#9: Naya Rivera and Big Sean

Duration of Relationship: Less than a year (2013–2014)

Naya Rivera and Big Sean’s breakup in 2014 stirred plenty of headlines. It dramatically ended their whirlwind romance and engagement. The couple, who had been dating for less than a year before getting engaged, called it off amid rumors of trust issues.

Reports surfaced claiming that infidelity and misunderstandings contributed to the split, with Big Sean denying allegations and expressing disappointment over how things ended. However, in 2020, Rivera passed away due to drowning while saving her son, adding an extra layer of tragedy to this story.