Possible Clues:

• Monopoly token
• 1935 Fred Astaire/Ginger Rogers film
• Upper-class
• Tossing of pennies: heads and tails, heads... and tails!
• 1935 film starring Fred Astaire and Ginger Rogers
• Capital investment that involves work
• 12 and 11's gone to the pub, it doesn''t say where
• Wear for formal occasions, which includes work
• PassГ© opera house garb
• Headwear seen on the cover of 'Guitar Hero III'