Peter Klaven (Paul Rudd), is a successful realtor trying to sell Lou Ferrigno's home in order to bank some extra cash before he and his fiance' Zooey (Rashida Jones), get married. But as the big day gets closer, Peter realizes he doesn't have any male friends to stand up for him at the alter. To solve this problem, Peter goes through a series of meetings or "man dates" in order to find the perfect best friend.
By chance, Sydney Fife (Jason Segel), shows up at Peter's house opening and the two hit it off right from the start. As the two males bond they become inseparable leaving Zooey feeling a bit left out. While Peter begins to let loose he starts to question why it is he is getting married in the first place. Now Peter must decide which is more important, the woman of his dreams in marriage or his new found best friend.
Director: John Hamburg
Writers: Larry Levin, John Hamburg
Producers: Donald De Line, John Hamburg