The expert says you can lean even more into minimalism with dark blue jeans and a light-blue denim jacket—or vice versa. "Opt for oversized head-to-toe for a relaxed, cool-girl feel," says Gerard.

The versatility of a structured blazer ... light neutrals. ?A cropped blazer is a great option if you’re looking for something a little more trendy. Cropped blazers look great with high-waist jeans.