Three romantic comedies starring Jennifer Aniston. 'Friends With Money' (2006) is a comedy about the shifting relationships between four women who have been friends all of their adult lives. The three women with money, Franny (Joan Cusack), Jane (Frances McDormand), and Christine (Catherine Keener), share a concern for Olivia (Aniston) who seems unable to make a living or sustain a relationship - at least by their standards. Their group examination of her lack of options magnifies each of their own doubts and concerns about the marriages and careers to which they have committed themselves. In 'The Break-Up' (2006), when Brooke (Aniston) breaks up with her insensitive boyfriend Gary (Vince Vaughn), neither of them is willing to move out of their apartment. As each of them takes advice from their friends, they decide to start using a series of mind games and strategies to try and force the other to leave, but before long they discover that they might just be fighting to keep their relationship alive. Jon Favreau and Vincent D'Onofrio co-star. In 'Along Came Polly' (2004), Reuben (Ben Stiller) is a risk assessor for an insurance company, and hates taking risks of any kind. But when his new bride runs off with the diving instructor on their honeymoon, he begins to wonder if his risk assessment is so accurate after all. On his return from his disastrous honeymoon, he runs into the beautiful, free-spirited Polly (Aniston), an old acquaintance from junior high, at a party. But is he ready to put his feelings on the line, let himself go and have some fun with her?