Alexander Wang Band Collar Shirt
Buy It Now at Barneys, $120

No collar? No problem. The band collar—or mandarin collar, balances out the classiness of a button down shirt but eschews the need for neckwear. The result is a clean looking garment you can wear under jackets, sweatshirts, and sportcoats for a tailored look that doesn't scream preppy—so you can keep your street cred intact.