Why? Because they look like one of two things all of the time Gilligan or Fat Albert. Obviously if you’re skinny, you’ll look like Gilligan and if you’re heavy set, you’ll look like Fat Albert. Do yourself a favor, spare yourself the jokes and just don’t do it.
...and definately never where it with a white sailers hat or tucked in with jeans an white Chuck Taylor Converse....unless it’s Halloween or you just like to be snickered about.