When you're as iconic in the entertainment industry as Britney Spears, it's hard to keep your love life under wraps. And the pop princess has definitely had her fair share of famous boyfriends -- do the names Justin Timberlake, Fred Durst, K-Fed and Criss Angel ring a bell?
Justin Timberlake (1998-2002)
They seemed like a match made in Mickey Mouse Club heaven, but when Justin Timberlake and Britney Spears decided to pull the plug on their picture-perfect Hollywood relationship in 2002 after four years of dating, things didn't quite end on a sweet note. Timberlake would go on to write his hit "Cry Me a River," reportedly about Spears' infidelity, and the pair would drift apart over the years.