Rapper

Do's: Boat shoes are always okay because even if you don't actually look classy, it's a good way to irony-up an outfit. Also takes around the same amount of time to put your feet in boat shoes as it does to put on flip flops, so why the fuck don't boys just opt for the classy route?

Don'ts: Knock-off Wayfarers. I CAN TELL, THAT MUST MEAN OTHER PEOPLE CAN TELL.