Possible Clues:

• Deprived of fees, initially limited by cap
• Whistler kept in bank that's robbed?
• Deprived female passing hat round
• Act as official leader for the deprived
• Act as judge, though initially deprived?
• Perhaps widowed female wearing traditional headgear
• Grieving from deprivation
• Female wearing round cap is grief-stricken
• Sad through loss or deprivation
• Deprived female wearing round felt cap