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The Craziest Charlie Sheen Screw Ups of All Time

If you put all of the crazy things Charlie Sheen has done in one place, you start to notice a trend. The guy does not give a f*ck. We've seen more of Charlie Sheen's insanity than ever before since he started opening his mouth defending himself, most notably when he's gone literally against the hand that feeds him by starting a "war" with CBS and Two and a Half Men creator Chuck Lorre. Not to mention his trip to the ER with a hernia after doing cocaine for 36 hours with prostitutes, hookers, and porn stars, AND that story where Charlie Sheen shot wife-to-be Kelly Preston on accident.

This may all lead you to ask: What drugs has Charlie Sheen done? Too many to count. The guy is crazy. Through the years, few stars have seen more trainwrecks than Charlie Sheen. So here, in full list-form and in all their headline glory, are the craziest things Charlie Sheen has ever done - high or sober - and that's saying something. From taking a knife to your girlfriend, to flat out shooting her, to threatening your wife's life, to using your status to try to get a hooker, here are his most dumbass, "Charlie Sheen crazy" shenanigans all in one place.

What did Charlie Sheen do? Probably anything you can think of, and his arrest record proves it. He may be a movie star, but he's also technically a criminal. Enjoy these (accidentally funny) totally crazy Charlie Sheen stories and be glad that you (probably) have your life together just a little bit more than this guy. 

  • 1
    290 VOTES

    He (Allegedly) Pulled A Knife on His Dentist

    In October 2014, Sheen was undergoing treatment for an abscess on his tooth. His dental technician claims that he suddenly became belligerent after being administered nitrous oxide, striking the technical and pulling a knife on the dentist. Then, his bodyguard informed the dentist that Sheen was high on rock cocaine as well.

    Though Sheen's publicist claimed there were no illegal substances or a knife involved at all, as other items on this list indicate, this wouldn't be the first time Sheen reached for a knife.

    Is this crazy?
  • 2
    292 VOTES

    Drunkenly Pulls a Knife on Girlfriend, Gets Arrested

    Photo: flickr / CC0

    After he drunkenly pulled a knife on Brooke Mueller, Sheen was carted away to Pitikin County Jail for an eight hour incarceration... on Christmas Day.

    That's right, he pulled a KNIFE on a significant other. A KNIFE - like a greaser in the 50s. He's a multi-millionaire and he pulls a KNIFE.

    He was released on $8,500 bail (WTF, seriously), and of course, faced a court date and subsequent legal issues, including a restraining order. After the incident, Sheen was charged with felony menacing, third-degree assault and criminal mischief. Sheen copped to misdemeanor assault as part of a plea bargain in which the other charges against him were dismissed.

    According to a story written by Associated Press reporter Solomon Banda, Sheen was "sentenced to 30 days in a rehabilitation center, 30 days of probation, and 36 hours of anger management."

    Sheen is also prohibited from owning a gun for the rest of his life (see item 15 for irony). 

    Oh yeah, this also happened on Christmas day. CHRISTMAS. DAY.
    Is this crazy?
  • 3
    180 VOTES

    Charlie Sheen Wins an Argument Over a Song Using a Knife. A KNIFE.

    Video: YouTube

    Here we go again. Sheen held a knife to then wife Brooke Mueller's neck in an altercation that started with the Train song "Drops of Jupiter."

    That's right, they were arguing over a song - which, in turn, caused Charlie to threaten a woman's life.

    According to Mueller's account of events, Sheen said, "You better be in fear. If you tell anybody, I'll kill you, I have ex-police I can hire who know how to get the job done and they won't leave a trace."

    Embedded here is the song which, as far as anyone can tell, would drive most people to murder.
    Is this crazy?
  • 4
    344 VOTES

    Accidentally Shoots Kelly Preston with a Gun

    Photo: Metaweb / CC-BY

    Clearly not exactly sober at the time, Sheen "accidentally" shot his then-fiance Kelly Preston in the arm; the wound required two stitches - which, as you can imagine, didn't exactly work wonders for their engagement at the time.

    Soon after that, Preston dumped Sheen and ultimately ended up with her current beau, cult-ambassador, possible-LGBT-leader and actor John Travolta.

    Apparently no one filed charges, probably because everyone involved already knew Charlie Sheen and what to expect from the guy, and hey, at least this one wasn't on Christmas.
    Is this crazy?