Ann continues her sad moodiness over her break up with Danny (guest star Dan Futterman) as she's staying home in her sweats and getting rid of old furniture---particularly her matress. She thinks it's cursed. Ginnie feels she needs to talk to Danny as she's still in a lot of pain over her relationship ending, but this causes some serious tension between the sisters. Marjee is having a hard time with her boss (guest star Anne Ramsey) as she's making her take the fall for a lot of the party planning mistakes that she didn't do as well as medicore chores on staff assistance. Marjee eventaully considers quitting

One of Rose's classmates, Zach befriends Ann despite their age difference. Flash (guest star Shanola Hampton) goes too far in one of her monologues in acting class when she mimics Rose's college life through a fake journey and makes fun of her. Rose then goes to the NYU Housing Office to find another room to get away from Flash, but is unsuccessful. Rose finds out Flash's real name---Tiffani Lusinski.

Tension in the Sorelli family arises when Anne finds out that her sisters are still keeping in close contact with her ex-boyfriend Danny. Bob becomes more concerned about Ginnie's prenantal health and the baby. Marjee is having difficulty on the new living arrangements of her boss' boyfriend. Lastly, Rose gets her first asting gig in a play written by and starring her crush, Alex (guest star Chris Carmack).

With Christmas festivities in full swing at the Sorelli house, Rose is torn between the two men (guest stars Chris Carmack and Kyle Howard) in her life, while Marjee finds herself in unfamiliar relationship territory when she realizes she may be developing feelings for her boss's boyfriend, Jason (guest star Julian Ovenden). Meanwhile, Ginnie is thrown for a loop when Bob announces at the last minute that his parents - most notably his cold-as-a-fish mother (guest star Judith Ivey) -- will be joining them for Christmas, and Anne is put in an awkward situation with her father, Joe (guest star Tom Irwin), and Renee (guest star Christine Ebersole), who is keeping a big secret.

Ginnie learns that Bob is working with one of his former girlfriends (guest star Jaime Ray Newman) at his job as a singer that he's producing an album for her, and Ginnie is not happy. Meanwhile, Anne sends Marco to Danny (guest star Dan Futterman) for a business deal. Marjee forces Jason to tell Trish (guest star Anne Ramsey) they are over before they officially begin their relationship. Rose can’t deny her feelings for Alex (guest star Chris Carmack) and strongly considers losing her virginity to him. Laslty, Rose confronts Joel (guest star Kyle Howard) about his sudden attitude adjustment ever since she rejected him for Alex (guest star Chris Carmack).

After complications with her pregnancy escalate, Ginnie and Bob find themselves at the hospital and more scared than they've ever been in their entire lives. While at the hospital, Annie faces heart-breaking secrets that she never told Danny. Joel comes to the hospital to help Rose through this whole ordeal.

The Sorelli family grieves for the loss of Ginnie and Bob's baby. At the same time, Ginnie distances herself away from Bob as she has a hard time dealing with her loss. Meanwhile, a reunited Marjee and Jason decide to start their own business and manage to land one of Trish’s (guest-star Anne Ramsay) biggest clients, only to find out that Trish had every vendor in town blacklist them.

Also, Rose decides to rekindle her friendship again with Joel, but it proves to be more difficult with Joel's new girlfriend Chloe (guest-star Joanna Canton) in the picture. Lastly, Anne and Dan try to give their relationship another as Danny tries to overcome the secret from Anne’s past while they were apart.

Ginnie and Bob continue to do their best in fixing their current marital problems. The couple decides to spend the weekend at the Cape, with the suggestion of Ginnie's father Joe (guest-star Tom Irwin). Marjee invites Jason (guest-star Julian Ovenden) to move into Anne’s place after Trish (guest-star Anne Ramsay) evicts him from her apartment. Meanwhile, Rose continues to drive a wedge in between Joel and his girlfriend Chloe as she kisses Joel after getting drunk at a college party. Lasty, Joe breaks the news to Ginnie that he and Renee (Christine Ebersole) are planning to make the Cape their permanent home, and a panicked Ginnie calls in her sisters as reinforcements.