Possible Clues:

• Like basset hounds
• Blue in the face?
• Like basset hounds' faces
• Morose-looking
• Unhappy-looking when feeling sorrow
• Bill, in terribly seedy surroundings, is evoking tears
• Pierrot-like? Yes — dead sloppy!
• Depressed-looking
• Teary
• With a melancholy mien