I think what's most important is for you to come up with your own style, ID.

Playing a part never works as well as just looking inside yourself & finding all those dark desires. (Wish I'd known that when I started out....)

Looking for a combination of what you want to do, combined with what he wants is more important than anything we can come up with.

Although another thing that springs to my mind, is perhaps tying him to a chair, & cuffing or tying his wrists together in front. Run a rope from his wrists up through a ring in his collar. You can sit or stand in front of him holding the end of the rope.

Order him, or allow him to start playing with himself, & when he starts getting excited, pull on the rope, which pulls his wrists up to his collar so he can't touch himself. You could do that for some time.....

Humiliation through dressing him in girly clothes can work with many guys, too.

(Hmm, I'm starting to enjoy this.....)

If you have specific questions, feel free to PM me.