What outfit for a fancy dress party?
I think your boyfriend deserves to made up like a complete fashionista like this: http://www.express.com/catalog/ensemble.… Make him wear that outfit, but also include a bra with breast forms, a g-string, shaving off all his body hair and a long brunette wig. Make him do his makeup like the model too. Take him all dolled up for a French manicure. While dressed up, give him a girly name and tell him he is a personal assistant for a dominant male boss who loves to use her for his own pleasure.