Caitlyn Jenner proudly announces her true self to the world via a Vanity Fair magazine cover story, but at the same time struggles with meeting some of her family for the first time. Meanwhile, she becomes inspired to learn more about transgender youth in crisis.

Caitlyn refers to the LGBT community as "they" until she visits a NYC Pride event and finally feels included; Caitlyn tries to reconnect with her male friends and Scott Disick offers his advice.

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.

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.

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.