18Entry by Andrea Meno
17Entry by PookieJones
Cracked pays people to make smart memes. Visit the Photoplasty and Pictofacts Workshop to get in on it.
With celebrities, it's literally their job to be cool. The great thing is, it's literally impossible to be cool every second of every day. So we asked our readers to show us famous icons of cool having decidedly uncool moments. Because we're all about the schadenfreude, baby.