Watch Spread (2009)

Summary:
Spread tells the story a high-end lothario, Nikki (Ashton Kutcher), who has slept his way into a life of privilege. He shares his secrets with us as he hosts parties and beds scores of women, all while living it up at the Hollywood Hills home of a middle-aged female attorney, Samantha (Anne Heche). Everything is going well for Nikki until he meets a gorgeous waitress named Heather (Margarita Levieva), who, unbeknownst to him, is playing the same game that he is. Nikki and Heather find themselves sexually charged by a game of one-upsmanship that has them dining at fine restaurants and crashing posh parties, until the truth of their lives forces them to choose between love and money.