• pained, rueful, sorrowful, trist, tristful, woebegone, woeful, yellow
• ruefully, sadly, woefully
• earnest, earnest money, forfeit, retention money
• dump, dumps, ruefulness, tristfulness
• to die of a broken heart
• contrition, penance, penitence, remorse, repentance
• trist, tristful, woeful
• to wear oneself to a shadow