I Am Cait (2015)

S1E6 The Dating Game

Cait’s dating life takes a complicated turn when Candis opens up about her past relationships, highlighting the unique struggles Cait faces as a trans woman. Determined to help, Cait sets out to restore Candis’s faith in love, though the effort proves far more challenging than expected. Meanwhile, Jenny Boylan encourages Cait to reflect on her own romantic attractions, pushing her to confront feelings she’s been avoiding. As Cait navigates these emotional conversations, she finds herself caught between supporting a friend and understanding her own desires.