My Sexiest Year is a 2007 American romantic comedy drama film starring Frankie Muniz and Harvey Keitel and was written and directed by Howard Himelstein.

The film is a romantic coming-of-age story in which the kindness bestowed by a glamorous model is returned 30 years later by the young man in whom she inspired the first stirrings of confidence and love.

The film takes place in 1970s Miami and was shot in various locations such as Collins Avenue and Coral Gables Senior High School.

Jake quickly befriends Mark, a local rich kid, whose excessive drug use helps him get through the pressures of teenage life in Southern Florida, where the "in" crowd only cares about how much money one's parents make, who's coming to one's pool party, and whether or not one is getting laid.

As Jake tries to navigate the waters of his new home—while trying to connect with his eccentric father—he meets Marina (Amber Valletta), a famous model who is in town for a photo shoot; the two quickly bond.