Being divorced means Karen and Rick must both go to Eli's weekend basketball tournament, creating some awkward moments for them.

Lily's new job helps her put her priorities in order. While talking to Grace, Tiffany lets it slip that her relationship with Jake started BEFORE Lily and Jake split up, possibly altering her relationship with her father forever.

When Judy's continuing affair with Sam is discovered, she takes steps to prevent any more pain from entering her life. Lily realizes just how much she's taken Rick for granted when he's sick in the hospital. Grace continues to have difficulty with accepting her father's past infidelity.

Lily says that the kids in the two families should meet. So they schedule a night for that. Zoe is concerned about the environment. Grace again has conflicting feelings about Eli. Jennifer reveals to Grace that Cassidy is cheating on Eli. Grace is hesitant about telling Eli this information. Two of Cassidy's friends, Rachel and Lisa, warn Grace not to tell Eli what's going on (or else!). Naomi starts a book group and invites Karen, instead of Lily to be in the group because she feels that she and Lily have been drifting apart. Miles lets it be known to Rick that he doesn't want David involved on his project. Work pressures threaten to unravel Lily's plans for the meeting and they leave Rick on edge. Judy and Karen have a heart-to-heart in the bookstore about their two families. Eli finds out for himself that Cassidy's been cheating on him. Pressure from Miles forces Rick to cancel the dinner. A passage from the book the group is reading makes everything clear to Lily and Rick and Karen

Judy turns the bookstore into a ""book club for singles."" This attracts an interesting clientele, including Jake (who's tiring of his girlfriend Tiffany) and Lily's boss Christie. Judy isn't sure of her attraction to the handyman who's fixing up the store.

Lily thinks she might be pregnant, and the reaction she gets from Rick wasn't what she was hoping for. She begins to think that he's not who she thought he was. Grace has an accident in Rick's vehicle after being distracted spotting Carla and Eli together. So Grace starts to rethink her opinion of Carla. The episode ends with Rick and Lily making up, and Eli and Carla in the back seat of a car...

Rick and Lily celebrate their engagement. Tiffany reveals to Grace that she's pregnant, but Grace pretty much had that figured out when she heard Tiffany throwing up in the bathroom. Lily and Rick tell their kids about the engagement, and Rick and his kids moving into Lily's house. Lily finds out Tiffany is pregnant. When Rick tells Karen about his engagement and move, she seems less than thrilled. When the rooming arrangements are discussed, not everyone is happy with the decisions. Disagreements about where to put things come up also. Rick and Jake put a hole in the wall for a possible bay window, Lily gets upset at Rick for ""making all of the decisions,"" assuming she'll just go along with them. A family meeting at the end of the episode resolves a few issues.

As the wedding approaches, hardly anything is finalized. Lily's father appears to her in her dreams. He asks her to ask Jake ""what's been lost"". Grace gets a letter from Carla, who's living with her brother, saying that she misses Grace, but not Eli. Grace lies to Eli and says Carla does miss him. Rick finds out that he's really low on cash and his attorney asks about scaling back the wedding plans. ""What's been lost"" is Jake's restaurant. He tells Lily this when she goes to pick up the cocktail napkins. Judy finds out details about Will's past through Tiffany, like that he has a daughter he gave up for adoption. Disagreements about who's staying where and who's paying for what prompt Lily and Rick to call off the wedding. Eli finds Carla's letter. Jesse calls Karen to tell her that the wedding is back on, and Karen sheds a tear. Jesse knew that her mother was secretly hoping that Rick wouldn't go through with the wedding. Lily's mother surprises everyone by showing up. Lily sees her a