Cait realizes how hard it can be to date as a trans woman when Candis talks about her relationship history; Cait tries to get Candis to believe in love again; Jenny Boylan urges Cait to talk about who she's attracted to.
Quest roles:
Jennifer Finney Boylan(Self), Candis Cayne(Self), Chandi Moore(Self), Zackary Drucker(Self), Courtney Nanson(Self - Caitlyn's Hair Stylist), Jen Richards(Self), Trace Lysette(Self), Kip Zachary(Self - Caitlyn's Makeup Artist), Van Barnes(Self), Alex Schmider(Self)