The term 'Eyed Rudley' can be broken down into two crossword solutions: LEERED (6 letters) and OGLED (5 letters). LEERED is an informal verb meaning to look at someone or something with a sly, intense, or lascivious gaze. OGLED is also an informal verb meaning to look at someone or something with great admiration or desire. Both words imply that the person looking is doing so in an inappropriate or intrusive manner.