#15: Brad Pitt and Angelina Jolie

Duration of Relationship: 12 years (2005–2016)

The publicized breakup between Angelina Jolie and Brad Pitt in 2016 shocked fans. It ended their 12-year relationship and two-year marriage. Often referred to as “Brangelina,” the couple seemed inseparable, sharing six children and numerous humanitarian efforts.

However, their split came after an alleged altercation on a private plane, leading to a custody battle and an FBI investigation, though Pitt was eventually cleared of wrongdoing. Jolie cited “irreconcilable differences” in her divorce filing, requesting full custody of their children.