The 40 Year Old Virgin (2005)

The 40 Year Old Virgin
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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.

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Cast

Steve Carell
as Andy Stitzer
Catherine Keener
as Trish Piedmont
Paul Rudd
as David
Jonah Hill
as eBay Customer
Gillian Vigman
as Woman at Speed Dating
Kimberly Page
as Woman at Speed Dating
Siena Goines
as Woman at Speed Dating
Charlie Hartsock
as Speed Dating MC
Nancy Carell
as Health Clinic Counselor
Cedric Yarbrough
as Dad at Health Clinic
David Koechner
as Dad at Health Clinic
Jeff Kahn
as Dad at Health Clinic
Nick Lashaway
as Boy at Health Clinic
Loren Berman
as Boy at Health Clinic
Jazzmun
as Prostitute
Miki Mia
as Waxing Lady
Brianna Brown
as Bar Girl
Liz Carey
as Bar Girl
Barret Swatek
as Bar Girl
Carla Gallo
as Toe-Sucking Girl
Michael Bierman
as 16 Year-Old Andy
Marisa Guterman
as Girl with Braces
Stormy Daniels
as Porn Star
Kevin Hart
as Smart Tech Customer
Wayne Federman
as Smart Tech Customer
Ron Marasco
as Smart Tech Customer
Kate Luyben
as Woman Buying Videotapes
Joe Nuñez
as Man Buffing Floor
Rose Abdoo
as Mother at Restaurant

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