Sissy Dildo Stories

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The Training of Sissy Paula Ch. 6

by submissive~pet~ on Sep 14, 2017
Fetish

My Mistress goes to a lot of trouble to fix my nails, hair, and makeup. Once she is done she tells me to follow her. I follow her to the car as instructed. Paula take off the panties. Yes Mistress Candy. Now for a very special long trip Paula. Where are we going Mistress Candy? You will see in about 3 hours sissy. O.K. Mistress Candy. Now I want that assh...

Transforming Brent Pt. 02

by sissymissyct on Jul 10, 2019
Loving Wives

Kept in Loving Wives to annoy the tiny dicked anonymous reviewers that love to trash everything they read (after they wank to it). *** I woke up Sunday morning with a painful erection in my chastity and the pumps still attached to my breasts. I reached down trying to find a way to ease the pain in my penis. Nothing seemed to help. Maybe Wendy will be up so...

It's Another Family Tradition

by Canadagander on Sep 13, 2017
Loving Wives

Copyright © 2004. All characters, events, and text in this story are purely fictional, and are created by and the sole property of the author. All rights reserved. - - -- - - - - Writer’s Note: This piece is a sequel to the previous story of Sam and the Powell women entitled “It’s A Family Tradition.” If you haven’t already read that one, I recommend that...

The New Routine:

by subservient_husband on Sep 17, 2017
BDSM

Saturday morning, I woke with Jennifer's warm body next to mine. It was wonderful and I did not move until she woke. We locked eyes and she gave me a morning kiss on the cheek. "Go ahead and make me some eggs and toast". I left her in bed to go get her breakfast ready. While I was, I heard the shower running and as I was putting it on the table, she came in...

Female Erotic Police Squad Pt. 03

by mattpantyhose on Sep 14, 2017
Fetish

Most of the officers of Female Erotic Police Squad enlist in the service to catch criminals. But there are also some who do it for sex. Physical love is the modern way to fight crime, but it does not necessarily mean that sex should be considered merely a tool. As long as an officer fulfilled her duties properly there was no reason for her not to take additi...

Sissy Powers Ch. 12

by ClarasBestFriend on Sep 29, 2020
Sci-Fi & Fantasy

Clara took her time lining up the double-dildo, which was buried up to the middle disk in her own tight asshole, up with my dripping, pulsing pussy. Heather, who was watching with bated breath while she fingered herself, helped me tilt my head up to watch as closely as possible. "You'll be just like us after this, baby, a really slutty woman..." Clara whisp...

Black Sissy For White Queen

by Samuelx on Sep 16, 2017
Interracial Love

I feel so damn great as I slide my strap-on dildo deep inside Ramon Jones. The six-foot-tall, skinny Black guy looks absolutely gorgeous in a bright pink dress, white pantyhose and high-heeled red shoes. His face is perfectly made up, rouged and his makeup and lipstick are applied nicely. The fuzzy black wig he's wearing only adds to his decidedly not so mas...

Sissy Slave

by mikedoreilly1973 on Nov 24, 2018
Fetish

It was late friday night, and Mike had just gotten home from work, he was tired and filthy from work and decided to take a much needed shower, he went to the bathroom and noticed the door was slightly ajar, he peeked inside and saw his 18 year old daughter Samantha taking a shower. Samantha was his daughter from his previous marriage which had ended badly wh...

Black Sissy for White Couple

by Samuelx on Sep 12, 2017
Fetish

Watching Robert Wiles sucking my husband Daryl's cock totally turned me on. I donned my strap-on dildo and began fucking the tall, muscular Black stud with it. Robert groaned as I penetrated his ass with my eight-inch strap-on dildo but didn't stop sucking Daryl's dick. Robert Wiles is a bisexual Black stud from Jamaica who goes crazy for White cock, and Whi...

Black Sissy For Black Dominatrix

by Samuelx on Sep 1, 2017
Group Sex

As a Black mistress, I totally love it when my Black male Sluts dress up for me. Gleefully I slid my strap-on dildo into Reginald/Slut Gina's ass while spanking him and cussing him out like the bitch he is. The big Black dude is now wearing a frilly pink dress, red panties, stockings, and a wig, and his ugly mug is well-made up. Transforming macho Black truc...