Don't be fooled — chambray isn't just a Summer staple, perfect for picnics in the park and lazy days on the beach. This Cloth & Stone Amabel Chambray Shirt ($88) would be money well spent — an investment that makes a cool, breezy seasonal layer now and a perfect Fall button-up to top your jeans later. This is what we call smart shopping. Garner a little outfit inspiration below and shop it now for your short- and long-term styling solutions.

Wear Now: Forever 21 Seaside Straw Fedora ($13), Lucca Couture Dusty Rose Romper ($68), Madwell Lace Up Sandals ($60)

Wear Later: Rag & Bone The Skinny Distressed Jean ($220), Illesteva Tortoise Lenox Sunglasses ($290), Loeffler Randall The Rider Bag ($495), J.Crew Kiki Capt Toe Flats ($160)