The boys attend a boxing match at the Staples Center where they bump into various celebrities. While Turtle and Drama talk up Luke Wilson about his new home theater system, Jimmy Kimmel invites Vince to come on his show to promote "Head On." In the morning, the foursome discuss their past relationships with women, and the consensus (all but Eric) seems to be that it's better to leave a girl dangling than break up with her. Drama also fills Vince in on his old grudge against Jimmy Kimmel. Later on, Eric tries his best to do a pre-interview for Vince's appearance while they all enjoy a game of golf. Afterwards, he breaks it to Vince that one of his one-night stands will be appearing on the show as well. The day of the show, Kristen stops by the guest house to pick up some things from Eric where the visit quickly turns into "break-up sex." Meanwhile, Drama and Turtle visit Rufus, who tells them that if Vince plugs his company on the show, they'll get their home theater system for free. At the show, the boys go to the Green Room while Vince finds sets out for a pre-show apology/visit. Emily shows up and shares a cigarette with Eric, and with a little help from Drama, their free home theater system is secured.

While Vince is determining whether or not he wants to do Billy Walsh's next project as a personal favor, E takes on Anna Faris as a new client.