Lipstick Kiss Stories

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Infinite Scroll

Neighbourhood Terror to Sissy Pt. 17

by Fibaro on Feb 3, 2020
Transgender & Crossdressers

Chapter 19 The drive back home was pretty uneventful, Lisa just sat behind the wheel smiling ear to ear. She had had an awesome day so far, making out with two gorgeous women and now she would spend some quality time with her sissy boyfriend. Marcy was very worried about that quality time. She hoped for sure that it wouldn't involve that dildo going up her...

A Sissy is Born

by 0ra11yfix8ed on Sep 16, 2017
Transsexuals & Crossdressers

I've been waiting for this day for a couple of weeks now. We've been exchanging e-mails, trying to come up with a plan that works for both of us. You placed an ad on Craigslist looking for a cock sucker. I answered it. One problem though, neither of us can host. Now I'm waiting for you at Viaduct Park in Bedford, OH. I'm getting ahead of myself. Let me back...

Kiss Kiss

by violettadeltoro on Sep 12, 2017
Fetish

Iris fidgeted and hid her face in her hands, giggling, " you don't have to do this, you know." "You said that already, " he turned and grinned his wolfish grin, bright white teeth poking out from the tawny fuzz of his goatee. Three months they had been together, and still the sight of that face smiling so cheekily turned her into a kid. She fidgeted a littl...

She Finds Out Ch. 01

by Aquarius1313 on Sep 12, 2017
Loving Wives

She finds out: Its only Just beginning. Kristen and I have been married for over 3 years now and dated for a few years before we got married. We always had a good sex life. It was pretty vanilla other than some toys that found their way into the bedroom from time to time. She has always kept herself in good shape and has these perfect perky 34D boobs, thin...

Halloween is a Night to Let Go

by Mastur on Sep 16, 2017
Transsexuals & Crossdressers

Jaimie was my college room-mate, during my sophomore year. He was a theater major, fairly thin but a little soft-bodied, and almost a foot shorter than me. He hadn't even started to shave every day yet so she really looked too young for college. We got along very well, but we traveled in different circles, as they say -- I was a business major (my name, by...

Mikey becomes Melodie

by tiffanyfoxe on Jul 14, 2020
Transgender & Crossdressers

The very first day that I met Heather she made it clear to me that sex was very important to her. That same night, when she first saw me with my pants down, she explained that since my penis was way too small to ever satisfy her, she expected me to service her with my tongue and lips whenever she wanted. All my life I'd always loved fantasizing about being...

Business Trip

by BobNbobbi on Sep 17, 2017
Loving Wives

Author Notes: This is a work of fiction; people and events take place only in the mind of BobNbobbi and nowhere else. As story, Business trip has no before or after; what you see here is all there is. There is also no consideration of why or of consequences. Those who do not care for the theme wife and lover other than husband will really not care for this s...

Hunger

by SpiraLCA on Sep 13, 2017
Erotic Couplings

I watch my reflection in the mirror as I fix my hair. I hear you walking down the hall and you come up to stand behind me. "I'm ready when you are," you say. "Let me just touch up my lipstick," I reply. I take the lipstick off the bathroom counter and lean closer to the mirror for a better view. I watch your reflection, your eyes on mine. As I apply the...

Connie Goes to College Ch. 01

by cmorehead on Sep 25, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. Any resemblance to actual persons is purely coincidental. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with my stories that are a combination of true life encoun...

Lipstick Lady

by velvetglover on Sep 14, 2017
Fetish

This story is based on a real incident. It happened - most of it anyway. If by any chance the real Sabine reads this and remembers I would like to hear from you. I'd love to hear from any woman who finds it a turn-on or has experienced any exciting incident on a train journey. I welcome your feedback ... * * * * * Midnight. A hot August night. Koln Hauptba...