Crossdressing Erotic Stories Stories

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Diary of First Time

by hubbyofprincess on Sep 11, 2017
Loving Wives

This is the journal of my life and the evolution of my sexual awakening over the past four years. My name is Nina and I am a 40 year old Caucasian woman who is happily married with four wonderful children, a devoted husband, and a good job. I am your average neighbor who lives right down the street, or you see rounding up the kids at school, and you would mo...

A Surprise Ass-Fucking in Panties

by hummmph on Sep 13, 2017
Fetish

A very curious thing happened to me the other day and I feel I need to share it with you... I have been 'mildly' crossdressing for over a year now. I say 'mildly' because I am not into full feminization, I just love the feel and look of lace panties when they are hugging a good looking cock, not to mention the taboo. I have taken to wearing stockings too wh...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

The Bio of a Masturbator

by Chatomana on Sep 18, 2017
Toys & Masturbation

Disclaimer: Although this is a work of fiction, some parts contain actual facts and events. The author can not and will not be held responsible for any injuries that may occur if the reader tries to reproduce of these events. The author holds all copyrights to this story, printed and/or digital. Prologue This story is not about love, nor about romance, or...

Wannabe Cuckold Gets Found Out

by tombrennen on Jan 20, 2020
Fetish

A little about myself before I start the story. A trim 35 year old man that would probably be diagnosed as a sex and porn addict. As long as I can remember, I've been extremely sexual. Starring at cleavage and tight pants, led to porn mags and the occasional video, led to the internet. Once the internet exploded, so did my sexual fantasies. Shemale porn, and...

In For a Penny...

by TheHellWasIThinking on Sep 15, 2017
Fetish

To the reader: After I'd finished this story, I didn't know where to put it. It contains elements of several Lit categories, and I probably could have put it in any one of them. In the end, I decided to put it in Fetish, although it's very much a Loving Wives tale, as you'll soon see. NOTE: Every word of this is true. (Except for "Every word of this is true...

In For a Penny... Ch. 02

by TheHellWasIThinking on Sep 15, 2017
Fetish

To the reader: Thank you for all the positive feedback and encouragement to write Part Two. I apologize for taking so long. However, I didn't want to submit a story that contained any clichés, so I had to take my time to think through how this next installment was going to play out. Let me know how I did. This chapter picks up immediately after Part One. I...

Mando & Lek

by Purple_Raihne on Sep 16, 2017
Romance

(I was writing this story when I was involved with two people. The three of us were the character basis. But they ended up committing to each other and forgetting I even exist, so I have no desire to bother trying to finish this story in the slightest. No names need to be changed as I already changed their names and Marie is my own middle name. To whomever d...

My Life as Isaac Newton

by Prizmatic on Sep 16, 2017
Romance

This character has nothing to do with the Isaac in Midnight Plush (q.v.). The idea for this story came in a dream, and that was his name in the dream, so I didn't change it. This is the closest thing to a traditional short story I've submitted, and I would really like solid critique on it. Especially, did I do a good job of writing from a man's point of view...

Just a Girl

by katie_risita on Sep 18, 2017
Loving Wives

My name is Frank. OK, it WAS Frank, until recently, when things...changed. Now, more often than not, I answer to Katie. I know, I know. Yes, I am a guy, technically, but, well...to explain, it's gonna take a story, a loooong story...but not a boring one, I promise! I am a 33-year-old guy from Long Island. I have always been overweight, not great-looking, s...