Machado’s past with stripper Shaylene Briggs is revealed; Siobhan masquerades as Bridget to Malcolm; Henry realizes that Bridget knows more than she should; and Tyler takes something from Siobhan that’s a key piece of evidence in her revenge plot.

Bridget encounters someone who played an important role in her and Siobhan’s past; Malcolm discovers something of Bridget’s in Henry’s possession; Catherine asks Andrew to make a decision about Juliet that could have major ramifications.

Bridget retraces Siobhan’s last steps prior to her disappearance and discovers that her twin kept a secret office; Olivia blackmails Henry into introducing her to Gemma’s wealthy father; Tyler faces a moral decision that could impact Siobhan and Andrew

Bridget offers to host a fund-raiser for Juliet’s school and learns that her friend Greer knows one of Siobhan’s secrets; Siobhan can’t believe that Bridget has adapted as well as she has to her new life; Malcolm goes to work for Andrew; Henry mourns his wife.

Henry homes in on a suspect in Gemma’s disappearance; Malcolm goes to the police with his hunch about Charlie; Juliet becomes obsessed with Mr. Carpenter; Machado meets with an informant (Amber Benson) in Wyoming

Bridget realizes she’s growing fond of Andrew; Henry and Andrew’s business partner bond; Malcolm has doubts about Bridget’s new NA sponsor; Bridget decides to meet Siobhan’s therapist (Merle Dandridge) in order to gain insight into her sister’s life.

Andrew and Bridget receive upsetting news that also impacts Henry; Juliet and Mr. Carpenter continue to form an unlikely bond; Malcolm arrives in New York and is confronted by Machado; Siobhan’s relationship with Tyler is threatened.

Bridget can’t connect with Gemma, causing her to wonder if something occurred between Gemma and Henry; Juliet’s teacher (Jason Dohring) comes to her aid when she stands up to a bully at her new school; Bridget asks Charlie for a favor; Machado investigates Malcolm’s disappearance.

Gemma asks Bridget-Siobhan for a favor that could cost Bridget everything; Henry receives bad news about his writing career; Andrew deals with his tumultuous relationship with Juliet; Bridget meets a potential new sponsor (Billy Miller) at an NA meeting; Malcolm is forced to face his demons