Sissy Pet Stories

28,237 results
Orientation
Length
Source
Infinite Scroll

The Man That Owns Me Ch. 03

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

"Pull that sissy thing down between your balls! I don't care if it hurts. You'll get used to it. The whole point is to have it tucked between your balls, your little baby balls up on the side of it and sticking out in front! The sissy bitch I saw do it on the web did it, so can you." He brings the riding crop down across my butt, hard. I cry out as I strugg...

His Sissy Boy

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

by a kept sissy As directed, he was waiting for me when I returned home. Seeing him in blouse, skirt, stockings and heels, makeup perfectly done, manicured and painted nails (he does them every morning after his household chores, for the evening ahead), seeing his very sexy hair style, hint of nice perfume, it's hard to tell he's not a real woman. And the b...

Fine Tuning

by cathynylons on Jun 19, 2018
Transsexuals & Crossdressers

As I served my wife Dominique a brandy in the living room, I noticed that she was looking me up and down with her famous wicked smile. After finishing washing the dinner dishes I returned to the living room to see if she desired another glass of brandy. Again, I noticed her looking me over. I worried that perhaps there was a run in my nylons or that my masca...

Daddy's Little 'Girl'

by keptsissy on Sep 16, 2017
Transsexuals & Crossdressers

The noises he makes, the sound of it all, it's my favorite part. I love the feel of him in my hand but to hear him moan, grunt, make all the 'man sounds' men make when they are being driven sexually crazy makes my little thing wet. The slippery sound of him sliding back and forth through my hand, I love all of it. Masturbating him is one of the most erotic...

Breeding Natalia

by sweetsatine on Jul 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Nathaniel Geller had been a young, up-and-coming salesman at MedZ who'd shown great potential. In just a few years, he made his way from ambitious college graduate to savvy junior manager. Risky ventures that others were skeptical of luckily always seemed to turn out succes...

Delving into Femdom Ch. 02

by readytokneel2907 on Jun 1, 2020
BDSM

**Chapter 4. Navigating the Next Step The next day I awoke and had to go to the mirror to confirm if my ass was red or if this was all really a dream. However I had actually had my first FemDom experience and my head was racing. The encounter with Mistress Veronica was so vivid I could recall every step that occurred last night. I wasn't sure what my next m...

Discovering Mistress Sarah's World Pt. 04

by oneguy4fun on Sep 12, 2017
Transsexuals & Crossdressers

Special thanks to Mistress Sarah and Miss May and Miss Mill who are my motivation for this story. Thank you for your guidance and wisdom and for the privilege of serving you and writing about you. Chapter 11 Discovering the Girl in Him For the first time since he arrived at Mistress Sarah's house, Josie was left alone in silence. His cock was still thro...

Isabella's Reversion Pt. 04

by silverbackteddy on Sep 11, 2017
Fetish

Note from the Author: This is a story about ABDL. The first word being Adult. All sexual encounters center around Adults, above the age of 18. This story also contains BDSM, plushophilia, watersports, and various other fetishes. For those that are grammar freaks, please don't comment on my improper grammar use. I could care less. At least it doesn't have L...

Jasmine - Sissy Slut Transformation Pt. 02

by BillyBaroo4you on Aug 31, 2020
Transgender & Crossdressers

A Sissy Boy Transformation (Continuation of Part I) Part II - A "Real Sissy Girl" Now Jazzy looked down at the table than in the mirror, then slowly began to apply her makeup, heavy amounts of it to get that bimbo presentation that Mistress wanted so bad. Sparkling hot pink lip gloss, she was wet by the thought of it. Pressing it to her lips, the butterfli...

Slave to AA Woman

by supermike on Sep 1, 2017
Interracial Love

I knocked on the door right at 1 as I was asked to. I heard a "hold on" come from inside and soon, Barb opened the door for me and told me I could come in. The hotel room was on the third floor. It was a standard size and clean for the most part, with two double beds and a short entrance way. As I walked in, I was greeted by Barb's friend. "Mike, this i...