[m]y [f]riend approached me about prostituting herself.

I feel kind of bad about this, but fuck it, had sex. (That starts at **** for those who skip ahead)

My friend Nancy has fallen on some hard times. Not the lost my job, can’t pay rent kind of hard times. No, Nancy went from being a pothead and weed dealer to dealing and doing harder substances. She’s lost some weight and word has kind of gotten around she’s the go-to for your poison of choice.

I won’t lie, I’d been trying to get in her pants since we met in high school. She was a curvy gal; 38 DDs, easily, and the body to go with them. Not fat, but enough meat on her bones to give you something to grab hold of. The closest I’d ever gotten was when she consented to show me some vids of her blowing her boyfriend. I’m here to tell you, Nancy has some serious skills.

So I’m sitting at work when my phone buzzes with a text from Nancy. It was a pic of her in red lingerie, tits spilling out of her too-small bra. She had thick, long hair that flowed around her shoulders. It was a dark auburn with streaks of red running through it. She’d lost some weight, and her color was a little off, but those legs still killed. Along with the picture was a message: “you busy after work tonight?”

“Concerns Over My First Purchase” [Fantasy, Misogyny] (X-Post /r/MaledomEmpire)

Hello, /r/sexystories. How’s it going?

This story was originally written for the creative folks over at /r/MaledomEmpire, which is an elaborate role-playing sub with strict lore and a well-developed universe. A disclaimer, before we begin: You might want to take quick gander over there *before* reading this story. Things will simply make more sense that way.

That said, here we go…

***

I wish I didn’t have to start this post off with a confession, but I guess there’s no other way to go about it. Don’t judge me, but: *I’ve never owned a woman before.* In high school, when all the other guys were getting their first cunts — usually as birthday gifts from their fathers — I was the odd one out. *I never even got my license to own a woman!* Well, not until a couple of weeks ago, anyway. That’s where my story starts. But first, one more confession…

[Group] [FF] + [FF] [No, seriously] My First Attempt at an Orgy (sexy, but also funny)

I’ve tried a few times to do the whole “group” thing, but it never really works out quite the way I want it to. This is my recollection of the first attempt to make that happen.

I had just graduated high school, and had all the parties and whatnot, but me, my girlfriend at the time M, and our best friends L and A (another couple) all got together for a celebration sleepover at my house when my parents went out of town for the next weekend. Of course it was just an excuse for everyone to make out and shit, like we needed an excuse, but whatevs.

Descriptions:
Me (again. Hi!): 5’0, blonde (that night), hazel eyes, curvy, “adorable”
Minnie: Taller than me (5’4”?), also curvy, wavy brown hair, brown eyes, medium-sized tits, awesome ass.
Lisa: Maybe 5’7”? Skinnier, short blonde hair, kinda greyish eyes, not as curvy
Amy: Somewhere like 5’5” I guess, super curvy, great figure, beautiful face, black hair, brown eyes, totally mousy most of the time. Weird huh?

Please come to Boston… [Travel] [MF]

Let me preface this by saying… I’ve slept with multiple women in hotel rooms all across the country having never met them until they knock… no I don’t mean call girls… relax. I mean mostly Tinder and some R’s.

Amy and I met on T and texted back and forth for about a week… She is a partner at a large national firm and based out of Boston… she also is 5’1, beautiful hazel eyes, with a greek background, tan, thick gorgeous hair, a perky firm chest and enjoys her pilates and yoga (almost as much as I, ultimately, would).

She knew I’d be flying in and staying in Back Bay for a few days. I was fairly upfront and blunt in my intentions and she seemed receptive but not overly giving in her own words… However I did get to call her on the Wednesday to hear about the guy she had been out with the previous night. We laughed and joked about him and how boring he was, how he took forever to decide what to drink, and how he was absolute friend material. The conversation flowed effortlessly, and that’s when I knew.

XXX Granny Tales [MF]

Chapter 1

Most people take one look at me and tend to think that I’m constantly knocking on deaths door. To be honest, this is true at times, but just like you I also have days when I’m full of life. I may be getting on but that doesn’t mean that I don’t deserve to have my itches scratched every now and again; the only problem is, finding somebody who can get the job done. I’ve spoken to a few of my friends who live with me in the nursing home and the advice they usually give is for me to find an older gentlemen who’ll be able to sort me out once or twice a week. The thing is though, I’m quite limb for my age so it’s rather difficult for these poor men to keep up with me; I’ve already sent one to the hospital and that’s just about all the guilt I’m willing to deal with. So, where does this leave me? I don’t get many visitors, and the people that do come to see me are usually family; so most days I’m left to satisfy myself which isn’t always as rewarding.

Published
Categorized as Erotica Tagged

How I Met My Girlfriend [MF]

Since the time of my first story, Tara and I are still friends. We briefly had a good run as friends with benefits but that ended when I got together with my current girlfriend, Karen. Tara and I haven’t hooked up ever since I got with Karen except for one occasion but that’s a whole other story. If it wasn’t for Tara bringing me along with her to a Halloween party with her friends, I would never have met Karen.

I was meeting up with Tara at her apartment to pre-game before the Halloween party. Being the minimalist cheap bastard that I was, I wore jeans, a red flannel shirt, a beanie, and called myself a lumberjack/Canadian/Guess-what-I-am-because-you’ll-always-guess-the-right-answer costume. As Tara answered the door, I was blinded by bright lights flooding out from behind her and as I saw the outline of Tara’s figure I thought I was looking into the gates of heaven. Mostly because she was dressed up as an angel and for some reason she and her roommates had turned on every light imaginable in the apartment. I guess to better put on their makeup? Not that I was complaining. The moment I walked into the apartment, I was greeted by four, including Tara, Asian angels wearing white tank tops/crop tops, white booty shorts, a pair of wings and a golden lanyard wreath on their heads to represent the halos. I was appreciating Tara’s costume in particular as I couldn’t help but steal glances here and there of Tara’s underbun peeking out from beneath her shorts. We all took a few shots of tequila and bourbon with some chasers before we started walking over to the party.

[mf] Having fun after date night

They pulled up to her house, snow drifting slowly to the ground outside. He turned off the car and turned towards the passenger seat where she was sitting.

“I had fun tonight,” he said “I’ll walk you to the door.” A smile that reached up into his dark eyes spread across his face as she nodded back to him in agreement.

They got out, snow crunching softly beneath their feet. The creaky gate opened and closed as they walked to the back of the building where she lived. The walkway was narrow, so she led the way to the door. Upon reaching it, she turned around only to be met by his face moving swiftly towards hers. One of his hands wrapped around the small of her back, while the other cradled the back of her head, moving it ever so slightly towards his in a soft but firm grip. The kiss caught her off guard at first, but as the initial surprised wore off, she surrendered herself to his lips. She couldn’t say how long it lasted, only that it wasn’t long enough.