These 9 Charlie Sheen movies and TV shows are proofs why he is such an icon

Charlie Sheen might be mostly known for his portrayal of Charlie Harper in Two and a Half Men. However, his more than five-decade-long career in Hollywood has featured in numerous movies and TV shows worth mentioning.

Whether playing a therapist who got over his anger management issues, a hot-headed baseball player, deputy mayor with a troubling past, Sheen has excelled in many different types of roles, showing his versatility. In this list, we have mentioned 9 of the best Charlie Sheen movies and TV shows that you should check out.

Disclaimer: This entire article is based on the writer's opinion. Reader discretion is advised.

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These 9 Charlie Sheen movies and TV shows are proof of why he is such an icon

9) Scary Movie 3

Regarded as the best in the Scary Movie film series, Scary Movie 3 is also considered one of the best Charlie Sheen movies. The film, in its humorous narrative, parodies several hit movies that had come out at the time, including The Ring and The Matrix Reloaded.

Sheen portrays the character of Tom Logan, based on Graham Hess, in M. Night Shyamalan's sci-fi horror film, Signs. From his wife dying in a traffic collision to following aliens, Logan’s story resembles Hess’, but in a hilarious way. Among the most popular in the series, Scary Movie 3 is a standout due to the performance of actors, including Charlie Sheen, and is a must-watch.

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8) Eight Men Out

Based on the real-life Black Sox Scandal, Eight Men Out is regarded as one of the best movies dramatizing the real-life incident. It follows the story of a group of Chicago White Sox baseball players who were part of the scandal.

Charlie Sheen played the character of Oscar ‘Happy’ Felsch, who was known for being one of the best hitters and fielders of the time, and later found himself amid the scandal, due to which he was on the ineligible list until May 2025. It is one of the most popular roles of Sheen as he portrayed a good-natured but confused person, and was lauded for his performance with the other actors.

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7) Young Guns

This western film might not be historically accurate, but it brings an entertaining film with the legendary character, Billy the Kid. Young Guns narrates the story of how a rancher named John Tunstall hires a group of young men from a terrifying gang named the Regulators to work on his ranch. He also mentors and educates them.

From action sequences with firearms and an outstandingly charming cast, which includes Charlie Sheen as Richard Brewer, who founded the Regulators, the film has all the qualities to be an entertaining watch, which you should check out.

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6) Spin City

Charlie Sheen became the new lead in the popular sitcom after the departure of Michael J. Fox’s Mike Flaherty after season 4. Sheen portrayed the deputy mayor of New York, Charlie Crawford, who had a difficult past and tries to cover it to not hamper his new position in the government.

Just like Two and a Half Men, Charlie Sheen played a playboy in this sitcom who later became romantically involved with Heather Locklear’s Caitlin, who was also involved with Fox’s Mike. Sheen was loved for his performance and also earned a Golden Globe Award for it, making it one of his must-watch series.

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5) Anger Management

One of the popular works of Charlie Sheen among his numerous movies and TV shows is Anger Management. He portrays the character of Charlie Goodson, a former baseball player, who had to retire due to his anger management struggles.

The series follows Sheen’s character as he begins to hold group therapy sessions for people with anger issues like his and also goes back to school to become a therapist. From Sheen and the cast’s performance, to the writing of the TV show, it is praised for its crisp and to-the-point narrative.

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4) Major League

A list of the best of Charlie Sheen's movies and TV shows would be incomplete without the mention of Major League. It follows the story of Rachel Phelps, who inherits a baseball team from her husband and, in an attempt to relocate it to Miami from Cleveland, she makes one of the worst teams with players whom she believes will tank the team. However, her plan backfires when this ragtag team manages to reach the Championship titles.

Sheen plays the hot-headed and just out of prison, Ricky Vaughn, one of Charlie HSeen’s most popular characters. The film is enjoyable, humorous, and also has a lot of sports action sequences, which might keep you hooked and entertained throughout its run.

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3) Ferris Bueller’s Day Off

Charlie Sheen has also appeared in one of the most popular teen comedies of the late 1980s. Ferris Bueller’s Day Off narrates the story of Ferris, a high school student who often lies and skips school. The film showcases Ferris skipping a day from school and hanging out with his best friend.

Sheen appears in a cameo role in the film as Garth Volbeck, who meets Ferris’s sister Jeanie in the police station where he was brought due to possessing drugs. Sheen’s character appears to be a kind-hearted but quiet boy who also gives her some advice, while also flirting with her, making it one of his most suave and delightful roles.

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2) Two and a Half Men

Two and a Half Men can be regarded as Charlie Sheen’s biggest and most popular work so far. In the comedy series, he portrayed the character of Charlie Harper, a jingle writer, who has to live with his brother, Alan, and nephew, Jake, after Alan’s divorce.

His character is known for his pleasure-seeking personality, which often results in comedic situations. His womanising and playboy character traits are the highlight of his personality, due to which he gets into numerous relationships throughout his appearance in the series. Further, his scenes with Alan and Jake are a delight to watch. If you love Charlie Sheen’s work, Two and a Half Men should be on your list.

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1) Platoon

Regarded as one of the best war films, Platoon also happens to be the best in the list of Charlie Sheen movies. In this film, he portrays the character of Private Chris Taylor, who joins an infantry platoon in South Vietnam. With a raw and gripping view of the war, Sheen’s Taylor returns home with many battle scars that grip his mind for the rest of his life.

From gruesome attacks to life-threatening rivalries among the Army personnel, Taylor saw it all and remembered it all after leaving the place where he lost many of his brothers in war. Sheen and his vulnerability and rage with which he played Chris Taylor make it one of his best works in movies.

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