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.

The film had its world premiere at the 2007 Hamptons International Film Festival. As of 2022, the film has yet to receive a DVD/Blu-ray release date.