Transgender Stories

4,333 results
Orientation
Length
Source
Infinite Scroll

The Diary of Jewel Delacroix Ch. 04

by BJGoodhead on Dec 3, 2019
Transgender & Crossdressers

Before we begin here are the usual disclaimers...this is porn...you must be over 18 to read this. If not, go away and come back when you are old enough. If you are old enough and this style of erotica isn't to your liking, then go find some erotica that is. You're an adult, life is short, find porn you like and read that instead...but if this is a style you...

Laid Bare Ch. 04

by MicheleNylons on Dec 2, 2019
Transgender & Crossdressers

Chapter Four - Try Not To Accidentally Fuck Him Adele went out to the Peak property later in the day and took water and soil samples and then went into town and Fedexed the samples to their law firm's researchers. They would come down later and take their own samples under laboratory conditions but the sample Adele had taken would give them preliminary resu...

Dinner Date with Mommy Pt. 01

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

This is Part 1 of an update on the sissy Sophie and her cruel but loving Mommy, Amanda from the story Meeting Mommy (https://www.literotica.com/s/meeting-mommy) It contains numerous perverse and offensive themes that I'm sure you'll all eat right up. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and...

Love and Drama Pt. 07

by MelanieShaman on Sep 12, 2018
Transsexuals & Crossdressers

Author's note; I am getting back into writing, BUT I picked the wrong time. With a trip I have been looking forward to for 3 year happening at the end of the month, and NaNoWriMo next month (that I am going to attempt) my works here may just go on hold for awhile. I AM working on another story not connected to either of my works here I hope to finish before...

Little Larry Ch. 02

by pantywriter on Oct 9, 2018
Transgender & Crossdressers Stories

The transition from sleep to wake came rather early for Larry the following Monday morning. He rolled over and sat up, and winced as a blinding flash of pain hit him. "Owwwww fuck me," he moaned as he quickly adjusted his sitting position. When he stood it was slowly and carefully, and it wasn't until he had walked through his apartment getting ready for Mon...

Crossdresser Evolution Ch. 06

by pantyhigh on Aug 12, 2019
Transgender & Crossdressers

Recap - Crossdresser Evolution - Ch 01 - How I got started crossdressing I was becoming addicted to masturbating while wearing panties. I saw myself in these cum soaked pink panties. I could feel some sense of arousal but at the same time was ashamed that I was standing there wearing my wife's panties. Recap - Crossdresser Evolution - Ch 02 - Getting my wi...

A New Adventure in Store

by BobbyFingers on Jul 17, 2019
Transgender & Crossdressers

Miranda liked to browse the lingerie department of the big store in town. It was an adventure to go out into the world fully dressed and made up as a girl. To see the admiring and lust filled glances she would get from men of many ages. To be able to just feel free and feminine and a little wild, knowing that beneath it all she had a secret hidden. She had...

Michelle Turns Sixty Six

by JonThomas_ on Jul 9, 2019
Mature

Greetings all; in my stories my characters exist in my head, but there might be real life inspirations for some of them. Who knows? This time I decided to allow my latest protagonist to tell the story of how she re-ignited her sex-life at the age of sixty six. Without further ado I give you Michelle Dee. ~~ A few months ago I was in bed on a Friday evenin...

Sara & Laura Ch. 05 - The Next Day

by wowser1 on Aug 26, 2019
Transgender & Crossdressers

Sara paced anxiously in her small living room, her stomach doing lazy barrel rolls inside her. She had spent her day since getting home from work cleaning, vacuuming, and dusting, and now was apparently dead-set on wearing a hole in the spotless carpet. She stopped in place and stiffly turned to the couch, forcing herself to sit down on the couch. Her guts h...

Then and Now - On The Road

by FredTR on Jul 16, 2019
Transgender & Crossdressers

Prologue It's a Sunday evening in late June 1999. I'm on the road for work, staying in a cheap motel room in Memphis, TN. I arrived here late Friday Night, giving up my weekend to get here two and half days early. Saturday Morning I began surveying the site. My worst fears were confirmed. This was supposed to be a one week job, commissioning a new, Y2K rea...