Everything looks all glittery on the surface, until you look deeper. Adam and Nicole are dealing with the aftermath of their sleeping together. They promised to keep it between them, but word gets out about it. Dave finds out that Brian was named the new manager, and it could be enough to end their friendship. No one knows about Deena and Dave reconciliation, not even Deena's mother who comes for a visit. Brian is asked on two dates by both of his downstairs neighbors. He accompanies Stephanie to a movie premiere and ends up sharing a kiss with her. The gang visits Jimmy and Ivy's house for the first time.
Brian is the guy everyone wants as a best friend. He's the guy who'll stand by you at your wedding, drive you to the hospital, cheer your kids on at their little league game... the guy who every wife dotes on and every husband wants to either grab a beer with or live vicariously through him. But as all of his friends pair off and Brian emerges as the last bachelor standing, questions begin to arise in his head: Is there such a thing as Miss Right? Why does love have to be so complicated? What is his problem with commitment? And the most pressing question of all, could all of his problems stem from the fact that he is harboring a crush on his best friend's girl?
At 34, Brian is the last single guy in his group of friends: his best friend Adam was going to break up with picture-perfect Marjorie but proposed instead. Brian's sister, Nic, and her boy-toy husband, Angelo, are trying hard to have kids. The bohemian Dave and Deena have three little girls and no sex life. And, like all married people, they can't wait for Brian to join their "club", though they're not exactly sure why. As for Brian, well, he's a serial monogamist but still holds out hope that one day he'll open the door and be blinded by love.