Cross Dressing Stories

72,522 results
Orientation
Length
Source
Infinite Scroll

About Last Knight...

by UnexpectedVixen on Sep 12, 2017
Sci-Fi & Fantasy

A romance of a different kind? You be the judge. The dragon slayer's story.... It was a dark and stormy night. [Just kidding, folks!] The sun had just risen when I slowly approached the cave. The villagers had informed me that it contained the dragon's lair. Time once again to fulfill my duty...you see gentle folks, I am a dragon slayer. Not the be...

Camilla

by Lancerlott on May 18, 2020
NonHuman

This is the latest contribution in my effort to post at least one story in every Literotica category. Obviously it's a work of fiction for which I hold the copyright and which may not be reposted in any other forum. As usual all the characters are over 18. Thank you to all my patient followers. As always votes, comments and feedback are welcome. Camilla Ca...

Do You Like The New Harness?

by Grayhorse1960 on Sep 28, 2020
BDSM

Do you like the new harness? She got to the top of the stairs feeling rather nervous about what would happen next. The message from her lover was quite terse; "I have a new harness you might like to try out. If you would like it, come on Friday at 7:00pm." She had been hoping he would dominate her -- it was a world she fantasized about, but never had the...

A Deal Offered

by LockedSissySubmissive on Sep 25, 2017
Fetish

I was sitting in the kitchen drinking coffee wearing my dressing gown when Emma left for work. We'd had a pleasant morning chatting about the various inconsequential matters that married people chat about but she had to leave for a meeting and looked fabulous in a smart dress suit and jacket. Even after almost two years of marriage I was still totally smitte...

Teaching Patti Ch. 4

by Dixon Carter Lee on Sep 12, 2017
Novels and Novellas

Rehearsals were going well, and we were two weeks from opening "Godspell". Patti and I had shared a few tiny kisses and squeezes in dark corners, but nothing more since that amazing night on my parent's couch. It was hard to find a place to be alone with her. Her house was out, and so was my parent's - too many opportunities to get caught. I thought of pulli...

Lunch Date

by Magicidan on Sep 18, 2017
Loving Wives

If you do not like stories of temptation, human frailty, and redemption, please do not read this story. You will not enjoy it. But, if you take solace that there are husbands who fight to save their marriages I bid thee read on. Today's story comes from southeastern Wisconsin. As always, I am a mere scribe, presenting a story which was told to me by those w...

Tony to Tanya

by joshy029 on Sep 19, 2017
Transsexuals & Crossdressers

My name is Tony and I'm an average 19 year old boy. I'm 5 foot 7 inches tall, have shoulder-length brown hair and blue eyes. I often get mistaken as a girl from behind because of the length of my hair and because I look after it really well. I've been told I'm as good-looking as most girls my age. My ass isn't half-bad either. I'm an open-minded person when...

Vicky Ch. 01

by TimRailing on Sep 12, 2017
First Time

Man this girl is dumb. I wouldn't have read 500 pages if I knew she'd pick the wrong guy. He doesn't respect her. What girl would have her choice of two men and would pick the one who will dump her as soon as her tits and ass start to sag? The other guy respects and loves her! So what, he has a kid, big deal. Kids are cute. Girls can be so dumb sometimes! Ug...

The Mega-Masturbator Ch. 02

by JenPB on Sep 12, 2017
Toys & Masturbation

Please read Chapter One of this story before reading Chapter 2. You'll be glad you did. * My girlfriend Cindy asked me out to a local restaurant for lunch one day because she had a proposition for me. After we had taken our seats at the table and ordered a couple of cocktails, I asked her what this proposition of her's was. Over the course of our lunch, Ci...

Sandra and Stevie Ch. 54

by Goodhusband on Sep 19, 2017
Loving Wives

Note: This story is the fifty-fourth installment in a series entitled "Sandra and Stevie". If you have not read the previous fifty-three episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I st...