this riddle screams out Wormtounge and Theoden
Theoden would be deaf to everything that's going on due to Wormtounge's whispering
Wormtounge blinded by love for eowyn
Dark Dunharrow
Middle means something-
Rich man poor man,-um duh?
Theodred would be Theoden's son, and Grima's enemy
whether or not that's right I don't know