Forget the Dress — the Best Holiday Looks Include Fashion's Favorite Staple

It's possible you know and love these people like they're your own flesh and blood, but if you're not at the chill-around-in-PJs stage, you might want to play it safe. Cropped jeans and a structured top create an elevated, no-fail combo, while block heels are the happy medium between laid-back and dressy (not to mention way less risky to walk in).

Frame Le Crop Mini Frayed Jeans ($245), SEA Ruffle Collar Blouse ($250), Stuart Weitzman Cordon Lace-Up Ballerina Pump ($398)