Louise Brooks was the ultimate heartbreaker. Unable to stay faithful to any of her lovers, she embarked on a pleasure-seeking mission, slipping into the arms of anyone she fancied—men and women alike. With her iconic black bob and celebrity status, Louise felt invincible. Unfortunately, her wild and free-spirited ways led her to an end so tragic, it’s unforgettable.

The price of stardom can be exorbitant—and boy did Aaron Carter pay the ultimate price. While child stars spiraling out of control is nothing new, no one self-destructed quite like the prince of 2000s pop. Carter's chilling fall from grace is one of the darkest stories to come out of the music industry.

Dona Drake was a gifted and fiery triple threat of the 1940s and 50s. But behind her elegant stage alias lay more than just an ordinary name that studio heads wanted audiences to forget. After all, most Hollywood starlets of the time changed their names. Dona Drake was different, and it killed her.

Thanks to his hit show The Honeymooners, comedian Jackie Gleason turned into a 1950s American idol almost overnight. But Gleason’s perverse life behind the scenes would have made his fans furious.

The Grateful Dead’s Jerry Garcia may have looked like Santa Claus—and was just as well-loved—but his beatific smile concealed a dark side that not even music, adoration, or an endless supply of acid could erase.

For a tragically brief time in the 1920s, Rudolph Valentino romanced the world. The “Latin Lover” was one of the biggest stars on the silver screen—and when his life was cut brutally short at the height of his fame, the fallout was legendary.