As Clare deals with her Tik-Tok-famous Montana confrontation and Rae's recent partying, she's haunted by a letter writer who desperately needs Sugar's advice. In the past, Young Clare learns of Frankie's diagnosis and desperately tries to save her.

Danny and Clare take a good (ahem) hard look at their sex life as a letter writer writes in about her boyfriend's secret shame. Meanwhile, Rae grapples with letting Montana back into her life as she realizes she might just have the upper hand.