15. Sandra Bullock and Jesse James (2005-2010)
Lesson: Who the hell is Jesse James again?
The relationship between actress Sandra Bullock and TV personality Jesse James fell apart at a crucial time in Bullock’s career and personal life. In 2010, Bullock canceled promotional appearances for her film The Blind Side after news of James’ multiple infidelities came out to the press. The couple was also beginning the adoption process before their split in June 2010, ending with Bullock raising her son Louis as a single parent.
