Charlie Sheen Dating History
January 2011 - January 2011
Sheen reportedly paid Jordan, an adult film actress, nearly $30,000 to spend two days with him.
2011 - Present
Charlie Sheen and Natalie Kenly, a model for marijuana-themed magazines, have been hooking up, with Sheen referring...
January 2011 - Present
Charlie Sheen and Bree Olson, an adult actress, have been hooking up, with Sheen referring to Olson as one of his...
2006 - November 2010
Charlie Sheen and Brooke Mueller began dating in 2006 and then got married in May 2008, then had twin girls in March...
2001 - January 2006
Charlie Sheen and Denise Richards hit it off on when she guest-starred on "Spin City" in 2001. They tied the knot in...
1992 - 1992
Stephanie Seymour and Charlie Sheen carried on a brief romantic relationship in 1992 while she was still seeing Guns...
1988 - 1988
Actor Charlie Sheen had a short fling with Heidi Fleiss back in 1988, long before she became better known as the...
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