
Plot
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.
Trailer
Cast

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

Stormy Daniels
Porn Star

Kevin Hart
Smart Tech Customer

Wayne Federman
Smart Tech Customer

Ron Marasco
Smart Tech Customer

Joseph T. Mastrolia
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)