Sissy Maid Bondage Stories

32,549 results
Orientation
Length
Source
Infinite Scroll

Aztec Art - The Path to Submission Ch. 07

by Sputnik57 on Mar 20, 2018
BDSM

Lloyd had been treated to a gratuitous and well received whipping by Joyce, watched by Patti, Kay, and Maria, who noted the pleasing sign of a boning erection as his wife confirmed her new status as his owner, then was bundled into a walk-in wardrobe at Patti's house, trussed with his head down to await their further pleasure. He was not alone in the wardrob...

Suspected Affair - Confirmed

by 69Jance on Jun 1, 2020
Transgender & Crossdressers

Second Part of Suspected Affair After confirming my suspicions, I was looking forward to seeing what was next with a hot wife and a pair of handsome twins. Actually though, from what Maxwell said, they all were looking forward to bringing me out of the proverbial closet and see what is next for their new sissy. Maxwell had said "We should go meet Heather a...

Cinderella - a BDSM Retelling

by MistressMoira on Sep 25, 2017
BDSM

Once upon a time there lived a kinky girl, a very kinky girl indeed, named, well never mind her real name, her chosen nick for play was "Cinderella", for reasons which will become apparent later. Cinderella lived in a polyamorous family with an assortment of bdsm proclivities with her "Daddy" (a switch - top to Cinderella and bottom to his Domme to whom he...

Behavior Modification Institute Ch. 08

by NancyPan on Sep 12, 2017
Fetish

It seemed like I was going to have plenty of time to contemplate not only why I was experiencing such arousal at being treated like a helpless infant and a domestic pet, but time to consider my future fate with Kelli. Here I was, diapered and locked in a 4 X 4 X 6 wire dog cage with a solid plastic floor and a doggie bed. I tried to ignore the sensations fro...

Mistress Chantel, Tranny Dominatrix Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Prefix: Welcome to my next erotic story. This story will be written from the point of view of a Transvestite Dominatrix. It is a new twist in my mindset as I normally identify as submissive and as a sissy maid and slut to a dominant Master. It's my 'kink' but I have danced around in my mind a story from a position of Chantel being a true Transvestite Dominat...

The Backpack

by ~Etoile~ on Jul 31, 2011
Fetish

Moving to a new place is always rough, but it can be rewarding as well. The Nuwisha Design College in Seaside City is a smallish school, but is known for its art and design classes. A lot of literature and word-of-mouth shows that graduates from this school often get very lucrative and popular jobs. Lucky for you, you were able to get in with some of your gr...

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My Beloved

by quotidian01 on Aug 30, 2017
Fetish

"My Beloved, I am your dedicated lover and I will do anything for you. I thank you for letting me make this web site, where I can feel the whole world watching me. Everything I do here is for you, Beloved. And in pleasing you, I am pleased." My voice sounded a bit tinny in the cheap computer speakers. I knew I was displayed while the voice spoke: sometimes i...

The Unsuspecting Candidate Ch. 03

by missvicky53 on Sep 11, 2017
Fetish

I awoke at 6:00 A.M. and set about preparing for my sissy's surprise. I opened the door to see him there on the bed, his ankles and wrists still cuffed to the four corners of the bed. His head was still encased in the bondage hood and he lifted it as I shut the door and approached the bed. "I trust my sissy slept well," I cooed as I began to release him fr...

The Captive Prince

by PrinceCai on Apr 3, 2020
Fantasy

Marcus was reading in bed when his kingdom fell. It was over an hour past his bedtime, but the young prince wanted to stay up and finish his book by candelight. It was way too exciting a story to put down, all about a brave and noble lady knight who saved a peasant boy from the clutches of an evil sorceress. He had his heart in his mouth at the thrilling act...

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Mistress X 02: Pixie's Predicament

by Long2bLocked on Jan 22, 2019
BDSM

Note to readers: This short story is not part of any series. The setting and characters are based on those from my "Laura's Femdom" stories. My Mistress X stories stand on their own but are best read in order. This particular story describes a predicament bondage session. ***** Mistress Alexis X has a female live in slave named Pixie. She works at Red Ro...