19. Demi Lovato
Demi Lovato is arguably the queen of no makeup selfies. She posts them constantly, and she’s even done a naked, no makeup, no retouching shoot with Vanity Fair to embrace and reinforce the concept of positive body image to other women. And while she usually looks great, this one kind of misfired. Maybe it’s the blonde hair with dark roots or just a weird angle, but we would have guessed this was the kid from Jerry Maguire all grown up before we guessed Demi.