Why is "douchebag" the default insult of our time? Our sister paper in SF explores the rise of this most 00s of insults.
BTW, the guy above is the first thing you get when you type "douchebag" in to a Google image search... quite a dubious honor. Personally I think this guy (result two) fits the bill better.
Oh, and this "Off the Chain" thing is something we're going to be doing regularly for you, linking to some of the cool content being produced by our Village Voice sister papers all over the country. I think you'll find they're also writing some great stuff.