Age: 25
Occupation: Singer
Forget Jamie Lynn Spears and Ashley Simpson—the crown for coolest (and hottest) pop star sibling has to go Beyonce's baby sis. Unlike the robotic drone of her sister, the single mother isn't afraid to admit she has vices: weed and Corona. As soon as she grows her hair back, we're back on it!

DECADE ACHIEVEMENT: Creeping out of her sister's shadow by posing for our "Women Are Complex, Too" feature in our 10th Anniversary Issue.