Lipstick Stories

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Taking Donna's Dick

by Caron on Feb 7, 2018
Transsexuals & Crossdressers

Donna leant against me, her generous breasts warm against my arm, the contours of her nipples slightly visible even through her bra and soft white sweater. I could have pulled away, but I didn't want to. It just felt comfortable and sensuous. The others on the software integration rig didn't pay any real notice, she had always been a bit of a flirt and it wa...

A Husband Named Cathy Ch. 02

by cathynylons on Sep 18, 2017
Transsexuals & Crossdressers

When Toni had finished inserting my butt plug she turned to me and said, "There, now you'll see how much more feminine you walk. We will be going out later this afternoon so I think now would be a good time for you to go to your room and think about your behavior yesterday." I went to my room and sat at the vanity and began applying my eyeliner, eye shadow...

Le Sexe Superieur Ch. 03

by ValoryG on Feb 13, 2018
Transsexuals & Crossdressers

I vacillate about taking the supervisor job, I really do. I've never cheated on my wife during our eight-year marriage, although once in a while I've suspected that during an overnight trip she had a dalliance with a co-worker. In fact, one time when she returned I found a couple rubbers in her suitcase. Of course, I never brought this up with her. On my pa...

By the Time I Get to Phoenix Ch. 02

by buxomy44DD on Sep 16, 2017
BDSM

Jack and I walked to the elevator. He was carrying his luggage which he had retrieved from the concierge and pulling mine. He was walking just a slight bit behind me. I thought it was because he was struggling with the luggage. I turned to ask him if I could help him. "No, just keep walking. I love the view." He growled. I pushed the elevator up button an...

The Office

by Fish_Tales on Sep 13, 2017
Erotic Couplings

Numbers, fucking numbers. He hated them. He stopped looking at the screen and turned his chair to look out the office window. He could see the Thames and the odd ferry traveling on it's murky waters. His work was stressful, but he loved his office in the corner of the building. It had large windows on two sides and he could see what the rest of the city wa...

Fast and Hard

by Paris Waterman on Aug 31, 2017
Erotic Couplings

Of course, Elaine and I were married... to other people. We met while working at a Romney Republican Headquarters trying to drum up the voters in town. Instead, we drummed up a heated interest in each other. I still think it was Elaine who got me interested in her first, although she would probably lie and say it was me. Does it really matter? The first...

Fooled by the Wrapping

by MsHoudini on Sep 12, 2017
Transsexuals & Crossdressers

It has been about 8 months now since my husband left me. No big blowup, or much arguing. He admitted he had been having an affair his third. I admitted that I had spent an evening with a young man. He had a long talk, and agreed to move out, we could live our separate lives. I kept the house, he agreed to a generous settlement, so after 21 years of marriage,...

Suspected Affair

by 69Jance on Apr 21, 2020
Transgender & Crossdressers

I had suspected for a while but recently found confirmation, not that I would blame her. I know we loved each other but I also knew there were needs the other could not fill. I found evidence she was having that need I could not meet, met by someone else. I was a bit jealous but in a strange way. There was no anger but a bit of arousal as I imagined her love...

Jeremy and I Ch. 02

by sassygator420 on Sep 16, 2017
Romance

The feeling of being in Jeremy's arms was...in a word....intoxicating. I loved having his arms around me becuase it made me feel safe and secure. Jeremy was always so sweet and adoarbale about everything. He had this way of writing poetry that just made my heart melt no matter what it said. He was so cute when he read it too becuase he was always so shy abou...

New Role 121

by HSMan on Jan 15, 2019
Transgender & Crossdressers

I'd been in the job for just a few weeks. Interesting dynamics for sure, a dozen blokes and a female boss who they all seemed very subservient to. She was a good looking woman for sure, amazing figure and always immaculately dressed. Always a skirt and jacket, never trousers and always with fabulous shoes. Shoes say a lot about you and I would add she wore n...