Feminized Sissy Stories

6,870 results
Orientation
Length
Source
Infinite Scroll

Discovering Mistress Sarah's World Pt. 02

by oneguy4fun on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 4 : Introducing Miss May! Miss May's arrival seemed sudden and quick to Joe. He heard the door close downstairs. Then there was the sound of somebody running up the steps. The bedroom door flung open and before Joe could look up to see anything, he heard an excited voice exclaim, "kitty-kat!" "I think someone is excited to see you," laughed Mistres...

Turning into His Toy Ch.02

by vaultdweller111 on Sep 13, 2017
Transsexuals & Crossdressers

I couldn't believe what was happening. I am on a plane flying from my home state of Ohio to Los Angeles to meet my new owner. It started when I met him on a gay chat room and told him I wanted to become a feminized sissy slut. We talked and before I knew it he sent me tickets to fly to California. I left my home in the middle of the night and left my parents...

A New Life Ch. 02

by sissycinnamonswirl on Sep 18, 2017
Transsexuals & Crossdressers

I closed my eyes and took a breath, which was far from easy. The steel boned corset, which I was made to purchase and learn to lace myself, was quite tight and pulled my body into the curvy shape that both Mistress Sally, and the men who have been encouraged to watch me on Skype, all enjoyed. The cursor moved across the screen as Mistress Sally's Skype call...

Helen, my Wife and Cuckoldress

by siscuc on Sep 12, 2017
Fetish

She stood before me, eyeing me up and down shaking her head. "So this is what really turns you on, hey?" she said mockingly as she slowly ran her fingernails over my cock through the lacy panties she had told me to wear. "Look at you getting all excited but your dicky is so small it can't even escape from those panties!" She laughed as she turned on her heel...

Cruise Ship Cuckold Ch. 08

by Angelscuck on Sep 14, 2017
Novels and Novellas

Story from Angel's point of view: My husband asked me to write this next installment due to the fact that he is a bit tied up at the moment. I am more than happy to tell you our story. As you may or may not remember, my husband and I were in the captain's wife's cabin with him and his nephew Daniel. We were there to pay up on the bet my husband lost to Ev...

LeAnn Turns Dan into Desiree

by desireethtttv on Sep 12, 2017
Transsexuals & Crossdressers

I'd never shown my friends my true personality. Always in the forefront was a normal guy who loved girls and all things boy, when in fact, with each passing year, the things that excited me were all things feminine, including actual men and their boy parts. This remained status quo, until I met LeAnn. Introduced to the long haired blonde chick by a mutual f...

Cuckold's Descent

by syncbush on Mar 27, 2020
Cheating Spouses

Thank you to those of you who have liked or taken the time to comment/message me. I really appreciate the feedback. Feel free to add additional chapters, suggest ideas or leave comments. It is great to get ffedback and encourages writers to continue developing the stories. And special thanks to the Admins for making this story of the week! Really appreciated...

Open in Reader

Discovering Mistress Sarah's World Pt. 05

by oneguy4fun on Sep 12, 2017
Transsexuals & Crossdressers

Chapter 13 Sinking Deeper Into The Feminine World *** Prologue - Joe has made a trip down south to visit for the first time, his online Mistress. Over the past few years she has slowly feminized him with the help of Miss May. Upon his arrival at Mistress Sarah's house, she puts his feminization into full speed. He spends his first day is sissy clothes and r...

Mikey becomes Melodie Ch. 02

by tiffanyfoxe on Jul 14, 2020
Transgender & Crossdressers

I lay there under this incredibly beautiful fully transformed girly-boy, her lipstick covered lips still softly and tenderly kissing me, kissing my lipstick covered lips, my rouge covered cheeks, my eye shadow covered eyelids and my mascara coated lashes, showing how much she loved having me under her, her huge still hard cock buried deep inside my pussy/bot...

Cruise Ship Cuckold Ch. 07

by Angelscuck on Sep 14, 2017
Novels and Novellas

Eve continued to tease and chide me as I watched my sweet bride being groped and felt up by the captain as they danced at the Boathouse Lounge. I could hear other people laugh and make crude remarks, as Angel and Adam publically humiliated me with their show of intimacy. Eve said, "Look how beautifully they move together, I'll bet you wish you could dance...