Chastity Lipstick Stories

30,354 results
Orientation
Length
Source
Infinite Scroll

Basement Sluts Vol. 04

by kimberlykitten on Sep 14, 2017
Exhibitionist & Voyeur

Nelly's fingernails were clawing on Shawn's back as he was pushing his massive cock to the limits in and out of her wet pussy. "Ooooooh Shawn. Harderrrrrrr. Faster. Fuck me Hard Shawn," cried Nelly as Shawn pounded away at her pussy. He could feel her cunt tighten around his huge dick and his balls bouncing against her wet cunt. Feeling her juices pouring o...

Lisa's Fall Ch. 01

by HansIdNi on Sep 15, 2017
BDSM

* Warning, this story contains extreme elements and some mild incest-themes. If this is not your cup of tea, I suggest finding a different story to read. My first story so any comments, feedback, criticism, ideas or blind hatred is welcomed.* * Eric car was in the driveway when Lisa arrived at her mother's place. It was no surprise, but it was still hard...

Of Hope Lost and Found Ch. 05

by nageren on Sep 14, 2017
Mature

"Well, what did you think? Did you get to talk to him about everything you wanted to?" I was in my office the next morning, on the phone with Gina. She had told me all about their own eventful evening at the hospital, assuring me that Miranda and the baby were fine. She quickly shifted gears and wanted to know about the evening with the donors...and Thomas....

Blushing Bride Ch. 02

by britneyfan on Sep 25, 2017
Transsexuals & Crossdressers

`I stood there, with my hand on the doorknob, waiting to go into the living room where all my friends sat drinking to celebrate my upcoming marriage. I hesitated there for a moment, not quite sure what their reaction would be upon seeing me dolled up like this, my fiancee's beautiful strapless wedding dress worn over sensual white lingerie, my face covered b...

A Murder Misstery Finis

by thrillerauthor on Sep 19, 2017
Transsexuals & Crossdressers

For those who came in late, Matt McCoy -- now Madeline Moreau -- is on the run for a crime he did not commit, and a murder which she did....as the saga concludes, Maddy vows to end her life on the lam. By the author of The Jessica Project "Jacques, when I saw Dr. Villiers, the name I gave him was Madison Monroe. Do you think we can trust him not to talk to...

Master's Degree in Crossdressing Ch. 01

by wifetoy on Sep 11, 2017
Transsexuals & Crossdressers

This series is the follow up to my earlier series "College Crossdressing Confessions." My wife forced me to make those confessions detailing my shameful addiction to wearing panties, pantyhose, and other girly intimates, and my panty pilfering ways in college. While I was making confessions to the public for the first time, my wife has generally been aware o...

Lady In The House Ch. 06

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

From Part V Harry leant over me and kissed me full on the lips. "That was worth every penny; you are one hot nurse," he laughed. Harry grabbed a handful of my clean white skirt and wiped his cock on it. The silvery gleam of semen and KY jelly stained the fabric; there was also a faint trace of blood. Harry hitched up his pants and made for the door, tigh...

With My Best Friend's Mom Ch. 04

by nylondad on Sep 13, 2017
Fetish

I was through my first month at school when I first started to really think about the crazy summer that had just passed. I had never in my life ever looked back on anything with any sort of perspective. Now I was. I felt a tinge of sadness about my behavior with Kimberly and Lois. Obviously Kimberly had her demons as did Lois as did in some ways so did I. I...

Executive Solutions Ch. 01

by MicheleNylons on Feb 5, 2018
Transsexuals & Crossdressers

Chapter One - Amnesia She felt the sting of the needle and then her world went black. Later... Strange voices coming to her like from a dream, she couldn't move or open her eyes. "Did he fuck her?" "What?" "Did he fuck her? We need to make it look like he fucked her." "I doubt they'll run any DNA given the evidence we're going to leave but if they fin...

The Training

by kmania35 on Mar 12, 2019
Group Sex

I answered the door to find my young neighbor standing there with a measuring cup. "Um, hi, Mr. Jackson, my mom wanted me to ask you if you had a cup of sugar she could borrow?" "Borrow? Does that mean you're going to give it back when you're done?" She giggled and tossed her shoulder length red hair. "Um, I don't know, I mean, she's making cookies. I cou...