Chastity Lipstick Stories

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Francis Meets a Black Stud Ch. 05

by FrancisAlba on Sep 16, 2017
Transsexuals & Crossdressers

Thanks for all the great emails. Sorry it has been so long since I wrote, but things are as they are. For any new readers, you may want to back up a bit as this begins exactly where part 4 left off, so the start may be a bit fuzzy. Happy reading! Kisses, Francis * I finally came upon a plan that I thought would make everyone happy. I would keep on playing...

Not Just a Blob Pt. 01

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

Miranda and best friend Jane wandered down the dark and abandoned lane together quietly giggling. Their weekend jaunts away from home, over the back fence and into the long flowing meadows of wheat and barley was their escape from the nurses uniform they were all too frequently dressed in and taken out of. The two friends skipped through the backstreets of t...

With Advice from Mistress Fishnets

by justincbenedict on Oct 15, 2017
BDSM

"Kylie, I don't want this old creep sucking on my toes." "Eel" O'Neill paused. "Besides, they're disgusting. She might get salmonella or something." The young couple was snuggling on the couch, and Kyleen's new boyfriend had taken his shoes off. But why on earth had Ky encouraged this old hag to suck his feet while he and Ky made out? "You'll get used to i...

The Mistress Reward

by stain69less on Sep 14, 2017
Fetish

He knew how to fix it – the urge that is. It would be simple and probably only take three minutes or so. He could probably do it anywhere, the bathroom, the car, maybe even at his desk. He'd taken care of the urge many times in all of those places and more. But there was a new feeling this time that kept him from it. He liked this new feeling. It drove him...

The Roommate Pt. 13 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Lori left the bed before Leigh Ann woke up from her nap, and Lori again wished she wasn't wearing chastity. If only she could defeat it like before! But having to laboriously dial through 999 combinations on the tiny lock didn't appeal to her (although a hacksaw would probably do the job in a crude way). And so, still horny after the session with her new r...

My First Time Sucking Cock Pt. 04

by katiecdsub on Sep 16, 2017
Transsexuals & Crossdressers

Teen (18) has sex with older man. He was still sleeping on his back and I was enjoying the silky feel of his wife's negligee that I slept in and was still wearing. It did make me feel submissive and girly. As I laid there admiring his hard body, I noticed the outline of his almost hard cock under the sheets!! Passion swept over my body as I quietly put my...

Caught Out, Made Over

by TanyaCc on Oct 5, 2020
Transgender & Crossdressers

It had finally happened. To be honest, I shouldn't have been that surprised. But here I was, dressed in my favourite sissy school gurl outfit, heels on, lipstick, wig and chastity cage in place, bent over the kitchen bench, getting reamed to the hilt by an 11 inch dildo on the end of my own fucking machine. I had cum dripping down my thighs, moans and groans...

The Sexy Cuckold Couple Pt. 08

by cuckcpl4play on Sep 19, 2017
Fetish

As I drove home from work, I could not stop thinking about how our lives as slave and slut had escalated so quickly. What felt like days ago, I was a powerful executive about to obtain my new and even more respected position, but instead I was driving home soaked in my colleagues urine as the new office demoralized submissive. My wife, who was the love of...

Mistress Aimz

by hyperpress on Aug 17, 2017
Fetish

Mistress ordered me into my chastity device. I complied. "you may not cum this week," she told me. I didn't. I was good. I used depilatory cream and removed all my leg, clit and pussy hair for mistress. It was Friday. She told me to take off my chastity and jack off into a glass. She said I could cum as much as I want Friday and Saturday, but to cum in th...

Pretty in White Ch. 01

by wendy_james on Sep 16, 2017
Transsexuals & Crossdressers

Pretty in white... That's what my Mistress whispered in my ear after she finished dressing me in a white bra, a white knit camisole, a white linen blouse, white sheer pantyhose, and the palest-of-pink panties over them. She stood me in front of her full-length mirror in her dressing room, and she came up behind me. I was wearing white open toe sandals with...