Diamond Girl is a 1998 Canadian-South African romance drama television film directed by Timothy Bond and starring Jonathan Cake, Joely Collins, and Kevin Otto.

[1] Written by Charles Lazer and based on the novel Diamond Girl by Diana Palmer, the film is about a young paralegal who is secretly in love with her boss, a carefree lawyer who manages his family's Napa Valley vineyard.

Denny's haughty older brother Regan Montana (Jonathan Cake) arrives from London and quickly takes over Claire's office and the planned merger negotiations.

Fearing his younger brother has been talked into a poor agreement by attractive real estate broker Margo De La Vera, Regan knows he can get a lot more money for his family's award-winning Napa Hills winery.

To impress Bernier, he takes Claire to a makeover spa and provides her with expensive stylish clothes, transforming the unassuming paralegal into a glamorous woman.

The next morning, Regan attempts to leave for London—unable to commit to his feelings for Claire—but Denny talks him into returning to her, telling him that he has to stop running away from the things he loves.