Category: gonewildstories

Sharing a FWB for the first time [MFM]

This happened years ago, but it was an amazing experience.

When I was in high school, I had a FWB for a while. She was thick (but not fat) and mixed black/white. We occasionally hooked up in secrecy after school, but had different friends/interests, so never interacted much in school itself. Cut to the point, one day after hooking up, we talked about things we’ve wanted to try.She mentioned having a threesome, both with another girl and another guy. I said the girl one sounded more fun, but ultimately she said she was down to try with another girl if we did one with a guy first. I thought it over that night, and ultimately agreed to a MFM.

We had made a post on Craigslist at the time, and finally found someone we agreed on (we were both barely 18, and finding someone our age was harder than anticipated). The other guy went to a different school, so we didn’t have to worry about someone else at our school finding out or anything. He was skinny, white and had a pretty big dick. We picked a day to meet and all met up at my house after school one day. I could tell she was nervous, but also excited, and so was I. Read more »

I [M] Cheated on EX GF of 4yrs for 2 hot 18yo.

So this story I long but it’s hot and does have many hot moments.

I am 23 6’4 African American/German so I’m a light skin dude lol. I’m very fit and workout 5 times a week and I play a college sport. People have said I am good looking but I don’t see it too much. I also have a 9.1×6.5 cock. I don’t flaunt that at all. I keep it on the low just for reference. This story takes place from two days after Christmas to until NewYears Day.

To start off I am in a 4 year long term relationship with my girlfriend who is a 5’2 white brunette nice thick curvy body, decent butt, & triple D cup boobs. We were first loves and we been through hell and back together as a young couple. But I had felt over the past year that with her going to PhD school and me moving forward in my career and life that the time to break up maybe coming soon. A year prior she had started gaining weight and abusing alcohol and became violent towards me when she would drink. I would often go home and think why am I still with her. But she did get the help she needed and lost the weight throughout that next year of us dating. But something didn’t feel the same anymore I didn’t have that same glowing admiration that I had once had and I felt like it was slowly dying and I lied to myself to keep it going. She was very controlling and I let it go because “first love”. Read more »

Back when I was young [Group]

When I was in high school, my family moved around quite a bit until they finally came to rest and we settled in Rancho Cucamonga, CA. Yes people, Rancho Cucamonga is a real place. As the new kid at school, I had no friends but knew a kid who also knew a couple of people I used to hang out with. This new kid would eventually lead me to my best friend Robert. Robert was an average looking guy, not tall, but no fat or skinny, but had a personality girls loved and was not a great genuine guy.

Me and Robert really got close because of two females at our school named Jasmine & Stephanie. Jasmine was about 5’7, had pretty long hair, & was skinny with huge titties. She was one of those girls that older guys messed with because her titties were far ahead of what the other girls at school had. Stephanie on the other hand was shorter, about 5’2, cute face with a great ass and and ok titties. Everyday after school, me and Robert would Catch up and flirt with the two girls until our respected rides came. The word around campus was that those two girls were major hoes, but I could never get those vibes from the girls. Yes they were easy to talk to and laugh with, but it seemed like they were not into having sex with just anybody. Read more »

First “Date” With [M]y Wi[F]e

This happened about 6 years ago when I met my wife. We “met” online, like a lot of modern couples. She was in her mid-30s, I was in my early 40s. It was a lot of phone talk because she was a single mom, making it tough to find a time to go out. Over time, we started the dirty talk, where I’d tell her what I planned to do to her, and she’d send me nude selfies all the time. [Here’s one from back in the day.](https://imgur.com/a/hJCEauL)

We couldn’t wait to get our hands on each other and finally decided to meet for lunch, even though it would have to be fast. I picked her up outside her office and she looked hot. Snug blue dress that buttoned all the way up the front, came to about her knees. We deeply kissed the moment we met then I showed her into my car. We both knew neither of us was hungry. I asked if there was anywhere nearby we could go and she suggested a parking garage. Worked for me! Read more »

[MFMF] [group] [swingers] Friend’s first swapping experience

So, I had posted a few other times about experiences, as well as a sort of swap I did with a friend of mine and his wife. My girlfriend (Jenna) and I have gotten more into the swinging stuff.

So, I had been talking to one of my close friends about sexual stuff for years. He has always been sort of shy and reserved about stuff, but always seemed interested. He’s sort of chubby, nice and kind, and super funny. He’s so innocent, and that’s part of the reason this was so fun. And he had, in the last 2 years, met this girl who is so sweet and innocent as well. I’ll go with the name Emma for her. Emma is super short (probably 5′ even), with big breasts and a bubbly ass. Other than that, she’s pretty skinny. She wears glasses with red curly hair, and has a purely nerdy look to her. The most noticeable feature of her is her semi-heavy lisp. Read more »

Getting Fucked in the Bathroom at a New Year’s Eve Party [MF]

If you’ve been reading my stories, you know its been thrilling for me to be able to talk about and chronicle some of my exploits… so… many of you know from my past story that I’ve been home for the holidays, and I got to hook up with a high school crush, Mark. Mark was a bit taller than me, lean, brown haired with an oval face and a light perma-scruff beard.

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*If you haven’t read my stories before, my name is Riley. I’m 26 years old, and a bit of a girl-next-door type. Specifically, I’m a 5’4” brunette with brown eyes, I wear my hair long, a bit past shoulder length, and I stay pretty toned with cycling classes. I’m no supermodel, but I’ve never had trouble attracting a guy (or even a girl).*

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Back in high school Mark and I had talked regularly, but we hadn’t ever hooked up or anything like that. We re-connected on Tinder during this break, and we wound up hooking up in the back seat of his car.

We had kept texting occasionally, but hadn’t really been able to break away from family gatherings for the rest of the break. Read more »

Second time was in a park [Cheating] [MF]

This petite MILF I had been friends with and slept with once [(see previous story)](https://www.reddit.com/r/gonewildstories/comments/ablqbp/my_first_time_with_a_married_woman_mf_cheating/)

The next time she was out with her divorced friend. I was just finishing work (had to work late). My roommate and I both worked at the same place. After work i brought him along as Mary and her friends wanted to meet.

We met at a park (I can’t remember why we chose that). Mary showed up wearing a tight top and a skirt as it was the heat of summer. Her friend, Lisa, was thin with big boobs. Definitely a MILF too. We decided to go for a walk through the trail. It was late at night and dark so nobody was walking the trail.

I grabbed Mary and pushed her against a tree and started making out with her. The other two got ahead of us. After making out and groping for a bit we figured we should find them. We followed the trail and we came to a spot where we could hear them. They were in the bush a bit and as we neared we could see Lisa on her knees sucking my roommates cock. So we left them and found a clear patch in the trees. Read more »

The Graduation Get Away (long) PT1 [MF]

My fiancé Jenna and I had just graduated university this year, and we both desperately wanted to celebrate the hard work we put in the past four years. One of Jenna’s friends she met in university had wealthy parents that owned a chalet near a beautiful ski resort. I never liked her friend Mary, she was always trying to get my girlfriend at the time, now fiancé, to do things that she normally wouldn’t. Things like dressing sluttier than usual at the bar when I wasn’t around, or getting hammered at frat parties, etc. However, we didn’t really have a lot of money, and this was going to be way nicer than anything we would be able to pay for directly. Besides, I wasn’t exactly the type of guy to tell my significant other what she can and can’t do, so I wasn’t going to forbid her from hanging out with Mary. Read more »

When Daddy [M] let another man fuck me [F]…

I love to dance, but rarely get the opportunity to go out these days.  After all, once those nights of finding someone to hook up with at a bar are past and you’re settled into having your ass spanked until it’s rosy red….well, let’s just say I’m not complaining.  But this night we happened to be out for a drink and there were a fair amount of people out on the dance floor.  Daddy sat on a bar stool and I stood next to him, leaned in close,  watching people dance and enjoying the feel of his hand on my back.

After a few minutes I felt someone take the bar stool behind me.  Even though I wasn’t actually sitting on it, I felt annoyed that someone would invade my space like that.  I heard the voice behind me order a drink and then address us.  “Hey, how’s it going?”  Now I was really annoyed – all I wanted was to enjoy my time alone, not deal with the usual overeager douchebags that can’t read social cues.  But to my surprise, Daddy replied, “Not bad man, just enjoying the scenery.  You?”  This was…unusual, to say the least.  I glanced up, trying to read his expression, but all I got in return was his hand drifting lower on my back and an inscrutable look while he took a sip of his drink. Read more »

I [F] had a FaceTime quickie with a friend [M] at work and it was SO HOT

I was at work this week and it was incredibly slow because of the holidays. I’m a manager in a retail-type of store, but New Years is not busy. I hadn’t heard from this friend in over two weeks, and out of nowhere he sent me a message in our private chat where we typically keep our more risqué conversations. He asked if I was busy at work and I explained it was quiet, wished him a good new year, nothing exciting.

He texted back “get somewhere private.”

I’m married (open relationship, SO and FWB are on good, speaking terms) but no one knows about our arrangement, so I panicked and told him we’d have to talk later, didn’t want to risk my boss noticing me acting weird.

He’s never been demanding or aggressive, but he texted me immediately and said “go to your car … now.”

I don’t know why but the urgency in his text made me forget everything happening around me and without hesitation I told my boss that my mom had called and I was running outside to return her call. He’d already started to FaceTime me before I could get into the backseat of my SUV, and when I answered I could already hear his soft moans of pleasure as I dove clumsily into the vehicle. Read more »