Possible Clues:

• Part of a Willy Wonka costume
• Tall piece of headwear
• Classy headgear's better at accommodating head of hair
• Accessory for Willy Wonka or Scrooge McDuck
• Near fine upper class
• From which rabbits may emerge — often with tails behind?
• Player's token in Monopoly
• Highly formal attire that's used outside work
• Part of an Abraham Lincoln costume
• Screwball comedy that needs work put into it