In this throwback picture with Hilary from 2006 in New York, she's obviously going through some sort of an artsy phase. She rocked brown hair, a hat, and an "I'm trying way too hard, but manage to sort of still pull it off" all-black ensemble. Meanwhile, Joel looks like Inspector Gadget on a walk of shame.
Nicole was so into her flower crown that she forgot to wear a shirt! Don't worry though Nicole... the orange silk pants-skirt is distracting us, so you're good. Joel is looking cool and casual and sort of like he wants to escape his wife at this particular flower-filled moment.
So who wore him better? This is a really tough one, but when in doubt - give it to the wife!