At Urban Outfitter on Newbury Street, Boston

Pairing of a ski jacket, magenta tights, a black tutu skirt, and kicks

At Molly Moon's in Capitol Hill, Seattle

When the sports team no longer exists, sporting the team's jersey is no longer cool: sorry dude -the Seattle Super Sonics are gone... to Oklahoma

Same dude - but making a different poor decision: walking barefoot outside of the beach is ASKING for a puncture wound

At Shake Shack: Upper East Side NYC

Not sure if laces were meant to be worn this way

New Jersey Wedding

Someone's idea of what would be appropriate for a formal affair