Teasing and Threatening the Sissy

Enforce constant teasing/threatening. 

For example, when passing store window with cute feminine or baby things, you could say: “that would look very nice on you”…or “lets pick up something like that for you”…or “don’t come home without that tonight”, or “you won’t be let out of your CB until you are wearing that…  then only after I see you in that for a while we can about a short release for you”.