Category: gonewildstories

One of my favorite sexual flings was with a divorced* mom of 3 who was still financially dependent on her controlling ex-husband who made all the rules.

^(**Her claims of being divorced have reason to be doubted, but we’ll get to that later.)

Her name was Sunny and she was a Latina in her early to mid 30’s with really long black hair that nearly reached her butt. She was short, petite, really into yoga and ~*manifesting*~ and all the other healthy stuff moms typically busy themselves with. Because of that, she still had a killer body despite having 3 kids, there was barely any fat on her body at all.

Sunny was a fairly recent divorcee from a husband who owned his own company and still very much controlled every aspect of her life even though they were separated. Since she was a stay-at-home mom and didn’t work, her ex-husband was able to call the shots on just about everything that went on in her life, everything from who she spent time with, to what activities the kids participated in was ran by him first. Read more »

Several years ago I reconnected with a second-cousin. We had never really been super close as kids, but we were not strangers either. I had not really seen her for years, and by the time we reconnected, she was married with one kid, and I was single.

It started off as a friendship and we would text and call each other daily. I had never been close with any extended family so it was nice to get to know her. A few times she would come over to my house and we would sit up late talking.

I found out she had not always been too happy with her marriage even though her husband was a good guy. I just let her vent.

Over time, as we got closer, she took it upon herself to try and hook me up with some of her friends, but these never panned out. Then things took a twist.

Soon I started to feel that she had an interest in me, and eventually this was confirmed in conversation. The cousin aspect was the only thing that held her back at first, but even that didn’t last long. I was attracted to her, so when we began to add flirting into the mix, I didn’t really resist it, but it was still pretty innocent up to that point. Read more »

I’ve been in quarantine for months. That entire time, I’ve been turning over the same memories before I go to sleep. The memory of my last hookup. This night turned out to be a gift to myself: My raw lips, the day after. My sore pussy. My body, warm from being held the whole night through.

These memories are the gift.

It was just supposed to be a second date. We were meeting at a bar. But the second i saw him there, wearing a puffy jacket and smiling at me, I knew it would be more than a second date. You know when you meet someone, and you’re pretty sure there’s a weather pattern happening in your chest, when you’re around them? Like you can’t control what’s happening but you know not to worry, it’s completely natural? Yeah, it was that.

Even talking to him was futile. I couldn’t form a sentence. I was so distracted by him—his half smile, his smell, his deep voice that touched the core of me, that silenced me.

Guess he was distracted by me, too, because 10 minutes in—not even—when we were standing by the bar, he stopped talking. And in that pause, he leaned in and kissed me. Read more »

We are all in our late 20s.

This is a crosspost from gonewholesomestories.

Over the summer, my boyfriend Andrew and his friend Ben invited me to join them on a week long road trip/camping trip. Knowing that it wasn’t just the two of us and we were sharing a sleeping space in the rooftop tent, I didn’t expect us to engage in any sexual intimacy on the trip outside of public displays of affection – holding hands, hugs, and short kisses. To say the least this memory is one of my most cherished sexual encounter with Andrew of this past year – it was his way of marking his territory.

It had been four days into our trip exploring a national park in the Midwest. We had settled into our camp site. After a long day of exploring and hiking, we were ready to quickly make dinner and turn in for the evening since we had a long day planned for tomorrow.

When we were making dinner Ben boasted about how girls would be all over him after eating his scrambled jalapeños eggs that he was making for us tonight. Andrew looked at Ben and immediately went over to hug me tight. Yes, as if someone else could steal my heart. I looked at Andrew exasperated and rolled my eyes. Read more »

Me and my pals were in the house drinking while she was out day drinking with her girls, would have been before she started cheating. And me and the guys were talking about birds we’d fucked and wanted to fuck, etc, usual guy talk

I’d already been cheating on her before this but had stopped and had said I wanted to get her to fuck other guys, maybe ease her in with a threesome etc. Obviously they knew she had banging tits so I got my laptop and showed them her pics and some of the videos we’d made. One of my mates is massive as well

I could see him getting hard as we flicked through the album and that. I mentioned that when she’d been drinking, she always got horny and one thing led to another, seeing how hard they were, i said i’ll try and get her horny when she comes in and we can see what happens

She must have came home about half 11 that night, drunk but not too drunk, cleavage on show, looking hot as fuck. She came and sat on my lap and we all just shot the shit for a bit before I started to feel her up, teasing her and all that, slipped my hand in her jeans and felt how wet she was Read more »

I was in my early 20s and I was prone to long dry streaks because women my age at the time in NYC expect you to have an apartment and car despite how expensive both of those are in nyc. So I was would browse Craigslist personals…wouldn’t get any replies on w4m but some posts on t4m were quite intriguing. T4m was my go to for stroking off to how hot the posts sounded or if I had the balls to meet irl which I rarely did because of my fear of STDs and getting robbed as I often saw people post horror stories.

So I saw a post close to my school about a trans woman at a gloryhole but wouldn’t reveal their face because of fears which I was ok with because (1. I was so fucking horny, 2.it worked perfectly with my schedule to blow a load early in the morning so I wouldn’t be pressed for time, 3. I wanted them to feel comfortable and safe as I did). I replied with pics of my cock and we exchanged numbers and they sent their address. I was extremely nervous as I often am entering apartment building for cl meetups. Read more »

I [26F] slept with a hotel worker while a guest at a resort. He snuck us into the most expensive suite.

I knew the second I caught his eye, I had him. Not to brag—but I knew I looked good that night, in a crop top and a tight skirt that clung to my body. He kept staring at me as he set up for the event that night. He was working, and I was a guest at the old resort for two nights.

There was no real need for me to be dressed up, either, perfume and jewelry and all. It was the middle of January, off season, and I was, far and away, one of the youngest people in the entire building in upstate New York.

So maybe the fact that I was the only girl within a mile helped me stand out, and that’s why I caught his eye.

But I don’t think so. I think he caught my eye, and I caught his, because we wanted each other. Rather, knew what exactly what we wanted from each other. Read more »