We won't list all 5000 of Sheen's alleged conquests here, but suffice it to say, the guy's a player. But that doesn't mean he's above paying for it— the one place he may be listed more frequently than the Hollywood trades is madam Heidi Fleiss's infamous black book.
Stats
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Born:
Sept. 3, 1965
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Full Name:
Charlie Irwin Sheen
Relationships
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Now
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(
Feb. 2011
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Now
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Hooking Up
According to the co-editor of Cali Chronic X Magazine, Jeffrey Peterson, Charlie Sheen started pursuing "Chronic Girl 2010" Natalie Kenly soon after her cover photo appeared on the February, 2010 issue of the magazine. She was one of the two ...
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March 2011
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April 2011
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Split Up
Charlie Sheen told 20/20, and the world, that despite being kicked off his show, life was great. "It's perfect. It's awesome," he said, and part of that was thanks to the two "Goddesses" he lives with. One of them was ...
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2006
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Nov. 2010
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Divorced
Sheen's third marriage was to Mueller, a real estate agent and former actress. "This feels like my first real marriage," said Sheen, "The first one was a show, the second one was a con, and this one is the real deal."
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Oct. 2010
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Oct. 2010
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Split Up
If a celebrity scandal involves alcohol, cocaine, $7,000 in damages, a porn star locked in a bathroom, and crazed naked people, it's a safe bet Charlie Sheen is at the center of it all. The highest-paid actor on television was back ...
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2006
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2006
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Dated
Dupre, known then as "Victoria," was allegedly sent to Sheen in cheerleader role-play attire along with another girl for a well documented birthday celebration. Their pimp alleged that "Sheen got the girls... chanting 'Charlie! Charlie! He's our man. If he ...
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2002
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2006
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Divorced
Sheen and Richards met on Scary Movie 3, but things really got scary after they married with Richards alleging Sheen threatened to have her killed and was so paranoid about 9/11 conspiracies that he kept guns under their coffee table. ...
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1997
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1998
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Split Up
Hunter was yet another porn star slumming with Sheen in the 1990s. Sheen's lucky he didn't catch HIV, because Hunter's also reportedly slept with Magic Johnson
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1996
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1996
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Dated
Sheen pleaded no contest to smashing then-girlfriend Ashland's face into the marble floor of his home, knocking her unconscious, then threatening to kill her if she told anyone what had happened. But don't worry, justice was served— the millionaire was ...
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(
1995
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1996
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Divorced
Within six weeks of meeting, Sheen and Peele were marrie,d and after 4 months and 24 days, they split. Sheen reportedly explained the divorce by saying "You buy a car, it breaks down." He should have married Yoko Ono— very ...
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(
1990
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1995
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Split Up
Pornstar Lynn (what would her "porn name" be?) once said, "When Charlie's sober, he's sweet, kind, loving, generous. When he's drinking and using, he's out of control." After they split she sold the pearl necklace he gave her on Ebay. ...
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(
1989
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1990
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Split Up
Sheen and Preston were engaged and living together when she was shot in their home by a gun that Sheen had left... loaded... in the pocket of his crumpled-on-the-floor pants. When she moved the pants, the gun went off and ...
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![]()
(
1983
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1984
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Split Up
At age nineteen, Sheen fathered a child, Cassandra Jade, with sixteen-year-old Profitt, his girlfriend at the time. Proud grandfather Martin Sheen, a good Catholic, set her up with a house and trust fund so she wouldn't abort the baby.
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(
Jan. 1981
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Dec. 1981
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Split Up
Penn and Sheen dated when she was fifteen and he was sixteen. She was already working as a model and he was the star pitcher at Santa Monica High School.
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