Winning quotes from Charlie Sheen can sometimes be inspiring, or they can show just how desperate some people are for attention. Down through the ages we have seen some classic winning quotes from movies and celebrities that have found their way into our pop culture, but nothing like what Charlie Sheen has had to offer. Not everyone that delivers winning quotes should be considered a role model, but some of these Charlie Sheen winning quotes can actually be helpful in real life.

"Boom, crush. Night, losers. Winning, duh."

In March of 2011, Charlie Sheen got the chance to show the entire world how crazy he really is when he did an internationally televised interview from his home. He described lavish Hollywood parties that he and his two porno actress girlfriends hosted in Charlie's home while Charlie's children were trying to sleep. He gave a very Gary Busey-ish rambling interview that included mentions of tiger blood and everyone's inner wizard. Through all of that, Charlie referred to his life as happy with this winning quote. Ever since Charlie uttered this quote, he has become the ironic symbol of the term "winning." It's a bit of irony that is probably making Vince Lombardi turn over in his grave.

"I'm not bi-polar, I'm bi-winning. I win here and I win there."

Charlie Sheen has become an expert at turning any situation into a Charlie Sheen winning quote. During his several media interviews where he started the winning trend, Charlie was asked repeatedly if the source of his behavior is bipolar disorder. Charlie almost acted as if he had no idea what bipolar meant, but he knew how to turn it into a winning quote.

"The only thin I am addicted to is winning."

Charlie Sheen's behavior over the years has always indicated some sort of chemical intervention was at work. Another indication that Charlie has had drug issues is the countless drug arrests that have cost him jobs and a lot of money over the years. But Charlie brushes it all off and insists that he is only addicted to winning. It begs the question as to whether or not Charlie shoots, snorts or smokes winning on a regular basis.

"Yeah, where is she now? She's under a bridge."

Charlie Sheen was one of the most famous clients of several prostitutes. Charlie's logic for using prostitutes wasn't that he paid them to have sex, but rather he paid them to leave afterwards. When Charlie was asked about one of the prostitutes that identified him as a client to the media several years ago, Charlie put his winning spin on the outcome of that confrontation. The score in this battle is one for Charlie and none for the prostitute. That's winning.

"Oh wait, can't process it. Losers. Winning. Buh-bye"




Charlie Sheen is not apologetic about how awesome he thinks he is, nor does he seem to have any time for people who are not willing to admit he is awesome. In this rapid-fire winning quote from Charlie Sheen, he talks about people who would rather question him than understand him. Charlie doesn't have time for questions, he only has time for winning. You can either climb on board or say buh-bye.

- George Root