Feminised Man Gets Transformed Into A Sissy Stories

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Being a Sissy for Viv Ch. 06

by Caron on Oct 31, 2017
Transsexuals & Crossdressers

Lunch was a pleasant time. I'd prepared and served the food, but we had sat together in the lounge. The blinds down against the weather and prying eyes. The time had felt much closer to friends chatting over lunch than the Mistress-sissy relationship of our previous time together. Viv probed gently about my desires. Intently interested in where and how I had...

Birthday Breaking

by purekink on Sep 19, 2017
Transsexuals & Crossdressers

I had no idea what my girlfriend had planned for me that day - and if I did, I'd probably still have gone along with it. My birthday wasn't that special an occasion for me. I had no family and having recently moved, I'd no real friends in the city. But Gen was determined to give me a time to remember, and said she'd arranged a small gathering with her frien...

Yesterday Afternoon

by allourdesires on Jun 10, 2019
Transgender & Crossdressers

A lunchtime call; I was to leave work immediately. Once home I would find everything laid out on the bed: nightie, bralette, cotton panties, hold-ups, lipstick, silver choker and...a blindfold? When I was ready I rang her as ordered, covered my eyes and began to toy with my nipples in anticipation of what was to come. My little clitty jumped inside my panti...

Masculinity Lost

by GoldenCone on Apr 22, 2025

One strange day in the midst of the 20th century, a pink star lit up the night sky. From then on, the out-and-out Man has been a fading breed. The star's so-called 'gender-rays' disrupted the natural sex and sexuality of the human race, and some generations on the terms 'man' and 'male' are practically gone from the English language. Nowadays, young boys gro...

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Jason's Secrets Exposed Ch. 11

by jlenil on Sep 14, 2017
BDSM

This chapter will be better appreciated if the reader first experiences the previous 10 chapters. A couple of characters from another work of mine (Ariana) make appearances now in this story. The author will now break the rules of writing and switch from the first person (Alexis) to the third person. This new chapter takes place four years after we left off....

Auntie knows

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

You are in a converted loft as a shiver ran through your skinny, hairless body. You survey the pretty maids outfit lying majestically on the guest bed. Made of a sensible black polyester with short, puffed sleeves trimmed with white lace, dainty yoke neck, tailored Basque type top, nipped waist with a bottom skimming short lacy skirt. Your pulse quickens as...

Samantha Finds a Dom Online

by SamanthaSatine on Jun 19, 2018
Transsexuals & Crossdressers

A true story - pre-chastity episode from this sissy slut.. It's Friday... It is 9.30am... Text message received "Are we still on for today" her reply "Yes, I believe we said 10am" Bag packed she takes the short journey across town to the meet. Samantha checks in for the final directions having been once before but it is a secure address with locked a...

Heidi’s Submission

by TimT1972 on Sep 19, 2017
Transsexuals & Crossdressers

Eighteen year olds are the same the world over. The handsome, tough and sporty are nearly always the most popular. Adam was none of these, he was rather effeminate, of slight build and definitely no sportsman. As such, he never had that many friends. His home life wasn't much better; his father was dead, he had no siblings and his mother worked every hour Go...

Bike Shed Rendezvous

by Tomsparty on Sep 16, 2017
Transsexuals & Crossdressers

You're hopelessly under her spell, captivated by her beauty, your little cocks been taken over. With no mind of your own you long to be put in her knickers and be her girl. Beg dog beg! She's got you by a psychological lead attached to your balls and is leading you to whatever and wherever she desires. 'Please, please!' you plead. 'Emasculate me.' Sound fa...

Be My Bitch

by purekink on Aug 20, 2019
Transgender & Crossdressers

I'm so glad you agreed to be my slut – I've been searching for a crossdressing hussy I can train to be my personal tart for some time now, and I'm certain I can teach you to fit the bill. I understand your fantasy is to be dressed as a sexy sissy and have your manhood and your cherry fucked right out of you. This pleases me, as I enjoy nothing better than u...