Outfit 5: charcoal gray hooded pullover paired with black fleece joggers. Each of these looks is paired with Nike Blazer Low Platform sneakers. They’re super neutral and comfortable, they’ll match ...

Dressing down joggers is a piece of cake—all it takes is a pair of sneakers and a hoodie or casual shirt. Wear what you'd wear ... or a tee with an unstructured blazer is the way to go.