Tag: High School

Adventures with Grace: our first [MFF] (long)

I was seeing Grace for a few months in the spring. We met in February with an instant attraction that was undeniable. At 22 she wasn’t my normal type, I’d describe her as tall (5’10”), willowy, long brunette hair, dazzling smile, amazing blue eyes that suck you in if you stare into them. Her chest was on the smaller size, but her ass made up for it. Round, firm, solid from years of swimming in high school, gorgeous. I still dream about her ass. Objectively speaking, she’d easily be a 7 out of 10.. Maybe an 8 if you’re into women like her…. Personally, I thought she was off the charts gorgeous. I look at her pictures now and wonder how such an amazing, smart, funny, brilliant, and beautiful woman was into me. I learned a long time ago not to ask too many questions, and just go with it. ;-)  

Me? I’m 49, tall, heavy where I used to be athletic, more gray in my beard than I like to see, a thinning bald spot in the back that seems a little larger every time I look. I’m the funny Dad next door type.   Read more »

I [M] got to watch a long-term flirt have passionate sex after not seeing her for a few years. [FF] [FM]

DJing in New York City is simultaneously a very humbling experience and also extremely rewarding. For years, once a month, I DJ’d at this dive bar in Brooklyn that was notorious for a few things: drug use in the photobooth (and the evidence being stuck in the wall next to it, [like this](https://imgur.com/a/ZuQlprG) — I took a photo of this after the last gig I played there before COVID), some nasty bathrooms, and a dancefloor where a DJ could play almost anything and everyone went there looking to dance and/or fuck (okay that’s all fairly normal for most bars, but whatever).

It was hipster-extreme, and it was my refuge from the cookie-cutter bottle service clubs in Manhattan where it was the same 200 songs every night, give or take 30. At this place in the same party, well after midnight, I could play Paul Simon, A$AP Rocky, Taylor Swift, M83, old Britney songs, Franz Ferdinand, Migos, Ini Kamoze, Prince, the theme from The OC, and people would belt out every word for hours straight. It’s the best crowd in the whole five boroughs in my opinion — Black, White, Latino, Asian, gay, straight, trans, hipster, bros in frayed lacrosse hats, girls from Long Island in short dresses and heels “slumming it” for a night — the crowd just rocks and it’s a gig I miss terribly since COVID. Read more »

How I came to love anal [MF]

I used to unequivocally say “that’s an exit!” but it took this incredibly sexy guy I “dated” back in college… I guess he was more of a fuck buddy. We had such insane chemistry that one kiss and I would literally be dripping wet and my knees would buckle.

He was a very sexy, very large black man. Many would mistake him for a football player, he was 6’5”, 250 lbs of muscle. I’m pretty short so he made me feel small and easily dominated.

I was far from a virgin when I met him, but the first time we fucked I felt as if it was the first time- ever. His dick was HUGE, at least 9 inches long and thick- my fist didn’t fit all the way around his shaft when he was hard.

Anyways, we had this thing going. We’d get together under the pretense of watching a movie then the next thing you know he’d be fucking my mouth so hard my eyes would water (I blame him for all my jaw issues even all these years later). I fucking loved it. Read more »

Trying to keep my [F] wandering mind occupied, and off of him [M] (and failing miserably)

So, [my last post](https://www.reddit.com/r/gonewildstories/comments/i8ojoc/starting_to_get_curious_f_about_my_bfs_roommate_m/) left us off on when quarantine started here in the US, and how I have been doing so alone. My job obviously has kept me occupied (nurse), while Paul had to go in occasionally to help the idiots at his company transition to at-home working, helping with with various things from accessing their work desktops at home to making sure they removed the cap on their webcam so people can see them. Bill, being a trainer, hasn’t worked for a while since his gym has been closed. Something only somewhat related is that I always thought Bill was a bit of an idiot, but it turns out that he’s not only a trainer at the gym, but half owner with his brother, so there’s that (and I might have to join when it opens back up). There’s something I should add here, despite Megan becoming a good friend, she is a bit of a prude (or at least she was), but Bill, Paul, and I have all come to the conclusion that she shouldn’t know of Bill’s former man-whoring days, that she’d find him disgusting and leave him. That’s not to say he won’t ever tell her, he just wants to build up some trust, and possibly wear her down on the subject so it won’t be such a big deal. Read more »

Dinner with a friend (Part 1) [MFM]

This is my first story! My husband and I wrote this together, so I hope you enjoy it. It is long, so I’ll mark the good part if you want to skip to that. I hope you enjoy it, part two is coming soon! (Names have been changed to protect identities.)

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When my husband first told me that he wanted me to video chat with random guys, I thought it was a little odd, but I wasn’t shocked. I had been very promiscuous in high school, and I told him all the stories of my adventures when we chatted on AOL Instant Messenger. That was many years ago, however, and is a whole story by itself. In the past few years, we have talked about it more. I even took the leap in the beginning of last year and slept with my friend’s ex-boyfriend. By the end of the year last year, I had reconnected with two of my ex-boyfriends, and, with my husband watching, I had sex with both of them over the course of a month. My husband really enjoyed that, and those are also stories for another time, but they were short-lived. Complications arose that caused me to not be able to see either of them, so my hotwife adventures paused for a few weeks. I got a new job that involved traveling 50% of the time, flirted heavily with my boss, hooked up with a random guy that I met at a bowling alley (more stories for another time), and then I lost my dream job due to the economic impact of COVID-19 in the US. We were back to square one, and while I was deeply saddened, I had my husband. We had sex throughout our time sheltering in place, and it was amazing, but he still had that desire to see me with another man. Then, the perfect opportunity arose, and that’s where this story begins. Read more »

[M]21y first time hooking up with a different, [F]22 ,in 6 years (Most amazing after breakup sex) (kinda Long)

slight preface, I added “***’s” to where it gets juicy so if you don’t want to read the lead up skip to there. this is my first post here so please be gentle and I hope you enjoy!

I was 21 at the time of this story and had been dating my now ex for just about 6 years. she was pretty much my first everything except kiss and on my 21st birthday I learned that she had been cheating on me for only God knows how long. I actually had plans on marrying this girl until all this happened so needless to say I was devastated and extremely depressed. couple of days go by and I was even stupid enough to try and win her back but she had already gotten involved with someone else. since we had been dating since I was 15 and I had been loyal the entire relationship I hadn’t hooked up with another girl pretty much ever aside from just kissing and dumb shit you do as a teenager that seems really cool at the time but you look back and its just straight up cringe lol Read more »

A Football Bet: Part One [Cheating] [Interracial] [Busty] [MF] [Straight Sex]

“Hurry up,” Johnny shouted up at me.

“I am going as fast as I can,” I shouted down the stairs. “What’s the big deal?”

One of his co-workers was coming to our apartment to watch a football game. I didn’t see why he was in such a frenzied state over such a trivial matter.

“He’s always on time,” Johnny said.

As he looked himself in the mirror for the three-hundredth time, I came down the stairs. Staring at him, I shook my head at him.

“Come here,” I said. I always had to straighten his hair. It was always a mess.

“You’re wearing that?” he asked.

“Yeah,” I said as I looked down at my clothes. “What’s wrong?”

I had on a white shirt, black jeans, white sneakers.

“We have a guest, I thought you would… well, you know?” he said and shrugged.

“No, I don’t know,” I said with my hands on my hips.

The doorbell rang, saving him – for now.

“Well?” I asked.

“Oh yeah,” he said and ran to the door. I turned to go into the kitchen. Read more »

Due to COVID lockdown horniness, my sister and I have started fucking like rabbits. We know it’s weird, but have decided we don’t care, because it’s also awesome. [FM]

I’m a few years out of college and used to live on the opposite coast in a big city. When COVID lockdown happened in March, I happened to be visiting home and just decided not to go back immediately, figuring it would all blow over soon. Obviously that didn’t happen, so instead, I let my lease run out and didn’t renew. I’ve been living at my parents place, in the bonus room over the garage, working remotely.

Same thing basically happened to my little sister, “Lisa.” She’s 20 and a current college sophomore. She’s petite, only about 5’2, with dark brown curly hair, blue eyes and very fit. Sort of “short girl curvy.” (Big, thick ass. I’ve made fun of her for it for years.) She came home from college early last semester and isn’t going back this fall (they’re all remote now). Our mom absolutely loves having us both around again. Lisa’s back in her old room, which is right down the hall from “my” bonus room. Read more »

I watched porn and fucked a production assistant after a shoot [MF]

This wasa few years ago. I, black in my 20’s BBC athletic, was shooting some branded content for a small client in a small town. I flew in to shoot it, and hired a production assistant (PA) to help with the day. PAs duties can range from anything from getting coffee to taking notes to basically any menial task that needs to be done on a film commercil movie etc… set.

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I hired a girl and picked her up in the rental car. She was cute with glasses, tall, white and blonde. It was about an hour to the shoot so we got to know each other. She two more years left once the semester started in the fall and was thinking about doing film as a career. One thing i’ve come to notice is that the people in power, director producer, on these shorts gigs, attract women just by being in that position. The irony is, I was just a lil videographer at the time. Not even close to things I’m accomplishing these days.

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So we shoot the video, and they have a dog there. The dog would not stop sniffing our junk. It’s like she knew we were both horny. Read more »

Being a good wing-woman [FM]

Before everything went into lockdown mode, going out was pretty much a weekly affair for my best friend and I. The last time we went out, she met a guy (we’ll call him Eric) at the bar that she really clicked with. The guy was tall, fairly good looking, funny, and very charming. Unfortunately, he had a friend (we’ll call him Robert) with him who was nowhere near as smooth. He was short although still fairly good looking, but his personality was awful. Very annoying. He thought he was funny when he wasn’t funny at all. More high school boy humor than anything. He was also completely unaware of anything around him and couldn’t tell that he was basically cock blocking as he kept on butting into my friend’s and his friend’s conversation. At one point, he literally sat in between the two of them. Read more »