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This chapter illustrates Sylvia Plath’s emotional turmoil and complex relationships in 1956, particularly focusing on her interactions with various suitors, including Richard Sassoon and Ted Hughes. It reviews Sylvia’s letters that reveal a pattern of longing and dissatisfaction as she grapples with her romantic feelings, often idealizing men and comparing them to characters from literature. Sylvia’s intense attachment to Richard Sassoon, whom she believed symbolized her rebirth, contrasts with her isolation from female confidants, particularly after falling out with Jane Baltzell. Throughout this period, Sylvia also delves deeply into philosophical and literary explorations, influenced by figures like Dorothea Krook, whose intellectual companionship provided Sylvia with a sense of connection. The chapter culminates in Sylvia’s strained relationships, including the remorse of those who could not fully meet her emotional needs, leaving behind a legacy of unfulfilled desires.