The 17 Craziest Charlie Sheen F*ck Ups of All Time

Rachel Stewart Power
Ranker 52,088 views 17 items

We've seen more of Charlie Sheen's insanity than ever before since he's recently 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 recent trip to the ER with a Hernia after doing coke for 36 hours with prostitutes and porn stars. 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 -- 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 his status to try and get a hooker, here are his most dumbass shenanigans all in one place.

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6

Charlie Sheen Tries to Use His Status to Email a Hooker

This time our good pal Charlie Sheen was a real lady killer - during a recent stay in Vegas, he was looking for some good old fashioned company and happened upon a website called CityVibe.com where, of course, it's all about good clean fun.

Someone named "Ginger" caught Sheen's eye, and so he called the number listed in her ad to no avail.

So, being the resourceful young man that he is, Sheen emailed the potentially busty hook up, with a charming allusion to his status as an A-list actor:

I'm an A-lister you might like to meet. Here's the full email:
7

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

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.
8

Cures Drug and Alcohol Addiction with His Mind

This one definitely puts Charlie Sheen on the market for being out of his mind. He said on the record while calling in to "The Alex Jones Show" that he does not have a drug and alcohol problem because, well, he cured it...with his mind.

That's right, all the research and studies that lab scientists and doctors have done over the years in hopes of curing drug and alcohol addiction lied only a few feet away from a test tube (be it an unsanitary one lying on the floor of a Vegas hotel): Charlie Sheen's highly intoxicated mind.

Sheen claimed that Alcoholics Anonymous, the rehab that he was forced to check himself into after completely blowing it (literally) after a three day bender, is a cult. And that "it's stupid and followed by STUPID people."

Now if only Sheen can cure his anger management problem with his mind, and his elementary attempt of insulting people with the word "stupid," we would be living in a better place.
9

Charlie Sheen Sleeps with Thousands of Women, Apparently.

Let's go ahead and take a trip down memory lane, and consider all the porn stars, escorts, random bar chicks, and wifeys that Charlie Sheen has had the pleasure of violating.

Sheen supposedly has slept with nearly 5,000 different women. How? Who the hell knows.

And also, if you pay for sex, shouldn't that damper the number a bit? He was listed number two on a recent "Living Sex Legends" list, and his past "love" affairs include Brooke Mueller, Denise Richards, Kelly Preston, Tamara Beckwith, Tabitha Stevens, Dolly Fox, Paula Profitt, Sarah Bruce, Heather Hunter, Ginger Lynn, Donna Peel, and the list goes on and on.
10

Charlie Sheen Calls the Public "A Bunch of Turds" for Talking About His F*ck Ups

After the "bad reaction to medication/hernia" incident, Sheen checked himself into rehab.

According to Radaronline.com, Sheen's only comment on the situation was "I'm fine. People don't seem to get it.... Guy can't have a great time and do his job also? Bunch of turds."

Production on his hit TV show Two and a Half Men has been put on hold until Sheen completes his rehab program.

CBS, Warner Brothers TV and Chuck Lorre, Two and Half Men creator, issued a statement commenting, "We are profoundly concerned for his health and well-being, and support his decision." I give them props for keeping the hope alive, even though they're paying him almost $2 Million PER EPISODE OF TWO AND A HALF MEN.