(On Jay-Z) G-Star Slim Tailor Denim Jacket, $275; G-Star 3301 Boot Jeans, $220
Jay-Z might not be the most stylish rapper in the game, but somehow, someway, dude always manages to look fly. We guess that's what happens when your bank statements look like the population of a small country. Take the outfit he rocked at this year's drama filled VMA's (how you feelin', Lil Mama?). Choosing to renege on his decision to stay in all black and to stop wearing Timberlands (what's next? A T-Pain collabo?), Hov dons a classic Americana look: vintage denim, denim jacket, leather vest and, of course, the NY Yankee fitted. We've already showed you how to get his all-black everything look, now read on to learn how to get a tweaked version of his award show style...

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1. ROC CLIMBER BOOT
Click here to Buy It Now at Rocawear, $120

2. DSQUARED2 UNISEX DQ0006 AVIATOR
Click here to Buy It Now at Endless, $395

3. G-STAR SLIM TAILOR QUILTED JACKET
Click here to Buy It Now at Revolve Clothing, $244

4. SALVATORE FERRAGAMO LEATHER VEST
Click here to Buy It Now at Saks Fifth Avenue, $1950

5. NUDIE JEANS LAB STEVEN JEANS
Click here to Buy It Now at Revolve Clothing, $600

6. CALVIN KLEIN COTTON CREWNECK
Click here to Buy It Now at Nordstrom, $30

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