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?
Reg Jones (1995-1997)
Before she was a big deal in the pop music scene, Britney Spears was just a regular teen growing up in rural Louisiana. And her boyfriend at 14 was a guy by the name of Reg Jones who, as Us Weekly would reveal years later, was the one Spears lost her virginity to. Spears' lawyer Eric Ervin admitted to Us that Spears' "virgin" image was a "PR blitz." So much for that!