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Top Cast
Nat Wolff
Nat
Alex Wolff
Alex
Cooper Pillot
Cooper
Thomas Batuello
Thomas
David Levi
David
Joshua Kaye
Josh
Maia Pillot
Teenage Girl Fan
Dominique Patterson
Teenage Girl Fan
Nile Emir Adams
Intellectual Little Boy Fan
Siam Siou
Coffee Shop Guy
Justin Campbell
Street Person
Barbara Eda-Young
Musicologist
Zosia Nahoum
Jump-roper
Veronica Afflerbach
Jump-roper
Jo Jo Scott
Young Rapper
George Stoian
George
Tim Draper
Principal Joe Schmoke
Deborah Offner
Asst. to Principal Schmoke
Judy Anderson
Kindergarten Teacher
John Behlig
Kindergarten Teacher
Cole Hawkins
Cole
Michael Wolff
Nat & Alex's Dad
Jesse Draper
Jesse (Babysitter / Tutor)
John B. Williams
John B.
Ray Chambers
Scratch DJ
James Badge Dale
Romantic Newlywed
Gretchen Egolf
Romantic Newlywed
Mike Hvizdo
Romantic Gay Newlywed
Brad O'Connor
Romantic Gay Newlywed
Allie DiMeco
Rosalina
Shelby Young
Screaming Teenage Girl Fan
Erik Jensen
Photographer
Noelle Beck
Josh's Mom
Phoebe Legere
David's Mom
Jonathan Pillot
Mort Needleman
Samantha Cordero
Autograph Girl Fan
Nastassja Schmiedt
Autograph Girl Fan
Eleanor Draper
Autograph Girl Fan
Johnnie Mae Allen
Teacher Who Gets Flipped
Daniel Tai
Rosalina's Dad
John Rue
Thomas' Dad
Adam Draper
Timmerman Brother
Coulter Mulligan
Timmerman Brother
Billy Draper
Timmerman Brother
Tony Ray Rossi
Upset Father
Mike Rock
Medic
Max Fishelson
Alphabet Burp Boy
Lisa Mulligan
Ears Inside of Head Girl
Eunice Cho
Hoola Hoop Girl
Mikey Kellman
Massage Kid
Tyrel Jackson Williams
Toy Guitar Player
Vic D. Vine
Hardcore Wrestler
David Palumbo
Hardcore Wrestler
Cindy Blackman
Cindy Blackman
Timothy Busfield
Timothy Busfield
Ann Curry
Ann Curry
Polly Draper
Polly Draper
Arsenio Hall
Arsenio Hall
Mel Harris
Mel Harris
Peter Horton
Peter Horton
Ricki Lake
Ricki Lake
Cyndi Lauper
Cyndi Lauper
Melanie Mayron
Melanie Mayron
Julianne Moore
Julianne Moore
Ken Olin
Ken Olin
Brent Popolizio
Brent Popolizio
Tony Shalhoub
Tony Shalhoub
David Thornton
David Thornton
Uma Thurman
Uma Thurman
Patricia Wettig
Patricia Wettig
Nancy Wilson
Nancy Wilson
Maya N. Blake
Madison (uncredited)