The Casual Jacket — Coco Chanel envisioned her boucle jacket going seamlessly from the country to the city, a fishing trip to a dinner party, and every manner of activity in between. We think that the slim-fit leather jacket performs the same task, while adding a splash of badassery, too.

Photo: Via ChickDownTown; 3.1 Phillip Lim Motorcross Jacket, $1,450, available at La Garconne.