Female Training Sissfication Anal Stories

128,511 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Freyas Anal Training

by FreyasMaster on Sep 25, 2017
BDSM

Day 1 Master walked into the room and found Freya dressed and getting the children ready for school. She knew from his look that something fun was about to happen once the kids were off on their way to school. Master spoke, "Freya its time for your weekly anal training" with those words her bald pussy wettened, and her nipples grew stiff, she knew she was i...

A Guide to Great Anal Sex Pt. 02

by celesteandjim on Sep 26, 2017
How To

II. Training for anal intercourse How many times have you heard of this scenario played itself out. Perhaps it's an experience you have had. A man pleads with a woman to try anal sex. With some misgivings, she consents because he wants it so much. Excited, he tries to thrust his penis into her ass, causing pain when her inner sphincter is forced open and th...

Pleasure Cult Boot Camp

by fannypack on Sep 16, 2017
BDSM

"I signed up for this," she told herself. But standing naked in the tiled room surrounded by trainers, Red was beginning to feel doubtful. This was not the time for fears though, it was too late. Last night she had come to the convention and followed all the procedures: signed consent, video consent, verbal agreement to all parts of the training. And the las...

A Proper Young Woman's Guide to Anal Etiquette Ch. 00

by lordodie on Sep 18, 2017
Anal

A Proper Young Woman's Guide to Anal Etiquette: Foreword Disclaimer: The following is a work of pure sexual fantasy and is intended for adult audiences ONLY. If you are under the age of 18, please stop reading NOW and go tell your parent and/or guardian that you need stricter internet supervision. Any physical resemblance to a real person that any fictiona...

A Very Shameful Punishment Ch. 16

by lesliejones on Oct 3, 2018
Fetish

[This story contains a good deal of content relating to bodily functions. If that offends you, please read no further. All characters are well over 18. ] *** Plans proceeded for Eleanor and Annette to be married. Because of her previous notoriety, Eleanor did prefer to keep her activities out of the public sphere, as did Annette, who recognized that her ca...

A Proper Young Woman's Guide to Anal Etiquette

by Lord Odie on Apr 22, 2025

Our story takes place in the not too distant future where the proper, conservative upbringing of respectable young ladies includes the ingrained obedience to authority figures of any type, whether it’s teachers, bosses, parents, or significant others. In the case of heterosexual relationships the authority figure is obvious. In far more common lesbian relati...

Open in Reader

Amber's Enchantment Ch. 01

by dweaver999 on Sep 12, 2017
Sci-Fi & Fantasy

Prologue "He'll see you now, Sir," the slave said as she exited the room beyond the door. Heversham Ranslan nodded and rose, his mind on the upcoming conversation. After a month of travel, he still wasn't sure whether telling anyone of the recently discovered secret was a good idea. The potential to tear the fabric of Destran society apart was monumental. S...

Making Francesca Ch. 06

by Spango on Sep 12, 2017
Transsexuals & Crossdressers

The next morning Justin woke Frank up, "Rise and shine sleepy head. Mistress Celia has decided that you can bathe yourself now since you've been such a good girl. Now let's get cracking." With that Justin reached down and unlocked the chain from Frank's ankle that was attached to the wall. He then clipped the leash on to Frank's collar and led him into the...

Rules in the Training Facility

by solvkuun on Mar 31, 2020
Letters & Transcripts

Sexslave Training Facility Inc. (STF) The goal of the STF is, that every single woman in all countries from age 18-45 are trained properly to obey men. The training is focused on wiping out shame and anxiety, so the girls can be naked, masturbate and fuck whenever told without being ashamed. The STF focuses on eradicating women in politics and replace them...

A Very Shameful Punishment Ch. 18

by lesliejones on Oct 9, 2018
Fetish

[This story does include bodily functions and some serious corporal punishment as well as lesbian relationships. If you are not interested in any of the above, you should read no further. All characters are well over 18.] *** Eleanor spoke to all her housemates about how things needed to work for them all to feel good about the set-up and to continue to ge...