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That man has been trapped on the TARDIS a loooooong time. You can't blame him for going insane.
Is that the ivory hair from Community?
For more of Dr. Win, check out the Infomercials episode of Louis Theroux's weird weekends. It's much more charming than the guy's youtube channel of anti-Obama videos. https://www.youtube.com/watch?v=JgK-n1bUNaM
It must be a rule to wear those outfits if you worked for Jack.