Bridgette gets a taste of the picture-perfect life of the one-percent, spending a luxurious day at a polo match as a blonde, hobnobbing with celebrities, and celebrating her new best friend's basic bachelorette party.
In 2014, Bridgette and Rafi prepare for the realities of parenthood as Bridgette experiences contractions, leading her on a day of self-discovery through the streets of Boston.
Bridgette discovers the hidden strings attached to financial assistance. Rafi and Nelson grow closer as they accept the ugly realities of their cohabitation. Tutu's own housing is at risk with the increased involvement of Joe Jr.
At a cookout celebrating Eliza's graduation, Bridgette comes to terms with the unacknowledged racial divide between the two friends while Eliza admits that Bridgette's disconnect is ultimately what gives their friendship strength.
Bridgette throws a bachelor party for Rafi. Nelson celebrates her engagement with her mother and sister, reigniting their unresolved familial tensions. Jackie helps Tutu accept the realities of a life outside of Southie.