This is such an awesome dare! And Kitty is so cute ^^ that's so true.
I'm not sure if I'm too late but just in case let me try to help.
This kitty is a princess boy. As a sissy, he should be a female kitty for the whole dare! She already humps objects, so that is very good <3 but she should keep something in her little hole for as long as possible too. And if she can get face down butt up and meow like a kitty in heat who has a male covering her, she is even allowed to thrust it in and out! Actually, she has to