by
Timewell
on Sep 16, 2017
Transsexuals & Crossdressers
Author's Note
=============
This story is part of a challenge I posed to myself to write a story for every Literotica category. I had originally thought that it would be more sexually charged, but as I worked on the character development in this story it turned into something unexpected. It became a story about a person's struggle with and eventual transit...
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- 2 Comments
- 6,453 Words
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by
Robin_Maxwell
on Sep 19, 2017
Novels and Novellas
"Call her." Clair closed Laura's office door and leaned against it.
"Don't you think I've tried?" Laura went to the window, unable to meet her secretary's eyes. She acted like a spurned teenager, which was humiliating, but she couldn't seem to help it. "I left her alone until Tuesday. Yesterday I left half a dozen messages. Today I tired twice. It's obvious...
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- 3 Comments
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by
Cagivagurl
on May 15, 2019
Transgender & Crossdressers
Thanks to Charlie for his amazing help.
*****
So that was it, I was wearing her panties every day. Every morning without fail Lauren would be waiting for me with a big smile and the panties twirling on her finger, there was always a pink pair, but I wasn't giving her the pleasure of wearing the bloody pink ones.
On Friday night after work I got all excite...
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- 7 Comments
- 7,183 Words
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by
TwistedPanties
on Mar 18, 2020
Transgender & Crossdressers
You had willingly searched and jerked off to sissy porn for years. You regularly read Literotica fiction and would love to stroke yourself for hours. It was not uncommon for you to chat or flirt with other bloggers or online friends. You sought out a deeper role. The hypnosis of online flirts and short sissy skirts led to cravings, stronger and stronger with...
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by
TammyPanty
on Jul 30, 2019
Transgender & Crossdressers
Editor's note: this story contains scenes of incest or incest content.
*****
I was in college and a member of a fraternity when I first met Holly. She was 19 and I was 21 the first night we were introduced. She was very cute with short brown hair and a beautiful smile. For a 19 year old she had ample size breasts. I was attracted to her immediately and she...
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by
DuchessDesire
on Sep 28, 2020
First Time
Chapter 1: Office Hours
I can't believe they did this to me again for a second year. How did they expect me to make it across campus from one class to the other in the space of five minutes? It doesn't help that Dr Nathanial Williams always runs his lectures over by five minutes, either. He just doesn't stop talking until he realises he has his another clas...
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- 6 Comments
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by
EmeraldCoastGuy
on Oct 5, 2020
Erotic Couplings
Ashley Winters - 22, blond, and fit - lays on top of her bed wearing a t-shirt and pair of silk pink bikini panties on a hot and non air-conditioned Saturday morning. In a half-conscious state she rolls onto her belly on the cooler side of the mattress; the side that's against the wall.
As Ashley lays next to the wall noises emanating from her roommate's b...
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by
Lorelei907
on Oct 6, 2020
Exhibitionist & Voyeur
The first part of this story is based on a conference I had gone to out of state, and an experience I had at a bar the last night I was there. An attractive couple was sitting nearby, and the lady was staring at me. Though her look was intimidating, it was not rude, and I couldn't tell where she was coming from, why she was staring at me. It was very curious...
- 14,974 Views
- 14 Favorites
- 6 Comments
- 5,367 Words
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by
blondechristine2012
on Sep 12, 2017
Erotic Couplings
As the hand slid up the inside of the just over forty year old woman's thigh, she felt shock waves roar through her almost naked body. As it moved relentlessly, it seemed, nearer to her sex so her mind was entertaining the most deliciously rude thoughts. As it slithered along that sensitive skin near to the top of her inner thigh, part of her was willing it...
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by
freemic3040
on Sep 16, 2017
Transsexuals & Crossdressers
I wake up and instantly notice the thin arms wrapped around me. My head clears a little and I feel my wife's breasts pressed up against my back. My wife. Wow it still seems weird to say. I'm now a married man and we are sleeping at her cabin on the first morning of our honeymoon and the rest of our lives together.
I slink out of her arms because I need to...
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- 9 Comments
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