A piece of advice given to the recently engaged Jennifer and Chris causes an argument between Jeff and Audrey.
Audrey and Jeff welcome the newly engaged Jennifer and Adam to an art exhibit as well as offer pieces of advice about marriage. Also, Audrey sets up Russell with one of her friends, believing that she can change his mind about married life.
Though he's unhappy that Audrey spent more than usual for his birthday party, Jeff wants to stay on her good side to ensure he gets his yearly birthday deal.
Audrey bets Jeff that he can't score a phone number from a younger woman and gives him a night without his wedding ring to try. Jeff can't take his eyes off Russell's latest hot date when they meet her at the diner, much to Audrey's dismay and embarrassment. Later, when Jeff tries to reassure her that he would never go for a younger woman, Audrey tells him that even if he wanted one, he's too old to get one, and the wager ensues. Meanwhile, Jennifer wants to get rid of their bed because Oliver bought it with an ex-girlfriend.
Jeff tries to make up to Audrey by inviting her to floor seats at a Knicks game. But, when it comes time to get ready she can't decide what to wear and Jeff accuses her of caring more about what she looks like than about him. Meanwhile, Adam and Jennifer argue over how their money is spent now that they are engaged and living together.
When Russell accidentally runs into Constance, the older woman from his past, he decides he must demonstrate his physical prowess and right his previous wrong. Adam and Jennifer plan a weekend in the country. Jeff and Audrey visit a fertility doctor.
Jeff doesn't know how to tell Audrey that he got "excited" when Jennifer gave him a massage after helping Jennifer move her couch.
Audrey starts to regret that she made Jeff's favorite t-shirts into a quilt when he can't get enough of it.