When someone dresses or behaves raffishly, they look a little wild and not quite proper — and they know it, and they still look good. It is not the same as messy, and it is not the same as rude. Picture a slightly crumpled jacket, hair not tidy, a lazy smile, and a walk that says the room belongs to them. Polite people may raise an eyebrow; other people find it attractive. The word is a bit old-fashioned and a bit fond: you hear it more in books and films than in everyday talk, and the speaker usually rather likes the person. It is almost always about style and manner, not about being a real criminal.