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.

Ben becomes tired of always having to be Lydia's date. To make her confront her fear of dating after the divorce, he tries to set her up with a widowed doctor from the hospital who seems to like her.

Lydia and Regina are forced into a cooking class together and Lydia gets friendly with the Chef. Crystal misunderstands a simple gesture by Stewart so he asks Ben and Oliver for advice.

As the family attends the wedding of one of Oliver's old girlfriends, Lydia frets over feeling awkward at the ceremony since she is now divorced. Meanwhile, Oliver wants to show up the bride by bringing a hot date to the ceremony, but his companions keep leaving him.

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 becomes jealous when the kids befriend Crystal, then makes them go with her to visit their former housekeeper.

Ben, Oliver and Regina throw a wild New Year's Eve party so they can meet hot dates, but their plans are quickly thwarted by the arrival of their parents. Lydia has invited a handsome man she met at the hospital to the party and has no idea that he is Crystal's father.

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.

Stewart and Lydia pretend to still be married to one another while his former receptionist visits. Oliver wants to stop dating a woman whom he finds annoying, but feels horrible because she happens to be friends with Ben.

Stewart ends up in the ER with a backache on of all days, Valentine's Day. Ben somehow gets locked in Crystal's bathroom while she is taking a bath and Oliver tries his best to get out of a Valentine's dinner with his mother.