My two threesomes and my double vaginal penetration experience (m/m/f)

I've never really seen myself as a threesome person honestly until recently. So it was kind of weird the first time it happened with me. I apologize for the length, this is two separate stories so that's why it's long! The second part of it is my double penetration experience, the first one is just use having our first encounter. I didn't realize how long it was until I submitted it, sorry!

I was sitting with my boyfriend Kyle and his friend Rob, we were at my apartment drinking and having fun when the conversation turned a tad bit sexual. We started getting into me and Kyle's sex life and what we liked doing. Kyle is bi so we talked a bit about that as well and Rob seemed curious. We talked about threesomes and Kyle mentioned he liked the idea and I shrugged, sure why not. We kept drinking and finally we started joking around, daring each other to do things. Finally Kyle dared Rob to kiss me, I giggled and Rob came over and put his arms around me and gave me a big peck. But he never really broke the kiss, it was starting to get a bit awkward, either you stop kissing at that point or you go further with the kiss. Read more »

Fro[m] hook-up to personal [f]uck toy

Not a native English speaker but this isn't Shakespeare so what the hell. Also, I suck at formatting.

A few weeks ago I met this girl on OKC. She was married but looking for a side gig since her hubby was regularly seeing other women, too and it seemed like she wanted to do some catching up. We hit it off pretty well and while we kept most of our privates lifes to ourselves, we quickly seemed to click on a sexual level and talked/sexted in explicit detail about how our first encounter should look. We met shortly thereafter and had hours of amazing, very rewarding sex but at that point I had no idea how much better things were going to get. Read more »

I’ve (m)ade a huge mis(t)ake

So I got drunk. Really drunk… The kind of drunk you don't wanna be, because you make stupid mistakes. This mistake was the worst I've made. I just broke up with my girlfriend of a year and eight months. Why'd you break up you may ask. Well we all got drunk and fucked her best friend beside her while she was asleep. That was shitty, but it led me down a rabbit hole of whoriness I've never experienced. About a week after our breakup, I had been looking at craigslist casual encounter ads. Sure, I thought, I could fuck one of these people. I had always thought about fooling around with a guy, and I even emailed a couple guys but chickened out at the last minute. But then I saw a transexual post. I have been curious about trans girls for awhile now, and my drunkeness made me more ambitious. She was a bigger african princess it would seem. She wasn't really a princess, more of a hooker, as I paid her money to have sex with me. So I texted this chick. She seemed nice. Wanted $100 for a half hour of fun time. I told her I would get the money and meet her in a few minutes. I drive to her apartment, (this is all with me being VERY drunk btw, I probably wouldn't have done this sober) and wait for her. She shows up and we walk upstairs to her apartment. We walk in and I notice her place doesn't look too great (considering the area of town we're in). There's a black leather couch and an area rug. Random paintings are hanging on the wall. As I said before, I am very drunk, so I excuse myself to the restroom. I relieve myself and look in the mirror. "You're about to have sex with a transexual." I said excitedly. I have fantasized about this for years and never thought this would come true. I enter her bedroom and she asks for the $100 we had previously mentioned. I gave her the money and she pulls out a condom. She places it on my cock and takes off most of her clothing. I can see her sexy black cock and wish I could be playing with it, but I want her to play with me first. She begins to suck on my dick like there's no tomorrow. It feels amazing and I almost cum as she laps up my cock. She tells me to fuck her from behind. I oblige. I stand up and she assumes the position. I lick her asshole real quick and try to enter her. Something's wrong… I can't get inside of that beautiful tranny. I try and try again to no avail. She asks what's wrong and I say it's probably due to my drunkeness. She says don't worry and has me lay down and starts sucking me off again. By this point I am discouraged and can't get hard anymore. I try to fuck her sweet ass once more but cannot muster up the hardness to do her. I admit defeat and tell her I'm so sorry. She tells me she's worried I am mad her, which is the complete opposite, as I wanted to fuck her so badly. I realize that buying a transexual hooker, while it's sexy in my fantasies, is probably not what I actually want to do. She understands and we say our goodbyes. Everything in me wants to fuck the shit out of that bitch, but I can't bring myself to. Whether that's the alcohol or the straight talking is beyond me… I guess I'll understand tomorrow. Thanks for reading, this literally just happened. Sadly I'm out $100 but maybe that's a lesson learned. Don't try to fuck tranny hookers! Maybe that's the lesson…

“Sand” – my romantic erotica novella free on Amazon Kindle

Dear all,

I am JJ Bellenger, writer and long time reddit user (albeit under a different account). I am posting to let you know that "Sand" (a literary romance erotica novella that I hope you'll enjoy) is free on Amazon Kindle (last day of promotion). Here it is.

Thanks for your time,

JJ

PS: I have first messaged the mods to ask for permission to post this, but got no response. Since it's a freebie, I hope it is all okay and I'm not breaking any rules.

PPS: I thought you might enjoy its freshly baked book trailer, too.

[m/f] Truth or dare turns into public oral fun

You guys seemed to like my last story so I'll post another story.

Another friend of mine (fwb) were playing a game of truth or dare on MSN Messenger (now you know how long ago this was). She came over to my place for drinks and well…alcohol + sexual tension + truth or dare = some crazy things.

And obviously because it happened so long ago, not all the dialogue is word for word but I tried to keep it close.

"What?!" I exclaimed in shock.

"That's right, cmon, do it," she said with a grin on her face. "I kept my end of the bargain."

We were playing truth or dare. I had just dared her to walk outside on my balcony which overlooks a busy road in Toronto and strip down to nothing. I couldn't believe she did it.

She now sat there on the couch, completely naked, with her arms folded just barely covering her small tits, legs crossed, just waiting. I had chosen dare and she wanted to up the ante.

"Alright alright!" I unzipped my jeans and pulled out my cock. I was a little turned on by her daring act so I was already sporting a half-chub. Read more »

Hilly and Ben – Their First Date 3 [mf][Str8][Mdom]

Click on my name for the previous story called The Choir Trip or the first two parts of this story.

Hilly sat down in Ben's car with a rumble of anticipation in her stomach, then Ben shut her door. He danced around the front of the car with an eager grin. After he opened the driver's side door and plopped down next to her, he said, "Ready to study some algebra?"

She leaned back against the door and put her fingernail between her teeth to give him a coy look. "Drive fast."

The previous evening had been a blur of homework and safety class research with a few breaks in between to introduce Ben to Violet over a video call. After she told him all about her little purple friend, she decided at the last minute to keep her study plans a surprise.

During the day at school Hilly kept teasing Ben with kisses and secret touches. His frustration had him waiting by her locker at the end of the day to lead her to his car. He'd held her hand and carried her books for her, making her feel like one of the girls in the old romances her mother read. Read more »

Finally fucked the guy I was lusting after for months (MF)

This happened a few months back, last September to be exact, but I'm just getting around to writing it now. Better late then never right?

Anyway, I remember how it began so clearly. I was scrolling through my facebook newsfeed one night when I came across a picture of the most beautiful guy I have ever seen. Perfect medium length brown hair, brown eyes, probably around 5'10, muscular, 21yrs old, and Italian. Exactly my type. Myself, I'm 20, 5'5, thin but curvy (32C, size 2, large butt), reddish brown hair, hazel eyes. I creeped on his facebook only to discover that he was in the fraternity my sorority hung out with often. Since I had just recently joined this sorority, this is probably why I hadn't noticed him at events. By the time I saw this facebook picture, it was about to be summer break. So I made a promise to myself that once the fall semester came, I would make every effort to socialize with him and see where it went. Read more »

An Eventful Walk in the Woods [mf][outdoors] *My first r/sexystories post, feedback encouraged

It was a warm afternoon, a cool breeze caused the needles in the trees above them to slowly sway back and forth, dancing to the songs of the birds perched within their branches. The sun’s rays cast long shadows down the path, highlighting the specks of dust being kicked up by their feet. She, a beautiful brown haired woman with eyes greener than the evergreen background behind them, walked slowly in front of him, silently taking in the vastness of everything around her. She knew as she walked, that he was watching her every step as he followed slowly behind. He was taking in the way her body moved, following the lines of her fit frame, studying her legs as they continued on down the path – she was so beautiful to him, that at times, he forgot to admire the beauty of the granite mountains sticking up above the trees to the east. Read more »

Fucked a milf while working away with the help of 50 shades of gray part 3

Welcome to the third part of the story.

The previous chapters can be found here and here.

A quick recap if you haven't read them. I was working away and ended up fucking the manager in the bookies I was working in because of her reading 50 shades and me being a cheeky sod. She (Helen) comes to my hotel room that night and we're having great dirty sex, joining the story now, she is bent over on the bed hands zip ties behind her back with her knickers shoved in her mouth!

I force her face back into the sheets as I start pounding her again, her hands tied behind her back, her ass is red from me slapping it, big red hand marks all over it, her moans are muffled by the pants stuffed in her mouth!

I feel her pussy start to tighten, pussy juices in my pubes and running onto my balls , I pick up the pace my balls slapping off her pussy, her whole body starts to shake as without warning I plunge my thumb deep into her exposed ass, I keep fucking her hard while moving my thumb in a swirling motion , her pussy and ass pulsating as this massive orgasm passes over her. Read more »