Sissy Maid Chastity Stories

25,197 results
Orientation
Length
Source
Infinite Scroll

Wes Watches Wendy

by LustyLee77 on Sep 13, 2017
Loving Wives

Wes walked into his modest suburban home and kissed his lovely blonde-haired wife Wendy. He stood only 5'6" but felt tall next to his 4'10" wife. She was living proof that good things do indeed, come in small packages. Wendy curved in all of the right places, had an ample bosom, the face of an angel and her blue eyes sparkled. Merely beholding her beauty,...

The New Apartment

by adambishop on Sep 25, 2017
NonHuman

I had been working as at a local law firm in my home town for four years before I got the attention of the main office, it turned out one of the higher-ups had been searching for a new manager to promote, and I more than met the requirements; one month later I arrived in New York to take up my new position. I had lined up a possible apartment I could live i...

Elizabeth's Descent into Hell

by 123z on Mar 12, 2019
BDSM

I'd like to spank, er, thank! My wife Mrs. 123z for the inspiration and ideas for this gothic type tall tale. x Isle of Wight, 1891. As the horse drawn carriage drew up to the foreboding mansion I felt a distinct feeling of dread leap up in my bosom. It seemed like a cliché from an old ghost story as the storm grew ever more ferocious and Peter and myse...

How I went from Domme to Slut Ch. 02

by Ms_Allison on Feb 5, 2018
BDSM

After my Friday night of submissiveness, I spent the weekend reasserting my dominance with amber. The only thing I'd received from Ms. Juilia was a text instructing me to practice bending in my heels so that I could stand straight legged and touch the floor. I was to do that twice a day until I saw her again. I made sure amber never saw me doing that, which...

The Royal Cock Ch. 06

by sexgundam666 on Sep 26, 2017
Novels and Novellas

Kyodai hummed to herself as she stepped from her shower. The morning sun invaded her bathroom through the cracks in her curtains, casting a radiant glow across the princess's damp skin. Her maids stood waiting at the sides, heads bowed and arms outstretched with towels or various articles of clothing hanging from them. Each was dressed in a traditional Frenc...

Gang Bang Girl

by Trialbasis on Sep 25, 2017
Group Sex

Mary sat at her desk exhausted from the prolonged late hours and pressure deadlines of work. She rubbed her eyes and stretched her neck and back to ease the tension and pain that she felt. She was too tired to do any more tonight but the hours that she had put into this project would pay her back ten fold once the client's demands were satisfied. Besides she...

The Institute and Belinda

by SpencerAlanMacLeod on Sep 13, 2017
BDSM

Forward This is a Maledom tale about a highly successful businesswoman's secret fantasies coming to life, if just for a little while. 'The Institute – A Description' is presented at the beginning of each story but it remains the same throughout the series. This original story starts at the beginning of 'Chapter One'. The naughty bits start at the beginni...

Kathy and the Old Men

by zues2u2 on Sep 25, 2017
Group Sex

playing with all of the cum that was still leaking from her pussy she was amazed at the amount of cum that three teenage boys could produce. She rubbed and smeared the cum over every part of her puffy pussy when it got dry Kathy would dip her fingers deep and pull out more. She managed to hold off cumming only one more time that night and passed out naked...

Three Generations Ch. 02

by nonameleader on Sep 16, 2017
Mature

Next day, being a weekend, Satish was at home and he had Anita and Shashi for company. Her mother had left for a nearby town on some work and was accompanied by Savita and Shilpa. Satish had got up around 8 am and had a leisurely breakfast that had been prepared by the two ladies. He took a shower and was sitting in his room reading a book. Anita knocked at...

Lacie Ch. 07

by Dancingwizard on Sep 14, 2017
Romance

Chapter 7: Lacie's Mansion Lacie decided to wander the halls for a while, strolling through the hallways of the mansion's first floor. Poking her head through doorways at random, the young brunette teen enjoyed her time alone, reveling in the stately pace at which she let herself amble along. Ever since she had arrived at the mansion, it had seemed like Lac...