Chastity Milking Stories

28,642 results
Orientation
Length
Source
Infinite Scroll

Master Jakob and Seth Ch. 08

by and9993 on Aug 14, 2018
BDSM

Chapter 8 - Plugged and Milked Training Day 5 - Wednesday I woke up next to him with one of his arms still holding me. I stayed motionless. I knew it was time to get up and start my morning routine but I wanted to stay in this moment as long as possible - being held with his cum still inside me. I reflected on the decision to commit to him. Although there...

A Woman's Chastity Belt Torment

by achillesthegreat on Sep 25, 2017
BDSM

At last I have you in my arms. We are together and naked. We kiss passionately on the bed, with me on top of you. I can feel the wetness between your legs and you can feel my raging hard-on, as I want you so badly. I turn over with you and you are now on top of me, ready to straddle me and shove my cock up inside of you and give you what you crave. Inste...

His Fantasy Brought To Life

by ksha on Sep 16, 2017
Anal

To my surprise, my first story was received quite well! So thank you to everyone who read and liked it, hopefully I can continue to make enjoyable stories. As per a request in the comments on the last story, I am writing this. It's a stand alone from the other story, but follows similar lines. It's also going to have a long build up, but I'm hoping the end...

Lost in Eros 1: The Manor 01

by BradentonLarry on Sep 14, 2017
Novels and Novellas

Book I: The Manor This is the first of 20 chapters of the first part of a planned trilogy. This volume is complete, and I plan to post a chapter each week. The Bedroom It wasn't an unusual dream for Don. He was chasing his best-friend and perpetual unrequited love interest Tascha through an ever shifting landscape of parking structures, Moroccan ruins and...

Mistress Katie Supervises Ch. 01

by royalrogue on Sep 18, 2017
BDSM

Three weeks. It had been a long three weeks for Michael since his last orgasm. Since Domina had strapped him to the bed, teased and milked him to an intense orgasm. She'd eased the thick prostate massager into his tight ass and used it to heighten his arousal. Smiling as his cock throbbed and dripped, while she played with only his nipples and his ass, teasi...

Sissy for Mommy's Nipple Cream Ch. 04

by ppeaks42 on Feb 11, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Jaime clasped a hand over her mouth in horror, but it was too late and she knew it. Chills ran down her spine as Julia sauntered over with a wicked smile, then opened the door to reveal her sissy daughter sitting there wearing nothing but her lacy panties and her steel clitty cage...

Chastity Ch. 03

by wishfulthinking on Sep 18, 2017
Romance

King Garbin held his arm out straight through the bars, his fist clenched. Then his fingers straightened, and Kinlee's eyes widened. Dangling from a long, golden chain that glinted in the flickering torchlight, was a delicately formed, intricate key. It swayed, and her wide blue eyes followed the tantalizing movement as her mind calculated all the possibil...

Retired to a Whole New Life Ch. 02

by sissymissyct on Feb 11, 2019
BDSM

As my fate was now sealed by the lock, Mistress Michelle handed me the key and instructed me to put it on Cara's ankle bracelet. I gently undid the clasp and attached the key as instructed. I re-fit the bracelet and lovingly kissed her foot, and then Mistress Michelle's. They helped me too my feet and we went back out to the living room, Michelle locking th...

Tales of Kirkjufell

by Alvae on Feb 23, 2019
Miscellaneous

"Hey, you are finally awake..." A strange creature speaks to you, sitting atop of pile of bones, and skulls, tapping on unbeknownst skull of what appeared to be a grey ogre, as there is only one eye "Let me bend your ear for a moment, and tell you stories about an Orcess who dared to defy the Gods, and has been exiled from their place, unright...

Open in Reader

Training Bi Males

by MistressDelia on Sep 11, 2017
How To

I have written some of my thoughts on training my own bi slave husband in the past and thought that perhaps a primer on bringing new bi slaves into the fold would be helpful. I have been the Domme to my bi submissive slave husband for 15 years. We have been married for 20 years, are in our early 50's, and it was obviously a journey to get where we are and a...