Anal Archives — Page 493 of 957 — NSFW story

I [F] was paid to perform in a sex club and have anal sex for the first time

About 2 years ago, I read a post on this subreddit about how someone was able to pay off their student loans by performing at a live sex show. Curious, I messaged the author of the post to find out more about it. After some back and forth about her experience, I decided to jump in and see what would happen. Ultimately, I ended up having one of the craziest nights of my life. For those curious, I am 5’4″, fairly petite with hazel eyes, tanned skin, blonde hair, and a small tattoo on my left side.

After I got in touch with the people there, I went through a pretty involved interview process. This included defining some of my likes and dislikes as well as my interest in various types of performances they did at the club. I also learned a fair bit about the club. It seemed like they had a pretty elite clientele who would pay admission to watch sex acts on stage. Performers were paid based on the type of show they did and how much was involved. While I was very interested and definitely in need of the money, I did have some reservations about how wild and crazy I could get. I told them I was open to most things, but would prefer having only 1 male partner and that anal sex was not something I would be comfortable with. After several months, I opened my email one morning and my heart jumped when I saw they were inviting me to perform at one of their shows. I would be part of one of their “auction shows,” which is one of the ones I had read about on here and one of the ones I had told them I would be comfortable with. Read more »

[MF] My Best Buddy’s Widow. Part 12.

Read Part 11 here:

[https://redd.it/gszukm](https://redd.it/gszukm)

Part 11 was supposed to be the last entry, but Addie did something so awesome last weekend, I had to write about it.

Before I get into that, I would like to catch you guys up on what has happened in the last few months.

Two months ago, as I mentioned before, Audra moved in with some roommates to their family home. It was the understanding that she was going to take care of the upkeep and maintenance of the house. Though she seems to think that we are her landlords and everything that goes wrong with the house is our problem. That has caused a big strain between Addie and Audra. To the point that they haven’t spoken to each other in the last few months.

Addie was always motherly to Audra and Scott’s friends. Since Scott was away and Audra is Audra, Addie had a void in her life. She needed to be a mother figure to somebody. She found that somebody with Kaia… yes, that Kaia.

It started out with Kaia asking for some home decorating advice from Addie, then it went to shopping and hanging out. I must admit that it started out weird, but I have grown accustomed to them hanging out. Read more »

I [M] hooked up with an older [MF] couple in their suburban dream home [MMF]

While visiting Charlotte in the pre-Covid times I matched with an older (than me) couple on a swinger app that said they were looking for a bi guy for some fun with both of them. I was just starting to explore my bisexuality at the time, I still considered myself mostly straight, although I had experimented with local college twinks I had found on Grindr that were eager to worship my well-endowed cock and didn’t ask for reciprocation, I didn’t consider myself attracted to men, rather I was turned on by the situation, their submission to me, and the very skilled blowjobs. I also enjoyed anal play and regularly played with dildos while masturbating.

Anyhow, we talked about what we were looking for and traded photos. She was exactly my type, short with an hourglass figure, a thick, perfectly shaped ass and big tits. He was also attractive, a few inches shorter than me, but muscular, the guy obviously worked out daily and did not skip leg day. He had short cropped hair and some grey was starting to creep in at his temples and chin stubble. They were mostly interested in her being the center of attention, with the possibility of some oral with me and him if it felt right. Honestly they were such a hot couple I would have gone along with whatever they wanted. Read more »

Roleplay with [m]y girlfriend as an intruder breaking in

[Trigger Warning] I realize that not everyone is comfortable with the idea of forced role play. This story takes place between two consenting adults, where the idea of the role-playing came from the female partner.

This story takes place with my first girl friend, my first love. The funny thing is, we never had penis-in-vagina sex. She wanted to save herself for marriage. However, she still remains the most kinkiest sex partner I have ever had. We did anal regularly, used hand cuffs/rope, I gave her facials, she swallowed all the time, we had sex in public (fitting rooms, parks, etc), she liked being degraded, loved dirty talk, would call me in the middle of the day to let me listen to her finger herself, etc etc. To this day, she is the wettest girl I have ever been with. After our sex sessions the sheets would always be soaked.

Because she was my first, I didn’t realize I had stumbled across a unicorn. If I did, I would have made a bigger effort to make the relationship last.

Fucked Hard After Date [MF] [Tongue Split] [Kink] [BDSM] [Creampie] [Anal] [Fisting]

It was such a nice date night. I swing open the door and stumble, tipsy, to the bed. My feet had barely escaped my heels when you grabbed a fist full of my hair and growled in my ear “show daddy what’s under that skirt”. Your growl was so deep, I immediately felt warmth rush to my pussy. I hadn’t worn any panties on our date, and you knew that. Now it was time for the show.

Still tipsy and a little cocky, I lean back and open my legs. Your breath quickens at the sight of my cunt..pink, and getting wetter by the second. I lock eyes with you and lick my lips. In that instant, you lose it. You catch sight of my tongue…or should I say, tongues? I had my tongue split in two because I always aim to please.
You waste no time straddling me, with your knees on either side of my head. Your huge cock is pressing through your jeans and I feel it throb as I lower your zipper. It springs out and I grab your long shaft in my hand, steadying it as I swirl my tongues around your head. Over, under, down the sides. I tease you slowly and painfully, maintaining eye contact the whole time. Suddenly, you grab the back of my head and face-fuck me. Hard. I struggle to breathe as your thick erection fills my airway and my eyes well up with tears. I love it. You guide my head forcefully up and down your shaft, again and again. I deepthroat you for as long as I can as my makeup runs. Read more »

My Inner Cumslut Get a Surprise New Toy [MF]

It had been a while since we a had a quiet weekend home alone and I was looking forward to it. Matt had to run some errands and then was going to be working on projects around the house, so I took the small slice of alone time that I had to shave off the landing strip and insert an anal plug. When Matt arrived home, I was in my home/office on the phone and wrapping up the week. All day, my mind raced with ideas of what I wanted to do and how I wanted to be fuck that evening. The plug definitely added to the excitement and I thoroughly enjoyed my bike ride to the market that afternoon Read more »

I [M] 34, Throatpie’d A Porn Star At A Porn Convention

I work as a journalist and whenever there’s a sex-related assignment on the table I snatch it up. A couple of years ago there was a porn/sex convention that came to the city nearest me and I snagged it. I’d never been to anything like that so I had no idea what to expect.

My job was to write a pretty generic piece “The 10 Craziest Things to do at [X Convention]” or something like that. I’d been not masturbating (save for occasional edging] for many months so I was exceedingly horny. I couldnt stop thinking about what it might be like. It occurred to me that a lot of normies probably hear about conventions like this one and reflexively think, “I wonder if there’s any chance of getting laid at one of those things.” Or maybe it was just me. Read more »

[MF] Giving my FWB surprise painal punishment

Hello GWS! Long time lurker, first time poster. It has been wonderful reading the hot, dirty stories here over the years. I figure its high time I share some stories of my own and contribute to the community.

I have been seeing a girl as fwb for a few months, lets call her L. Ever since the first time we met, L took a big liking to me and made it her mission to please me sexually and keep me happy. Of course, am glad to be taking up her offer. L is not very sexually experianced, but open minded to experiment. While not a masochist by any means, she definetly has a bratty side, and she enjoys the dance of resisting only to give in after sufficient pressure, insistance, and me being demanding or forceful. L always glows and gets ultra affectionate after being well used. Read more »

A Week of Slavery (part two) [the sex stuff is in this one] [Brother, Brother’s Friends, Younger Sister]

[Part One](https://www.reddit.com/r/Erotica/comments/it5pp5/a_week_of_slavery_part_one_no_sex_older_brothers/)

After being hit on by a couple of guys, I went the way I’d last seen Ash and my brother heading, which happened to be towards the restrooms. I took a deep breath and went into the Men’s room and caught my brother and Ash mid-kiss. My jaw dropped a little. They’d both had girlfriends throughout high school and college, not once had I ever seen any hint of this being a possibility. Wyatt opened his eyes and saw me standing at the door and pulled away from Ash. I backed up and left the room.

I got it now. Wyatt wasn’t trying to protect me from his friend, he was jealous that I was monopolizing his friend’s attention and affection so freely when he obviously felt he had to hide his own. I went back out to the booth that had our drinks at it and there was a new group sitting in it, frat boy types chugging beers and fondling the two blondes they were sharing between the five of them. Read more »