#9. R. Kelly Marries A 15-year-old Aaliyah
Time Stamp: 8/31/1994
He produced most of her debut album, appropriately entitled Age Ain't Nothing but a Number, and appeared on the cover and in her videos. He wrote lyrics like “Let me show you to ecstasy/Boy be brave don't be afraid/Cause tonight we're gonna go all the way” for her to sing. So when the rumors of their relationship and even a marriage certificate surfaced, we weren't completely shocked. That would come a few years later when R's alleged thing for under-aged girls would get bootlegged all over the hood.