Bree flies from Los Angeles to New York City to bail Toby out of jail. Toby is a foul-mouthed runaway who is a small-time drug user and male "hustler". His mother committed suicide when he was a child after which he was raised by his stepfather, whom he says he does not want to see. Bree pretends to be a Christian missionary and persuades Toby to ride with her back to the West Coast, secretly planning to leave him at his stepfather's along the way. When they arrive in the town of Callicoon, Kentucky, it turns out that Toby's stepfather was very abusive and he molested him several times in his youth. Bree and Toby continue driving to Los Angeles together. They also stop by a house in Dallas where a group of transgender women (many of whom are old friends of Bree's) are hosting a gender pride gathering. Later on in the trip, when Bree has to urinate, Toby accidentally discovers that Bree has male genitalia. He tries to be open-minded about it but is angry that Bree had not told him prior to his unintentional discovery.