Now, there's nothing wrong with trucker hats, but we're talking about the brief moment when they replaced the T-shirt as the de facto spot to make a statement. Von Dutch had its moment in the spotlight, and then the trucker hat became the surefire signifier of what we now know as the "proto-hipster douchebag." Affected trucker hats were all about irony and sarcasm, and while there's nothing wrong with either, both things are better expressed in conversation and in writing (ahem) than emblazoned on quirky accessories.