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Cait and her friends embark on an epic cross-country road trip in a tour bus, and the other women take the opportunity to corner Cait about her sexual orientation and her politics.

After a heated political argument on the bus, the women decide to confront Cait on her aggressive debating style and suggest a more feminine approach.

Cait reveals her deepest fears about dating men after she witnesses Candis get stood up by a guy because she's trans.

After Cait is challenged to control herself during the Democratic debates, the women are challenged by a visit to Cait's alma mater, a conservative Christian college in Iowa.

When the newly sober Scott visits Cait on the road trip, they struggle to find common ground. Meanwhile, Cait and the women attend a ceremony for Transgender Day of Remembrance.

In an attempt to improve their relationship, Kris visits Cait in New Orleans, but when old wounds arise between the exes, Cait's friends must intervene.

Cait's personal growth on the road trip is tested when she tries to apologize to her ex-wife Kris for her part in the ending of their marriage; Candis looks into her options to adopt a baby.

Caitlyn, bent on proving her commitment to the LGBT cause, risks arrest in Houston with her friends; Ella tries to mend fences with her father, who struggles to accept her transition.