Tag: Girlfriend

How I [18F] ended up cuddling naked with my cute friend [FF]

There’s this girl I’ve always had a crush on for about a half a year now. She has the prettiest smile and bluest eyes. Wavy, light brown, shoulder length hair with long bangs. Freckles spread across her face. Very petite with the cutest tits I’ve ever seen. Plus, we have so much in common it’s crazy. It’s like I’m talking to my kindred spirit. We just click extremely well and I absolutely adore her. I knew she was bi, but I never thought I had a chance.

We’ve gotten really close over the course of a couple months, but her first time at my house was just days ago. We spent it playing video games, listening to music, walking in my neighborhood, watching funny videos, and laughing at our own dumb jokes. The day was so great for the both of us that she wanted to spend the night. My dad was out of town, so I happily agreed to let her stay.

I let her wear one of my shirts to sleep in. She changed into it right in front of me. I decided to just take off my jeans and bra, leaving me in an oversized band shirt and panties just like her. Read more »

That time my girlfriend [F] made me [M] a kinky bet I came to regret [FM]

So I’ve posted on and off here about the various escapades that I used to get up to with my (now ex) girlfriend. It was a pretty wild time in my life – being two rather horny young adults with a raft of kinks you’re desperate to try will do that to you, after all.

This particular encounter occurred during one of our lazy Saturday mornings together, where I’d been mouthing off a touch too much about my gym progress. For context, I’m a 6’, 72kg, fairly slim to average build – and my actual gym progress during this period could well have been described as having changed from ‘nothing doing’ to ‘maybe-something-minor doing’. Regardless, I was very proud, and way too smug about it.

Which is how my girlfriend came to suggest a bet, ostensibly with the intention of shutting me up about my ‘progress’ for the foreseeable future. It was a simple concept – if I could complete 50 pushups in front of her with a ‘minor’ handicap, I could continue bragging about my alleged fitness to my heart’s content. And if I couldn’t, she’d just have to gag me for the evening, to be rid of my arrogance. Read more »

[MF] The day I still can’t believe

When I was 16 I had a girlfriend named Kitty, she was my first girlfriend who I slept with. That’s one thing why she was very special in my life, and the other thing is, she was way experienced than me. She fucked and sucked at least 15 guy before me, she told me almost all of her past before we had our first time. At the beginning I was completely nervous about the stories she told me, causing me several bad thoughts. “Maybe she will cheat on me?” (She did later lol). Lost her virginity when she was 12-13. Had a threesome with her two cousin, who were way older and more masculine than me. Read more »

The time I fucked my girlfriend while my crush watched (Part 2) [MFF] [long]

If you haven’t read the first part of this story, you should read it first [here](https://old.reddit.com/r/gonewildstories/comments/d64y8v/the_time_i_fucked_my_girlfriend_while_my_crush/)

Okay so it seems like a lot of you liked my first story so I’m back with part 2. Due to popular demand, here is the story of the second experience I had with my girlfriend Lindsay and her friend Mandy.

I was pretty much riding the high of our first night with Mandy for the rest of the week. Everything had been so exciting and yet felt so natural. The image of Mandy slowly stroking herself while she watched Lindsay and I was burned into my mind the whole week. It wasn’t long before I started to want it again. Not only that, I wanted more. I remembered all the times that Lindsay had prodded me about getting a third person to join us in the bedroom, so I figured maybe there was a chance that she’d be into it too. Read more »

Jessica ditches her boyfriend for a day (revised part 1&2) [MF] [Cuck] [Voy] [Humiliation]

This is a revision of my old part one and has a part two with it as well.

“Please, at least wear protection,” Jake whined to Jessica as she bounced her jiggling ass in Oliver’s lap.

“This is a risky time isn’t honey? Besides, I think you guys look a little bit tired, maybe you two should take a break? I think it is getting a little too late to be doing this. I have a job interview in the morning and I would like to get some rest.” Jake began to wonder if his girlfriend Jessica was *trying* to get pregnant with Oliver, the thought of the potent seed filling his fertile girlfriend made his heart race.

Jake had burst in when the sound of slapping flesh woke him while he slept on the couch, causing his caged cock to strain against it’s confinement, they still wouldn’t give him the key him. Jessica slowly lifted her juicy ass off of Oliver’s soaked lap enjoying the feeling of his wide cock head providing delicious resistance to the action, she wanted to savor every inch of the pleasurable sensation. Oliver’s cock came free with a wet smack, remaining erect and unfulfilled. Read more »

Jessica ditches her boyfriend for a day (part two) [MF] [Cuck] [Voy] [humiliation]

Judging from the groaning of the bed frame in the master bedroom Oliver and Jessica where still fucking each other’s brains out. The room used to be Jake’s until Oliver came over. Jake was surprised they where still at it. Jake had seen Oliver unload himself into her hungry cunt, that didn’t seem to stop him though. Oliver probably refused to pull out until Jake’s girlfriend came as well. Oliver was a great lover, unlike himself.

Jake was told to fetch something to eat and drink for the two fuck buddies and he was moving almost as fast as Oliver’s hips in the distant bedroom. Jake remember seeing the cum leak out of her, almost squirting around Oliver’s alpha male shaft as the large man pushed himself further into her. Jake thought about what it would feel like inside Jessica’s cum filled cunt. Jake pressed a finger into a piece of watermelon that he was preparing, feeling the soft wet and squishy insides. Did it feel like that? Jake was never allowed to cum inside. When Jessica and he did have sex he had to squirt his load on the ground. If Jake was ever disobedient he got the cage on his cock, like he did now. Jake had a feeling the cage imprisoning his frustrated dick would not be removed until Oliver left. Somehow that excited him. Read more »

[M]y Girl[F]riend Made Me Paint The Art Room Wall At Our High School Dance. [Long]

I’ve written a few of these in the past and they have always been rather long. Today’s story might not be as long as some, but I will be sure to not skimp on the details nor my usual “humor”. I try my best to tell the story how it happened as if you were there witnessing it like some kind of “go-pro voyeur” who knows my thoughts too. Not trying to talk down on anyone who shares their stories, but I’m not a very big fan of the “We fuck. I cum. She cum. Best. Sex. Ever. The end.” stories.

As always, I’m not a writer. These are written while I’m at work about past experiences in my actual life. They are not perfect nor is my spelling or grammar. Please understand that and enjoy!!!

For the sake of this story I will mention that we were in high school, but we were both over 18. Don’t wanna get in trouble for any underage hijinks. Because come on, we all know that never happens… /s

This is the story about the time when my girlfriend at the time (who is now my wife, we’ll call her B) made me cum at the school dance. Read more »

The most erotic massage experience [MF]

I was an male athlete growing up. I played college soccer at a division I school. Because I was on a team, we got personal training, nutrition help, and periodic massages. I always liked getting massages. My muscles felt great afterward and I loved the feeling of the blood rushing to my heart. I paid attention and I got pretty handy giving massages too.

As I got older into my 20s and 30s, I got really good at giving massages to women as foreplay. As someone who gets off on women moaning in pleasure, I enjoy giving the massage as much or more than the woman. This is about a recent massage experience that led to the most intense and intimate sexual experience I have ever had.

I drove to meet my girlfriend Amy at a New England bed and breakfast. Amy is a 5’5” brunette with a former dancer’s body fighting middle age. She’s got an amazing ass and she’s super playful in bed. I love her to death. We both had a rough week and planned a weekend getaway. We had a lovely evening when we got there with dinner and wine. When it came time to sex though, for whatever reason, I couldn’t get my shit up. First time that’s ever happened to me. We always have fun though and she got off and I eventually trickled out a load. We went to bed naked holding each other. Read more »

My first girlfriend and her mind games [Fdom m]

While inspired by real events, the story below is work of FICTION and describes what can be viewed as non-consensual sexual acts between two teenagers.

———–

My first relationship was a very strange one. It seemed fun at the time but now that I think of it, it was wrong in many ways. Despite that, I enjoyed it a lot but it was my fault that I let it evolve into what it became.

When I was in high school, I had an embarrassing problem: like many teenagers, I had premature ejaculation. It wasn’t just a matter of cumming too early during sex, I would sometimes even cum instantly if a girl touched my dick, even through clothes. This didn’t happen when I masturbated, so I only discovered this when I got my first “girlfriend” in high school. I was quite a shy guy and I was never very successful with girls, so when this girl (let’s call her Lisa) who was completely out of my league decided to date me, I was mortified. I could not understand why a girl like her wanted to date me, but I wanted to make sure I didn’t ruin my chances. Read more »

Dominating my ex behind her new bf’s back [MF]

My ex girlfriend (let’s call her Rachel) and I had dated for a couple of years before our breakup. We met in high school and dated into our freshmen year in college. Currently we’re both sophomores at the same university. Rachel was about 5’6” with small but perky tits and and a tight toned ass. She also has green eyes and long brown hair. I’m 6’2”, fit and a varsity athlete at our university.

Over the time we dated we both discovered we were into some mild kinks. She loved to be dominated and I was only too happy to oblige her. Throughout our relationship we were always open to new sometimes risky things like semi public sex and threesomes.

Over the last summer things began to fall apart and we decided to break up and see other people, but we still stayed super close and talked a lot. She very quickly started seeing another guy who had been very serious about her for a long time. Currently they’re “dating,” but it’s definitely not over between me and her. Read more »