Chastity Lipstick Stories

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Infinite Scroll

Letter from Grimalkin Canals

by justincbenedict on Nov 11, 2019
BDSM

Dear Shoeblossom I am a partner at Prescott & Briggs, and I suppose I should be looked up to, but most of the men employed under me, from junior brokers to mail clerks and elevator operators laugh at me behind my back. I have a "hotwife" as they say in BDSM and cuckold literature; and she demands that I find her attractive young men (loves, LOVES blacks an...

Serving a Goddess Ch. 02

by slutslave201 on Sep 17, 2017
BDSM

As soon as my plane touched down in Ft. Lauderdale I switched on my phone and checked my email. Just as I thought: nothing from my new Goddess. Not a problem as even though my feet were on the ground my head was still in the clouds. I still couldn't believe how lucky I was. Even if it were only for a few moments, I had gotten to kneel before Goddess Candy. B...

Ms. Alexandria - Interview No. 02 Pt. 01

by gasissynora on Nov 4, 2019
Transgender & Crossdressers

This is the second part of the Ms. Alexandria series. I believe it will stand alone, but will make more sense if you read the first part of the story, "Ms. Alexandria: The Interview." * Ms. Alexandria: The Second Interview -- A day out. Part 1 I get home from the interview, feeling that it went very well. I am also extremely horny so I strip down to my li...

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

Learning Control

by HenryDaniels on Sep 2, 2017
Erotic Couplings

Based on a true story: mine. To avoid further damaging the skin on my penis I can't just rub it any more. If I'm going to beat off without causing damage, I have to use a lube. Since I can't get naked and use a lube in the middle of the afternoon without someone noticing, I don't beat off. That means I still look at porn, but I no longer masturbate to porn....

Soccer Mom

by call_me_dana on Sep 12, 2017
Transsexuals & Crossdressers

As much as she loves her stepson, Michael, but Candi always gets so excited when she arrives back home on Friday night to prepare dinner for her and Jimmy. She and Jimmy have been together for over six years. Everyone in the neighborhood think they are the average married couple with a seven-year old son, but they are anything but average. They actually have...

Fun with the Mechanic

by katiecdsub on Sep 16, 2017
Transsexuals & Crossdressers

Last Friday night I was to meet up at a bar with some other CD's in another state. This was a 2 hour drive and I would get dressed when I got to the motel. On the way, I had truck trouble, but kept driving to the motel. Once I got there, I told the girls who were already dressed that I couldn't go to the bar or play because I could not relax knowing my car w...

Lucky Me Ch. 02

by live2beloved on Sep 15, 2017
BDSM

I returned on the same time next day and knocked the door just once. She again opened the door with her charming smile, and again I was in the same awe, I was transfixed there gazing in her beautiful eyes. She smiled and said 'are you planning to stand there or are you goanna come inside.' I shuddered and quickly got inside and just when she closed the door...

Life and Time of Lady Vargos Ch. 06

by rik581 on Mar 27, 2019
Transgender & Crossdressers

Chapter 6 "Lady of the House" Martin had been home three days from his visit to the spa, and things were now becoming a bit more of daily routine for him as mistress of the household. As usual he had been awakened early by his husband with a long passionate kiss on the lips. Martin grabbed the sheets with both hands and groaned as he awoke in the affectio...

Humiliation Journey Never Ends

by Subkoksukr4u on Jun 25, 2019
Transgender & Crossdressers

Here I am once again looking up into the eyes of my tormentor, my superior in every way, especially his cock, 10 1/2 inches to be exact. I know because when I first met him he made me measure it with a ruler. He made me measure mine too. I was embarrassed, humiliated and shamed for being so small. It hasn't been called a penis or anything remotely masculin...