Aaliyah and R. Kelly
How long did it last? Less than 3 months
The country was shocked and appalled to learn that 15-year-old music darling Aaliyah had eloped with a 12-years-older R. Kelly in the ’90s. Their marriage certificate was published in Vibe magazine, but their union was annulled by Aaliyah’s parents in February 1995 after less than 90 days.