Lipstick Kiss Stories

222,433 results
Orientation
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Infinite Scroll

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...

Marked

by WFEATHER on Sep 16, 2017
Romance

The bed is pushed up against the east-facing window of the small bedroom, so it was no surprise – only an annoyance – that I awoke to sunlight in my face as the bright rays of golden light passed through the narrow gap in the curtains and bombarded my closed eyelids. The sun was shining so brightly already that even before my eyes were open, I practically fe...

An Unexpected Surprise

by Rdog3824 on Mar 6, 2018
Loving Wives

My wife Michelle and I had been out for the night to a promotional function for her firm. We were dressed up, with her in her favourite black dress. It was just knee length, lowish cut showing off the cleavage of her 36D boobs. She had a wicked pair of 5" high heels that accentuated her sexy legs. Her makeup was flawless topped off with fire engine red lipst...

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...

Time for Lipstick

by LorisLicker on Sep 12, 2017
Loving Wives

We have developed a signal over time whereby I convey my interest in having sex and give my wife a decent forewarning to get in the mood. It was intended to be something that could be said around others that would still offer clear meaning to my wife. Lori as it happens is particularly aroused with putting on lipstick. All the better if it is bright red li...

On a Dream Vacation

by SadisticSmut on Sep 26, 2017
Fetish

Be warned that this story has in it cheating, manipulation, lying, cuckoldry, big cock worship, unfairness, humiliation, and a character that is tricked into a gay sexual experience. ***** My girlfriend and I embarked on our dream vacation this summer. A full week in tropical paradise. We arrived pretty late the first night. The locale was beautiful even...

Late Night Visitor

by Vic5 on Sep 17, 2017
Loving Wives

My wife, JoAnn, and I went to bed early to have leisure time for sex. After we had experimented with different position for awhile, I said, "Why don't you sit on me and we'll finish for the night. I think that would be a good position for both of using." She softly said, "Alright, I like it that way, too." JoAnn was facing me and moved up to sit on me. I q...

Sissy Girl Forever Pt. 03

by sissymissyct on Sep 18, 2017
Transsexuals & Crossdressers

Sissygirl forever continued. Sara stood there laughing at me as Mistress explained how things would be for the near future. She told Miss Andrea that if I wished she could fill them in with the red right now if I wanted. But Mistress said no. She was looking forward to my rushing off to work at times forgetting to polish them. Or eating out with friends and...

Learning to Crossdress Pt. 01

by crossdressme70 on Sep 15, 2017
Mature

I am a "Closet-Crossdresser" - something my wife would not accept, but a secret I indulge in whenever she is out of the house for a while. This is my story of how a beautiful older lady, who had a "fetish" for lipstick, nylons, high heels, and lingerie, introduced me to the pleasures. It was the late-1980's, we had just moved from a small town in the UK, t...

Three Dates

by high_heels_lover on Sep 12, 2017
Erotic Couplings

My first attempt at writing something slightly longer. It starts slow but builds as I wanted to make this vaguely more realistic that just a quickie. Again, I've glossed over long conversations, partly because I don't think I'm very good at them, but also because it just seemed to slow things down unnecessarily. Introduction I walked quickly down the sub...