Danny and Clare try to untangle their relationship – and Rae’s threesome – as Clare considers her path not taken. In the past, Young Clare finds out she’s pregnant with Rae.

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.

Clare and Amy attend a writer’s retreat, but when Amy gets great news, Clare can’t help but question if her sacrifices for Danny and their family have been holding her back. As she remembers her first marriage to Jess, she wonders: should she stay or go?

Fresh off shocking news from Danny, Rae reveals who really dropped off the missing money – causing Clare to bring Rae along on a mad dash road trip to Clare’s childhood home. In the past, Clare rushes to get Lucas to the hospital for Frankie’s last days.