According to Fleiss, in an attempt to save face, Sheen helped prosecutors push her into jail. Fleiss tried to retaliate in 2007 by helping the transvestite Kayla Coxx market a videotape that purportedly shows Coxx and Sheen hanging out at his house while Coxx drops hints about how friendly she is with the actor.
But it's not just women. Sheen's also raised eyebrows with his political beliefs.
In 2006, during an appearance on Alex Jones' radio show, Sheen advanced his controversial Sept. 11 theory: that the fall of the World Trade Center towers looked like a controlled demolition and the U.S. government's account of the attacks ought to be questioned. He explained himself on CNN in March 2006, saying, "I saw the south tower hit live, that famous wide shot where it disappears behind the building and then we see the tremendous fireball. And there was just -- there was a feeling that it just didn`t look ... like any commercial jetliner I`ve flown on any time in my life. And then when the buildings came down, later on that day, I was with my brother and I said, 'Hey, call me insane, but did it sort of look like those buildings came down in a -- in a controlled demolition?'"
Indeed, critics have called Sheen insane, but he maintains his belief. On Sept. 11, 2009, Sheen returned to Alex Jones, calling on naysayers to debate him on live TV.
If Sheen does go to rehab following his Christmas stint in jail, it wouldn't be the first time. He's checked in and out of facilities multiple times for drug and alcohol problems. In May 1998, Sheen was hospitalized after his body "gave out" as a result of the drugs and alcohol he had consumed, according to a spokeswoman for Los Angeles' Los Robles Medical Center. Sheen's father, actor Martin Sheen, issued a tearful statement outside the hospital, saying, "My son is here because of a drug overdose. This is not an easy moment in our lives, but it's a necessary one. Our hope is that he will accept recovery and be fine."
In a 2002 interview with TV Guide, Sheen detailed his demons, explaining how he started drinking again in the early 1990s after a year of sobriety. "I was at Nic Cage's house and he had to go out, so I found a beer and drank it, celebrating my year. Everything bad the experts told me would happen, happened," he said. Perhaps Sheen will heed the advice of the experts this time around.