In the Season 2 premiere, Cait and her friends embark on an epic cross-country road trip in a tour bus, at which point the opportunity presents itself for the women to corner Cait about her sexual orientation and her politics.

After a political fight on the bus gets heated, 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.

Cait struggles to show restraint during the Democratic debates, but so do her friends when they visit Cait's alma mater, which is 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.

An apology by Cait goes towards her trying to take responsibility for her part in the ending of her marriage to ex-wife Kris. Elsewhere, Candis looks into her options to adopt a baby.