Swagger is to to move with confidence, sophistication and to be cool. Swagger is to conduct your self in a way that would automaticaly earn respect To dress in a very stylish and quirkily fasionable way would suggest one is swagger.
SWAG means to me, goods that are brought into a country illegally. For instance if you are Canadian and you go to the USA, for a couple of hours and bring back booze or smokes or whatever without paying taxes and duty. That is my understanding of swag anyway. But it has many definitions.