Sam embarks upon her first terrifyingly personal hook-up as a sober person with the help of Felicia, who has big plans to jump start Sam's dating life. Meanwhile, Carol "accidentally" plants a small seed of doubt in Brit's mind about Joel.

Sam and James travel to New York. While there, Sam is confronted with memories of who she was before sobriety and must decide whether she can risk being Old Sam again. Olivia and Stephanie take an important step in their IVF journey.