The 40 Year-Old Virgin (2005)

Name: The 40 Year-Old Virgin
Released: 2005

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.

Genres: Comedy, Romance

What to watch after The 40 Year-Old Virgin

Knocked Up (2007) — Judd Apatow directed both
50 First Dates (2004) — Two steps away in the credits
Clueless (1995)
Zack and Miri Make a Porno (2008) — Same subject: sex comedy
Last Vegas (2013) — Romany Malco appears in both
American Pie (1999) — Same subject: sex comedy, virginity