Chanel Iman is one of those fortunate souls who looks stunning each time she steps out. The model worked pants into her red carpet repertoire early on, taking on the menswear trend at the 2008 CFDA/Vogue Fashion Fund dinner, and picking a shimmery Michael Kors jumpsuit for the 2010 Costume Institute Gala. Her trademark accessory: headbands, which she pulls off without appearing as though she wandered out of Williamsburg. Also worth mentioning: This is a woman who made Kanye West's debut collection seem remotely wearable! Which it definitely isn't. Click ahead to relive some of Chanel's best style moments.