Tailored shorts, heeled sandals, and an expensive-looking tote bag: so far, so Taylor Swift, right? Well, by chucking on an oversized Harley Davidson T-shirt (rather than, say, a cami) and finishing with don't-care-wet-hair and round sunnies, Georgia May Jagger has managed to give her ensemble a mid-week low-key edge, rather than a hit of Saturday-night swag. Nicely done! But with her musical heritage, it's no surprise that Georgia's down with the many ways a well-chosen vintage rock tee can make your wardrobe great.

After another one-piece outfit upgrade? Dree Hemingway tried out some surprising footwear (and totally nailed it).