Lesbian Crossdressing Stories

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Just One of the Guys

by manyquestions on Sep 12, 2017
Lesbian Sex

(Note to readers: This is a lesbian crossdressing romance. A simple story as corny and predictable as a made-for-TV movie. It contains explicit sex only towards the end. If you are a guy looking for hardcore lesbian porn to get your rocks off, this story would be a waste of your time. But if you are a woman who is into romance as well as sex, I very much hop...

Quinn Goes Shopping

by wordsmith on Sep 12, 2017
Lesbian Sex

Quinn had come to a decision. Hot, humid summers in New York were not good for long hair. After several years of monthly trims, and daily time consuming blow-dries, she wanted a new look to go with her new job. She was on a brief vacation before starting her new position as northeastern marketing director for "Dorothy", a lesbian oriented women's sports/fi...

Paying Their Way Ch. 01

by sexy_jessie on Sep 13, 2017
Lesbian Sex

This is the first part of a new story featuring the characters Jessie and Lizzie which I am writing due to all the good feedback I got for the previous one "A High School Bet", so I would like to thank everybody who has been generous enough to give their comments and support, it means a lot to me. * Lizzie Nichols was on her hands and knees, a six inch coc...

Holding Out For a Hero Ch. 04

by TrueMort on May 22, 2018
Lesbian Sex

Chapter 4 Raiders of the Stamner Park Well, I am very aware that I tend to wander off subject when I should be telling you our story. So I am going to try and stay focused through this chapter. Speaking of which, I am not going to bore you all with a massive catch up on past events. In short, I have been trying to find out just what things make Sasha squea...

Cross-Dressing, Gay & Lesbian Sex 06

by SusanJillParker on Sep 13, 2017
Lesbian Sex

There are no underage characters in this story. All characters are over the age of 18-years-old. Emma and Daniel invite Veronica and Martin over for some sexy fun The doorbell that announced their arrival not only opened the door to their home but also opened the door to Emma and Veronica having lesbian sex, Daniel and Martin having gay sex, and both coupl...

Cross-Dressing, Gay & Lesbian Sex 02

by SusanJillParker on Sep 13, 2017
Lesbian Sex

There are no underage characters in this story. All characters are over the age of 18-years-old. Cross-Dressing, Gay & Lesbian Sex 2 Emma confesses her sexy secret to her husband of wanting to have sex with a woman. "I have this secret, sexual fantasy that I want to have sex with a woman," said Daniel's wife, Emma, during their pillow talk while they were...

Cross-Dressing, Gay & Lesbian Sex 03

by SusanJillParker on Sep 13, 2017
Lesbian Sex

There are no underage characters in this story. All characters are over the age of 18-years-old. * Emma's secret lesbian fantasy inspires Daniel to tell her his secret of being a cross dresser. "Don't you have a sexual fantasy?" She looked at him with inquisitiveness while he looked at her with guilt. 'Do I have a sexual fantasy? I have a million of them...

Cross Dressing

by pamper1 on Sep 16, 2017
Lesbian Sex

Several days ago as Kait and I sat around wondering what to do for the night, we came across the movie 9 1/2 weeks with Mickey Rourke and Kim Basinger. I love that movie and it was at the part were they both went to this English club and Kim was dressed as a man. Well, not to put down my beautiful sexy girlfriend here, I suggested that we should dress her...

The Lesbian Nights Pt. 03

by Audrey07 on Sep 15, 2017
Lesbian Sex

Note 1: This is a work of fiction and the characters depicted herein are purely figments of my own imagination; any resemblance to any other persons, real or fictional, is entirely coincidental and unintended. And, on the advice of a good friend, this work is copyrighted. To me. I own this, so don't steal it. Note 2: This story contains graphic descriptions...

Prince Gyllen Ch. 09

by MythMaker on Sep 19, 2017
Lesbian Sex

The night after Gyllen's experience in coping with his premier crapulence, he had decided to slip on his skirt to meet with Min. Wasting no time, the prince and the goblin were already doing the nasty in Min's apartment as their first vice for the evening. The blonde had his skirt pulled up over his waist with his panties pulled down slightly, just finishing...