I'm rather embarrassed to admit that I'm addicted to Hot Chicks with Douchebags, but let me explain. The writing is often clever and hilarious, and there's actually quite a bit of revealing cultural commentary. For example, DB1 offers this explanation of the douchebag phenomenon:

At its essence, if I were to attempt to make a generalized definition, douchebaggery is simply about the affected performative role-playing of the peacocking male in an utterly false and constructed way. It is about the adoption of cultural signifiers of "the stud" as an attempt to woo the female by inverting attraction, by making the male douchebag perform as the object of the female's gaze -- to feminize himself. This attempt at gender inversion, an almost mythic reinvention, allows the male to become the object of attraction through invocation of the tropes of gender masquerade. In this way, the male douchifies himself in the hopes of hiding his true self. Douchitude is the mask, the role being played, which hides the douche from his true reality in hopes of, well, getting jiggy with the hot.

I'd actually love to be in a room where Judith Butler is sitting in front of a computer analyzing these images in a think-aloud protocol way.

Plus, a commenter in this post claims that douchebaggery is about the hyperreal, as DB1 had pointed out that the three guys in the post actually looked more like drawn cartoons than people.