Flirting with Forty

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 with 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.

Premise
Jackie Laurens is a recently divorced, 40-year-old and mother of a young son and daughter who takes a vacation alone to Hawaii where, against her better judgment, she meets and hooks up with hunky, 27-year-old resident surf instructor Kyle Hamilton. However, what began as a one-night stand turns into love, with Jackie flying to Hawaii every chance she has to meet with her latest love interest, which is soon met with disapproval from her ex-husband, her children, and even her close friends. As time and the pressure from everyone around her to end things with Kyle pushes Jackie to her breaking point, it will only take her beau Kyle to teach her how to cope before life passes her by.

Cast

 * Heather Locklear as Jackie Laurens
 * Robert Buckley as Kyle Hamilton, Jackie's new Hawaiian boyfriend
 * Vanessa Williams as Kristine, Jackie's best friend
 * Cameron Bancroft as Daniel Laurens, Jackie's former husband
 * Sam Duke as Will Laurens, Jackie and Daniel's son
 * Jamie Bloch as Jessica Laurens, Jackie and Daniel's daughter
 * Christy Greene as Melinda, Daniel's girlfriend
 * Anne Hawthorne as Clare, Jackie's client
 * Chelah Horsdal as Annie, Jackie's friend
 * Stefanie von Pfetten as Nicole, Jackie's friend
 * Ted Whittall as Dr. Sonnet
 * James Bright as Tommy
 * Thomas Meharey as Andrew