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Peter Klavens world revolves around his real estate work and Zooey, his soon-to-be fiancée. After he pops the question, she calls her best friends and they go into wedding planning mode. Peter has no male friends and that poses problems: will he turn out to be a clingy guy, and who will be his best man? Zooey, her friends, and Peters brother Robbie offer help that results in awkward moments. Then, at an open house Peters hosting, he meets Sydney, an amiable, low-key guy. They trade business cards, and Peter calls him to meet for drinks. A friendship develops thats great at first but then threatens Peters engagement and career. Can guys be friends and couples be in love?
After eight months of dating, realtor and aspiring developer Peter Klaven asks entrepreneur Zooey Rice to marry him, she who says yes. It isnt until then that they both realize that while Zooey has a plethora of female friends to populate the wedding party - with Denise and Hailey, her business partners, being her closest friends - Peter has no real male friends as he has always nurtured his female relationships. Who he previously assumed were his male friends he realizes now are more acquaintances or associates. Even within his family, he is closer to his mother, Joyce - who Zooey believes is his best friend - than he is to his father, Oswald, or younger gay brother, Robbie. To overcome the problem of who will be his best man, Peter goes on a quest for a bromance. This task is difficult for unassuming Peter, who really doesnt know how to deal with men in a true friendship. After several missteps with potential bros, Peter finally meets financial investor Sydney Fife at one of his open houses. Sydney is straightforward and perceptive but an overgrown adolescent in his personal life. Still, Peter and Sydney bond. As Sydney becomes a bigger part of Peters life, Peter has to figure out how to balance his life with Zooey and his life with Sydney, the two who may have their own issues in what the other means in Peters life.
Paul Rudd
Peter Klaven
Jason Segel
Sydney Fife
Rashida Jones
Zooey Rice
Sarah Burns
Hailey
Greg Levine
Hailey's Date
Jaime Pressly
Denise
Jon Favreau
Barry
Jane Curtin
Joyce Klaven
J.K. Simmons
Oswald Klaven
Andy Samberg
Robbie Klaven
Jean Villepique
Leanne (Davis Dunn Receptionist)
Rob Huebel
Tevin Downey
Kym Whitley
Female Co-Worker
Colleen Crabtree
Female Co-Worker
Caroline Farah
Female Co-Worker
Mather Zickel
Gil
Aziz Ansari
Eugene
Nick Kroll
Larry
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