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For the most cautious man on Earth, life is about to get interesting.

2004

Comedy

Romance

Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's world is turned upside down, as he makes an uproarious attempt to change his life from middle-of-the-road to totally-out-there.

Status :

Released

Country : US

Original language : en

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6.0 /10

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6.0 /10

| Movie Cast

Ben Stiller

Ben Stiller

Reuben Feffer

Jennifer Aniston

Jennifer Aniston

Polly Prince

Philip Seymour Hoffman

Philip Seymour Hoffman

Sandy Lyle

Debra Messing

Debra Messing

Lisa Kramer

Alec Baldwin

Alec Baldwin

Stan Indursky

Hank Azaria

Hank Azaria

Claude

Bryan Brown

Bryan Brown

Leland Van Lew

Jsu Garcia

Jsu Garcia

Javier

Michele Lee

Michele Lee

Vivian Feffer

Bob Dishy

Bob Dishy

Irving Feffer

Missi Pyle

Missi Pyle

Roxanne

Judah Friedlander

Judah Friedlander

Dustin

Kevin Hart

Kevin Hart

Vic

Masi Oka

Masi Oka

Wonsuk

Kym Whitley

Kym Whitley

Gladys

Amy Hohn

Amy Hohn

Cheryl

Nathan Dean

Nathan Dean

Mitch

Cheryl Hines

Cheryl Hines

Catering Manager

Caroline Aaron

Caroline Aaron

Wedding Coordinator

Christina Kirk

Christina Kirk

Party Hostess

Todd Stashwick

Todd Stashwick

Security Officer

Robb Skyler

Robb Skyler

Basketball Player

Edward Conna

Edward Conna

Basketball Player

Bruce Nozick

Bruce Nozick

Executive Chef

Mark Adair-Rios

Mark Adair-Rios

Cake Decorator

Michael Shamberg

Michael Shamberg

Van Lew Executive

Nick Jameson

Nick Jameson

Van Lew Executive

James DuMont

James DuMont

Larry

Jeff Ross

Jeff Ross

Wedding Band Leader

Mitch Silpa

Mitch Silpa

JC Superstar Director

Robert M. Koch

Robert M. Koch

Partygoer

Theodore Shapiro

Theodore Shapiro

Hector

Carmit Bachar

Carmit Bachar

Salsa Dancer

Alison Faulk

Alison Faulk

Salsa Dancer

Tomasina Parrott

Tomasina Parrott

Salsa Dancer

Gustavo Vargas

Gustavo Vargas

Salsa Dancer

Allen Walls

Allen Walls

Salsa Dancer

Alfredo Ortiz

Alfredo Ortiz

Salsa Band

Christine Barger

Christine Barger

JC Superstar Singer

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