After Hogarth Hughes (Eli Marienthal) finds a huge iron robot (voiced by Vin Diesel) tangled in the high-tension wires near his house, the boy rescues the talking, alien machine and the two become fast friends. But, when the Iron Giant starts munching on cars and tractors around town, Hogarth's neighbors start looking for the culprit, and the resulting commotion attracts the attention of a paranoid government agent (Christopher McDonald) who wants to destroy Hogarth's pal. Directed by Brad Bird. With Jennifer Aniston and Harry Connick Jr.. Categories: Animation, Drama, Family, Sci-Fi. Year: 1999.

Jennifer Aniston in The Iron Giant
Peter Gibbons (Ron Livingston) is a normal guy in his thirties, sick of the mindless tasks and bureaucratic nonesense that he's subjected to everyday at his job working for a computer software company. To deal with his depression and endless requests from his boss, Bill Lumbergh (Gary Cole), to come in on weekends, Gibbons undergoes hypnotherapy. But, when the hypnotherapist falls over dead before the end of their session, Gibbons stops going to the office and, later, teams up with two of his coworkers to put a virus on their company's network that will allow them to embezzle thousands of dollars. When the plan goes awry, Gibbons has to figure out a way to cover his tracks and explain his erratic behavior to his new girlfriend (Jennifer Aniston). Directed by Mike Judge. With John C. McGinley, Ajay Naidu, David Herman, Diedrich Bader and Stephen Root. Categories: Cult Classics, Comedy. Year: 1999.

Jennifer Aniston in Office Space
Kate Mosley (Jennifer Aniston) is having difficulty getting ahead in her career because her boss believes that only married employees deserve promotions. To get the position she's earned, Kate pretends to be engaged to Nick (Jay Mohr), a man she recently met at a friend's wedding. In the beginning, her plan works perfectly, securing a promotion and helping her catch the eye of a coworker (Kevin Bacon), who only dates women who are already in relationships. But, when Nick reveals that he is falling in love with Kate for real, she'll have to reevaluate her priorities and decide if she is meant for true love. Directed by Glenn Gordon Caron. With Olympia Dukakis. Categories: Comedy, Drama, Romance. Year: 1997.

Jennifer Aniston in Picture Perfect