Jason is currently working with his best friend Daniel (Miles Teller) at a publishing house designing book covers. Their friend Mikey (Michael B. Jordan), a young doctor who has been married to Vera (Jessica Lucas) since the end of college, comes to them after Vera requests a divorce. The three decide to go out to a bar and celebrate being single. The group meets up with Daniel's female wingman, Chelsea (Mackenzie Davis), as they try to get Mikey's mind off of his wife. Mikey meets a girl with glasses (Kate Simses), while Jason meets Ellie (Imogen Poots), and hits it off with her after teasing another man that was trying to buy her a drink. Mikey gets the girl's number, but decides not to call, resolving to work it out with his wife. Jason sleeps with Ellie, but escapes her apartment when he discovers circumstantial evidence that she may be a prostitute.