#30: Ariana Grande and Pete Davidson
Pete Davidson and Ariana Grande came tantalizingly close to exchanging vows, their whirlwind engagement after a mere five months almost culminating in a trip down the aisle. However, just a few days shy of the big day, they decided to part ways, with Ariana taking the lead in ending the relationship. Pete, it seemed, was left devastated, grappling with the sense that their love story was too good to be true.

As we reflect on their near-nuptials, we can’t help but ponder the ‘what-ifs.’ Would they have welcomed little ones into their lives by now, we wonder? Davidson subsequently embarked on a series of high-profile romances within the industry, while Grande found love and got married to someone else. Yet, in both cases, the paths to lasting love took unexpected turns.