Anal Archives — Page 643 of 957 — NSFW story

“Cheating On My Longtime Boyfriend With A Redditor, Who Knew How To Fuck My Ass” [M/F] [Long] [Anal] [Cheating]

“Cheating On My Longtime Boyfriend With A Redditor, Who Knew How To Fuck My Ass”

My boyfriend and I have been together for close to eleven years. I love him. I love him so much. Something happened last week that has consumed my thoughts, since it happened. What I did was so out of character for me. Everything about it got me so hot, even thinking about it now. I think a lot had to do with the whole naughtiness of it, and the ‘not getting caught’, got me so turned on. I’m wet thinking about it. I would have never thought that I’d do something like this in my life.

I’ve always been the good girl. I always did what my parents wanted, or expected, of me. When it came to my boyfriend, I always went out of my way to make him feel special. Whether I wanted to or not, if he enjoyed something, sexually, I did it, for him.

I’m a tiny girl. Petite, if you will. I’m 5’2”, and weigh about 108 lbs. People tell me that regardless of my size, I still have the body of a woman. Good hip to waist ratio. Smaller tits, but, I’m not complaining. Read more »

Uber Driving Slut enjoys a Paine Field pickup and ass fuck [FM]

Hey Y’all,

It’s been too long. It’s not that I haven’t been having naughty fun. It’s just that I haven’t been sharing it with you except maybe on my Twitter. But today I had some fun I just had to share. It was the nasty, naughty type of fun that I love!

Since moving up to Kirkland, WA I’ve started to pick up people from Paine Field a bit, as a way to get longer Uber rides. Most people are going to places like Kirkland and Bellevue so it makes for nice long rides as well as great tips.

Today was no different. I spent a bit of the day traveling back and forth to Paine Field in Everett. This afternoon I pickup a very handsome guy, tan, muscular looking, and a bit drunk from his flight back from Vegas. I was wearing an above the knee skirt and showing a little cleavage from a push up bra I had on. As soon as he got in my car he was very chatty and I laughed at all his jokes. He got to asking me about why I Uber and if guys hit on me because as he put it, “You’re a good looking women.” Read more »

[MF] Morning Sex and Rough Fucking with the Ex After A Night Out

I went back to my hometown the other week to visit the family and ended up out at one of the local bars with my step sister. It just so happens that my step sister is good friends with my ex Katie. I was with Katie in my early 20’s. It was a bit of a messy break up but due to our situation we moved on, grew up and kept things civil. Katie, I don’t mind saying is a good looking brunette with eastern European family heritage. When I was with her she was skinny but as she progressed into her late 20’s she gained some weight that gives her some shape. Not overweight by any means. She is looking healthier for it. She has a man and a kid now and is playing house but she always had a bit of a wild side. Read more »

Kinky College: Surprise Anal Sex Week Chapter 1 [mf][m+f][anal][mdom]

[Kinky College: Surprise Anal Sex Week Chapter 1 by Broken Arrow (MasterLoveHurts)](https://www.asstr.org/~Broken_Arrow/2014/04/2-kinky-college-01—surprise-anal-sex-week-part-01/index.html)

**Summary:** In a world where science has discovered that men fucking women in the ass makes men and women better students, colleges and universities everywhere have instituted Surprise Anal Sex Week to relieve tension and increase success.

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*This is a rough draft I posted on ASSTR for people to read for free. The edited version is on Smashwords and Amazon. All of this (in rough draft form), as well as other rough-draft works of mine, are there as well: https://www.asstr.org/~Broken_Arrow/*

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“Ugh! Surprise Anal Sex Week is so annoying!” Betty said as she adjusted her eyeliner in the bathroom mirror. Her brown hair curled just slightly at her smooth bare shoulders and her hourglass figure was completely visible thanks to her bikini top and denim shorts.

“I know, right? I mean, just how many times am I going to get a dick shoved up my ass before Friday comes along?” Kate said. Read more »

Regret, MF

All participants in this imaginary tale are imagined well over the age of consent (18).

*****

The last time we talked, I talked you into our old bad habits. Into being bad again for the sake of pleasure. I know were miles away, and I know it’s just text, but being bad is addicting. And when you caved I knew we were going to have fun, and text each other to an orgasm or two apiece. But something always comes up, and you told me you were going to take your toy for a joyride.

I wanted so bad to hear from you again, while you fucked yourself. To read your messages as you imagined what I would say. What I would do to you. I know I was in a compromising situation, but that’s what makes it fun. I wanted to send you a message about what I was imagining, about what I wanted to be doing. But you stopped responding as I imagine you were watching a video and cumming with your toy buried inside you.

So here’s what I am thinking about now. Read more »

My baby girl and I have a “bucket list” we’ve been working through [MF]

Maybe not so much a story as an explanation of what’s been going on for the two of us over the past few months.

Around 5 months ago, I began a conversation with a beautiful female Redditor. She and I connected while exploring what each of us were seeking in our lives right now.

She was 24, petite, with blond hair, hazel eyes, and a perky pair of pierced B-cup tits. Recent trips to the gym, combined with some running and yoga, had helped her fill out her ass.

I’m 37, tall and broad shouldered, with blue eyes and a beard. I wear dark rimmed glasses.

She found our age difference intriguing, as she had always had a bit of a ‘daddy’ fantasy. She really loved the idea of someone older being there for her in multiple ways, physically, emotionally, etc.

She was completely submissive. Please understand, this doesn’t mean diminutive or shy. Her personality is warm and bubbly, but she takes pleasure in ensuring that her partner is being completely satisfied.

I had always wanted to explore taking a dominant role. Living out some more of those aggressive fantasies that require a good amount of trust and communication. Read more »

the time a frat boy had me begging him to fuck my ass [MF]

Joe was like, a very stereotypical frat guy. I had met him at some party in college and we started hooking up pretty regularly. We had mutual friends and we both weren’t looking for anything other than a friends with benefits kinda deal. He wasn’t the brightest crayon in the box, nor did he have any interests other than sports, business school, and being a frat star, but it was really good no strings attached sex.

After fucking a few times, we started talking about what we were into and what we liked. He said he really liked anal, which surprised me at the time but looking back, duh. I probably told him I liked to be choked and called a whore or something.

Anyway, I’d only had bad anal experiences at this point. But he never pushed it or asked for it after he told me that, didn’t even come close to my butthole. Honestly, I was a little offended. Like did he not want to put it in my butt? Was my asshole ugly? But mostly it just piqued my growing curiousity. Read more »

His Turn (Part One) [MF] [Dominant Female] [Anal Play] [Teasing] [Rimjob] [Oral]

I’m not sure what I want other than touch this evening. My lover’s mood is also strange he’s leaning into me to be held and touching me so gently it’s more of a suggestion of contact. I know he wants me the look in his eyes says as much. Though it’s very different he’s almost meek and unsure of himself. It’s far from a bad thing I’m just unsure what he’s looking for, so I grab his ass.

He leans into my touch allow my hand to explore to it through his jeans. I let myself grow bolder and decide to slip my hand into his pants. His ass is great to hold such soft skin but firm muscle so you feel like you’re really holding something. I almost want to pinch it but I don’t want to test this new mood so soon.

I loosen his belt to allow me more access to him. I let my fingers roam exploring his body and relishing in the touch. I kiss his back and reach my hand around to go for his cock, but I trail my hand around his waist lazily. I’m amused with myself for treating him like sudden movements will scare him. My fingers gently brush the base of his shaft and run a singular finger to the tip. Read more »

She let them [M/F, nc, prost]

“So, do you want to come by my apartment after we finish up? Can play some games, and I’ll let you borrow The Witcher 3 since you like RPG’s” he asked her. Sarah wiped her forehead and smiled as she loaded up some stock.

“Sure thing, Steve! Don’t really have much planned after that anyway,” she said. He slapped her butt and then laughed, running off. She laughed with him, slapping and just missing him. She shook her head and went back to putting up some merchandise on the shelves. She’d only been at the store for a month but liked it. She mostly worked with guys on the third shift, which was fine with her. She never felt comfortable around other women, not usually. She was raised by her dad and had always been a tomboy. Also, she liked and thrived on attention, which was always easy to come by when it was mostly guys and she was one of the few girls. Read more »