Charlie Sheen: The Bizarre Relationship Timeline Of His Love Life

Charlie Sheen at the People's Choice Awards in 2007.

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Marriage issues, porn stars, legal troubles and crazy behavior have filled the actor's love life.

Charlie Sheen recently reached a new level of bizarre in the relationship department. As 20/20 just revealed, he keeps two live-in girlfriends at home who help raise his twin boys, Bob and Max. Oh, yeah. And he refers to them as "the goddesses."

Not surprisingly, one important person in this little scenario isn't all-too happy about Charlie's living arrangement. She probably isn't thrilled about the public drug sprees. Or the weekends in Vegas with prostitutes, either… That person would be Brooke Mueller.

According to PopEater, the mother of Bob and Max, and Charlie's soon-to-be ex-wife, was able to file a restraining order on Tuesday evening after the Two and a Half Men star allegedly threatened her, saying: "I will cut your head off, put it in a box and send it to your mom." Wow. Angry, much?

Bob and Max were removed from Sheen's home on Tuesday night.

This is not Charlie's only legal woe at the moment. He is in the midst of a battle with TV-giant CBS and the minds behind Men, who decided to stop the show mid-season after the star's wild antics. Sheen wants his full $2 million-per-episode salary. CBS says they are just fine running Two and a Half Men reruns, which are pulling in great ratings.

And let's not forget, the show debacle is on top of the legal troubles with Mueller—who is just one gal in a parade of women to make headlines with Charlie over the years.

Here, we take a look back at the notable women who have filled the actor's love life and provided plenty of tabloid fodder. It has been a crazy ride, to say the least, and all indications show that Charlie isn't slowing down anytime soon.

In his own words to 20/20: "That's how I roll. I have one speed: Go!"

January 1990: Charlie's fiancée, Kelly Preston, is accidentally shot in the arm. He was carrying a gun in the pocket of his jeans and forgot about it. When she picked up the jeans later on, it went off. Oops. Soon after, Kelly dumps him and marries John Travolta. Oh, good decisions…

July 1995: Charlie appears in court to testify in the tax-evasion trial of Hollywood Madam Heidi Fleiss. He was a frequent client of her illegal happenings, ordering up call girls at least 27 times and dropping more than $50,000 on the services. "I love sex and I can afford it," he says to justify his actions. Classy. [Source: The Hollywood Reporter]

September 1995: Some relationships just aren't built to last... The actor gets hitched to model Donna Peele, but their quickie marriage dissolves after six months.

December 1996: Charlie is put in the slammer for beating his porn-star girlfriend, Brittany Ashland. She claims he slammed her into the floor, breaking open her lip and knocking her unconscious. He allegedly threatens to kill her if she tells anyone about the incident. Sheen later pleads no contest to the assault and is sentenced to two years probation, one-year in prison (a term which is eventually suspended), and eight counseling sessions—which don't exactly lead Charlie down the right path. 7 Most Repulsive Celebrity Douchebags Right Now

July 2002: After screen-legend pop Martin Sheen turns him in for violating parole, and a stint in rehab a few years earlier, a seemingly cleaned-up Sheen marries Bond-girl Denise Richards. [Source: Los Angeles Daily News]

March 2005: Richards leaves Charlie and files for divorce while six-months pregnant with their second child. She says Charlie is still abusing drugs and alcohol, and an ugly custody battle over their two daughters makes headlines. [Source: TV Guide]

April 2006: Restraining Order #1… Sheen is told he must stay 300 yards away from Denise and their kids, except during supervised visits, because he reportedly acted violent toward Richards and her parents. Denise Richards Doesn't Love Abusive Charlie Sheen

May 2008: Sheen makes another trip down the aisle, this time with real estate investor Brooke Mueller. Will the third time be a charm for Charlie?  ...Um, no. Charlie Sheen Is Engaged. To Be Married. To A Woman.

December 2009: The Men star's anger management issues continue. Charlie lands in jail and is slapped with assault charges for allegedly hitting his wife. Brooke and Charlie separate.

October 2010: While on a good ol' family vacation with Denise Richards and their daughters in NYC, Charlie tears up a room at The Plaza Hotel. He is partying with porn-star Capri Anderson at the time, who sues him for choking her. Sheen counter-sues for extortion. Nothing comes of the incident. Legally, anyway. His bizarre behavior certainly leaves an indelible mark on the world of pop-culture crazies, though. Charlie Sheen Enjoys Escorts, Throwing Hissy Fits?

January 2011: Sheen heads to Vegas where he lives it up with strippers, adult-film stars and Michelle "Bombshell" McGee. He gets back to Hollywood in time to resume filming on Two and a Half Men. However later that month, Charlie is such a cut-up that is rushed to the hospital after "laughing too hard at the TV." Right... His hit show goes on hiatus. [Source: The Hollywood Reporter]

February 2011: After some at-home rehab, Mr. Sheen goes on 20/20 to show the world his "goddesses," a former model and porn star who live with him at his L.A. home and help raise his two sons. We bet this is where Brooke Mueller gets just a snitch upset.

March 2011: Brooke files for a temporary restraining order after Sheen's alleged "I will cut off your head" threat, and Bob and Max are taken from Charlie's house and custody. He states on The Today Show that he does not know where his sons are, and tells his estranged wife: "I'm sorry you felt that this had to be done in this way, but this does not display any responsible parenting in anything that I'm familiar with." Oh, Charlie.

It's hard to predict the actor's next moves and next loves. All we know for sure is that we'll be keeping tabs on Charlie for quite some time.

Photo Source: INF

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