My husband has a shirt where theres a donut with legs hiding around the corner from a police cruiser and 2 officers, says "I'm hiding from the cops" he got pulled over wearing it, didn't even realize he had it on until he got home to tell us about it, he couldn't figure out why the cop wrote him such a very huge ticket and seemed so harsh when he'd been so polite LOL
Then there's the ever popular "Never underestimate the power of stupid people in large groups."
"The only type of person who would take the time out of his or her miserable existance to just stand there and read the long, rambling and meaningless message printed on the front of someone else's stupid T-shirt, is either a real loser or a complete idiot. Well, you might as well keep reading since there's only one more sentance left, you loser. What an idiot."