Maid Chastity Stories

20,460 results
Orientation
Length
Source
Infinite Scroll

Cuckoldry, Spirituality, Family Ch. 08

by submind on Sep 12, 2017
Interracial Love

New readers - and previous readers who might have read the last chapter quite some time ago - know that it is advisable to start at the beginning of the series in order to know about/remember the characters and the sequence of events. ***** "Sir, I have to talk to you," said Amanda in a rather authoritative voice. "Yes Amanda, what can I do for you?" I...

A Trip to Remember Ch. 01

by marykay9 on Sep 16, 2017
Transsexuals & Crossdressers

I live in Los Angeles and don't get much of a chance to practice my hobby of cross dressing. Once per year however, my company sends me to an industrial convention and I take full advantage of the opportunity. This year I was to travel to San Antonio, Texas, to attend a conference at a large hotel located on the River Walk. I packed two bags, one with my b...

Samantha Meets a Dom Master

by SamanthaSatine on Sep 16, 2017
Transsexuals & Crossdressers

A true story - I am the main character and all the various activities described were undertaken with my consent...no harm came to me in any way... ***** The date was fixed. The room was booked – neither of the willing parties could accommodate, a not unusual event in the world these two inhabited from time to time. The morning of their meet had now arriv...

Indolent Ivan

by justincbenedict on Aug 27, 2018
BDSM

February 24 From JosephineMiller To: Wrenjohnson Wren, this is great. I couldn't believe it. Ivan proposed last night. He presented me with a diamond engagement ring. I was kind of like "I hope this isn't a bribe, you're still not getting to orgasm till the end of next month." Although for a ring like that, I might have given up the whole Mistress/Slave t...

Violet Tears Ch. 04

by Meliawen on Sep 11, 2017
BDSM

Violet was dragged, in her humiliated state, from the party, tears rolling down her face. Of her sister, there was no sign, and she felt sure that Willow's Master would undoubtedly punish her severely for her benevolance. They did not return to the bedroom, but rather turned toward the dungeons. When they passed a maid in the hall, Blaine ordered her to st...

Princess Pent-up

by VerySpecificFetish on Dec 17, 2017
BDSM

"My..." Muttered princess Esme, as the maids followed her into the room. "What a mess. Those opposing armies really didn't stand a chance." "May we help you undress, your highness?" Esme only responded by lifting her arms. Carefully, after several layers of petticoats and ceremonial armor had been removed, they revealed it. The chastity belt, precisely wh...

Test Subjects Ch. 01

by bi_ds_stories on Sep 28, 2020
Sci-Fi & Fantasy

All characters 18 or over. Chapter 1 Day 1 "Welcome, test subjects, to your new home in the stars!" The alien man addressing us was the head of some kind of scientific mission, and he had abducted my class, our teachers, and the other people who had been on the bus with us. I figure they timed it to the very end of our final term so they could kidnap peo...

Life and Time of Lady Vargos Ch. 09

by rik581 on Mar 26, 2019
Transgender & Crossdressers

Martin walked down the hallway at a brisk pace. Walking with a bit of exaggerated hip movement and fingers out palms down, just in case somebody was monitoring him. He had adapted quickly to walking this way and had found it not too difficult since his daily treadmill walks were done the same way. The walk was cute for others to watch, but Martin felt silly...

Afternoon Tea

by msapril81 on Sep 18, 2017
BDSM

When the doorbell rang I was ready and waiting. Justin was always on time for our little playdates. It was rather flattering really and it made the planning much easier. I opened the door to and ushered him inside. He greeted me nicely and I sent him upstairs to the spare room to prepare himself. Shortly afterwards I heard his footsteps as he made his way...

The Business Trip

by OOAA on May 11, 2020
Fetish

My wife and I had been married for about 3 years when I first developed an interest in enforced male chastity. I had always had a very kinky and active fantasy life to fuel my almost daily masturbation habit. I was a 22-year-old virgin when I met Irene and I was looking to resolve that problem. Irene seemed like an exciting 20-year-old girl and I thought tha...