Category: gonewildstories

Stacy in the Stocks – Mff – Bondage

The party was large. A select group of select kinky people. A sex party. An orgy. A no holds barred kink fest. About 60 of us. I won’t dive into the details as it would take paragraphs. They are real, they are still active and the only reason I would ever think about moving back to that city.

Stacy and I were dressed to the 9’s for it, the annual charity party. I in a rented tux with a black domino. Her in something that barely deserved the title little black dress. Her lovely large breasts ready to pop out of it and the skirt so low that no one had to ask “is she wearing panties?” The answer, as almost always, was no. Her high heels made her legs and ass look lovely and the only with the black matching domino and wicked smile, it wasn’t hard to see why she still holds a special place in my heart. Read more »

I finally slept with someone 3 years breaking up.

So this was a few years ago. And there’s a bit of lead up. So this person we’ll call him James, James and I dated when I was younger, and he broke up with me as a young kid I was pretty upset because I had wanted to lose my virginity to him. I ended up dating a few people in between, one of which I lost my virginity to, we’ll call him Vernon, so Vernon and I were really “in love” until I found out he had cheated on me throughout the 3 years of dating. We ended up breaking up. And I thought what better time to shut up. So one night I was at my friends place for a sleep over I had decided to message James. He had been drinking and was trying to hit on me, by asking what I was wearing and if I was horny. Since I was in Jammies I put on my sexy black corset and asked him to come over. He did, in less than 10 minutes. I suck him in the window. He lied down on the bed. He knew why he was there but he wasn’t totally sure where to start. So I started things off with taking the corset off and putting his hands on my large breasts (check past submittions for photos). He started rubbing my breast lightly. I could tell he was getting horny by the way he started shifting. I eventually put my hand on his thigh, I was thoroughly surprised to feel his slowly tighten cock. It was huge. The largest I’ve ever seen. I unzipped his pants and he pulled them down. I started stroking him, it was a bit difficult because I have small hands. I put his huge cock in my mouth and choked a little, I tried to deep throat it but it was too big, so I asked him if he was interested in putting it in pussy. Of course he was. So I tried to climb on top of him and ride him cowboy, I stuck the tip in and even though I was really wet I could not get him past the tip. I decided maybe he should finger me to stretch me out a little it had been a while since I had such a large cock. So he stuck two fingers in and got them slick with my juices, then he stuck in one more. He fingered me till my legs started to shake and I told him I wanted his cock really badly. So I got on all fours stick my but in the air, and he slide his cock in with only a bit of difficulty, it was the tightest I’d ever felt, tighter than when I lost my virginity. He started out slow making sure his cock was covered in my juices, then he got faster and faster the more I begged for an orgasmed. Until soon he was shoving his cock so deep that I could feel all my muscles tighten and my vagina get more wet when I squinted on his cock. This sent him over the edge. He said he could hold back any longer and he pulled out and came one my back. I slowly escaped to the washroom without spilling a drop of cum on the floor. He spent the night to recuperate and then I suck him back out the window and texted my friend who knew how badly I wanted to fuck him to come talk so I could tell her. Read more »

Solo Road Trip for a Horny Mom. Thank You Horny Trucker. [m/f]

What wild weekend. It started Friday when I was contacted by my stepson who is a Marine at Camp Lejeune in Jacksonville, NC. He was having a bunch of car trouble and pleaded with me to bring him his motorcycle on our trailer now that the weather was becoming much warmer. Erick was away at Air Force reserves drill this weekend in Charleston so I was left to make up my mind on how good of a stepmom I was willing to be. I decided sure why not.

So Saturday morning I hooked the trailer to my Honda Odyssey, got my neighbor to help me push the motorcycle onto it, hauled my younger boys over to my mother-in-laws and took off across I-40 for the long drive to Jacksonville. I’ll admit as soon as passed over Black Mtn and down the to the flat boring part of the drive my mind began to wander. I was thinking of the hot cock I blew just two nights before as part of my Uber driving. A hot young business guy with a long hard cock I bobbed on for much longer than I usually do, savoring it. Read more »

“Oh my god best friend, we shouldn’t be doing this” How I [m] messed with my lesbian best friend [F].

This story is definitely a highlight in my sexual career. It’s one of my favorite stories but sadly I rarely get to share it for obvious reasons, so I thought i’d share it here.

A bit about Amy and I, Amy was around 18 when this happened, and I was 19. Amy is a very innocent looking asian girl, from a very deep vietnamese descent. Her face looked like many vietnamese models with high cheekbones and an overall whitish glow to her skin, yet Amy was much more Americanized.. She’s around 5’3, breasts not small but very proportioned for her size. Not a giant ass but a nice, firm grabable one. As for me, i’m around 5’5, not overweight, but also not very cut (at the time). Still a bit awkward from just barely graduating high school.

Amy and I had been friends for about 3-4 years at the time it happened. We became friends around sophomore year of high school, mainly because I had a massive crush on her. Overtime, after getting closer and older, Amy came out to be lesbian. Even knowing that she was lesbian, I still lusted for her, bad. After a while, I came to the settlement that nothing was ever going to happen between us. No big deal, I genuinely enjoyed being around her so I wasn’t too bothered by being just friends. We were so close, I saw her just as I would see any other male friend. In my eyes, we were the same gender. Read more »

Giving [m]y girl[f]riend her first oral sex and orgasm.

(NOTE: Quite a bit of build-up in this story. Scroll down to the line break if you want to skip it.)

My girlfriend and I were both out of college, but still in our early 20’s. I’d just returned home from a week-long business trip, which was the first time that my girlfriend of just over 3 months and I had really spent any real time apart since we’d started dating. The night before I’d left for that trip had been a great one — [she gave me my first blowjob](https://www.reddit.com/r/gonewildstories/comments/1psv3j/remembering_my_first_blowjob_mf/), which was also the first one she’d ever given.

She hadn’t wanted to do anything else that night other than cuddle. The next day (a Sunday), I left for my trip but I made sure that flowers were delivered to her so that she’d know that I was thinking about her while I was away.

I returned home late on a Friday night, so it wasn’t until Saturday (exactly a week later) that we were able to see each other. That Saturday night was one of those perfect early-in-a-relationship nights of sexual tension and excitement, when you know sexy things are going to happen but a big part of the fun is the anticipation and lead-up to it. My girlfriend was house-sitting for a friend of hers that weekend, so we had a house all to ourselves for some alone time on Saturday night and all day Sunday. Read more »

She squirted on me, so I came on her [M21/F18/F21]

This story is 100% true and happened to me when I was in college. It involves a couple of girls from my previous story (https://www.reddit.com/r/gonewildstories/comments/4buyd3/hot_tub_fuck_machine_m21f20m21f20m20f18m23f21/): my girlfriend Lilly and a mutual friend of ours, Ella.

Ella had only just turned 18 and was an insatiable nympho. She had drunkenly confessed that she was attracted to both of us, particularly Lilly. She was a little on the larger side: she had a bit of a belly, but also had enormous G-cup tits and a pretty face. She held her weight well, her entire body felt soft yet firm, she wasn’t floppy or saggy anywhere. I had never particularly been into larger girls until I fucked Ella in a hot tub a few weeks earlier. It was a completely different experience fucking someone a similar weight to you and there were so many curves to caress and hold on to.
On the other hand, Lilly was a much more slight and petite girl, she was curvy in her own way, with shapely D-cup tits and voluptuous butt. She was a beautiful mixed race girl with lovely caramel skin (ie think Mia Khalifa in the face, even down to the nerdy glasses). Read more »

[F/???] The Keyhole

*There it was again.. I wonder…*

My room was at the end of the hallway, right next to the kitchen.

I usually barricaded myself in there early every night.

I liked to just sit in my underwear and grab my favorite book before sleeping.

Turned on my IKEA bed lamp, took my biggest pillow and place it behind my back against the wall.

Besides the bedlamp, I could only see the moonlight through my window.

And the light from the keyhole passing through my door.

It sometimes flickered when my roommate passed by and into the kitchen.

I never really thought much of it.

But the last couple of nights, the light would disappear for a couple of minutes and then reappear.

At first I thought my roommate just went to bed and shut off the light, maybe forgot to brush or something.

But it didn’t turn off for at least an hour after reappearing, and it had been going on for a couple of nights.

I began to wonder.

*Could it be?*

*Nah*

But the thought never left my mind.

Tonight was no difference. Read more »

How I [M] banged my high school valedictorian [F]

Recalling the following events in my life has made me truly appreciate the phrase “getting lucky.” Every time I think about it, I realize how lucky I am to have such a hot memory of this amazing girl.

I grew up in Colorado and went to a pretty big high school, with several hundred students in my class. The valedictorian, who gives the last speech at graduation, is determined by final (highest) GPA. During my senior year, we found out about a month before graduation that our valedictorian would be a girl named Valerie. I had never heard of her, but I found out she was a quiet Asian girl in my grade. Apparently most people weren’t surprised, as the people who knew her said she was brilliant.

Fast forward to graduation day:

I was sitting with my classmates (alphabetically seated) in the audience, waiting for my name to be called to walk across the stage. I was surprised to find that I actually had never seen or met a handful of the kids who were graduating with me. This was surprising, as I considered myself social (played varsity basketball and went to parties) and thought I had spoken to everyone at least once. Clearly I had thought wrong. Read more »

hooking up with [m]y [f]light attendant

In my previous job, I flew a lot for work. This had certain advantages, including often flying business class, racking up tons of miles, and this story, which I always remember fondly.

I was on an evening flight on my way out to my company’s headquarters city. I was eyeing the flight crew a bit and there was one stewardess who really caught my eye. She had her blonde hair tied back in a bun, had her hat askew just so, was wearing her skirt just a bit higher than her coworkers, and was rocking her heels.

As she worked the cabin I flirted a little bit when she came by, but nothing unprofessional. She was friendly, but she was also on the job, so I left it at that.

After the flight landed, I left and picked up a rental car and headed to the hotel near the airport. I checked in and headed to the hotel bar for a quick drink, and much to my surprise that stewardess was there! … but she didn’t look too happy.

I walked up to the bar. “This seat taken?” I asked, indicating the one next to her. Read more »

[20M] After months of flirting, I finally had sex with my [39F] university teacher!

Pictures of her (with her permission)

View post on imgur.com

View post on imgur.com

View post on imgur.com

——————————————————————————-
She first started working at my university back in November, and she was in charge of one of my units and had us for class every Wednesday. When I first met her, we really hit it off, not in a sexual way, but we got on and had a lot of things in common. I saw her every Wednesday and we really formed a good teacher and student friendship. However, shortly after Christmas, our student teacher friendship went a little further because of my growing confidence.

One day, while she was helping me with my work, I got confident and decided to flirt with her. I was telling her that she looked wonderful and started to compliment her body and her breasts. At first, I thought I went too far, the teacher student bond is broken and now it’s going to be awkward between us. But surprising…she fell for it and started to flirt back with me, she had to be quiet as she did not want anyone else to hear that we were flirting with each other. She was telling me how attractive I am and she loved our conversations that we had at the end of her lessons. Read more »