Brian considers ending another dead-end relationship with his latest girlfriend. He makes a pact with Adam, his best friend since childhood, that they both break up with their respective girlfriends. But after Brian breaks up with his latest love, Adam chickens out and instead proposes to his girlfriend, Marjorie, whom Brian actually considers his own Miss Right - a secret that he must keep to himself. Meanwhile Dave, who runs a video game business with Brian called Zap Monkey, and his stay-at-home wife of 13 years, Deena, discuss a possible venture into the world of open marriage. Brian's fortysomething sister, Nic, and her younger husband, Angelo, are trying hard to start a family, but something's not right and their efforts to get pregnant experience a setback. Despite all of the challenges these couples face, they can't wait for Brian to join their "club", though they're not exactly sure why.
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.