01 'The Good Girl' (2002)
Jennifer Aniston plays Justine Last, a married woman who wants to start a family. Her husband mostly spends his days smoking pot. Justine begins an affair with a young man named Holden (played by Jake Gyllenhaal) to escape her life. However, the affair turns dangerous as Justine comes to understand she's made a mistake and fights her way back home.
This was to be Aniston’s break away from her comedic role on Friends. She pulled it off well and showed a serious side to her skills, however, her performance and the film weren't embraced by audiences or critics.