Prufrock has always been known as an image of cautious, well-educated and moody urban man created from T. S. Eliot’s distinguished poem The Love Song of J. Alfred Prufrock. In his monologue, he uses clever expressions to tell the audience what has been haunting him for so long that it becomes his dilemma. In this paper, it explains that Prufrock’s dilemma does not come entirely from the suppression of his desire or libido, but much more from the imbalance between the ideal world and the real world.