Halloween Costumes Latex Anal Plug Story Stories

176,246 results
Orientation
Length
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Infinite Scroll

How I Became a Cheerleader Ch. 06

by DMaster_14 on Sep 25, 2017
Transsexuals & Crossdressers

Sorry for the delay in continuing this story, but the chaos that two sets of twins can create has to be seen to be believed. I can't believe that it has been ten years since my last update, but now that the girls are in full time school I can continue. The next several weeks until the Halloween party were very busy. I drove Trent to and from school each day...

A Happy Howling Hallo'weeny

by sexygodess06 on Aug 30, 2017
Humor & Satire

Thank you for reading this story and placing your vote. As a novice write, your positive comments are most encouraging. Just having fun on Lit' with a little humor and fiction. The authors don't get paid much for writing these stories, so a few tricks or treats would be much appreciated in your emails. * Halloween has always been one of Sabrina's favorite...

Public Adventures of Mark Halloween

by rik581 on Sep 13, 2017
Transsexuals & Crossdressers

"The Public Adventures of Mark" Halloween Humiliation" Mark had asked all week about Cindy's plans for him on Halloween. She would not even give him a hint as to what she had in mind. All he knew was he going to walk the mall and parking lot with Cindy in the costume she had selected. "Don't you worry about it baby. I promise you it will be a night you wo...

Cindy's Slut Ch. 08

by Bastinado on Sep 15, 2017
BDSM

Chapter 8: Sorority Halloween Saturday morning, Halloween day, was warm and sunny. Cindy and my love making from earlier that morning left us both happy and hungry. Marsha was in the kitchen and she had prepared a big breakfast of eggs, bacon and biscuits. Since it was extremely unusual for Marsha to do anything so nice, especially for me, I attributed it t...

Halloween Surprises

by LitEroCat on Sep 13, 2017
Erotic Couplings

[This is my entry to the 2010 Halloween event, so please VOTE and vote BIG. ] * We arrived early at Steve and Laura's home at 1900, when it would normally still be light out. But the rolling thunder and heavy clouds darkened the skies. Thick bursts of eerie, twisted lightning briefly and repeatedly lit up the muggy night. Crashing, earsplitting thunder fol...

The Perfect Pair Pt. 11

by ChangeYourPassword on Oct 6, 2020
Fetish

The Perfect Pair, Chapter 11 (fetish, chastity, consensual, cross dressing, ponyplay) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy...

Just Look at Me Now Ch. 05

by GFfan on Sep 14, 2020
Transgender & Crossdressers

ACT ONE: PARTY PREP "If the item is defective, you can return it for a full refund, but no, you cannot return it if it's simply too big. I'm sure you can understand why." This was the saleswoman's reply to the question I had been instructed to ask about an item Jude and Becky had assigned me to buy. "I doubt that will be a problem though," the clerk, Felic...

Let's Be Twins

by manditv on Sep 19, 2017
Transsexuals & Crossdressers

"oh..baby..I'm cumming!! ah!" I pulled out of her nice round ass quickly, so my hot cum would squirt on the pearly white skin of her back and if I shot just right I might get it into her beautiful blond hair. "You asshole! Now I'm going to have to take a shower!" Success, my cum was now pooled in nice white blobs from her ass all the way up to her hair....

Peel My Costume Off

by Soazoldman on Oct 23, 2018
Exhibitionist & Voyeur

This is an entry into the 2018 Halloween Story Contest. *********** This was going to be Kim's first date in two years since her ugly divorce. It wasn't the idea the her ex-husband was fucking escorts or spending their savings. The worst thing that happened was that he caught genital herpes from one of the sleazy hookers he visited. Kim was lucky she notic...

Role Reversal for My 50th Pt. 03

by Lifeinlingerie on Oct 8, 2019
Fetish

Once we had both cleaned ourselves up, we realized we would need a good meal before heading out on our adventures for the night. As had been the case through the whole trip, Gwyn picked out my clothes and laid them on the bed while I was in the shower. I'd removed the inflatable plug from my rear before getting in the shower, and was feeling a little empty a...