says she cannot accept being treated as a shameful secret, and tearfully breaks off their relationship. As Dan's wedding approaches, Jessica sinks into a deep depression and goes to see Judy, who tells her that she is a perfectionist who always quits things if they are not perfect, even if they make her happy. Judy takes a deep breath and says that Jessica should not let this ruin her chances at happiness with Helen, who seems like "a lovely girl". Realizing her mother has accepted her sexuality, Jessica breaks down into tears of joy. Jessica apologizes to Helen and invites her to be her date for Dan's wedding. Helen is a hit at the event and warmly welcomed into the family. Josh, meanwhile, has realized that he has been in love with Jessica for some time, and shares his feelings with her after the party. Jessica awkwardly but firmly explains that she is in a relationship with Helen and departs with her, leaving Josh speechless. A few months later, Jessica and Helen are living together in Helen's apartment, where their sexual relationship begins to fade. Helen realizes that Jessica views her as a best friend and roommate more than a lover, and says that she needs more than Jessica is able to give. A fight ensues; Jessica implores Helen to accept their relationship as-is, but Helen remains steadfast to her need for a partner who satisfies her sexually, and the two split for good. Several months later, Helen is happily living with another woman. Jessica is a more calm and content version of her former self, having taken the positive things she learned from her time with Helen and applied them to her own life. She puts up fliers in a bookstore seeking a new roommate, missing the flirtatious interest of the attractive store owner. She spots Josh among the bookshelves, whom she has not seen since she left the paper to focus on her painting. They have a friendly catching-up, and she tells him that Helen dumped her, which was tough, but ultimately made her a better person. She gives Josh a flyer with her email on it. Later, Jessica meets up with Helen—the two women now solidly friends—and joyfully tells her that she is going on a date with Josh. Cast Jennifer Westfeldt as Jessica Stein Heather Juergensen as Helen Cooper Scott Cohen as Josh Myers Jackie Hoffman