Training Sissy Stories

41,670 results
Orientation
Length
Source
Infinite Scroll

Brookie

by bbkradwell on Sep 12, 2017
BDSM

I first met Brookie in the Autumn, just as classes were starting at the local University (the very same school where I'd met Melissa.) Brookie was working at the Campus Bookstore, a place I like to hang out, if only to look at all the hot co-eds in their Florida-Finest attire! (Actually, ANY place on that campus is a great place to see hot babes, scantily dr...

Lucky 13

by MTL17 on Sep 18, 2017
Celebrities & Fan Fiction

Sharon Carter had been taught by the best. Whatever people thought or said about SHIELD she knew the truth, that while it was full of traitors it was also full of just as many men and women looking to make the world a better place. Of course, good or bad, they were the best spies in the business, regardless of what the amateurs in the CIA thought. After all,...

Monster Girl World Ch. 06

by Venus444 on Apr 22, 2019
NonHuman

Chapter 6-Bloodlust There was a period of time in the history of Europa known as the Dark Ages. It is known as the darkest period in the history of the entire continent, brought about by a series of events caused by the Holy Order of Hemera and the extremist Cabal. For centuries, the anti-monster Order and the monster supremacist Cabal had been embroiled i...

Worth The Wait

by ElderDirt on Jun 11, 2019
Romance

"How do you know what's a good steak?" asked a youthfully feminine voice as I browsed the meat selection at the Kaneohe Marine Corps Base commissary. Looking up, I saw a Eurasian girl who was looking intently at me and the meats cuts before us. With her light brown hair pulled back in a simple ponytail, she was cute in an understated tom-boyish sort of way....

My Friend Ashley Ch. 06

by jealouscuck on Aug 6, 2019
Transgender & Crossdressers

The evening after Ashley and I showered together, she suggested that we start exploring herbal supplements. It came from her complimenting me on my girlish ways and didn't I wish I had breasts like hers. It progressed to the point that I admitted that I would love to have breasts. After hearing that, she told me about her limited research into the subject. I...

Small Cock Frustration Pt. 04

by jamtby on Dec 3, 2019
Transgender & Crossdressers

After watching that video, I became depressed. Returning the thumb drive carefully the way I found it, I locked the storage cabinet, and put the key back in its proper place. Still excited and aroused, I had to leave for work. The sensation and the image of my wife being fucked in the ass stayed with me. After the shock of seeing my wife under the control o...

Coed Love Story Ch. 06

by Lil_kitty on May 21, 2019
BDSM

As usual, many thanks to Jill for inspiration and support. *** Chapter VI - The Club The morning after the Brad incident, Ivy went to a tattoo shop and got a new leaf on her ribcage tattoo. She was sore for a few days, but the worst was now behind her. Nobody else needed to share the burden she had chosen to carry. For her, being a dominant meant more t...

Westrons Pt. 21

by AspernEssling on Sep 24, 2019
Sci-Fi & Fantasy

Not four. Five. Five Westron regiments joined our enormous camp. Tallia had her hands full providing for all these soldiers. Meat for the Westrons was difficult enough, but she also had to provide for the omnivorous Penchens. Fortunately, she had experience with her father - and with me. Langoret did yeoman’s work as well, getting the new troopers settled...

Sex Surrogate: On the Job

by TessaBear_xoxo on Jun 5, 2019
Loving Wives

It's now 8:30 a.m. Most people are counting their bus tokens; my wife, Vanessa, is packing condoms in her purse. For the rest of us, it's a trip up the elevator into just another day. For Vanessa, every sunrise promises a new adventure through the mystery of the male sexual psyche. When we're kibitzing around the water cooler, Vanessa is engaging a man in an...

Satisfied With Love Ch. 06

by MDSW on Oct 6, 2020
Romance

Author's Notes: It will behoove the reader to start with 'Satisfied With Love Ch. 01' to get all the background information and the beginning of this novel. Keep the comments coming. I read each one. I do hope you enjoy the novel. MDSW ******** "Congratulations on your relationship you two!" Craig said shaking Brad's hand. "I have never seen Kristi happi...