Erin Langford (Drew Barrymore) is a 31-year-old woman who is having trouble pacing her life. She is still in grad school and she recently got a job as a summer intern at a newspaper in New York. While out with a friend at a bar, she meets Garrett (Justin Long), who interrupts her game of Centipede (video game). The two then drink together and end up at his place, where they smoke from a bong and have sex while Garrett's roommate Dan (Charlie Day) "DJs their hook up". The next morning, Erin is anxious to leave but Garrett asks her to have breakfast with him and she agrees. She then tells him that she is only in New York for six weeks and is not looking for a relationship. He agrees to keep things casual.