Sissy Maid Chastity Stories

25,197 results
Orientation
Length
Source
Infinite Scroll

Thrown Away

by The_Lady_Within on Sep 16, 2017
BDSM

I was standings naked in the hallway outside the hall. I was used to this nakedness and waiting nowadays. Sometimes I felt like a forgotten piece of decoration; a realistic statue of a twenty five years old woman, with shaved head and pierced genitals. Back in time when still Edward showed interest in me, he occasionally had a new place of my body pierced....

Learning Ch. 02

by FemDom2003 on Sep 17, 2017
BDSM

"Prepare him." What in heaven's name did she mean by that? "Come with me," ordered Priscilla. Naked as a jaybird, I followed her down a hallway to a gigantic, ornate bathroom with white tiles, a marble tub, brass faucets, and unbelievably bright lighting. The bathroom was nearly as big as my poor little bedroom at home. I knew Priscilla had sensed my ne...

Golf Club Wives Ch. 02

by mangrove jack on Sep 11, 2017
Erotic Couplings

Mark rolled out of bed as the phone rang. He rubbed the sleep from his eyes as he struggled to reach the phone. “Good morning” he croaked. My God Mark, is that you?” Stan asked. “What are you doing at home, its midday?” When Mark did not reply he raised his voice, “what’s wrong?” “What did you get up to last night?” “Mate you won’t believe what’s happ...

The Nude Wedding Reception

by inafantasy on Aug 24, 2020
Group Sex

A humorous but erotic story about a wedding reception gone wrong, and how the guest decided to make the best of it. I was writing this for the Humor/Satire category, but it fits in several others and I felt (Group) was the most compatible. As always, all characters portrayed are over the age of 18, and the story is pure fiction. ____________________ Small...

Little Man and the Stupid Bitch

by Just Plain Bob on Sep 26, 2017
Loving Wives

I guess the first thing you need to know in order to understand what happened is background. My name is Robert Daltry; I'm twenty-seven years old and I work as an aircraft mechanic for a major airline. I'm five foot six, about a hundred and sixty-five pounds and I'm in great shape thanks to daily runs and work outs at the gym. I've always been small – at le...

The Best Gift Ever Ch. 05

by Katiekatsman on Sep 15, 2017
Fetish

For the next twenty four hours Mistress Debra ordered Bobby to lay low. She even ordered out for Chinese and made coffee for the two of them the following morning. Following Layla's orders she started the hormone injections the day after surgery and by noon Bobby could already feel a pronounced heaviness growing in his balls. The thought of them rapidly expa...

Millville Ch. 20: THE SYBIAN PARTY

by Submisky35 on Jul 29, 2019
BDSM

A couple of weeks had gone by since I, coming off a drunken stupor, submitted to my wife Suzie—actually she tricked me into it—and she strapped me to our spanking bench, followed by giving my ass a good paddling. She also learned that the clothespins she put on my nipples made my cock get very hard. I had my bi-weekly golf game with my best friend Bob, who...

Sigma Omega Sigma Ch. 04-06

by SEVERUSMAX on Jun 26, 2018
BDSM

Chapter Four With the ceremony over, Lizzie and I headed out as soon as practical off the Order's property and began exploring the main campus a bit more, especially since I still had classes to attend (unlike her, though few knew it yet). I got a few bizarre looks for my priestly garb, as well as for the handcuffs and being bound to Lizzie in such a manner...

New Beginnings

by rebeldoll on Oct 13, 2020
Transgender & Crossdressers

My journey begins as some do, with an accident. My mother had taken a nasty fall at her home. It had flooded due to a busted pipe and slipped while cleaning it up. I was living in another town a few hours away when I got a call about what happened, in which I dropped everything and drove expecting the worse. I was an only child and my father had split when I...

Auntie Mabel Ch. 23

by drsnip on Sep 15, 2017
Novels and Novellas

Mabel was in bed, thinking about Alison and Sarah's housewarming party. She was pleased that there would be more men there than usual. Having Bill, Sue's husband, attend, would keep Sue off John's back for one night at least. This friend of John's called Steve, would hopefully keep Diana occupied. John's dad Sam would have his wife Doreen; Alison would...