Sissy Maid Spank Stories

37,458 results
Orientation
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Infinite Scroll

Tiffany Is A Mean Stuck Up Bitch

by lilguy on Mar 19, 2006
BDSM

One of teacher of the student council was speaking on the phone with the principle. The teacher name was “Donald Smith” “Well there you go. I am confessing. I slept with my college student Tiffany and the little bitch now black mailing me. She been doing it for years Ms Henderson” Donald said talking on the phone “mmmmf” Ms Henderson said on the other end “W...

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Night Hunter

by HazelSuccubus on Mar 17, 2020
NonHuman

Dusk had long ago faded below the horizon, leaving the castle to soak in quiet shadow. Strong walls and wards had kept even the fiercest attackers at bay for half a millennium, so the patrolling guards were largely symbolic. In a particularly deep shadow in a quiet corridor, the demon crept. Her footfalls were quiet against the stone floors, despite the lac...

A Spanking World

by Alex_Jay on Aug 19, 2018
Fetish

You wake up, surprised you fell asleep at all given your excitement. Today is the day you come of age! As a full adult you now have the authority - the responsibility really - to spank any girl you feel deserves it. You reflect as you're getting dressed. Are you ready for this responsibility? You certainly feel like you've been ready for a while. True, you'r...

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100 Spanks Pt. 02

by NerdyTalk on Nov 25, 2017
Text With Audio

As with the first one, the goal is to be able to take 100 spanks, but this time I decided to challenge myself a bit more by picking the 5 most painful objects I've ever used to spank myself with instead of just one. Those of you who listened to my first spanking audio will recognize the wooden brush I'm starting this challenge with. Next we have a silicone c...

Camilla's Cuckold Ch. 02

by sweetnpetite on Sep 25, 2017
BDSM

Author's Note: After posting Camilla's Cuckold, I got numerous requests for a Part 2, so I decided to tell a little more about the characters involved in the story. This episode doesn't have any sexual action but rather lets us peek in on their lives and motivations. More installments are planned and will cut across different categories. You can expect bonda...

Lord Roger's Women: Tuesday

by fannyanny on Sep 13, 2017
BDSM

Madame Carrie's whorehouse always seemed to come alive on a Tuesday at the thought of their most regular customer arriving and demanding all of their attentions. Most of the whores had to wait until Friday when he and his friends would arrive and commandeer the whole building. On a Tuesday Lord Roger was there for one person only and that was the black haire...

Pleasuring Myself In The Tube

by pussylove69 on Sep 16, 2017
Toys & Masturbation

It’s late evening. I have just been at my laptop and reading some stories. It aroused me as always and as always one of my hands had slipped into my panties and my fingers had found my moist pussy there and while reading I very gently and slowly had been moving my fingers up and down my slit I did not make myself cum. I finally shut down my laptop. I went in...

My Wife's Halloween Job Ch. 07

by Cuckinflorida on Sep 19, 2017
Loving Wives

Saturday morning and the store is to open! David called to let Ashley know he was on his way over for her. I watched her from bed getting ready, slipping on one of the pairs of panties that he had me purchase at the lingerie store. She put on a new mini skirt and heels and a tight blouse. I next heard the front door unlock, yes he has a key! And came right i...

Night Falls

by Just_Words on Feb 12, 2019
Loving Wives

Night falls and as darkness descends I close my eyes. I am lost in my thoughts and memories. Why didn't I just walk away? It's March 2007 and Henry Burk is throwing a party. His parties are legendary. Henry is the all-state pitcher on the school's baseball team and he is headed to college with a full scholarship. Everyone is there. We are telling jokes, lau...

The Maid Pt. 11

by Bumpinguglies on Sep 26, 2017
Erotic Couplings

Fresh from the shower, she stood in front of the long mirror, admiring her trim nakedness and her newly shaved pussy, the bare smooth 'V' at the top of her legs with that dark vertical pink slit dissecting it. She couldn't help but reach down and rub her fingers over it. Smooth as a babies bottom. If she was going to be licked tonight, she wanted it smooth....