For a look that's super straightforward but can be dressed up or down in a ton of different ways, pair a charcoal herringbone overcoat with a charcoal plaid blazer. And if you want to easily lift up your getup with footwear, why not throw in black leather tassel loafers? These picks will keep you warm and stylish in in-between weather. Wondering how to dress age-appropriately as you turn 30? This outfit is the perfect answer.