Sissy Stories

Growing up with two older sisters I was always dressed in whatever they wanted. Snow White costumes, Bratz belly tops, even swimsuits!! They always painted

My name is Daniel and I have been crossdressing for as long as I can remember now.  It started with me wearing my mom’s  dresses

David went to his sister Gwen and asked her to help him with a problem. He was to go to attend a medical theme fancy

It all started innocently enough. I never meant to do it, it just sort of happened. I got home from school, when I was in

Ever been caught before? Was it embarrassing? Or did it go better than you could’ve imagined? This is my story of getting caught wearing panties

When I was little, my sister used to dress me up in her clothes and we used to play together.  She was only a year

White Dom Turned Sissy for BBC This isn’t the typical story of a “straight” boy turned into a sissy. I had always known I was

Sissy Broken and Turned Out: A Transformation Story It all started innocently enough for Emily. Well, that’s not her real name, but she didn’t go

Hi Girl, Here are the best Sissy Wife Stories for you, Enjoy 🙂 Sissy Wife Story 1: DREAM WIFE Dream Wife A Short Story By

Here are the 5 Mommy Sissy Stories that you should read 🙂 MOMMY: MORE MOMMY AND AUNT LISA (1/5 Mommy Sissy Stories ) Mommy, Lisa,

(1/5 Sissy Son Stories) HIS SISSY BOY As directed, he was waiting for me when I returned home. Seeing him in blouse, skirt, stockings and

Here’re the Sissy Pegging Stories for you:) MAID TO RULE Standing in front of the master bedroom’s door, I realize it is times like this

1/4 Sissy Bride Stories – VEGAS SISSY WEDDING Story: Abbie looked up at the clock as she continued thrusting her hips back and forth. Half

Sissy Spanking Stories for you:) 1/3 Sissy Spanking Stories – DADDY’S LITTLE ‘GIRL’ The noises he makes, the sound of it all, it’s my favorite

Here’re 4 sissy halloween stories for you:) A SISSY’S HALLOWEEN Disclaimer/authors not: All characters in this story are over the age of eighteen. This is

Here’re 2 sissy fag stories for you:) I ADMIT I WAS SPEEDING I admit that I was speeding, when the cop pulled me over. What

Here are 8 sissy caught stories for you:) 1/8 Sissy Caught Stories – PLEASING THE HEAD A sequel to “Boys Will Be Gurls”, Pleasing The

Here are 6 Sissy cuck stories for you:) SEXUAL CONUNDRUM I’m quite certain that some of you reading this, like me, have questioned your sexual

1/7 Prison Sissy Stories – COCK SUCKING JAIL WHORE I’ve always known that I was not meant to be a guy. Being sexual curious I

1/5 Sissy Castration Stor ies – RANDI MICHELLE’S SISSY SUBJUGATION To me, part of the process in my case of stripping me of my masculinity

1/6 Submissive Sissy Stories – BRING YOUR SISSY TO WORK DAY. *Note: This is a continuation of the characters from my previous stories, Daddy Party

Here are 6 Hypnotized sissy stories for you:) FRAT BOY TURNED – A DAY WITH JESS I woke up the next morning as Connor walked

Here’s 5 sissy transformation stories for you:) COCKSUCKER: CROSSDRESSING Summary: Straight man is forced to cross dress and suck cock. You do not need to

Here are 4 Sissy blackmail stories for you:) THE BLACKMAILED SISSY Jon walked into his roommates bedroom looking for the phone charger he loaned Eric

Here’re 4 sissy Feminization stories for you:) FEMINIZED AT THIRTY-THREE This is the story of a man who never realized the strength of his inner woman until

Here’re 8 sissy bondage stories for you:) THE CUCKSITTER VISITS As I watched my wife put on the finishing touches for her night out, I was once

Here’re 7 sissy submissive stories for you:) SISSY MEETS DADDY IN A HOTEL ROOM Sissy was SO excited! And when I say excited, I mean

Here’re 2 sissy school stories for you:) THE SISSY ACADEMY CH. 01 Master rams his hard cock into my ass. His 7.5″ cock slams repeatedly into my

Here’re 4 sissy salon stories for you:) THE NEW HAIRDRESSER PT. 01 Carla and I have just moved house. She wanted to be closer to the

Here’re 5 sissy pantyhose stories for you:) A WIN-WIN (A wife starts to actively participate in her CD husband’s sex life. Just a bit of

Here’re 2 sissy makeover stories for you:) HE BECOMES… He stands awkwardly at the door, unsure whether to ring the bell again. There are no sounds from

Here’re 5 sissy kink stories for you:) SISSY GETS A SPANKING… AND MORE! Sissy has arrived at Daddy’s studio, and she has changed into her gurly outfit

Here’re 4 sissy punishment  stories for you:) SISSY GETS PUNISHED ON HIS BIRTHDAY My lovely goddess of a wife had promised me a memorable treat for

Here’re 8 sissy gloryhole stories for you:) SISSY’S FIRST GLORYHOLE “You got this girl, you got this.” I sit in my car, trying to psyche myself

Here’re 5 sissy first time stories for you:) MY FIRST TIME AS A SISSY I had moved away from home to go to college at 18. I

Here’re 2 sissy gangbang stories for you:) A SISSY’S FORCED GANGBANG PT. 01 I have always seen myself more feminine than most guys I grew up

Here’re 6 sissy hubby stories for you:) THE TROPHY BRIDE Ours is a traditional marriage. Almost dull and predictable. That same old story, rich boy meets and

Here’re sissy wedding stories for you:) A SISSY’S WEDDING Author’s note: This story popped into my head when I overheard someone say “…we may now fuck the

Here’re 4 sissy cuckold husband stories for you:) IF I TELL THE TRUTH It would be at least another three days before Rebecca would talk to me.

Here’re 5 cuckold sissy stories for you:) THE SISSY LIFE I married a beautiful lady younger than me, the second marriage for both of us. She

Here’re 6 sissy caption stories for you:) Sissy Caption: Daddy’s Girl [1/6] Sissy Caption: Daddy’s Girl [2/6] Sissy Caption: Daddy’s Girl [3/6] Sissy Caption: Daddy’s Girl [4/6]