- Directors: John Hamburg
- Producers: John Hamburg, Ivan Reitman, Donald De Line, Tom Pollock, Jeff Clifford, Bill Johnson
- Writers: Story by Larry Levin Written by John Hamburg and Larry Levin
- Genres: Comedy, Romance
- Actors: Paul Rudd, Jason Segel, Rashida Jones, J K Simmons, Jane Curtin, Jaime Pressly, Andy Samberg
Peter Klaven just got engaged to Zooey Rice. Sheâ€™s ecstatic and calls her closest friends, but Peter does not seem to have anyone special heâ€™d like to share the good news with. At Peter’s parentsâ€™ house, it comes out that Peter is actually a â€œgirlfriend guyâ€ and his guy friends when he was growing up “fell by the wayside.” After overhearing Zooey’s friends tell her that they are concerned Peter does not have any friends, he realizes he needs to find some male friends in order to have a best man for his wedding. Peter seeks the advice of his younger, gay brother Robbie on how to meet platonic guy friends and how to take them on a man-date.
Peter’s first attempt is to hang out with Barry, Denise’s husband, for poker night with the guys. It ends horribly when, after chugging too many beers, Peter projectile vomits all over Barry. Robbie tries to help Peter by sending him out with a guy from his gym for a soccer game. That does not last long, since the man angers fans at the game and has a very high-pitched voice. Peter’s mother tries next by sending him to dinner with a guy that just moved to L.A. Against Robbie’s advice, Peter goes to dinner with Doug, and it ends awkwardly with a deep tongue kiss. Peter tries for himself online and finds Mel, who represented himself as a young guy on his online profile, but is actually an old man.
While Peter feels bad about confronting Sydney now that the Ferrigno house is sold, he doesn’t re-invite Sydney to the wedding. Before the wedding, Zooey sees Peter upset about the loss of Sydney, so she calls and invites Sydney (who is already on his way) to the wedding. Just before the vows are to be taken, Sydney makes a dramatic entrance, they explain their platonic love for each other, and Sydney assumes the role of best man.