Chastity Lipstick Stories

30,354 results
Orientation
Length
Source
Infinite Scroll

Mistress Ivy

by justincbenedict on Sep 15, 2017
BDSM

Cobb Gherkin walked slowly through the lobby of the PainCafe's Hotel. He paused, breathing through his nose. Would he get lucky this afternoon? Ivy had intimated last week that the law of averages was moving his way, though of course she was no mathematician. Last week Ivy had smiled her full lips on his desolate face as she'd locked him up after his forty...

Under His Thumb Ch. 04

by Nikita_writer on Sep 16, 2017
BDSM

The Piercing Kiffer, accompanied by Neal, took Lindsay to an examination room. On one wall, there was a collage of enema bags in every shape and color, each hanging on its own hook. The counter top had an open box of latex gloves, electric paddles, stainless steel speculums in an array of sizes, and a tray of smaller instruments resting on a metal cart. Fea...

Head Shrinking - Big, or Little?

by justincbenedict on Dec 9, 2019
BDSM

India smiled at the young couple. She loved seeing clients in this office. It seemed so cozy and the clients could cuddle while talking to her... It was a great couch. Reed looked a bit tense, but it had been months since he'd been out of his thing...of course when India thought of her husband and how long he had been in a tube, it didn't really give her mu...

Sun Hee Ch. 11

by metalimbic on Sep 18, 2017
Fetish

That feeling of triumph as I shared an early morning breakfast with Sun Hee and Jin Sook did not last long. The next day I didn't hear from Sun Hee at all. After our intense sexual encounter together, I waited anxiously to hear from her, my cock aching and throbbing in its chastity cage, eager to pick up where we left off before Jin Sook surprised us. But S...

Cuckoldry, Spirituality, Family Ch. 11

by submind on Sep 16, 2017
Interracial Love

EPILOGUE Many years had passed... The young, rather tall and slender black woman had turned 18 a few months before. She was standing beside her groom under the large white tent that had been set up on the perfectly maintained large lawn. It was a beautiful sunny day, albeit scorching hot. The young bride was drenched under her immaculate white bridal abaya...

A Night And A Day

by playplay19722 on Sep 14, 2017
BDSM

I am again at your not so tender mercy. You had a bad week and it is now Friday night. You want to expel your anger and have chosen to use me to take away some of your unhappiness. I am tied spread out in a door;'way. You have removed my chastity lock and I am now completely naked but also completely unable to move. You started with a whip and then used a be...

Risky Bet

by blackhand on Oct 25, 2017
BDSM

In a quiet part of town, there is a place where someone can go and gamble where the rules are different. It might be very well known, or it's existence and rules might be arcane and secret. It might be a sprawling casino, a hole in the wall gambling den, a race track, or perhaps something else. All that remains constant is one simple fact. When someone goes...

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Sissy Girl Forever Pt. 01

by sissymissyct on Sep 18, 2017
Transsexuals & Crossdressers

The call from Mistress Andrea made my day. I hadn't seen her for over a week and was looking forward to playing with her & having my chastity finally removed. You should know that Mistress and I have known each other for many years and have I always enjoyed being her sissy sub. Lately she has been training me to be more feminine in appearance. I have been r...

French Lessons

by lipsticked on Sep 13, 2017
Fetish

I first saw the ad on the internet. The website was a listing of Dominant Women on the West Coast. Since I live in Los Angeles, I was checking out the pictures and information on local dominants. The one that caught my attention was unique. Madame Darcy was based in Paris. Her ad stated that she traveled to Los Angeles frequently and had family here. She re...

Caitlin and Mistress Vicky

by Jemina004 on Sep 19, 2017
Transsexuals & Crossdressers

*Clack* *Clack* *Clack* The sound of my heels on the kitchen tile was distracting me right when I needed to focus. My wife, or Mistress Vicky as I'm to call her from now on, had left me quite a bit of chores to do today. I had just finished dusting and was getting ready to polish the kitchen floor when the doorbell rang. *ring ring* Swallowing nervously,...