There's a chance you were too distracted by Britney Spears' 2007 meltdown to even notice her sporadic love life. Well, luckily for you, we were paying attention! Which Hollywood bad boy had his time to shine with Brit Brit?

This notorious Hollywood hottie shared in a brief fling with the queen of pop in 2003, and he even brought her to the premiere of 'The Recruit'!

Asked by Rachel Bortles · Last updated 5 years ago · 2.3K views · SOURCE