Lipstick Stories

24,469 results
Orientation
Length
Source
Infinite Scroll

Make Me Pretty

by playful_minx on Sep 17, 2017
Celebrities & Fan Fiction

Davey was in our bathroom, getting ready for the day. He went to put eyeshadow on when I walked up behind him, placing my hands on his shoulders. He turned around, smiling at me. "Hey gorgeous," he said. "Hey babe," I responded, "you know, you should do my make-up sometime," I say with that mischievous look on my face that he knows all too well. I gathered...

Kimmy's Discovery Ch. 02

by Deviana on Sep 16, 2017
Transsexuals & Crossdressers

Ch 2 of sweet young Kimmy. With the help of his co-worker, he opens the door to self-discovery and embrace of his true effeminate being. NOTE- I use the "i" in Kimmy's description, a grammatical faux pas, perhaps, to reinforce the sense of Kimmy's submissive nature. i laid there, the couch was actually very comfortable, especially given its sleek lines an...

Exhibition in San Antonio

by Sassy Susan on Sep 19, 2017
Exhibitionist & Voyeur

(With thanks to my friend, John, for some special editorial assistance, and to my new friend, Vanilla, who is anything but, for giving me the challenge.) * It started with a dare. I had been corresponding with a woman in London by email. We had hooked up when she sent me feedback about one of my stories on Literotica, and we began teasing and flirting. Sh...

Deep Cherry Lipstick

by MalDufleurs on Sep 11, 2017
Anal

More adventures with Penny and Mr H, first featured in Nice Substitute... ************ When Penny came in, announced she had dumped her boyfriend, then stripped down to her new lingerie and said she was going to be my "breakfast" I wish I could tell you that I made love to her slowly and gently for hours. The truth is that in five seconds my cock was out...

Stalker and the Stalked Ep. 08

by JohnDoe1XX on Mar 3, 2020
Exhibitionist & Voyeur

The next day at work I was very distracted and continued to try to remember events from the previous night. I was largely unsuccessful. She was now affecting my work and I couldn't allow both my work and personal life to be dominated in this way. I had to have some answers to the mysteries surrounding her - mysteries that were pulling me into some vortex tha...

I Masturbate For My Boss

by fantasyboy on Sep 14, 2017
Exhibitionist & Voyeur

I am 20 years old, slightly overweight, large breasts (very sensitive nipples) and very sexy. I was very shocked when my boss came up with his proposal. I mean, I liked him, and certainly didn't fancy him, after all he was old enough to be my father. But I needed the money and it wasn't really prostitution. I wasn't going to have sex with him. Anyway I ofte...

Learning to Crossdress Pt. 04

by crossdressme70 on Sep 15, 2017
Mature

I was now totally dressed, in 4" open toed sandals, with black seamed fully fashioned stockings attached to the garters of a tight fitting waist cincher, wearing an underwire long-line support bra with "Pad inserts" that pushed to give me a cleavage. My makeup was incredible, with blue eye shadow, long eyelashes, and heaps of lipstick, and I was wearing a...

Burgundy Lips Ch. 03

by qdata on Sep 15, 2017
Fetish

Yesterday's exertions left me exhausted so I had retired early, slept well and woke up feeling fit and ready to go again. Perhaps that was fortunate, as I had promised Elisabeth that I would visit Jutta today. I had a hearty breakfast to give me energy for the day and, as I was eating, I got the thought, 'What would my friends say, if they knew how I had spe...

Away

by Karmacouple on Jun 18, 2019
BDSM

My first ever writing, please let me know what you think. *** You've been gone for a week now and the torment is almost unbearable. We text and face-time to keep in touch and I provide some gentle instructions to test the waters. Although we have played rough for most of our marriage we are exploring something new, a possible lifestyle. We each have a lot...

Jamie's Descent Pt. 02

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

'That's it, baby,' Vanessa purred as she snaked her hips forwards and back, gently sliding the strapon in and out of my mouth. I could no longer think rationally, as any self control I still had slipped away and trance like, my eyes closed, I sucked the rubber phallus in and out of my lips. 'Baby, you love this don't you?' Vanessa's voice took on a hypnoti...