If you want him to practice makeup, just sign him up for some theater classes in a local community college - they usually teach you all that stuff. And you can judge his "progress" by the grades he gets.
I have posted some of this else where it has not been addressed. I would have to guess outside of normal male actions like serving females in the stereotypical way and all the kink lifestyle will not have courses made for it so but you can still modify the silent commands to suit your needs they if learned will not work out if switched and used with the "regular cd courses" but I have a cook and maid I have other ideas for use on my male subjects.
to demonstrate your total control of your male animal, whether that be just a part time slave, or your husband, installing the dream lover will take away his most prized possesion, his "manhood". just because the submissive husband or bf is submissive,doesn't mean that he will enjoy being feminized.
it is better if he is straight. He is then psychologically defeated. being humiliated by being made into a cross dresser. The first step in making him service your male lovers. Once that is achieved, he will worship you and be totally obedient. A bf or a husband, should always want you more than you want him. the DL course shown here will make him into a good housekeeper as well as a good lover. if you want his as a lover.