My favorites ways to humiliate him are to put him in chastity, peg him, ruin his orgasms repeatedly, collect the ruined orgasm and make him eat it, I'll make him wear a condom sometimes when we fuck, and a couple of times a year I will make him wear some frilly panties and make him take me shopping (I'll sit in the back seat like he is my driver, make him take me to a bar and get me drinks, go shopping for lingerie while he stands in the store with my bat, etc).