#24: Leonardo DiCaprio and Bar Rafaeli

Duration of Relationship: On and off for 5 years (2005–2011)

Leonardo DiCaprio and Bar Refaeli’s 2011 breakup marked the end of their five-year, on-and-off relationship. Despite being one of Hollywood’s hottest couples, their differing priorities seemed to pull them apart.

Refaeli, a rising supermodel, was eager to settle down, while DiCaprio, known for his love of freedom and focus on his career, wasn’t ready for that level of commitment. Their split was reportedly amicable, and they agreed they were heading differently.