The "Dark Horse" singer's exes include famous musicians like Gym Class Heroes' Travie McCoy and John Mayer along with former 'Sons of Anarchy' star Johnny Lewis and comedian Russell Brand. Next one won't be so easy.
This one was tricky. It was youngest JoBro Nick who snagged both Miley Cyrus and Selena Gomez back in the day.
One of Demi's most famous flame was 'That '70s Show' actor Wilmer Valderrama—who's been romantically linked to other singers like Mandy Moore, Ashlee Simpson, Linsday Lohan and Avril Lavigine.
JT's love list is strong: Britney Spears, Alyssa Milano, Cameron Diaz and Jessica Biel. Lucky man, lucky man.
The singer/actress/designer has tried her hand at love with a range of men from former 98 Degrees boy bandeer Nick Lachey to Smashing Pumpkins' frontman Billy Corgan and current husband Eric Johnson.
Mayer was known as one of Hollywood's most famous womanizers and he has a bucket list of famous female exes.
We're always rooting for our Jenny from the block when it comes to finding love.
Barring first love Justin Timberlake, Brit Brit keeps her love interests relatively un-famous. Don't feel bad if you got this one wrong.
According to the middle JoBro's dating history, you're 80% likely to date him if your name end with an "ah" or "ee" sound.
With four decades under her belt, we wouldn't expect the queen of pop's list of boy toys to be any less grand.