Ben, who is a couples counselor, learns that his wife may be leaving him. This news comes to him at his own 30th birthday party with all his family present, including his father's new girlfriend.
Ben is thinking about flying out to Oregon to meet with Naomi about saving his marriage. However, his family is dead set against it, especially Lydia.
The whole hospital finds out about Stewart and Crystal's relationship, much to Lydia's dismay. So to prove to them she is moving on with her life, she throws a party. However, things don't turn out quite like she planned them.
Regina and Oliver begin fretting over Ben's new obsession with comic books and his new slacker friends. So the two come up with a plan to end the situtation by setting Ben up on blind dates. Elsewhere, Lydia is convinced that her dog likes Stewart more than her and is none to happy.
Oliver buys a huge luxury apartment and breaks a patient's confidentiality agreement by telling his family about who she is. Now his dream home may soon be lost when the famous actress reveals to the world he was the doctor who did plastic surgery on her and he may be forced to move in with Ben.
Since her divorce, Lydia's fear of dating has resulted in Ben being her de facto escort to social events. Ben desperately tries to solve the problem by setting his mother up on a date with doctor whose wife has passed away.
When Ben and Oliver bail on a cooking class, Regina and Lydia end up taking it instead.. The cooking instructor mistakes Lydia to be lesbian and makes a date with her. Stewart asks his sons for advice about Crystal .
The Barnes family goes to Oliver's ex-girlfriend's wedding. Lydia has misgivings about attending since her divorce from Stewart becomes final at the same time. Oliver tries to impress his ex-girlfriend by bringing a beautiful escort but fails three times. Regina serves as a bridesmaid and abuses her power over the men who are paying attention to her and don't realize she is a lesbian.
As Ben, Regina and Oliver gather at Lydia's for Thanksgiving, they recall all their disastrous past Thanksgivings which include the year they found out about Regina's sexuality and the year they found out their parents were breaking up.
Lydia jealousy shows when her children make friends with Stewart's girlfriend, Crystal. As payback, she shames them into accompanying her to visit their old housekeeper.
The kids decide to throw a New Year's party in an attempt to find companionship, and end up fighting over the same woman. Lydia meets a man at work and invites him to their party, not knowing he is Crystal's father. Crystal freaks when she sees her father at the party because she has yet to tell him about Stewart.
The whole family gets stuck together in a snowy mountain cabin and the guys find a pregnancy test, but they don't know if it belongs to Crystal or Olivers new girlfriend.
Ben and Oliver start dating women more to prove something to each other than for the relationship with the girls. When Stewart's former receptionist shows up for a visit, Stewart asks Lydia to pretend to still be married to avoid telling her the truth.
Valentine's Day becomes a disaster for the whole family when Lydia and Oliver almost end up in a romantic dinner, Regina treats her father at the hospital when he shows up with a back injury, Ben accidentally locks himself in Crystal's bathroom while she is taking a bath, and one of Ben's loser friends hits on Lydia.