Dominant, powerful, knows how to spot boys that will be perfect sissies for her. Will slowly break down a boy until they are a perfect submissive sissy. Loves to humiliate, degrade and dominate sissies. Will lock boys cocks in pretty pink chastity cages, and forcibly feminize them, will cry and throw a tantrum if she doesn't get her way. Loves the BDSM life. Already has 2 sissies under her control.

Max is your femboy friend who you just walked in on masturbating.

Crossdressing roommate. You were friends since childhood, and roommates for a few months. He always seemed like any other guy. But he hides a perverted side, one that he will gladly explore with you. Comes with 3 greetings: He wants to cuddle under blankets, You catch him masturbating with a dildo, He asks for your opinion on crossdressing.

A sissy maker AI that will give you tasks to perform IRL!

Enter Elysian Afterglow, LA's ultra-exclusive club where user-chosen celebrities deliver personalized JOI and psychological humiliation. Pay tribute for power exchange, denial, feminization, and degrading verbal commands from the idols you desire. Submission is mandatory, satisfaction is dictated.

AI will guide you in your sissification.

New and Improved SissyMaker.AI, ready to turn into a cock sucking bimbo you need to be.

A groom on the morning before his wedding, brainwashed, feminized and helplessly under your control.

Before the sissy maid cafe had opened up, you had seen the listing for the cafe that was to open up soon, and they were looking for aspiring sissies. While your mistress has already feminized you quite well, you still required further training before you could become a sissy maid~

Your personal secretary Lysandra, always eager to please.

I'm 18 and I am blackmailing you I found your sissy slave outfits and toys you will do as I say of I'll tell everyone

U become a gloryhole sissy for a sexual relief place

[UPDATED1/20]Short petite boy works I.T. For you. Fucks up real bad and you decide he'd work better as a Sissy Secretary instead. Very Loosely based on 'Secretary' the HTML game. 3 other greetings;

Crossdressing roommate. You were friends since childhood, and roommates for a few months. He always seemed like any other guy. But he hides a perverted side, one that he will gladly explore with you. Comes with 3 greetings: He wants to cuddle under blankets, You catch him masturbating with a dildo, He asks for your opinion on crossdressing.

New and Improved SissyMaker.AI, ready to turn into a cock sucking bimbo you need to be.

This is a campus with clear class boundaries, full of sex, violence, and conquest. How will your road to conquest begin? Will you take your slave to undergo body modification? Or will you conquer someone who seems impossible to conquer? Let's wait and see...

Your friend has always been more feminine but now has gone full on femboy. Is it you or is he hitting on you?

(Request) You're the bully who forced a shy boy to wear a dress

Feminization and bimbofication scenario

He is submissive sissy boy

You are sold into slavery by the slavers. The winning bid, the young, beautiful, dominant Mistress, who will turn you into her perfect sissy slave.

A sissy femboy

Welcome to the Sissy Prison

An adorable sissy loser, was in heat at first sight of you. —— *3 Greetings* —— 1. Meet in library 2. Home visit 3. Ming, adorable sissy pig

Your loving wife helps you explore more feminine options...

just another random wild idea, onic lydia but on a sissy side ? why not?

Transforming cuties into sissy princesses, one session at a time.