Swag City is a nick name for the city of Ann Arbor, home of the Michigan Wolverines. People in Swag City bleed Maize and Blue, and have UNBELIEVABLE swag. The people here drip, sweat, piss, bleed and cry swag because the swag of the city is kept on lock.
Person 1: Ayo, nigga you heard about Denard Robinson? That nigga got swag!
Person 2: Yeh nigga, that's cuz he rep Swag City. All day err' day.
a derogatory name for a northeasterner who dresses like a cholo. swagcity can usually be seen wearing a lot of ridiculous plaid, and either a bandana or backwards hat. while not exactly counter-culture dress, it's certainly not mainstream style either, but the wearer usually carries himself or herself with a lot of confidence, i.e., swag. term originated at duke university.
Yo, nice plaid, swagcity.
Hey dude, I like the backwards Giants hat. On the west coast we'd call you a cholo but you're just swagcity.