The 40-Year-Old Virgin (2005) 40 !
The 40-Year-Old Virgin follows Andy Stitzer, a middle-aged man who has never had sex, much to the amusement of his coworkers. When they discover his secret, they set out to help him lose his virginity. Throughout the film, Andy navigates awkward encounters, dating mishaps, and personal growth, all while facing his deep-rooted insecurities. The film blends comedy with heartfelt moments, showcasing Andy’s evolution from shy and inexperienced to a confident individual. Directed by Judd Apatow, this classic comedy features Steve Carell in a breakout role, providing laughs and poignant reflections on relationships.

