Mariah Carey, 50 And Nick Cannon, 39—11 year difference

Sadly, their whirlwind romance ended up in splitsville. But it was no doubt fun while it lasted. Apparently, they both met on the set of Carey’s 2008 music video, only to find themselves saying their “I dos” two months later in the Bahamas. Cannon even lovingly shared for one interview that he wakes every morning scratching his head wondering how he was able to bag “the most beautiful woman in the world.”

A few years later—and two kids later—rumors about their separation started floating around. Cannon confirmed the rumors eventually, and, to their credit, they’ve split amicably for the kids. While Mariah Carey kept silence about this marriage, Nick Cannon revealed that it was not their age but position differences that led to separation. After all, Cannon remained a companion to Carey and did his best. The two barely had any fights during that period.