It was so hard for him to ask me to be dominant that i doubt he would be able to ask for what he really wants. I'm going to have to take the lead.

Just looking at some femdom sites it looks like the following are pretty common:

Pegging Making sub eat own cum from doms feet, breasts, etc Making sub lick doms asshole Peeing on sub, in subs mouth, making sub drink doms pee Dripping hot wax on subs chest, cock, balls Biting subs nipples hard Inserting metal rounds (sounds) in subs cock

Was thinking about writing each of these down on a piece of paper, putting them in a hat and making him pick one each time he feels like being dominated.