Sissy Pet Stories

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Anal Training Ch. 04

by Catchandrea2397 on Mar 3, 2020
Transgender & Crossdressers

Hello Pet Welcome back. Are you ready to continue your training? Good girl. Yes thats what you are now. My little girl. My little slut. I hope you've been training as I instructed. Have you been teasing that desperate ass of yours? Good. Before we continue I want you naked and clean. Ready? Good. I need you to get a few things ready for me p...

A New Toy

by keptsissy on Sep 13, 2017
Fetish

I love this view. It never gets old. I watch the top of his head. I see his tasseled brown hair as his mouth moves back and forth on cock. I see the curve of his perfectly rounded baby smooth cheeks, ever so slightly spread by way he arches his back, his butt perched up on top of his heels, his toes dug into the carpet as he kneels in front of me. I hear him...

The Training of Sissy Paula Ch. 3

by submissive~pet~ on Sep 14, 2017
Fetish

My eyes were blurry still from not getting enough rest. Mistress had me go shower, and make sure I was smooth all over. The outfit she had picked out for me was a wild looking mini dress. Black latex with half moons on each side that would be over my butt cheeks. She helped me with the outfit and bondage gear. Oh my sissy you’re going to have one hell o...

The Dominatrix Order Pt. 02 Ch. 03 - Romance

by Jwwsmith on Feb 12, 2019
Transgender & Crossdressers

The next afternoon, Johanna invited many of the Goddesses of the Council over for lunch. Much to everyone's surprise, Representative Pencalia arrived as an uninvited guest. Pomona prepared a fine meal as the Goddesses deliberated over various issues. Pomona was very accommodating to the guests, serving them tea and salad and shrimp. She even placed cloth nap...

The Training of Sissy Paula Ch. 5

by submissive~pet~ on Sep 14, 2017
Fetish

After the fuckings I had gotten from Max my asshole was so stretched, I had to wear diapers all the time. Mistress Carolyn used this to her advantage. She had a few men that liked sissy babies. The men would bring me all sorts of little sissy clothes. Dress me up and have me nurse their cocks as if they were bottles of milk. One day a new man showed up, he w...

Mrs. Henderson Emasculates An Ex

by skriblur on Sep 16, 2017
Transsexuals & Crossdressers

The elevator doors slide shut and Sissy Kimmi taps the special access code into the keypad. Then she presses the "PH" button. In few seconds, she'll be at Mrs. Henderson's place on the top floor. Mrs. Henderson is not the type of woman who sends invitations to sissies. She's the type who tells 'guests' where to be and when to be there. Her handwritten summo...

Training of Mistress' New Sub Day 01

by naughtyboy082 on Sep 19, 2017
BDSM

As Mistress Sharon has requested, a written story... THE FIRST MEETING MISTRESS SHARON sends out a late night text that her new submissive has been waiting for anxiously all week long as he sought to prove his obedience and worthiness. "Congratulations, sub! You have successfully completed your probationary period...official training begins in the morning...

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...

For His Mistress's Pleasure Ch. 02

by femmepen on Sep 12, 2017
BDSM

I heard a car coming up the alley and moved to the left a little to be hidden from sight, though with all the shrubbery I knew I was out of view. Her silver BMW drove right past the patio into the spacious garage as I looked down afraid to meet her sunglassed glance. The engine was turned off as the solid sound of the door opening sent shivers up my spine. T...

From a Husband to a Dutiful Sissy Ch. 05

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

Chapter Five: I'm going to be more than just a sissy maid. Waking up Sunday morning, I sit in my bed and think about my slut duties last night at the rest area. I get into the shower and it all floods back to me as I shower, then dry off, moisturize and get back to my maids quarters and do my makeup, put on my bra, panty and maids outfit, black one today wi...