Flirting with Forty is a romantic comedy-drama television film that was premiered on December 6, 2008, on Lifetime. The movie is based on a novel of the same name written by Jane Porter.
The film focuses on Jackie (played by Heather Locklear), a recently divorced mother of two who turns forty. After her ex-husband announces his engagement to a much younger woman, Jackie decides to take a solo vacation to Hawaii. While there, she meets Kyle (played by Robert Buckley), a charming and handsome surfing instructor who is half her age.
Despite the age difference, Jackie and Kyle fall deeply in love and embark on a passionate affair. Jackie finds herself torn between her responsibilities as a mother and her newfound love for Kyle, who encourages her to follow her dreams and start writing again.
As Jackie's vacation draws to a close, she must decide whether to continue her relationship with Kyle or return to her old life. However, when a series of unexpected events occur, Jackie realizes that her decision may be more difficult than she ever imagined.
Flirting with Forty explores themes of love, loss, and self-discovery as Jackie is forced to confront her fears and take a chance on a new romance. The film received positive reviews from audiences and critics alike, who praised Locklear's performance and the film's heartwarming message.