Johnny Depp‘s three decades worth of fedoras and lavender tinted shades earned him more than just than just heartthrob status—come Monday, June 4th, he’s officially a Fashion Icon. The Council of Fashion Designers of America will anoint the actor with its prestigious Fashion Icon of the Year honor at its annual awards gala in New York, an achievement that has previously gone to Lady Gaga (2011), Iman (2010), and former girlfriend, Kate Moss (2005). Depp is the first man to receive the award, proving his care-free style is so different and remarkable that it breaks boundaries—and that’s definitely something worth celebrating. See 25 of Depp’s most memorable looks, from premiere style to movie moments, by clicking through the gallery now.