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What not to wear: a big Halloween don't... 

Hobo costumes are the new hobo costumes.

is that a cigar in your hand...
  • is that a cigar in your hand...

This two-buck hobo costume from the local dollar store makes our list for "most deserving of those gross black-and-orange Halloween kisses." And what's with that claw hand?

Last week on Mad Men, little Bobby Draper went as a hobo (and psycho-sister Sally went as a gypsy), and we all know how much painstaking detail that TV show pays to the inappropriate symbols of the era. This is right up there with smoking in your new baby's face and slapping your secretary's ass.

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