Chelsea (Sasha Grey) is a high-priced $2,000-an-hour call girl in Manhattan, offering a 'girlfriend experience': she'll dress with the client in mind, go to dinner and a movie, listen attentively to talk about work and finances, and she'll provide sex. It's October, 2008: a presidential election nears and the economy is in free fall. She has a boyfriend, Chris (Chris Santos), who's a personal trainer. We are shown five non-consecutive days in Chelsea's life. She's working on her Web page,...

Ben Kalman is aging: he has heart problems, his marriage is over, he's lost a fortune after being caught cutting corners in his East Coast car business, and he's sleeping with as many women as possible - the younger the better. He's chosen his current girlfriend, Jordan, because her father can help him get a new auto dealership; she's asked him to escort her daughter, Allyson, 18, on a visit to a Boston college campus. He behaves badly, and there are consequences to his love life, his finances,...