Brandon Sullivan is a New York City executive and long-term bachelor. He is a sex addict who frequently has sex with prostitutes and masturbates several times daily, sometimes viewing pornography on his work computers. One day Brandon makes eye contact with a woman wearing an engagement ring on the subway during his morning commute. She initially reciprocates, but becomes uncomfortable. When they exit, she disappears into the crowd. He masturbates in the bathroom afterwards at work. Brandon and his married boss, David, hit on women at a club; later, Brandon has sex on a quiet street with Elizabeth, the woman David was pursuing.