Flirting with Forty is a 2008 American romantic comedy-drama television film directed by Mikael Salomon from a screenplay by Julia Dahl, based on the novel of the same name by Jane Porter. Starring Heather Locklear and Robert Buckley, the film premiered on Lifetime on December 6, 2008. The film focuses on Jackie (Locklear), a divorced mother who travels to Hawaii for her 40th birthday and meets a young surf instructor named Kyle (Buckley). The two flirt and Kyle teaches Jackie how to surf. Complications develop because the two are living in different parts of the world.