Blindfolded Sissy Stories

16,081 results
Orientation
Length
Source
Infinite Scroll

Set Up Ch. 01

by Sissy_Ashlee on Sep 15, 2017
Transsexuals & Crossdressers

This is my first attempt into writing an erotica story. This tale will contain themes of female domination, crossdressing, and eventually MM sex. If any of this is not you thing, please scroll on. Otherwise, please let me know how I did. ***** Since I was a teenager, I had been bicurious. Not really interested in men, but what is between their legs. My obs...

Sissy's First Gangbang

by TaykenByDaddy on Sep 12, 2017
Transsexuals & Crossdressers

I had been seeing Daddy Larry for over a year at this point. He was the third cock I ever sucked and the one to claim my sissy virginity by being the first to fuck my ass. He was exactly my type; early 50s, stocky hairy build with a small gut and over seven thick inches of manmeat that wanted nothing more than a younger guy to drain his load. The more femini...

Truth or Dare Sissy

by maxy007 on Sep 12, 2017
Transsexuals & Crossdressers

It was your usual high school gath. At the time I was just an innocent 18 year old enjoying life with some friends. My name is max, and this is the story of how a small 20 person gathering turned me into a sissy. It was mid-year of the final year of high school, and my friend Isabel was holding a gath on Saturday night. It was a welcome break from study, a...

At Their Mercy

by Subserver on Nov 9, 2017
BDSM

Miss Erin and Miss Erika giggled and teased, pinched and fondled me as they made me into their feminized plaything. When they had finished I was wearing a short blonde wig, eye and face makeup, red lip gloss, red nail polish on my fingers and toes, small hoop earrings, perfume and black satin panties with lace insets, a matching bra that was filled with fal...

Slave History

by timeagain93 on Sep 17, 2017
BDSM

These are my recollections of my slave history. Four Goddesses have dominated me. I'm writing this to let my current Mistress understand my story. Mistress D read "Variations" magazine and spanked me with a wooden spoon. She tied me naked to a chair and blindfolded me. She made me sit there in silence. I was wearing her panties while talking on the phone w...

A Suitable Job For A Slut Ch. 01

by skyeslut on Sep 12, 2017
Fetish

1: Urinal The hire scheme was working out pretty well. Molly may have been a worthless cunt, however she was at least an asset in some ways. Her looks, stamina and total enthusiasm when performing whatever she'd been instructed or booked for keep demand high. Especially for her cock sucking and urinal skills. Molly had become adept at getting bearings und...

Mistress Chronicles Ch. 06

by MistressMtoyou on Sep 25, 2017
Fetish

Background This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles #4. This subject passed all of the tests I described in "A few good subs", but before we were able to arrange an in-person session, he was offered a job in a town a great distance away, precluding in-person meets. Nancy is a computer nerd. Brilliant at working...

Family Chastity Story Ch. 03

by antares34 on Jul 30, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** My gimp son and I have settled into a routine. Permanent chastity with monthly releases. These releases occur on the first day of every month. I...

Abducted For the Better

by BluntSlut on Sep 16, 2017
Transsexuals & Crossdressers

I woke up blind folded to hear many different voices in the room I was in. I did not know where I was and I was blindfolded. I tried to move but it felt like my body was numbed. I must have been drugged because the last thing I remembered was raving at the bar with a group bad bitches. "Where was I, Why was I here, and who are all these people" I thought in...

The Dominatrix Order Pt. 04 Ch. 03 - Femdom

by Jwwsmith on Apr 23, 2019
Fetish

Sixteen days before the next supply of Medication 42 was due to be manufactured, General Callisto paid another visit to Femininus. Upon the General's arrival, she was nonplussed when she received an invitation to have drinks with Isabella at her castle. She arrived at Isabella's residence that morning, dressed in a modest black knee length dress. Servant Bul...