Sissy Maid Spank Stories

37,458 results
Orientation
Length
Source
Infinite Scroll

Helltaker: Demons Don't Share

by MidbossMan on May 28, 2020
Fan Fiction

With great effort, the Helltaker journeyed into hell, bashed skeletons, kicked rocks, solved every puzzle, and ultimately, gathered the finest cuties throughout the netherworld into his own demon harem. Armed with nothing more than a sharp suit, sexy shades, a great chocolate pancake recipe, and the wit to pick the right dialogue options- or the grit to go t...

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Undead Souls

by MICKYD6910 on Nov 28, 2019
Science Fiction

(All characters in this story are over the age of 18 years old) In the year 2069, middle of Autumn; Ashfield city is the third largest metropolis in the world with a hefty population of around twenty-seven million people crammed together in what you call home. You being Michael Knight. You're an above average twenty-one year old man, with a height of six-foo...

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Secret Journey Ch. 01

by DrGonzo124 on Jan 1, 2019
Transgender & Crossdressers

Tags: Transgenders, femdom, non-con, futa on male, creampie Dedication: To the wonderful and talented writers whose work I'm rippin-...I mean paying homage to, most especially ZappaGo who's hentai obviously inspired this. Author's note: Long time reader, first time publisher so please be honest, ...being nice would be nice but definitely be honest. 8 9...

Dave Gets an Education Pt. 09

by medic45 on Sep 19, 2017
BDSM

Chapter 22: The auction The remainder of the week passed quickly. I enjoyed my leisure time and rested as much as possible. I worked at the boutique on Friday. It was a slow day. During lunch Cindy, Denise and Robin told me they had all been accepted into the club and how excited they had gotten during their interview process. They recounted how each of th...

The Wedding

by zeta515 on Sep 15, 2017
Fetish

Acknowledgements: My very grateful thanks to AngelLove for agreeing to edit this story, for her very timely work, and her valuable suggestions and corrections. Copyright 2006 by Zeta. All rights reserved. Max emerged from the shower like Aphrodite from the Paphos, refreshed and renewed, but most importantly a virgin. In the next room, Max's older sister,...

A Game of Basketball Pt. 09

by phoenixcinders on Dec 16, 2019
Transgender & Crossdressers

Hello everyone! I know you've all been waiting for the next installment of A Game of Basketball which I will rename to Rivals, so here it is. Like always, all participants in sexual activities are above the age of 18. I hope you enjoy. Feel free to leave any feedback or questions in the comment section below and also you can always message me through my prof...

The Newest Generation Pt. 04

by Averagejoe1992 on Sep 14, 2020
Sci-Fi & Fantasy

Hey everyone, So firstly. I fucked up... Yeah... Somehow, I don't know how I've ended up with a bunch of names used by multiple people. On top of that, I mixed up a few names between chapters 1 and two. I don't know how I managed it (must have been really tired and brain farted). But I can't have this much going on or I'll get everyone confused. So... We'...

Three Intense Orgasms

by Gorgeous_George on Sep 17, 2017
Text With Audio

This is a short audio at the culmination of me going down on my wife and sliding a nice slick dildo into her as she feels my tongue lick her dripping pussy. She soon tells me she is going to climax whilst I lick her clit and fuck her hard with a dildo as she cums. You will hear her ask for "Derek" - which is our name for the dildo - before asking for my har...

A Billionaire's Life Ch. 02

by bluedragonauthor on Sep 25, 2017
Group Sex

-- CHAPTER 2: The Staff -- *** *JANUARY* "Ladies and gentlemen, may I have your attention, please." I ceased my conversation with Cassandra and glanced over to Taylor, who surveyed her audience with regal bearing and a saucy smile on her face. She wore skimpy lingerie all in electric blue, basically a g-string and a brief bra beneath a silky robe. Her sa...

Alexander Book 01

by bzarajic on Sep 14, 2017
Sci-Fi & Fantasy

Chapter 1 She made a small audible moan, arched her back and put her right hand onto his chest and mouthed the word please. He looked down at her smiled and withdrew himself so she could roll onto her stomach and when she was ready he re-entered her. She moaned and moved her hand towards her clitoris and began to stroke it with her fingers. He felt the wall...