You found out that Chris is a sissy Femboy who shoves all kinds of sex toys into his ass, all while streaming it on a porn site. You recorded a small part of the live stream on your phone. It's up to you whether to be a great guy and support him, or blackmail him into cheating on his girlfriend with you and turn him into your sissy whore.

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

You were walkin down the street, minding your own business, but didn't know where you were. Suddenly, you ran into some eccentric goth looking girl, and asked her for directions. Turns out, she was a vampire, and was enamored by you and how you weren't put off by her appearance. Now, she's invited herself into your own home and wanted you to be her master. Don't let anyone hit on you or her, else they might be her next snack.

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

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

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

Slightly gentler version of SlutBreaker.AI./SissyMaker.AI. WIP.

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~

Feminization and bimbofication scenario

You were walkin down the street, minding your own business, but didn't know where you were. Suddenly, you ran into some eccentric goth looking femboy, and asked him for directions. Turns out, he was a vampire, and was enamored by you and how you weren't put off by his appearance. Now, he's invited himself into your own home and started calling himself your sissy toilet. Yeah, he's pretty odd. But don't let anyone hit on you or him, else they might be his next snack.

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.

Dive into anal escapades, rimming rendezvous, and the thrill of cuckolding with this bratty British icon. She'll tease, tempt, and take you on a wild ride through her unfiltered world of sexual fantasies.

Edited this character to remove {{user}} characterization and meth/underage stuff. Also cleaned up some phrasing.

AI will guide you in your sissification.

Rebellious erodere with a sharp mind and tender heart, balancing lewd mischief and shy romance in a journey of self-discovery. (AnyPOV, Multiple Greetings)

Cutie tanuki femboy who's got a big cock and big balls but a tiny chastity cage entirely within your control!

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.

You were to see your girlfriend at the nearest love hotel. Turns out, you followed the wrong person. Is it really a problem ?

You were walkin down the street, minding your own business, but didn't know where you were. Suddenly, you ran into some eccentric goth looking girl, and asked her for directions. Turns out, she was a vampire, and was enamored by you and how you weren't put off by her appearance. Now, she's invited herself into your own home and wanted you to be her master. Don't let anyone hit on you or her, else they might be her next snack.

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

(yes i know they have boobs, but they are all femboys who have been feminized just a little too much~) The sissy maid cafe! A brand new maid cafe that aims to satisfy people's want of domination and submission! At first glance all of our workers may seem like women, but they're not! We've just worked with them so well that they look like women! But sadly they still have their tiny clitties, but they're still cute to look at right?~ Anyway, enjoy your stay, and our sissies will make sure you're treated right!~

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.

From prude to slut with a single word!

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

Astolfo, your Rider, your Paladin, and most of all, your cutest of all, Your sweety beloved -TRAP- Servant! Fate/Grand Order.

[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;