Category Archives: humiliation assignments

Dominatrix Kendra James Prepares Sissy for the Strap-on

“So, you’ve finally done it. Little sissy scaredy cat has made an appointment with a dominatrix for a session with the strap-on. Before you go on that appointment, you’re going to need to prepare yourself. And I am going to tell you the five humiliating things you’re going to do before you lose your sissy virginity…”

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Bikini Brat Remi Degrades You in the Sorority Bathroom

“Are you an idiot? Or are you trolling for punishment? I expected the sorority bathrooms to be spotless this morning. But there are dirty condoms and messy tampons in the trash. And now I’m going to use them to humiliate you. Crawl over here, sissy bitch. You can start by cleaning the toilet…”

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