Straight Guys Costume Party Bareback Literotica Stories

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Trick or... No, Just a Trick

by PhilosopherX on Nov 20, 2017
Erotic Couplings

Here's another one-off story inspired by Halloween. As always, comments and feedback are appreciated. Enjoy. ***** Samantha checked herself in the mirror. Her makeup was overdone; too much rouge, lipstick way too red, and eyes done thick with both mascara and blue eye shadow. "Perfect," she thought to herself and felt an excited little charge course thro...

Wreck-It-Ralph Wrecked My Pussy

by lawyerstlouis on Jul 6, 2020
Group Sex

Hi, I'm Kellia and this is my first story. Mostly true, some embellished, but I swear every time I think about it, I get so wet, so I figured why not write it down. I'll start with saying that I can't say anyone is really to blame for what happened in this first story, but that said, there's definitely plenty of blame to go around. I can own my own part of...

Lucy Strays Ch. 02

by xxavi on Jun 1, 2020
Loving Wives

This is a direct continuation of Chapter 1 so please read that first. Also, there will ultimately be 4 Chapters. I broke the story up to help my editor, without whom this would never have been published. Thanks for the positive feedback; hopefully everyone likes this one as much. Enjoy! Chris Eventually our guests left and we finally started putting the...

A Halloween Weekend

by TiffyKitty93 on Nov 20, 2017
Transsexuals & Crossdressers

~Happy Halloween! The following is a follow up to my last story, A Weekend of Firsts. I recommend reading that one first for a little background on, and a better introduction to, our main characters.~ ***** A few months ago, I decided to have a weekend in spending time alone with my new battery operated friend while dressed as Tiffany, my en femme persona....

Full Circle Halloween

by SEVERUSMAX on Sep 19, 2017
Group Sex

So, there I was, at a party going stag, a Halloween bash, of all things! Now, bear in mind that Halloween itself is my birthday and it happened to fall on a Saturday that year. I had just broken up with Selina, my girlfriend of two months, over something that I thought was petty, but she deemed a catastrophe. She had seriously overreacted and committed the u...

The Princess and the Frog

by DG Hear on Sep 13, 2017
Erotic Couplings

Here's a Halloween story. Hope you enjoy it. This could have been submitted in a number of different categories. My girlfriend was standing there naked, as I watched her looking through her dresser drawers. I was laying on the bed naked with my cock sticking straight up in the air. "What are you doing?" I asked. "Get over here and sit on this totem pole un...

The Sinner's Canon Ch. 07-08

by SevMax2 on Jul 14, 2020
NonHuman

Chapter 7 "Dios mio ... where am I ... oh, wait, Jack? Jack Benton? What's going on here? Sandra ... and Jessica? And who are you?" Rita Escobar stood in her novice's habit now, truly shaken up by having had the Devil grab her and bring her here to face me and two of my other girlfriends, plus Lilith ... and Tyler, of course. "I'm Lilith, of course. Yes, T...

The Naughty Halloween Party

by AK_gals on Nov 12, 2019
Group Sex

This is a very true story. Last October my hotwife and I attended a huge LifeStyle (LS) Halloween party. As a little background, for many years we have attended parties but it was always hit or miss whether we played with anyone because of my hotwife's shyness, but at least I always fucked her in each party's Open Room. We've known this party's host for a fe...

Greedy Girl

by carriekitty on Apr 22, 2025

Well, my husband Carl decided he wanted me to be severely gangbanged and have cum all over my body from as many men as he could get, now I’ve only had about 4 guys use me at the same time, so this was on another league. He hadn’t told me of his plan and arranged this in secret without me knowing, but he knew I’d go along with it, as you know me readers I lov...

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A Devilish Good Time

by AverageGary on Aug 30, 2017
Group Sex

Kevin was 35 and a driver for Uber. He had always fantasized about picking up a hot couple or a couple of hot girls and having them make-out in the backseat of his car while taking them to their destination or hotel room. The night before Halloween, Kevin and wife Julie had an hour of intense, passionate sex and were cuddling when he brings up the possibil...