In “Diamond Girl,” Claire has worked for Denny for four years, and been in love with him from afar. When his brother Regan comes to town to help sell the family vineyard, they agree on a partnership: in order to get Denny away from Margo’s influence (Regan believes she is giving him bad advice), Claire will pretend to be his girlfriend, which Regan promises will make Denny unbearably jealous. This film stars Jonathan Cake, Joely Collins and Kevin Otto.