Lipstick Stories

24,469 results
Orientation
Length
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Infinite Scroll

Room Service - Madeleine Delivers

by stevenmaturin on Sep 25, 2018
Erotic Couplings

Author's Note. Hi all. Returning to Literotica after too long a pause. I appreciate any and all critical feedback - positive and not so. Many thanks to Allegra for their sustaining inspiration. Hope you enjoy! ***** The Mulberry negotiations were dragging. Jack was pissed. His client was a jerk, and his opponent's client was a fool, and they deserved each...

Seduction at Belinda's House Ch. 09

by AndreaJordan on Oct 9, 2018
BDSM

Belinda returned to the lounge to find Kate making coffee. She seemed happy and excited and eager to please her host. Not surprisingly Kate hadn't released James from the padlocked box with the keys still lying on the coffee table "So Bel...," Kate announced, "I've come to ask your permission to be let out of chastity... just for tonight." She fidgeted exci...

At the Kit-Kat Club Ch. 01

by LaraLondon on Jan 15, 2019
Transgender & Crossdressers

This story is based on my real-life experiences is a real-life fetish club in Berlin called the Kit-Kat club. I suppose when you watch enough porn, you start to think that it is not enough to just watch. You want to be the porn. I found myself wanking to the videos of trannies, crossdressers and ladyboys with one thought occurring more and more: I want to...

Walk a Mile in Her Shoes (And More)

by grgy56 on Jan 15, 2019
Transgender & Crossdressers

"What stupid, misogynistic, asinine things to say!" Screamed Shanna. "Right now I can't stand you!" My girlfriend stormed off leaving me at the bar completely stunned. "Wha? What did I...?" Rather than an enjoyable evening with the high expectation of getting lucky, it turned out to be a night of sleeping by myself. I flipped a twenty to pay for the drinks...

Rosa subrosa

by ValoryG on Apr 8, 2019
Transgender & Crossdressers

I first saw Rosa on a kinky-sex dating site. I, as a 35-year-old recent divorcee, had visited it "just out of curiosity" -- or was it rather because I sought a little titillation? I certainly never expected it to lead to anything. I just thought I'd peruse some photos and fantasize about meeting some off-beat women. I ended up beating off looking at a few of...

After Hours at Self Checkout Ch. 01

by Deathcakes on Jan 8, 2019
Transgender & Crossdressers

Reader's Note: This is the first time I ever tried writing a sex story. I have been an avid reader of literotica for about 6 -- 8 years now (I know I should have started writing my sick fantasies down years ago). But it seems that life circumstances are calling upon my overactive imagination that has been subdued. So now it is reawaken and now it is time to...

To Save a Marriage, You Must...

by LittleKay on Dec 3, 2018
Exhibitionist & Voyeur

A mini story based on an idea in the Stories Idea forum on Literotica's bulletin board. ----------------- Sandy put on a glittery necklace and earrings, her hair done in wild curls that hung around her jawline. she turned to the side in the mirror; this dress... red as her lipstick and clinging to her body accentuated her small waist and round bum perfectl...

The Whistleblower Pt. 03

by AngeSeverni on Dec 25, 2018
BDSM

Later on that day I make my way into central London and Leicester Square. I'm expecting the cinema where Jess and I are having our 'meet-up' to be one of the big ones that you see on TV when the Brits have a premiere with the stars in attendance. There's none in the vicinity by the name of the Prince Charles though, and I struggle to find a local to ask, the...

Paying the Price

by LaurelAspen on Jul 25, 2018
BDSM

You paid how much?" Matt paces the floor in exasperation, while Emma, the object of his wrath, defiantly stands her ground. "Paid £1500, which is a bargain, reduced by 50% for the sake of a barely visible mark." Emma gestures towards the sofa, standing lonely and, by Matt at least, unloved in the centre of the half decorated room. "It's a lovely piece of f...

S.L.U.T. Ep. 01

by Nils Huim on Jul 31, 2018
Humor & Satire

The Adventures of S.L.U.T. (Sexual Liberator/Underwear Therapist) Episode 1 – In Which S.L.U.T. Cures an Alien Abductee's Stubborn Erection Leslie Manfried, psychologist, controversial sex therapist and best-selling author, sat as guest of honor at table's far end at the Upper Eastside apartment of Leonard and Biennale Kravitz. Leonard sat opposite at ta...