Jayson and his wife have triplets after successful fertility treatments. He struggles the first few months. Jayson’s experience leaves Lucy reluctant to start a family, but Darren is insistent. When they begin trying, Lucy assumes it will take a year since Vanessa had so much trouble, and her friend Kate had trouble as well. However, Lucy becomes pregnant immediately. She struggles through the pregnancy and debates whether or not she will return to work after the child arrives. During her pregnancy, she and Darren buy a brownstone with four bedrooms in Brooklyn Heights. Settling into their new home allows Lucy to feel excited by the impending birth.

The five-year reunion of Lucy and Gabe’s graduating class at Columbia brings Gabe back into Lucy’s orbit. She is annoyed by the attention to her pregnancy she draws at the party because everyone fails to ask about her career. Lucy was just promoted to assistant producer and is developing her own show. She runs into Gabe, and they exchange a few words, mostly about his sense of disorientation each time he comes back to New York. Lucy returns to the security of Darren.