The Boyfriend Sweatshirt
We get that the whole boxy sweatshirt trend runs the risk of looking like you’re running around in your pajamas, but this kind of comfort-meets-style trend doesn’t come around often and can be pretty if executed in the right way. Try it in a classic heather gray and pair with shiny trousers, awesome heels, and a serious bag.
Reiss cigarette pants, $240, reiss.com; LPD New York sweatshirt, $140, netaporter.com; Rebecca Taylor d’Orsay heels, $345, rebeccataylor.com; J.Crew leather and suede satchel, $298, jcrew.com; ANDREA INCONTRI Coat, $1,230, Thecorner.com