Celebrities The Most Depressing Celebrity Trainwrecks of All Time  

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List of the most depressing celebrity trainwrecks of all time. These sad tales of tragedies and unfortunate turns in the lives of stars are just a small glimpse into the price of fame. Unlike the most entertaining celebrity trainwrecks, the famous people featured in the list endured personal hardships and battled inner demons that caused sadness and grief to their family, friends, and millions of fans all over the world. The list includes rock and pop music royalty, former child stars, and even the sexiest women in Hollywood. Most of the most heartbreaking stories of celeb train wrecks end up in the untimely death of a star, whether they died at a young age or just when their career was just taking off.

Global superstars like Michael Jackson and Whitney Houston often made headlines not just for their music and career, but also for their personal battles with addiction and other personal issues. These senseless, shocking, and devastating stories show that the rich and famous are not exempt from pain, sadness, and tragic consequences. Most, if not all, the stars on this list of depressing Hollywood trainwrecks continue to be a part of people's lives, even though some of them have passed away. They have even become legends of music, film, and pop culture because of their downward spiral. Meanwhile, other internationally renowned celebs like Britney Spears and Matthew Perry were able to overcome their battles and return to a sober, more normal life outside of the spotlight.

Who is the most depressing celebrity trainwreck of all time? Vote up for your pick from the list and see how other Ranker members voted. If you really want to feel even more depressed, check out this list of celebrity members of the 27 Club and list of musicians who died in plane crashes.
1 482 VOTES

Chris Farley is listed (or ranked) 1 on the list The Most Depressing Celebrity Trainwrecks of All Time
Photo: via Imgur
While "Saturday Night Live" and Tommy Boy made him a household name by 1995, Chris Farley became increasingly dependent on drugs and food in the last years of his life, appearing at public events notably intoxicated. He reportedly sought treatment for obesity and drug abuse 17 separate times. In December 1997, Farley was found dead of an overdose of cocaine and morphine at just 33 years old.

Age: Died at 33 (1964-1997)

Birthplace: Madison, Wisconsin, USA

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John Belushi is listed (or ranked) 2 on the list The Most Depressing Celebrity Trainwrecks of All Time
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For years, John Belushi was known to friends and Hollywood was as a fun loving guy who enjoyed life. His appetite for partying eventually did him in, though. Overdosing on a speedball (cocaine and heroin) in 1982 ended the life of one of modern comedy's great talents and superstars. His death left a lot of "what ifs?" about his career.

Age: Died at 33 (1949-1982)

Birthplace: Humboldt Park, Chicago, Illinois, USA

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#13 on The Funniest People of All Time

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#39 on Which Actor Would You Bring Back for One Final Movie?

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Whitney Houston is listed (or ranked) 3 on the list The Most Depressing Celebrity Trainwrecks of All Time
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A voice unlike any other, Whitney Houston's life was silenced to a longtime battle with addiction that ultimately caused her untimely death in 2012. For years, Houston's drug and alcohol abuse was well chronicled. Appearing on the "Being Bobby Brown" reality show and her gaunt appearance at the Michael Jackson tribute show in 2001 raised eyebrows. Houston's life and legacy was honored the night after her death at the Grammy Awards.

Age: Dec. at 49 (1963-2012)

Birthplace: Newark, New Jersey, United States of America

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Judy Garland is listed (or ranked) 4 on the list The Most Depressing Celebrity Trainwrecks of All Time
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Hollywood icon Judy Garland was found dead by her fifth husband, Mickey Deans, at their rented London home in 1969. The cause of death was described as "an incautious self-overdose" of barbiturates.

Age: Dec. at 47 (1922-1969)

Birthplace: Grand Rapids, Minnesota, United States of America

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#31 on The Best Actresses in Film History

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