The 40-Year-Old Virgin

 "The 40-Year-Old Virgin" is a 2005 American comedy film directed by Judd Apatow and starring Steve Carell in the titular role. The film follows the story of Andy Stitzer, a middle-aged man who has never had sex and embarks on a journey to lose his virginity.

Andy is a kind-hearted and somewhat naive electronics store employee who lives a simple and solitary life. When his co-workers at the store learn about his virginity, they make it their mission to help him navigate the world of dating and relationships.

As Andy attempts to find love and intimacy, he encounters a variety of humorous and awkward situations, including failed attempts at flirting, disastrous dates, and misguided advice from his friends. Along the way, he forms a genuine connection with Trish, a single mother played by Catherine Keener.

"The 40-Year-Old Virgin" is praised for its sharp humor, heartfelt moments, and genuine portrayal of its characters. Steve Carell's performance as Andy Stitzer is a standout, combining endearing innocence with comedic timing.