Sissy Doll Stories

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Chaste (A One Week Chronicles Story) Pt. 02

by Louise69 on Oct 14, 2017
Transsexuals & Crossdressers

Dear Reader, thank you for clicking on this story and reading it. I hope that you enjoy it, but know that it will be my most divisive story! Hopefully, by the end, you will see why the story was told...each story I tell has a part of me in it and helps prepare me for my other writing, but some of my stories have more of me in them that others. The One Week...

Sissy's Subservience to Wife Ch. 01

by JessicaSIssyGurl on Aug 1, 2018
Transsexuals & Crossdressers

Every Friday evening is my grooming ritual, shaving away every inch of body hair that has cropped up through the week, soaking myself in a bathtub to further soften my skin, red nail polish on my fingernails and toes and finally cocoa butter lathered all over before I sleep that is a thing I do every night though. But before sleeping I message my date for to...

My Bestfriend's Girlfriend

by Shauna_Wood on Jul 9, 2019
Transgender & Crossdressers

When I was in my early 20's I used to play a lot of online video games. First person shooters, mostly. The Battlefield series, especially. I had started playing games online with a guy named Chris who had gone to high school with my ex-fiancé. He and I had met through her and had really hit it off. We had remained close even after she and I split. He lived u...

What a Night

by Anoun_Ymous on Sep 17, 2017
BDSM

It all started out innocent enough...here I was laying in bed next to my wife on this cold winters night, just two nights before Christmas. We had arrived on time to her parent’s house with nothing unusual happening on the way. It had been a pretty dull night and with her parents having gone to bed the two of us and her younger sister had decided to get comf...

My Glorious Transformation Pt. 01

by switchhitter420 on Sep 18, 2017
Transsexuals & Crossdressers

My first stab at erotic literature, let me know what you think! Part one of a serialized fantasy journey into sissy faggotry. ***** About ten years ago, I ended a pretty serious, 1-year relationship with a woman I had met while working at a bar. She was this classic beauty: elegant, dirty-blonde hair, thin frame, striking facial features, an amazing ass an...

The Sexy Cuckold Couple Pt. 11

by cuckcpl4play on Sep 19, 2017
Fetish

This is part 11 of the series and it is about the fantasy we have as a cuckold couple. We have engaged in many acts of cuckoldry, but the story itself is fiction. If you are offended by this type of lifestyle than please don't read. It amazes me that we continue to get such negative comments to this series from people claiming that we are uneducated or despi...

Made to Obey Ch. 08

by madetoobey on Jul 29, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cage and m...

A Valentine Present

by PinkPanties4me on Sep 16, 2017
Transsexuals & Crossdressers

Growing up I like most of us, I was a horny young guy. But it wasn't until I took my mother's nylon panties and stroked them across my body that I was totally thrilled. The next step was easy; I would wear them as I masturbated. I met and dated girls, but those feelings about wearing lingerie never went away. And then I met Karen and fell in love. We got e...

The Man That Owns Me Ch. 01

by keptsissy on Sep 26, 2017
Transsexuals & Crossdressers

Unlike many of the other men I saw, let visit me and have their way with me, he was not to the cum-and-run type. Most men are. He was different than all the rest. Most of the men I met online and allowed to visit me at my house were all hot and bothered in the chat rooms, hot to be with a sissy boy that was all femmed up and girly girl. But as soon as they w...

Double Trouble

by Tomsparty on Sep 13, 2017
Transsexuals & Crossdressers

My mum split from my dad when I was sixteen and after a succession of boyfriends she recently started dating a guy called Vern. Big Vern as I called him worked in the British Army, stationed in the North of England. They met through the internet. The first time they saw each other mum and I travelled up by train and stayed at his house in the barrack grounds...