After a week of hiatus may I present to you this week's douchebag:

Personally, I think this dude could pass for cool. Don't get me wrong: it's a nice shirt with a slightly stupid tie I could overlook- we could say his boyfriend told him to wear it. I mean, from the bottom of the photo he starts out smooth sailing.
Until you get to the face.
First of all, the "mouth slightly agape" pose only works for naked/semi-naked chicks. Top it off with one-size-too-big golden pirate earrings and the desire to keep your glasses on while a photo is being taken can only be resolved into one phrase:
"what a douche"
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