The 40-Year-Old Virgin

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's performance as Andy earned near-universal admiration, with critics finding genuine warmth and humanity underneath the raunch — though several felt the film ran too long and leaned on juvenile, at times homophobic humor that undercut its sweeter impulses. Over time its reputation has only grown, with retrospective writers crediting it as a turning point for American screen comedy.