Sissy Training Stories

41,670 results
Orientation
Length
Source
Infinite Scroll

Tempting Tracks

by jamisonh213 on Sep 13, 2017
Romance

It was going to be a long week. My company decided that I needed to spend almost a week in Chicago for additional training. The last time I had made the trip from Philly to Chicago the return trip almost ended in disaster. We had just taken off from O'Hare at about 8 pm and as the plane was climbing we lost altitude. Not just a little but a lot. I looked at...

The Founding of a Sorority Ch. 03

by sororitymaster on Dec 10, 2017
Erotic Couplings

O-Week destroyed my dreams of creating a sorority. And reshaped them into something more concrete. How do you found a sorority? What is one in the first place? Luckily, all the new dresses, skirts and blouses at school added as much motivation as distractions. Every day I spent watching beautiful Florida teenagers wandering around campus in low cut tops a...

Playing Power Games Ch. 03

by redzinger on Sep 12, 2017
BDSM

As promised, here is the third chapter. As per my normal warnings, it's in UK English and contains adventures of a Domme and her two boys. Please press 'back' forthwith if that ain't your thing. Any mistakes are my own. Txxx *** She gazed at the two freshly showered and naked men on their knees in front of her. Naked apart from their collars, cock cages,...

The Club Ch. 06

by ClubStories on Sep 13, 2017
Erotic Couplings

Ch. 06 – Recruitment A knock upon my apartment door startled me out of the dream-like memory I had been enjoying while writing up my report. I grumbled in frustration and pushed my chair back from the desk. I was wearing an old pair of jogging shorts and a Stanford Wrestling t-shirt. I briefly considered throwing on a pair of jeans, at least, but then check...

Rachael's Awakening Ch. 02

by Victoria_2001_02769 on Sep 11, 2017
BDSM

Dedication: Thank you Sir for the invaluable help in making the Dom believable; and to My Muse for finding the key to the lock. I owe You both. * Rodger was about to enter the kitchen silently, but decided instead, to stand in the doorway, watching Rachael move about the room. Her movements were efficient and smooth, and designed to make the most of the ti...

Silvertree Chronicles Bk. 01 Ch. 09

by EmotionalStorm on Sep 14, 2017
Sci-Fi & Fantasy

Silvertree Chronicles Book One, The World Awaits Synopsis: The life of Eldar Silvertree from graduation at the prestigious Elven Academy and desires to leave it behind; only to return full circle to shake Elven Society to the core. ***Inspired by multiple fantasy environments. Not endorsed by any of them. © EmotionalStorm 2017. Published, March 2019. This...

Slave Immigrant Ch. 25

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses had me figured out correctly. All those years in BDSM chat-rooms and webs...

Donna's Ultra-High Heels Bk. 02 Ch. 11

by SHAFERLINE on Sep 15, 2017
Fetish

Author's Note 'Donna's Ultra-High Heels, Book 2' is a continuation of Book 1 and can be read without reading the first book, although it is highly recommend that Book 1 be read first since it would be helpful in understanding the character development of the main players. I tried to make the transition to Book 2 as seamless as possible by briefly summarizi...

Harry's Protégé Ch. 08

by EgmontOriginals on Sep 15, 2017
Romance

Harry O'Hern was rather depressed. He couldn't back down as if they married which was an outside possibility, it would be disastrous if Sierra Bycroft noted any weakness in him over this impasse as Sierra being Sierra would exploit it. He was sure Sierra had intended to give him a wrist slap, almost in jest, about his crudely written desire but somehow it...

Shy Indian Wife Ch. 03

by ClosetSkeleton on Sep 14, 2017
Loving Wives

Note: This is in continuation of the Indian Shy wife 2. Again it's a slow build but this is many times more adventurous than the 2nd part. * After few minutes I saw Angela coming to the front and behind her my wife, the moment I saw her full body, I got electric shock. My hard on was back and my imagination was travelling at light speed. She was standing...