Chastity Sissy Stories

12,331 results
Orientation
Length
Source
Infinite Scroll

Witching Day

by Kingmaker711 on Sep 25, 2017
Sci-Fi & Fantasy

Morgana of the Black Moon. Harbinger of Hell, Ransacker of the Righteous, Violator of Virgins. Her titles number as many as her sins, her infamous cruelty only matched by her unsurpassed beauty, renowned and feared throughout the land for her mastery of sorcery and seduction. But, dear reader, she was not always so. Before she enshrouded the kingdom in dark...

Control

by Saxon_Hart on Sep 12, 2017
Loving Wives

This time instead of thanking PapaGus for his editing prowess, I also thank him for the plot for this one. When he was editing "Ginger Snaps" he asked me e-mailed me this idea. I had an outline done and planned a shorter story than what I ultimately produced. During the time I was writing this, I also wrote a story for the Friendly Anonymous Writing Challeng...

Dark Horse: Tales from the Ranch Ch. 04

by AwkwardMD on Sep 17, 2017
BDSM

"Are you sure I can't tempt you with a glass of tea, Tom?" Ms. Winters smiled a special kind of smile Velvet had grown quite fond of; coy and inviting, with just the slightest hint of menace that no one but her seemed aware of. She felt an ounce of jealousy, knowing that her owner would try to bed the man, but only an ounce. Ms. Winters enjoyed sex more than...

High Priced Lust Ch. 02

by Rick_Love on Sep 17, 2017
BDSM

After I asked this question, Krista opened the box to reveal a small plastic tubular device. Krista proudly told me that the strange looking contraption was a cock cage. "I will now have control not only over our sex life, but I will now have complete control over all your orgasms. You will cum only when and where I allow you to cum." Since I was still cu...

The Making of Meaghan Ch. 07

by ms_599 on Jul 16, 2018
Transsexuals & Crossdressers

I don't remember coming home after the Officer Harris incident, but I do remember sleeping for days. The whole experience was deeply traumatic and not something I wanted to revisit in my mind. I drifted in and out of restless sleep, confused and traumatized. On the third morning, I heard a text ping on my phone next to my bed, except when I reached for it, i...

Reformation on Couples Therapy Ch. 02

by Marriedkinkylife on Oct 31, 2018
Novels and Novellas

Authors note: This is a multi-part series following the sexual journey of two married couples, as they explore various fetishes and kink, including their own sexuality. Please read the story tags. You've been warned. When I woke up, Lisa was still asleep, her head on my shoulder, in our usual position. Her arm and naked breast were resting on my chest. I d...

Streak of Grey Pt. 04

by iloveall on Oct 24, 2018
Loving Wives

I planned to move in with Roma when Arpi treated me harshly. It was the time when I heard her and Ali fighting. Even when Ali treated her shabbily (which I never did in our years of marriage) Arpi was all for Ali. She defended him even though I knew Ali was abusive to her. That showed how deeply she was in love with Ali and that was good enough for me to lea...

Temper Tantrum

by Writewinger on Sep 16, 2017
Loving Wives

A Killer Wound There is one thing I know for certain as the licensed owner of a hand gun. Once you pull that trigger and the firing pin hits the primer, that bullet is going to leave the barrel at approximately 1200 feet per second. There is no 'ooops moment', that projectile is heading towards its target. If you're proficient and your aim is true it is go...

The Most Personal of Assistants Ch. 08

by slavemalcom on Sep 19, 2017
BDSM

As soon as they got back to the flat that evening Samantha made Jessica strip off again to her underwear. With the chastity belt in place there was no need for panties anymore, and Jessica was soon walking around the flat in just a bra, stockings and suspenders following orders from Samantha who was sat on the leather sofa. "Can you cook slave?" Samantha as...

Devotion

by YourLittleAngelle on Sep 13, 2017
Romance

Delfina was crying. I was crying. Behind us, the sun rose merrily in the eastern sky, oblivious to our anguished hearts. As I embraced her, tasting the bitter sweetness of her tears, I felt her fingertips desperately clutching mine—first to her brow, then her bosom, her left shoulder then her right. She shuddered, and a fresh torrent of sobs broke over her l...