celebrities Hollywood's Most Famous Black Sheep  

Evan Lambert
5.5k votes 1.3k voters 584.9k views 29 items Embed

List Rules Upvote the craziest, most out there celebrity black sheep, who have their famous siblings, parents, and children shaking their heads.

Every family has a black sheep. You can't go to a family reunion without running into at least one son, grandson, or nephew - or daughter, granddaughter, or niece - who just can't seem to fit in. Thus, it shouldn't be a surprise that famous people have their own "black sheep of the family." No matter how successful and rich celebrities might get, they'll still have one or two celebrity siblings or celebrity children who fail to impress and thus fall by the wayside. (Case in point: Michael Douglas's son and brother.) Other times, if the famous family in question is particularly scummy, then someone in it might be deemed the black sheep just because he's worse than everyone else in the family. (Case in point: Michael Lohan.)

Famous people with black sheep in their family run the gamut from politicians to musicians to Hollywood stars, and they never fail to be embarrassed by their recalcitrant relatives. Just imagine trying to be President of the United States when you have a brother who drunkenly pees in public on the reg. (See: Jimmy Carter's bro.) Or imagine trying to build a career as a sexpot pop star when you have a dad doing interviews in which he calls you fat and stupid. (See: Rihanna.)

The black sheep of the family doesn't always have to be crazy or weird, either. Sometimes he or she can earn the title just for being less successful than their siblings or parents. For example, Rob Kardashian isn't particularly strange personality-wise, but he definitely doesn't stack up to his siblings and mother in terms of individual fame. That sock line didn't quite take off like Kim's... well, whatever Kim does.

Cast your votes below for the strangest, craziest, and most baffling celebrity black sheep and rest assured that there are plenty of Hollywood celebs who have relatives who are just as nutty as yours! 
 
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Gordon Ramsay's Brother Ronnie Ramsay


Gordon Ramsay's Brother Ro... is listed (or ranked) 1 on the list Hollywood's Most Famous Black Sheep
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By 2009, Gordon Ramsay had already developed a reputation as a cold, emotionally-distant brute. But that reputation reached new heights when reports surfaced of Ramsay refusing to send money to his homeless brother Ronnie after Ronnie's release from an Indonesian jail. But then reports surfaced of Ronnie's alleged death threats against Gordon and his children, and people sort of forgave Gordon for his coldness.
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Reese Witherspoon's Brother John D. Witherspoon


Reese Witherspoon's Brothe... is listed (or ranked) 2 on the list Hollywood's Most Famous Black Sheep
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In 2002, Reese's brother John was charged with aggravated burglary and sexual battery after breaking into his neighbor's house and planting kisses on her body while she was asleep, so you can't really blame Reese for not wanting to talk about her brother very often.
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Christopher Nolan's Brother Matthew


Christopher Nolan's Brothe... is listed (or ranked) 3 on the list Hollywood's Most Famous Black Sheep
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Christopher Nolan is the mastermind director behind the Dark Knight trilogy, and is credited for bringing gravitas to the superhero genre. His brother Matthew, on the other hand, is more of a supervillain. In 2009, Matthew was charged with the kidnapping and murder of a Florida accountant, and was soon whisked to a dank, decrepit prison that is very similar to the "Pit" seen in The Dark Knight Rises.
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Robert F. Kennedy's Nephew Michael Skakel


Michael Skakel is listed (or ranked) 4 on the list Hollywood's Most Famous Black Sheep
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Perhaps Michael Skakel, the nephew of Robert F. Kennedy's widow, could have used a few pointers from that show How to Get Away with Murder. When he was just 15, Skakel bludgeoned his neighbor to death with a golf club and later quipped that he could "get away with murder" since he was a Kennedy. Nope. He ended up serving 11 years in jail.