Oh how far he has fallen…the award winning movies started his career, and then he made Two And A Half Men a hit – now he’s only known for his outrageous behavior.
He became a box office superstar in the 1980s and 1990s often starring in numerous movies a year. Six of the films he starred in either won awards or were at the very least made a lot of money and were highly acclaimed.
Red Dawn– was his first billed movie of the 80s, where he played the role of Matt, the younger brother of Jed, played by Patrick Swayze. Its World War III, and they are part of a group of teens that defend their town against the Soviets. Interestingly enough, there is a re-make scheduled to release for this and Josh Peck (from Nickelodeon’s Drake & Josh) will be playing the role of Matt. Instead of Soviets they’ll be saving their town from the North Koreans.
Platoon – This 1986 movie won 4 oscars.
Wall Street – (1997) finds Sheen starring alongside his father Martin Sheen. Oliver Stone cast Charlie in a lead role of Bud Fox. This was another Oscar winning movie.
Young Guns in 1998 this time has Sheen cast with his brother Emilio Estevez. They made up 2 of the 6 reasons ‘why the west was wild’. With other heart throbs of the late 80s like Kiefer Sutherland and Lou Diamond Phillips it’s no wonder this movie won a Bronze Wrangler award.
Major League came out the very next year in 1989, where he plays Ricky Vaughn, as part of the ‘less than desirable’ ball players that make of up the Cleveland Indians, until the team shapes up.
Men At Work (1990) is another movie he starred in with his brother Emilio Estevez, about two young unambitious garbage men.
The Rookie (not to be confused with the baseball movie “The Rookie”) was another 1990 movie. Sheen stars in this one with Clint Eastwood, where Eastwood gets “stuck” with Sheen as a 
partner.
One of the funnier movies Sheen starred in was Hot Shots! In 1991. A spoof of the popular Top Gun movie. This was followed up with Hot Shots! Part Deux in 1993.
My favorite of the lot though was his role as Aramis in the Three Musketeers. Somehow this is how I would like to remember the “old” Charlie Sheen. All for one, and one for all <– that kind of thing, not so much this All for Me and Me for All attitude of late.
What was your favorite Charlie Sheen movie of the 1980s – 90s?
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Those are great movies…what the heck happened? These are classics. I remember him in the Musketeers
He is an amazing actor. Just wish the drugs hadn’t taken over!!
Do you guys think that there will ever be a come back for Charlie Sheen? I hope so
I really loved Two & A Half Men when it first came out. It just reached the point of being way too risque’ for me. In any case, it’s sad Charlie Sheen has flipped out like he has.
Major League was my favorite.
It really does seem like a waste. Had totally forgotten about Red Dawn – that’s a blast from the past.
Maybe you’re right about some of them, but still I have the opinion that some of these movies sucked (Men At Work, ugh).
It’s movies like these that keep me optimistic about Charlie Sheen accepting help eventually. At least I hope so, he was a good actor. By the way your site rocks!
Ah that’s really interesting to look back on!
I think the guy is nuts, you can’t really argue that. =p