Young, charming and handsome, Nikki (Ashton Kutcher) lives the good life in Hollywood by giving rich, older women plenty of what they want: sex. While his latest conquest, Samantha (Anne Heche) is out of town, Nikki throws a party and meets Heather (Margarita Levieva), a pretty waitress who's cut from the same cloth. After Samantha throws him out, Nikki and Heather begin a game of sexual one-upmanship, but the stakes are higher than Nikki realizes.