Charlie and his wife, Brooke Mueller, welcomed their twin boys into the world on March 14, 2009. The couple named their newborns Max and Bob. These are Charlie's fourth and fifth children over three different marriages.
In June 2008, Charlie's ex-wife Denise Richards, revealed to a magazine that their two daughters were both in therapy to help deal with their parents split. Even more interesting was the fact that the children were only three and four years old while going through this "therapy."
Charlie has been nominated for two SAG awards. In 2000 he was nominated for Outstanding Performance by a Cast in a Theatrical Motion Picture for Being John Malkovich. In 2005 he was nominated for Outstanding Performance by a Male Actor in a Comedy Series for Two and a Half Men.
Charlie loves barbeque sauce, and has even thought about releasing his own brand someday.
In August 2007, Charlie was dissatisfied with the amount of time he was allowed to spend with young daughters, Sam and Lola. So, he filed for additional custody rights. He was originally accused by his ex-wife, Denise Richards, of popping pills and having frequent mood swings, so he could only visit the kids with court supervision. However, now he wants an extra weekend with them every month, along with the freedom to choose his own nanny, and he doesn't want anyone calling the house unless there's a medical emergency. As it is, Charlie feels that his current nanny, who was chosen by Denise, is spying on him for Denise.
Charlie and Brooke Mueller announced their engagement in July 2007. They got married about a year later, on May 30, 2008, in Beverly Hills. The couple exchanged personally written vows, with Charlie vowing to, among other things, "organize less" and "stop breaking a hug too soon". Charlie's three daughters acted as flower girls at the wedding.
As of season 4, Charlie is paid $350,000 per episode for Two and a Half Men, making him the highest paid actor currently on television. 
In 2006, a prostitute, using only the name of Olivia, released a tell-all book, claiming Charlie had a prostitute dress up as a cheerleader in order to fulfil his alleged young-girl fantasies.
Charlie has turned down several roles that eventually went to Woody Harrelson. They are White Men Can't Jump, Indecent Proposal, and The Cowboy Way.
Charlie loves deep-sea fishing.
Charlie narrowly missed out on the role of Bruce Wayne in the 1989 film Batman.
Charlie is Roman Catholic.
In 1994 Charlie got a star on the Hollywood Walk Of Fame.
In 2002 Charlie won the Golden Globe for "Best Performance By An Actor In A Television Series-Comedy Or Musical" for his work in Spin City.
One of Charlie's best friends died of breast cancer. Since then Charlie has raised millions of dollars for breast cancer research.
In 1990 Charlie accidentally shoot his ex-fiancée, Kelly Preston in the arm. Their relationship ended shortly after.
Charlie was nominated for "Best Actor In A Comedy Series" at the 2006 Emmy Awards for his role in Two And A Half Men. He was also nominated in 2007 and 2008.
Charlie got the scar on his chin while filming No Man's Land. A prop explosive detonated accidentally, ripped into his chin and required eight stitches.
Charlie and ex-wife, Denise Richards, both had minor roles in Loaded Weapon 1, several years before they met on the set of Good Advice in 2001. The pair have also both guest-starred on the TV show Friends.
On May 20, 1998 Charlie overdosed on cocaine and was rushed to the Los Robles Medical Center.
Charlie's daughter, Sam was born during the production of Scary Movie 3. Since the movie's initials are SM, he and then-wife, Denise Richards wanted a name with those two initials.
On April 23, 1998, a thief stole two dozen rare baseball cards belonging to Charlie in NYC - the cards, on loan from the star and valued at $170,000, were housed in a display case at the "Official All-Star Cafe".
Charlie was listed as one of twelve "Promising New Actors Of 1986" in John Willis' Screen World, Vol. 38.
Charlie attended high school with actors Sean Penn and Rob Lowe, and remains good friends with both men. Charlie was a good student but let his grades slip when he repeatedly skipped school to play baseball, with his fastest pitch being recorded at 84 mph. Eventually he was expelled from the school.
As a child Charlie fought constantly with older brother, actor Emilio Estevez.
His grandmother on his father's side was an Irish immigrant, and his grandfather was a Spaniard.
Charlie: (On being sober) I blinked and I cured my brain. That's how. Everyone has the power.
Charlie: (On winning) Every day is just filled with just wins. All we do is put wins in the record books. We win so radically in our underwear before our first cup of coffee, it's scary. People say it's lonely at the top, but I sure like the view.
Charlie: (On if he is an addict) I don't believe myself to be an addict. I really don't. I think that I just ignore or smash or finally dismiss a model that I think is rooted in vintage balderdash, you know? For lack of a better word.
Charlie: (On if he hopes the TV series Two and a Half will resume shooting) Hope is for suckers and fools.
Charlie: (On being an underpaid rock star) I'm underpaid right now, sure. ... I'm tired of pretending like I'm not special. I'm tired of pretending like I'm not bitching, a total frickin' rock star from Mars. People can't figure me out, they can't process me. I don't expect them to. You can't process me with a normal brain.
Charlie: (On his future after the indefinite future of the TV series Two and a Half Men) Just winning, every day. Defeat not an option. I don't know. If the show doesn't happen, movies.
Charlie: (On the most important thing in life for him) Everything. All of it. I can't specify one thing. Just bein' known as a guy who wouldn't bow down to the stupidy paradigms that people worship that are rooted in foolishness.
Charlie: (On his passion coming off as erratic) You borrow my brain for 5 seconds, and be just like "Dude, can't handle it. Unplug this b!stard." Because it fires in a way that is maybe not from this particular terrestrial realm. When you have tiger blood Adonis DNA, man its like "Wheewww! Get with the program, dude. You've been given magic, you've been given gold."
Charlie: (On why he is doing all of these interviews around the time of being fired from Two and a Half Men TV series) One day I woke up. I've been kicked around, I've been criticized, I've been this "Aww Shucks" guy with like this bitchin' rock star life, and I'm just finally gonna completely embrace it, wrap both arms around it, and love it violently, and defend it violently through violent hatred.
Charlie: (On why he likes to surround himself with porn stars, while he is smoking) They're the best at what they do, and I'm the best at what I do, and together, IT'S ON! *blows smoke* Sorry Middle America.
Charlie: (On Good Morning America interview 2011) ...Can't is the cancer of happen... can't is the cancer of happen.
Charlie: (On feeling guilt for his lifestyle) I exposed people to magic. I exposed them to something they're never otherwise going to see in their boring, useless lives. They'll live with that memory for the rest of their lives.
Charlie: (On his partying lifestyle) It was epic. The run I was on made Sinatra, Flynn, Jagger, Richards, all of them looked like droopy-eyed, useless children.
Charlie: (his response to the question if he is bi-polar) I'm bi-winning.
Charlie: (On if he owes CBS an apology) They owe me a big one. Publicly. While licking my feet.
Charlie: (On war and "winning") Defeat is not an option. They picked a fight with a warlock.
Charlie: (On his message) I don't think people are ready for the message I'm delivering with a sense of violent love.
Charlie: (On why he did drugs and alcohol) I did [drugs and alcohol] because they work.
Charlie: (on expecting twin boys with wife Brooke Mueller) It's going to be extremely different. I don't know how to deal with boys. But I didn't know how to deal with girls when I had them either, so I guess it's all an education. We know it's boys and it's pretty cool. We're thrilled.
Charlie: (about second wife Denise Richards) I'm so tired of talking about her and all her shenanigans. It is what it is. I don't even care anymore. I'm going to take a stand to basically never utter her name publicly again. I think that if that's known, it will put an end to some of the drama. It's pretty obvious that my wife Brooke [Mueller] and I, through our actions and our union, have moved on with our lives. Perhaps somebody else should consider doing the same thing.
Charlie Sheen: (about third wife Brooke Mueller) I feel like this is the first real marriage I have had. The first one was a show, the second one was a con, and this is the real deal.
Charlie: (about his ex-wife Denise Richards trying to cut off his visitation rights with their daughters) This is the craziest example of a bitter ex. There is nothing these children need protection from in my care. If they need protection from an overly loving father and a capable future stepmom [fiancee Brooke Mueller], then the world is upside down, and we're all going to hell.
Charlie: Sean Penn is the best actor of our generation, hands down. And he's only getting better and it pisses me off. He brings a reality to his work that's beyond what is required, and I think it takes the audience to another place.
Charlie: (on Guns 'n' Roses guitarist, Slash, giving him advice to give up drugs) Slash sat me down at his house and said, You've got to clean up your act. You know you've gone too far when Slash is saying, Look, you've got to get into rehab.