15) Jennifer Lopez and Ben Affleck

Jennifer Lopez and Ben Affleck, famously dubbed "Bennifer," started dating in the early 2000s. Their whirlwind romance captivated fans, but they called off their engagement in 2004. Nearly two decades later, they rekindled their love in 2021, much to the delight of fans. They married in 2022 in a private yet glamorous ceremony but Lopez filed for divorce on August 20, 2024. Their on-and-off romance has become one of the biggest stories in pop culture, proving that timing often makes all the difference.
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Edited by Vinayak Chakravorty