth, I ran into a beautiful redhead who was noticeably older than me, but still would drop jaws in any bar she walked into. She was about 5’6 and my guess would be 115-120 lbs really in shape with a thigh gap. After some job discussion, I had to move on but she gave me her business card and told me to find her on Linkedin. After a few weeks of conversation about work, she told me she was visiting my city again next month and that we should meet up for dinner or drinks. I didn’t want to assume anything and just figured she legit wanted to meet up to check in.

The first night in, we just met out in town at one of my favorite spots. Just some light conversation and catching up. She was dressed incredibly sexy, but in a classy way. I kept trying to read her for signs. I’m a 6’2 swimmer in really good shape, so sometimes if I can’t tell, I’ll just hang back and give the female some time to make a move. She had multiple rings on her left ring finger but I couldn’t tell if one was a wedding/engagement ring. That night ended without incident, but she insisted we meet for drinks the next day.

[MF] My best friends little sister. a slow start to something more later this week.

So I’m visiting where I’m from for Christmas and my best friend is only in town for a week. We both are really busy but we find some time to hangout. Unfortunately it’s also with all of his siblings so we don’t get any 1 on 1 time. But there’s lots of weed, drinks and video games. This was a huge bummer because I didn’t get any beastie time but the biggest surprise I’ve had in a long time still awaited me. Jenny is his younger sister. We have a decent amount of years between us with myself being the older one. Jenny was a model that toured the world, but didn’t enjoy the life. She’s beautiful to say the least.
So through the course of the night Jenny and I got stuck on the same end of the couch. Before this, every interaction between us was strictly platonic. I wouldn’t say we grew up together, but I was around her from a very young age. We were never close, but if either one of us ever needed help we would have helped each other. So I’m on the very end of a large L couch and Jenny is next to me. At some point I start picking on her and grab her phone. Since she’s kind of obviously hiding the phone from me whenever I look over. We kind of wrestle but she gives the phone up somewhat easily. I look through her messages and I don’t find any pictures or anything else. The whole time shes kind of fighting me but not really. I end up giving her phone back sad I didn’t find anything. She then tells me I just didn’t click the right convo. After this things changed slightly. We are always touching now. Either our feet on the foot stool or her legs are resting on top of mine.

[FM] [kink] Body Swapping

I had long had a fetish with body swapping. I.E. trying to experience totally what a women feels like having anal sex. I wanted to take pegging to a new level with a FWB that I met on rare occasions that was similarly wired. Cross dressing was well practiced. She would often shop for me at lingerie sales and surprise me with new items.

I recall one of the few forays into makeup play. You had shown up
with a new bra and several new panties, but was most unsettling was a small, gold cardboard box that had some jewelry, and lipstick in it that you brought along.

What was particularly disturbing about it was that it wasn’t simply
items that you had picked up on sale at a CVS or other discount
place, but rather things you had obviously worn or used yourself
that you were going to put on me. Even though I knew they were
castoffs of yours, it somehow felt too intimate that you were going
to see me wearing them. It also flew through my mind that each
time before I fucked you, you always took off all of your jewelry.
Watch, earrings, all came off. But….I was going to be dressed up
before you inevitably fucked me with the strap on.

I met a married girl from a chat [MF] part 1

Hello, first of all excuse my english because it is not my mother tongue but I’m trying to improve it.

I want to write about a relationship I’ve been having for some time now.

I’m a tall and skinny guy, 33 years all, 190cm, 75kg. I like biking, running and I going to the gym.

I met this girl in a local chat, we gave each other our Skype usernames and we started to talk a lot. I was looking for a girl because I was bored and horny so I wanted to find some girl to talk about sex, I wasn’t looking for much more then.

She told me she was about to get married but she wasn’t satisfied with her sex life, her husband didn’t please her because he is too classic and, as she said, he has a really small penis.

We started talking about how we touch ourselves while masturbating and she told me she has never cummed, she enjoy a lot but a moment comes when she has to stop touching herself or fucking because it hurts.

She told me she was an oral sex addict, she loves to be eaten.

Fucking my best friend’s cousin. Part 2 [MF]

Part 1: https://m.reddit.com/r/gonewildstories/comments/5jlsfd/fucking_my_best_friends_cousin_part_1_mf/?ref=search_posts

Edit: I made a few edits whenever I deleted the original post last night. Sorry for any confusion earlier, I was half asleep when writing this.

Hope everyone had a great Christmas! Only a few more days of this shit show of a year. Can we all agree that 2016 can go fuck itself? I’m actually surprised part 1 got as many votes as it did… thank you all! Audrey was a lot of fun during the time I had with her. I’m not sure how many parts I’ll post, but I know I have enough encounters with her to make it happen. I’ll stop rambling, here’s the day after.

After fucking Audrey in the bathroom, I proceeded to get drunk as a skunk. I eventually made it home at around 2 AM and immediately pass out in my bed. I wake up eventually the next day, somewhat hungover, and put some coffee on. Ugh… I was gross, so I hopped into the shower. After showering I check my phone and text Audrey I’m available whenever. I get a text from her a few minutes later saying to come over. She only lived a few blocks away, so I brush my teeth and head out to her place. The house was all our’s since her parents went to visit family a few states over. Good to know we had the house to ourselves as long as we wanted.

Consensual Non consent with a stranger on my birthday [FM]

I’ve been enjoying reading these stories for a while, but this is my first post. I don’t go into it in the story but for this encounter I vetted the guy and we had prearranged safe words etc.

Bit of backstory I (22 F) was in a long term relationship. My girlfriend had stopped wanting sex, and it turns out she’d been cheating on me. So we broke up and I was more than ready to get back out there.
I had a couple of boring tinder one night stands. They were pretty run of the mill but I was just happy to finally be fucked again. My birthday was coming up so I decided to try and indulge in a long held fantasy of mine. A birthday treat to myself.

I’ve always been very turned on by the Dom sub dynamic. I’m a true sub and nothing makes me wetter than being called a slut whilst being fucked. I love domination, humiliation, and being used. At this point I’d never experienced consensual non consent but I wanted to try it. I could have done it with someone I knew, but I felt like it would be most realistic with a complete stranger. I found a guy online who seemed like a good candidate. We texted for a few days and made a plan. My birthday party was on a saturday night. I was going to dinner with friends then hitting a few bars. The guy, Stephen, would come and pick me up whenever I said I was ready.

My boyfriend and his bud part 2 [MM] [Masturbation]

A few nights after my bf and his best friend jerked each other of I got a call at work from my bf telling me that about 15 minutes after I left for work Pete text him and asked if it was cool for him to come over. My bf text back right away it was cool. He said when Pete showed up the sexual tension was thick, but they settled quickly and things got back to normal right away. They started playing Watchdogs and quickly got back in their groove and comfortable. That’s when Pete said he was glad things weren’t awkward after what happened and he’d been thinking about it a lot since. My bf admitted that he had been thinking about it a lot as well. Pete said he gets hard just thinking about it and said he’d been jerking off to the pics my bf sent him. My bf asked which ones were his favorite and Pete said he loved stroking to my big tits, but always cums to a pic of me bent over with my panties pulled down to my thighs. My bf said he loves that pic too, that’s when Pete asked if there were more pics he could see or if he could see the videos again. My bf said “yeah but only if you let me stroke your cock to them” Pete agreed right away and added only of he got to stroke my bf’s cock at the same time. They had their cocks out right away and wasted no time. My bf synced his phone to our TV and they were stroking each other while pictures of my naked body played on the screen. They went slow Pete said he wanted to cum right away but wanted it to last. My bf said they talked about how sexy I am then my bf asked Pete if wants to fuck me. Pete said yes and my bf said Pete’s cock throbbed hard in his hand when he said it. He knew Pete wouldn’t last much longer so he told him they should strip so they don’t mess up their clothes and then put on the video of me and my Hitachi. Once the video was on they stroked each other faster. My bf kept telling me how good Pete’s cock felt in his hands. He said Pete stroked his cock so good he knew exactly what he liked. Pete moaned out he was gonna cum and my bf said he played with his balls for a bit then started stroking him faster he said he told Pete to cum for him to blow his load all over his hand. Pete couldn’t take it and came a huge load this sent my bf over the edge and he told Pete he was gonna cum too. Pete stroked his cock faster and used his free hand to play with my bf’s balls. My bf said he almost screamed when he came. Pete kept going milking my bf’s hard cock. After that they cleaned up but decided to stay naked. They were talking about my pics and the video they watched. Pete asked my bf why he asked if he wanted to fuck me and my bf said “I know you think she’s hot I’ve seen you checking her out and now we have been jerking each other off to her pics. You never know what can happen.” my bf said Pete moaned out loud when he said that and he saw Pete getting hard again. He put up some more pics and they started stroking each other again, this time facing each other. My bf said he was stroking Pete’s cock and said “I want you to fuck her.” “do you want to use my gf like your personal slut?” he said Pete moaned and said yes. He said they kept talking dirty. Pete said he wanted to fuck me so bad that he would do anything to fuck me. My bf told him they were going to take turns fucking me. They are going to use me all night and fill all my holes. He told me they kept going back and forth talking about all the dirty things they wanted to do to me. They both came almost simultaneously on each other’s cocks my bf said they coated each other. They kept stroking each other till they were soft and stopped to clean up. After that they went back to playing and a few hours later Pete said he was horny again he asked my bf if he could stroke his cock for him while he played and my bf said yeah. Pete grabbed my bf’s cock and started stroking him slowly getting him hard and playing with his balls. He said Pete got really close to his ear and started telling him “I want to fuck your gf so bad” “I want to fuck her in front of you”. He wanted to dp me so they could both fuck me and feel each other’s balls rubbing while they did. My bf said it was too much and he came hard. He said Pete looked like he wanted to lean forward and catch it in his mouth but stopped and just kept whispering in his ear “that’s it cum for me” Then it was my bf’s turn to stroke Pete and he did the same thing. He stroked him slowly and told him he knows how bad he wants to fuck me and how bad he wants to see me act like a slut. He told Pete he wants him to make me beg for his cock and make me beg to cum. He said Pete lasted longer than he thought and he was getting hard again while stroking him. Thats when he told me he wanted to suck Pete’s big cock. He said it looked so good and he wanted to make him cum so bad, and he wanted to see how Pete would react. He told me he was whispering in Pete’s ear they were going to turn me into a slut and Pete came hard all over my bf’s hand and almost got it on his face. After that they cleaned up again played for a while longer and Pete left.

You [FM]

You’re 5′4″, a bit past shoulder length hair. You look so similar to this girl here http://imgur.com/a/bbLQF that I can’t believe it’s not you. Except for the fact that you would never take those kind of pictures. I like to imagine though.

I’m just me, 6′0″, a bit longer wavy hair that’s just starting to get into my eyes.

Last night was something.

We were sitting on your couch with the lights off, talking about us – not an uncommon occurrence.

It’s hard to see you with only the slight traces of moonlight touching upon the far end of the room, but you look beautiful. It’s not your face, as it’s relatively hard to make out your features, but the way you’re holding yourself. Your back is resting against my arm, your arms wrapped around your curled up knees. A subtly defensive position to take, but not without reason.

“I know I want you, but… I have a boyfriend.” At least you admit it now. After a few days of you acting like you barely wanted to see me, I finally wrung the truth out of your silly little mouth. Both were obvious, the latter a bit more so than the first.

[MM] Tried Grindr for the first time (x-post r/gaystoriesgonewild)

My only sexual experiences before today had been with people I had known for some time. The guys in high school that I fooled around with were my friends for years, and everyone I was involved with through my first few years of university I had known for at least a few months. So, it was surreal to be calling an uber to meet a guy who I knew only by his Grindr username. He was a cute guy, a thirty-year-old Asian with nice features, short hair in a fade, and light facial hair. He’d sent me a photo of his hard dick; short but thick, light veins crisscrossing the slightly curved shaft, foreskin fully pulled back, tight balls close underneath, and a nest of pubes visible underneath his hand that was splayed around the base. When I arrived at his flat we greeted each other casually, and he quickly led me upstairs.