Category: gonewildstories

The time my gf broke up with me and I [M] [F]uck a long time crush that night.

So this takes place in college my Junior year. I’m dating this girl and it’s all types of unhealthy. Gaslighting, arguing and the sort. I wouldn’t realize this until later after the relationship ended but at this time we were on a very “on again, off again” status.

Well one day she breaks up with me, as usual. So I go about my Saturday night meeting a friend that night.

A little back story, I’m about 6’4 slim built, dark hair and dark skin.

I meet up my friend at a local dive and we get to drinking and I air out and that’s when she walks in. Jennifer. Jennifer is tall (5’11/6 ft) maybe. Blonde and slim. She had the figure cheekbones of a model. If I had to compare her to anyone famous I would have to say Anne Heche in Donnie Brasco. I always had a crush on her because she was so sweet and kind. I would later realize it was largely due to the current relationship I was in. She walks in with a friend and joins us. The 4 of us get talking and the night goes on. We all are about to wrap up when I suggest we all smoke pot somewhere and Jennifer offers up her home since her roomate is out of town. We get ready to go and my friend goes home as she doesn’t want to smoke. I say goodbye and the three of us make our way. Read more »

[M]y gf got creampied for the first time

Hello everyone, on my onther post I have told you about my gf’s first BBC encounter and how she cuckolded me for the first time. It was humiliating and degrading but somehow I couldn’t hold my self from getting hard and ofcourse she noticed it right away. Whenever we were having sex she was bringing it up and I was getting harder than ever to the thought of she being fucked by a bigger dick. As I mentioned erlier I am also pretty big but she was managing to find guys with bigger cocks. And this story began like that.

So before we start you need to know that through tinder she was constantly searching for bigger guys. Many guys were smaller than me or my size and she was ignoring them. That was making me feel good. It was boosting my ego but deep inside I was also wanting her to find a bigger guy. She never cared how the guy looked or what kind of a personality he has. She purely cared about their dicks. Tbh that was so slutty to me as her man. But it had a downside as we will learn later on. Read more »

[MFF] The Naked Distractions In The Backseat

Following my previous story regarding bringing home the waitress from the reception. This last weekend, we went on a road trip to do the photoshoot for the waitress.

The day started pretty normal. I [27M] woke up first, ate my fiancée [27F] out to wake her up, then took a quick shower together before getting ready for the day. Throughout the week, we talked with our new waitress friend [23F] and finalized a location to do the photoshoot. However, it was a couple hours out of town, which was something none of us were really excited about, but we’d had found ways to make it fun in the past. Basically, lots of road head and side of the road sex, but those are stories for a different time. This time once we had everything ready to go, plenty of water, some snacks, etc. My fiancée then picked out her outfits for the day since she’d also be joining in with the waitress in front of the camera. Together they agreed that the photoshoot would be broken into three parts, the first involving them in sundresses, the second would be them stripping down to bikinis and playing in a river, and the final part would be the sex-focused part amongst the trees. In my fiancee’s case, she picked out a bright yellow sundress and a strapless lime green thong bikini and brought an extra thong just in case. Having that all packed up in her backpack and my camera stuff over my shoulder, we made our way to the car and began our early morning journey. Read more »

I squirted for the first time [MF]

Some background:
I’ve known about squirting since I first started touching myself. I have always been interested in it and tried on several occasions to make myself do it while I was alone. At a certain point with no success, I kind of gave up obtaining it. It wasn’t until my current boyfriend that it was brought up again.

He has a big squirting fetish and I confessed to him that I always wanted to do it. Everything I read said it could be learned, it just took time, comfortability and believing you could do it. Him and I set a goal to work until we made it happen. I got a glass tentacle wand known as the sacred squirter to first start our journey.

I used it on my own as well as we used it together, but to no avail. We would try different positions in addition to new fingering techniques. Although, sometimes, I would get more wet than usual, I thought of them as tiny squirts. They were nothing extravagant or close to what they were supposedly supposed to be.

Even after all this, we said we would never give up. Through our perseverance and dedication it finally happened and I squirted for the first time! Read more »

Classic Pizza Dare (but maybe with Shawarma) [F]

I’ve been away for a while (needed to work and study to afford and not fail university) but I’ve got something naughty planned tonight! My friend has dared me to order food and answer the door in just a tee-shirt and panties. We’re even debating whether I should leave my purse on the ground behind me, so I have to bend over to get it.

I know it’s not the most creative thing ever – super classic porny – and definitely not as extreme as some of your posts, but I’m really excited (and nervous)! The plan is only to do it if it’s a guy who comes out of the car, and my friend and I are debating whether I should film it or not, but I’m not sure. If you guys have any suggestions on how to spice things up (without going crazy) let me know!

inb4 Naked/fuck him/blowjob, I’m definitely not at that level yet, maybe one day, but I’m keeping things a bit milder for now lol

Here’s a preview of what I’m gonna be wearing tonight, just short enough to show off but still what I could be casually wearing around the house lol. Read more »

[M]y ex’s [F]riend has been blowing me..

I had a pretty toxic relationship with a girl (Ella) a couple of years ago, while we got along really well and had a lot of common interests, she was supremely manipulative and had these moments of downright rudeness. She was a pretty typical SoCal girl – blonde hair with tan skin – she was short, fit, a bit aggressive at times, and hella sexy. However, needless to say, I decided that was heading nowhere and ended things, much to her dismay at the time. While we were dating we spent a lot of time around her friends (not mine – one of the bad traits), and I got to know them reasonably well. One of her friends (Alex) had always caught my attention a little (I know, I shouldnt have been looking, but couldnt help myself – maybe I was part of the relationship breakdown too!). Alex and I were by no means friends or something, but we would always have fun chats when I was hanging around with the group. Alex’s mom is Latina (Brazilian I think) and her father Caucasian, and to be honest Alex landed on a bit of a genetic jackpot. She has this smooth hourglass figure that she doesnt have to work for, with dark hair, tan skin, and a face that I dont know how to explain (exotic?). At the time, apart from occasionally checking her out I never thought anything of it. Since the breakup, I had not seen or heard from Alex at all. Read more »

[F] I fucked my professor’s son in her classroom to spite her

This took place about two years ago. I was a sophomore in University and beginning my work as a teacher’s aide for another professor in that college. This particular professor both served as my actual teaching professor and as the department head who bossed me and the professor I worked with around. She was such an intolerable bitch. She needed everything to be about her and if something went right, she deserved the credit. If something went wrong, it was anybody’s fault but hers. I disliked her from day one in the class and I dislike her to this day as I continue to work as a teacher’s aide (thankfully never for her). I spent a lot of time gritting my teeth and smiling while nodding when around her. Hoping for any chance to get back at her, but never expecting one to come up realistically. Read more »

Learning I was an Exhibitionist…With an Exhibitionist! [MF]

It was a picturesque, pre-pandemic, tropical night. After a day spent sipping beers by the crystal blue water, and after hitting up one too many raucous bars, we headed back to my hostel room. Now it must be noted, that this room was configured in a classic, dorm style format. Eight bunk beds wedged tightly together, barely any room for bags let alone any privacy…

We tiptoed our way, under a chorus of snores, to my bottom bunk and began passionately embracing. As clothes were progressively shed, I worked my way down her neck, pausing to focus on her beautiful breasts. My tongue flicked across her sensitive nipples, as stifled moans left her mouth…

She firmly pushed me down against the bed, stroking my growing cock vigorously, whilst playing with my sensitive tip. Her eye contact remained unwavering as she worked my cock with an impeccable mix of tongue, lips and suction. I couldn’t help but moan, as the pleasure continued to grow. My big, thick, cock, was fully erect before I knew it. Satisfied, she positioned herself in cowgirl, emanating moans as she slowly lowered herself onto my cock for the first time… Read more »

I accidently fucked the wrong guy in the hotel [FM]

I was attending this wedding for one of my girlfriends. I have this strange weakness for weddings. Just the dressing up, dolled up occasion. Plus the alcohol and attractive guys around my age. Just a recipe for playtime and fucking for me. I didn’t bring a date to the wedding, but I did bring some sexy lingerie. Knowing that I would likely find myself fucking a guy that night.

So the wedding itself was great. Lots of partying, drinking, you know wedding stuff. I wound up syncing up with this guy Chris. Really fucking cute, we were basically lusting after each other the entire night. Yup, I’m going to fuck him that night. So as the wedding was wrapping up, I suggested that we go upstairs to his hotel room. Chris was all for it. I just had to stop by my room to pick up my lingerie and coordinate with my roommate. No problem, Chris gave me his room number and I’ll just meet him at his room afterwards. Read more »

[M] How to escalate properly and ask my massage therapist [F] for a happy ending?

Hi all! Wanted to share my story with my massage therapist.

She lives down the street, knows my parents and me for a while. She is in her early 40s(married with 2 children) while I’m in my mid-20s. I’ve been going for a massage at her studio for about 2 years now and at the start, my only intention was to help my back pain.

I went for back massage only sessions at the start and at around the second session as she was on my right, and my right palm and fingers were slightly off the table and as she moved in closer I’ve felt them touching her front legs (around her intimate parts) It lasted a few seconds and after a few minutes it happened again (got me really hard and I could not hide it). As I was leaving she spotted my erection and was kinda staring at it while we were talking about random stuff as I was leaving. Read more »