Andy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's really bothering his sex-obsessed male co-workers: Andy is still a virgin. Determined to help Andy get laid, the guys make it their mission to de-virginize him. But it all seems hopeless until Andy meets small business owner Trish, a single mom.
Steve Carell
Andy Stitzer
Catherine Keener
Trish Piedmont
Paul Rudd
David
Romany Malco
Jay
Seth Rogen
Cal
Elizabeth Banks
Beth
Leslie Mann
Nicky
Jane Lynch
Paula
Gerry Bednob
Mooj
Shelley Malil
Haziz
Kat Dennings
Marla
Jordan Masterson
Mark
Chelsea Smith
Julia
Jonah Hill
eBay Customer
Erica Vittina Phillips
Jill
Marika Domińczyk
Bernadette
Mindy Kaling
Amy
Mo Collins
Gina
Gillian Vigman
Woman at Speed Dating
Kimberly Page
Woman at Speed Dating
Siena Goines
Woman at Speed Dating
Charlie Hartsock
Speed Dating MC
Nancy Carell
Health Clinic Counselor
Cedric Yarbrough
Dad at Health Clinic
David Koechner
Dad at Health Clinic
Jeff Kahn
Dad at Health Clinic
Nick Lashaway
Boy at Health Clinic
Loren Berman
Boy at Health Clinic
Julian Foster
Boy at Health Clinic
Loudon Wainwright III
Priest
Lee Weaver
Joe
Gloria Helena Jones
Sara
Jazzmun
Prostitute
Miki Mia
Waxing Lady
Denise Meyerson
Robin
Shannon Bradley
Bar Girl
Brianna Brown
Bar Girl
Liz Carey
Bar Girl
Elizabeth DeCicco
Bar Girl
Hilary Shepard
Bar Girl
Barret Swatek
Bar Girl
Carla Gallo
Toe-Sucking Girl
Michael Bierman
16 Year-Old Andy
Marisa Guterman
Girl with Braces
Kevin Hart
Smart Tech Customer
Wayne Federman
Smart Tech Customer
Ron Marasco
Smart Tech Customer
Kate Luyben
Woman Buying Videotapes
Joe Nuñez
Man Buffing Floor
Matthew McKane
Motorist
Rose Abdoo
Mother at Restaurant
Steve Bannos
Father at Restaurant
Brooke Hamlin
Daughter at Restaurant
Miyoko Shimosawa
Waitress at Restaurant
Marilyn Dodds Frank
Woman Who Bought Television
Ann Christine
Kim (uncredited)
Brandon Killham
Young Andy (uncredited)
Nicole Randall Johnson
Speed Dater (uncredited)
Suzy Nakamura
Speed Dater (uncredited)
Jenna Fischer
Woman #1 (uncredited)
Stephanie Lemelin
Woman #2 (uncredited)
Jamie Elle Mann
Newswoman (uncredited)
Leah McCormick
Girl in Electronic Store (uncredited)
Samantha J. Reese
Bar Patron (uncredited)
Brittney Skye
Porn Actress (uncredited)
Wyatt Smith
Boy at Wedding (uncredited)
Kira Turnage
Customer (uncredited)
Penny Vital
Redhead (uncredited)
Christa Nicole Wells
Shopping Girl (uncredited)
Amy Rider
Gal (uncredited)
Phyllis Smith
Andy's mother
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