To get the Look: Jessica Biel is an accomplished actress, and is no stranger to the red carpet — so of course even her errand-running looks are on trend. Lucky for us, you can’t get much easier than this kicked-back look — just slip on the embossed leather Mayliss, add a stylish belt to your distressed jeans and comfy sweater. Throw on some shades and you’re ready to go.

To get the Look: You don’t have to be a billionaire boy to get this Pharrell look. Design Timberland boots in your signature happy color, and add bright layers over cool shorts for your own personal style party – designed by you. For an optional extra Pharrell edge, add an iconic hat of your choice.

To get the Look: Take a tip from top model Karlie Kloss, and don’t overthink it. Pair your classics with a crisp white tee and straight-legged jeans. For the callback nod, pick jeans with a high-rise fit and a slight stonewashed fade. Hit the streets looking timeless.

To get the Look: Get Anderson .Paak’s stage-worthy style by matching your monochrome look to your shoes, as he did here with his black Britton Hill boots. Plus it up with a statement piece of outerwear, and don’t forget — your shades never come down, even at night.