The O'Hara is the cool, artsy girl from high school who grew up to be an executive—in blazer form. It features a slightly boxy cut and long hemline, balanced by a slim fit through the shoulders. Dress it down with jeans, or wear it with trousers for a modern take on suiting. This Everyday Crepe version is ideal for travel, thanks to its wrinkle-resistance and machine-washability.

Made in Vietnam with fabric from Japan.