7. Oprah Winfrey
The globally-successful billionaire entrepreneur, philanthropist, television host, and 2-time Oscar Award-nominated icon is known to have gone through trying times while first attempting to make her big break. Dealing with institutional and social racism as an African-American woman, Oprah managed to make her way up to the top of the industry ladder and is now one of the most well-regarded philanthropists. Prior to all of her career battles as she made her way to fame, Oprah experienced one of the more disturbing childhoods of those in entertainment. As a child, Oprah dealt with an abusive father who got her pregnant as a child at the age of nine. As she was barely of age to have even understood pregnancy, naturally, the child did not survive the birth and died two weeks after being born.
6. Angelina Jolie
Probably one of the most gossip-inducing actresses ever to strut her presence on camera, Angelina Jolie has had her fair share of controversial headlines, from her scandalous “theft” of Brad Pitt from Jennifer Aniston, to her bouts and separations with former husband, Brad Pitt, with whom Jolie recently divorced. Although, prior to her odd publicity stunts throughout her celebrated award-winning celebrity career, Angeline Jolie mustered through some darker times in her childhood. Her past saw numerous instances of drug use, from her daily use of heroin and cocaine in her early twenties to a reportedly intense experience at California’s Disneyland Theme Park while on LSD. The now-sober actress was supposedly required to do drug testing to land her leading role in the 2000 action-adventure production of Tomb Raider.
5. Drew Berrymore
Drew Barrymore is a brilliantly-talented actress known for her early child-starring roles in E.T. and other movies, as well as her more recent box office hits like Charlie’s Angels, Scream, and Donnie Darko. She has additionally gone on to win a Golden Globe Award, as well as numerous other prestigious industry awards and nominations. Prior to all of her critical acclaim and commercial success as a leading Hollywood actress, Drew Barrymore also suffered through some harrowing times. As a young up-and-coming motion picture doll, Barrymore developed an immaturity that led her to exceedingly early-aged drug use. Taking up excessive smoking and becoming an alcoholic from the prevalence at which she was drinking, Barrymore was forced into rehab at the early age of just 13.
4. Caitlyn Jenner
Olympic champion and transgender member of the Kardashian family, Caitlyn (formerly Bruce) Jenner has risen to fame through his family’s reality television shows, as well as his recent decision to transition from male to female. The former Olympic winner and television star has also been known for his past offenses. Jenner caused a fatal car accident on the Malibu stretch of PCH in 2015 where, according to eyewitnesses, Jenner rear-ended a white car in his SUV and sent it straight into oncoming traffic. The white vehicle was then struck by a Hummer, and the driver was killed while seven others involved sustained injuries. Jenner was not hurt in the wreck and initially claimed that he was being chased by the paparazzi (believed by law enforcement to be untrue).
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