Charlie Sheen's Five Most Infamous Flubs

Charlie Sheens Christmas arrest is far from his first headline-making scandal.Getty Images/AP Photo
Over the years, Charlie Sheen's gotten himself into more than two and a half messes.

Over the years, Charlie Sheen has gotten himself into two and a half times more messes than even the most free-wheeling celebs.

The actor spent the better part of Christmas Day in a Colorado jail, thanks to an arrest on domestic violence charges. Sheen's latest wife, Brooke Mueller, called 911 from their vacation home in Aspen, Colo., after the two of them apparently fought through Christmas Eve. In the call, Mueller alleges that Sheen pulled a knife and threatened her.

It's the latest in a long line of scandals for the "Two and a Half Men" star. Below, check out the details behind his most recent arrest and his four other infamous flubs.

VIDEO: 911 call that lead to Charlie Sheens arrestPlay

Charlie Sheen

The Christmas Day in Jail

While many Christmas mornings involve hot chocolate and piles of wrapping paper, this Dec. 25, Sheen landed himself in hot water and added to his rap sheet. The 44-year-old actor getting booked at 11:20 a.m. for second-degree assault, menacing and criminal mischief after Mueller, 32, called 911 around 8 a.m.

VIDEO; Colorado authorities say Charlie Sheen used a weapon against his wife. Play

People magazine reported that alcohol and the couple's past history of alcohol abuse led to a Christmas eve spat that turned ugly during the early hours of Dec. 25. In the 911 call recording, Mueller tearfully chokes, "My husband had me with a knife. I was scared for my life and he threatened me." She describes the knife as a "switchblade."

When the 911 operator asks for her name, Mueller says, "Brooke" quietly. When asked her husband's name she waits before admitting "It's Charlie Sheen," and starts crying.

Sheen posted an $8,500 bond Friday night and was released from jail that evening. He's due in court Feb. 8, 2010. Sheen returned to Los Angeles after leaving jail while Mueller and the couple's 9-month-old twin boys remain in Aspen.

But Sheen and Mueller aren't splitting up yet, according to Sheen's attorney. "They have two children together and they love one another," Richard Cummins told media outlets Saturday. "And they're going to work through what is a difficult time and they're going to do that together and as privately as possible." According to Radar Online, the two may also check into rehab together.'s e-mails to Sheen's representatives requesting further comment were not immediately returned.

Charlie Sheen

The Riotous Divorce From Denise Richards

The actor's reported blowout with Mueller isn't the first time his marital fights have turned public. The years-long back-and-forth between Sheen and his second ex-wife, Denise Richards, made their divorce the subject of tabloid headlines long after their four-year marriage officially ended in 2006. The faux pas that took the cake came in June 2008, when Richards released a three-year-old, expletive-laced voice message from Sheen. The highlight: a curse-filled rant from Sheen calling his ex-wife -- and the mother of their two daughters, Sam and Lola, -- a "f***ing c**t" and a "f***ing n****r." Sheen followed up by releasing an apology for what he called his "choice of words."

Charlie Sheen

The Heidi Fleiss Connection

Sheen's lady problems extend beyond his wives. In 1993, Heidi Fleiss, nicknamed the Hollywood Madam for the services she provided some of the industry's biggest names, was arrested in an undercover sting operation that unveiled her client list. Sheen's was the most notable name on her roster. At Fleiss' 1995 federal trial, Sheen admitted in videotaped testimony that he ordered her call girls at least 27 times, running up a tab of more than $50,000.

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.

Charlie Sheen

The Controversial 9/11 Theory

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.

Charlie Sheen

Sheen's First Rehab Stint

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.