by
Cilantra
on Aug 1, 2018
Transsexuals & Crossdressers
At eighteen years old, I'd made my fair share of mistakes, but this one was by far the worst.
I'd asked my last ride to drop me off at a highway crossroads, God knows how many miles back. Told him I had enough food and water, and brains, to make it on my own. He had warned me how dangerous it was, but I had been so cocksure. So certain in my ability to surv...
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by
dreadknots
on Apr 17, 2018
Transsexuals & Crossdressers
Elevator Pitch: Opening the door to a cute looking girl, Mike discovers that she's not exactly what she appears. Lewdness and maybe good feelings ensues.
***
Mike didn't even need to open his door to know that something was wrong. First of all, someone was knocking just before Midnight. Whoever it was on the other side was on his property, a lonely little...
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Transgender & Crossdressers Stories
To the new reader. The Life and Times of Lady Vargos is the second book in the Martin Hastings Saga. The first book, The Marriage of Martin Hastings is posted here on Literotica.
*****
Chapter 2
"Family Portraits"
Martin had now been married for just over two weeks. He and his husband, the Baron, had consummated their marriage together with the tradition...
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by
jealouscuck
on Jun 19, 2018
Transsexuals & Crossdressers
Our trip to New York was a definite bookmark in our relationship. We were completely wasted after three straight nights of sex at Sally's apartment. We slept soundly on the plane back home. I know I did and every time I woke up, Karen was asleep also. As I recovered some, I began playing our ordeal back in my own mind. I had not gone to New York to turn myse...
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by
corduroysissy
on Dec 14, 2017
BDSM
Debbie's eyes bulged when he looked up at Angelina, and his best friend smiled back at him.
"This is my Angie, Debbie, he wanted to watch you cream his jeans."
Looking through the make-up and wig he could barely make out the face of his young buddy. Casey was blown away by how good Jamie looked as a girl, he was pretty as all hell. The make-up looked perf...
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by
MicheleNylons
on Jun 1, 2020
Transgender & Crossdressers
Chapter Three - Maid Service
October 1984
Charles reported to Robert's dormitory room as directed the next morning straight after breakfast. During breakfast service William Larkin was upbeat and caromed around Charles like an excited puppy under his feet.
"So we're hanging around with the upper housemen now that we're a top rugby player?" he teased.
"If...
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by
silkstockingslover
on Sep 25, 2017
Anal
Summary: Husband is pegged by sister-in-law with wife's permission
Note 1: Thanks to Robert, goamz86 and Wayne for editing.
Exploring Sexuality: A Pegging
I was almost in the city when my cell rang.
I glanced at it and saw it was my sister-in-law Sabrina.
I sighed.
I loved Sabrina, but since her divorce she had been as exciting as a Nicholas Sparks mov...
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by
lipsticked
on Sep 13, 2017
Fetish You Never Know
I moved to Los Angeles from New York about eight years ago, right after my divorce. The marriage didn't last long and ended bitterly. I now live a block from the beach in Santa Monica in a fairly exclusive high-rise apartment building. I quit my job as a graphic artist with a top advertising firm in NY, when I moved and started my own business here. I have a...
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by
SaucyMasquerade
on Oct 9, 2017
Transsexuals & Crossdressers
As Jayne and myself stepped out into the warm evening air, I could sense a chill that the warm bathing street lights could not penetrate.
"I'll see you tomorrow Jayne," Helen called from the doorstep, "and what a great effort, Stefania." We both turned, and thanked Helen once more.
As the door closed softly behind us, Jayne paused as we were about to wal...
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Fetish
If gentle femdom, crossdressing, strapon and male-male sex isn't to your taste, please back out and try one of my other stories. And let's imagine this is set in a world where unprotected sex is safe.
**********
It was looking to be a glorious day. Marion and I were on vacation in the tropics at a five star resort. We started the day with Marion touching u...
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