Notable Partners: Kelly Preston, Talia Balsam, Elizabeth Daily, Kimberly Russell, Lucy Liu, Lisa Snowdown, Jennifer Siebel Newsom, Krista Allen, Sarah Larson, Elisabetta Canalis, Stacy Keibler, Amal Alamuddin

Normally we try and judge style on more than just suits because, when you're a Hollywood A-lister that's easy, but when said A-lister looks as good in a suit as George Clooney does (no pause necessary) that formality is waived. Sure, the silver fox gawd is pretty Normcore in the rare times that he's not super casual, but when he's busting Leo DiCaprio's ass on the basketball court and bagging up actresses half his age, does that even really matter?