Chastity Lipstick Stories

30,354 results
Orientation
Length
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Infinite Scroll

Natalie Cleans Up After Mistress

by AngelSubmits on Sep 17, 2017
BDSM

I opened the car door and slid inside, wincing as the seat met my tender, well-fucked pussy. He leaned his head inside the car window and kissed me strongly, his tongue forcing its way inside my mouth. Mmmmm... Rob kissed like he fucked, taking what he wanted without asking. It had been a long time since I'd been with a man, and I had missed it like crazy. "...

The Roommate Pt. 07 - Miranda

by ValoryG on Sep 16, 2017
Transsexuals & Crossdressers

The next day, when Josh returned home from teaching college students (who were only around six years younger than him), Miranda met him at the door. She seemed in a fine exuberant mood and gave him a smile. Sometimes he didn't know which personality he'd find - the friendly, mother-like woman who helped him become Lori, or the controlling figure who could...

Mistress Chronicles Ch. 06

by MistressMtoyou on Sep 25, 2017
Fetish

Background This story involves my on-line subject Nancy, who I introduced in Mistress Chronicles #4. This subject passed all of the tests I described in "A few good subs", but before we were able to arrange an in-person session, he was offered a job in a town a great distance away, precluding in-person meets. Nancy is a computer nerd. Brilliant at working...

Weekend Bitch

by sissycandi on Sep 17, 2017
BDSM

My wife is intelligent, witty, loving, thoughtful, considerate, intelligent as well as beautiful and sensuous and voluptuous – everything any man could want or hope for. And she and I are very much in love. She has a strong, dominant personality while i am quite submissive. Over the past several years, our marriage has naturally evolved into a Female-Led Rel...

His Sissy Bitch Ch. 03

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

"You've come a long way, baby." He smiles at me, watches me as I cross my legs. I'm sitting across from him. I can tell the effect I have on him, every time he visits, sees me dressed fem for him, he's hard, rock hard when I meet him at the door. And I know what outfits turn him on the most. I know he fantasizes about me when he's fucking his wife. She doesn...

Celeste's Courier

by justincbenedict on Sep 17, 2017
BDSM

"Package for you, Harper" Ted stood up in his cubicle, but Brian just waved one muscular arm towards the reception area and walked off. The salesmen weren't very pally with him or the other accountants--sales guys were all jock types, funny and charming, and they didn't have a lot of energy for the numbers-crunchers. When they weren't selling insurance, th...

Jake's Videos

by ChristopherDB on Sep 17, 2017
BDSM

Jake had just gotten home from work late Friday afternoon. He would only have a few hours before it was time to go out and play with his band at Neon's. Michael, the drummer, also booked the band and had been trying to get them into Neon's for a long time. Since it was such a popular nightspot, all the local bands were trying to get in. Despite the competiti...

Letter from Newark

by justincbenedict on Jan 8, 2019
BDSM

Dear Shoeblossom, I am just an ex-cocktail waitress who married a troubled but worthwhile guy. Mom always told me to find someone classy like a dentist or a Buick dealer. "Mariah, it's as easy to fall in love with a rich guy as a broke guy." But I fell for Raymond Withers, Jr. hard, and I married him right before he went to Vietnam. Still, as in all marria...

The Sexy Cuckold Couple Pt. 07

by cuckcpl4play on Sep 19, 2017
Loving Wives

The Day of the Ceremony is Finally Here Part 7 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 demoral...

Hotel Porter to Private Maid Ch. 02

by KinkyBiLad on Sep 12, 2017
Transsexuals & Crossdressers

Thank you for your comments and feedback about my first chapter in this series. I hope you enjoy this one just as much. Please leave comments and tell me what you think. Thanks KinkyBiLad "Next time I want you on your knees when I come up here" Matthew shouted, as he swung the paddle one more time on to Alexi's ass. Alexis couldn't do anything, her hand...