Welcome to the First Fake Fall, also known as Fool’s Summer, where simply reading the temperature in the morning to gauge how to dress almost never works. 76 degrees can mean balmy and stifling or breezy and require more layers than you’re mentally ready for. The Fall/Winter 2025 runways had lots of great jackets in this vein; the vibe was either cropped, short, and sweet, or billowing and drop-waisted. The preppy energy in the air has barn and Harrington jackets surging, while Saint Laurent is keeping the blouson, draped leather jacket vibe going over ballgowns. Pair a jacket with jeans, throw it over a sheer top and maxi skirt, or a skin-tight midi dress with boots underneath.