Pushing boundaries. [MF]

So, I’m not kinky, but I like trying new things and pushing personal boundaries. I recently started dating a kinky guy to help with this boundary pushing.

I arrived to his place and he stripped me down and blindfolded me. He put a collar around my neck and four small, cold, wet(?) ovals on my inner thighs. Soon I felt a few small electric shocks on my thighs. The ovals were some sort of conductor. Then he got out his hitachi vibrator. He massaged my breasts and nipples before moving down. He moved the vibrator near my clit without touching for the longest time. My lust built and built as he brought the vibrator closer and farther over and over.

“I ordered food,” he said “I’d like you to answer the door naked.”

“Fuck,” I breathed “no.”

He smiled. “But you’re my little slut today” he teased “you need to do what I say. If you don’t I might have to punish you.”

I gritted my teeth and raised and my squirmed my hips. He still had the vibrator on me. “Train me like a dog. You wouldn’t beet a dog. How would you teach a dog?” Read more »

Corrupted by an Older Man [FM]

Disclaimer: This is my true story about how I went wild online with one guy. I haven’t really gone wild IRL with my physical body. Not yet, at least. So sorry if this seems lame. It certainly doesn’t seem to be as wild as others’ stories here. Everyone in the story was +18 at the time. I am currently 23.

I was 18 and he was 49. Although I have mixed feelings about what I did, I have no regrets. I’m more happy than not that we did what we did. We met online in my first year of college. At the time we met, I hadn’t yet had sex. I grew up in a nice middle class neighborhood, private school, etc. I had kissed some boys but that was it. My environment before college was structured and full of rules and expectations, and I didn’t feel the need to rebel against them. I more or less had what I wanted. With the freedom of college and my very own laptop, I decided to do some exploring online. Read more »

[MT] Fucked by a trans woman in Italy

Two years ago I were out traveling in Europe by train. I went all over and when I came to Milano in Italy I decided I would try to find someone to have sex with. The reason for this was because I have not had sex or jerked off for 2 weeks, I was horny like hell. Anyway, I have never had sex with a man before but I fought I wanted to try it. So I made a grindr profile and started looking. I did not really find it that interesting but I saw a girl there on the start page. She was sort of beautiful, maybe not 100% passable as a woman but I found it really attractive! Sended her a message, she responded quickly. We talked some and what we wanted to do. So she told me to meet her up at her home.

She did not live in Milano so I took a train to where she was. When I got there she was wearing an attractive dress, she had quite a lot of makeup, pretty big boobs, long black hair and big lips, had not seen her cock yet. When I steeped through the door she greeted me with a wet kiss, her tongue was all over my mouth and from nowhere she grabbed my right butt cheek. I reached for her ass as a return and gently squeezed it. My cock were now as hard as it could be. Read more »

Chained to the ground [BDSM][oral][MF]

She finds herself tied. She’s standing, with cuffs that are chained to the ground. She is completely naked, except for a blindfold. The air is slightly cold, and there is some scent in the air. She hears a door open behind her. Someone walks to her and stops very close to her. They don’t say anything, and neither does she, cause she knows better. She feels them approaching, smelling her hair. Read more »

The Time I made her watch. [MF] [Cheat] [Cuckquean]

I was an asshole back in college, I still am but I was also one back then as well. So here is how I broke up with my then girlfriend Amanda. Amanda and I had been dating going on a year and a half before things started to go stale. School was getting pretty tough for me and since she was an hour away it made things just that much more lame.

Amanda lived with her best friend Denise. Denise was a short blonde who dyed her hair black with a cute bang cut. She was probably 100 lbs wet and had little to no curves to her. She did have a sexy face though, one that radiated desire when you looked in to her eyes. She was quite the opposite to Amanda who was average height with curves to die for. She had a perfect hour glass shape and a cute face. Side note: these girls liked to party. Both of them were definitely not the girls you brought home to meet the family but at the same time Amanda was sweet and we hit it off well. Read more »

Young couple goes to the swinger club. [MF] [FFM] [MFM]

My girlfriend Sara and I were in grad school and had been dating a while. One night we were talking about fantasies and spicing up our sex life and I half-jokingly mentioned a threesome. To my surprise she fired right back and said “Sure! but who’s the other guy gonna be?” I told her that wasn’t quite what I had in mind, but we discussed it some more and determined that being with another couple might be fun. We soon ruled out anyone we knew, since we were both pretty reserved outside the bedroom and could never handle the awkwardness of asking a friend. We lived in a smaller college town, and the swinging scene we found wasn’t very vibrant for people our age. We chatted online with some couples, but never found the right situation to go all in. Read more »

Edging, squirting, being spied on, and getting walked in on. Tiffany sex chronicles [MF] [Long]

Tiffany had a nursing thing she had to attend in Chicago. I had to meet her there because I still had a few weeks left in the Marines. I land at Ohare and she picks me up then we head to the hotel. She warned me ahead of time she had coworker sharing her room. We pull up to this pinky out monocle wearing establishment called The Peninsula Chicago. We were upstairs in their room overlooking the city and doing the meet and greet. They had a suite and her coworkers were mingling waiting on us. I see a few familiar faces from my last story and some new ones. They were all way overdressed. Here I come in khaki shorts and a Gorgoroth shirt. I fit in. Read more »

[M]y Latina [f]riend from home and her partner-in-crime: a multi-part odyssey

So, this is another story from my fraternity days, about a visitor who knew exactly how to thank her hosts. My junior year, I lived in the basement across the hall from my buddy, who we’ll call Dave. Dave and I didn’t always party together, but one night I got a call from some friends from my hometown who were gonna be around that night. I asked Dave if he wanted to grab some beers and entertain these ladies, and he was 100% down. So, who were my friends?

Stephanie was a slightly chubby, short, shy Latina who I’d known for years. She had brown hair with blonde highlights, cut to her shoulders with bangs. She wore fashion-y clothes, lots of high-waisted dresses and flowy tops, expensive jewelry, always carried Gucci handbags. That kind of girl. She had big brown eyes, a cute button nose, and an ass like a goddamn freight train. But that wasn’t her defining feature: Steph had perfect, round, firm double D’s, that protruded over her little tummy. Read more »

[MF] Ladies, I think I just want to settle down…

Because: Saturday that just passed (June 16th, 2018), I took a trip over to this mature white woman’s house (54 years of age) and received some great oral sex. I know this is the r/gonewildstories , but I’m cringing now. Again, the cougar topped me off and caught my cum in her mouth. But minutes later, I was thrown into a tailspin when I walked into the restroom to take a piss and saw a Poli-Dent bowl on the bathroom sink. I had also just made a video of the lady blowing me; I was so turned off after that that I deleted the video from my phone. I just don’t know what else to write, and I don’t know if this story should even be here on this subreddit (maybe r/WTF), but oh well…

The night I found out my gf is a retired pornstar [mf]

I’ve been dating a woman, I’ll call her AJ, for about seven months. Things are great and it’s some of the best sex I’ve ever had. She’s gorgeous with long dark hair, 5’11, thin build with long legs and some spectacular DD’s That fact really surprised me once we began having sex on a regular basis because outwardly she seems like a normal, sweet single mom….turns out once you get her naked she’s a horny, dirty talking, blow job-giving wild woman. It was a little surprising, but being that I was the one reaping the benefits, I wasn’t going to question it! Fast forward to the beginning of May, we were all at my brother’s house drinking and playing beer pong. We’d all gone to the same school, my brother, his friends and AJ had gone a few years after me, although none of them knew her. We were talking about various places we’d worked and AJ mentioned a certain store in which she’d worked for about a year. My brother starts talking about a girl that had worked at the same store that had had a website where she’d make masturbation videos and post nudes, etc. I commented on how awesome that was and that I’d never heard about it, then we went back to playing beer pong. About 15 minutes later all that beer was begging to escape, so I went inside to the bathroom. When I came out I realized I hadn’t seen AJ in a long time. I checked the house, out front and out back and couldn’t find her anywhere. Finally I called her, and to my surprise she was in tears. I asked her what was wrong and she told me that obviously my brother knew her secret and was trying to tease her about it. I told her I had absolutely no idea what she was talking about. She told me that she was the girl my brother was talking about, and then gave me the name she had used. I was floored. I swear I got dizzy for about 10 seconds. She told me she was almost home but had to go because her phone was about to die and that she’d text me when it got on the charger. I went in to my brother and explained what happened and asked if he’d been teasing her. He was visibly upset and said he’d had no idea and wouldn’t have said a word if he’d known. I decided I needed to go talk to her ASAP. I grabbed another beer (for my nerves lol) and started heading that way. As I was driving I started googling the name she’d given me and sure enough. There was my sexy, gorgeous girlfriend, naked, masturbating, posing….and then, HOLY SHIT girl-on-girl!!!! And then…..there it was. A hardcore scene. For the second time in 15 minutes I was stunned. I pulled into a parking lot, downed half the beer and hit play. It started off with the typical “who are you, show me your tits, blah blah blah”. Then they brought the guy in….I started to get butterflies. Then, 60 seconds in I was rock fucking hard and completely turned on as I watched my girlfriend sucking some dudes dick. I was HOOKED!!!! I skipped around a bit, getting more turned on by everything I saw, and finally skipped to the end to see him blow a healthy load all over her amazing breasts. I high tailed it out of that parking lot, straight to her house. I held her for a few minutes and told her i had no problem with any of it. Made us a couple stiff drinks and let her tell the whole story….then when she’d finished I explained what happened and what I’d seen and how turned on it made me….and then we fucked like maniacs for an hour straight. It was amazing, it’s like I’d finally gotten her to completely show me who she was. The sex was mind blowing, we talked dirty, shares fantasies….it was perfect. Since then, as good as our sex life had been before all of this, it’s become AMAZING!!!! From what I can tell it’s only going to get better. I’ll start sharing the more fun stories and experiences as they come, but for now thanks for reading!!!!!