If you "generally wear those shitty hats side way, and your ass hanging out like a fucking goof cause your pants are half way down your white ass legs" as another person defines swag on this site, that's a whole different swag than the word I mean because a person with the swag I'm defining would never dress like that. This swag is a slang word that refers to stylish confidence. It's been used to mean roughly that since at least 1640. This person "has swagger". A cool customer. They know who they are, what they want, how to dress, what's cool and what's not, in every way, not just clothes. When they walk into a room, you notice, in a good way. You don't have it by thinking you do but because other people can tell you do. A person with swag will probably never think about having it, because being stuck up or centered on yourself is not cool or confident, it's annoying and weak.
That guy always knows what he's about, he's got swag.
By NotNoahWebster