Sheen is widely known for his bad boy image, this due to an accidental overdose, two failed marriages and being listed as #2 on Maxim's "Top 10 Living Legends of Sex", citing an alleged 5,000 women that he has slept with. Sheen is the son of actor Martin Sheen, and the brother of actors Emilio Estevez, Renée Estevez, and Ramon Estevez.
Sheen started acting in 1974 at the age of nine, appearing in a small role alongside his father in the television movie The Execution of Private Slovik. Sheen's film career began in 1984 with minor and supporting roles in films such as Red Dawn (1984) and Ferris Bueller's Day Off (1986). He also appeared in an episode of the anthology series Amazing Stories. In 1986 Sheen had his first major role, in the Vietnam War drama Platoon (1986). In 1987, he starred with his father in Wall Street. Both Wall Street and Platoon were directed by Oliver Stone, however, in 1988, Stone approached Sheen about starring in his new film Born on the Fourth of July (1989), only to later re-cast Sheen in favor of Tom Cruise. Sheen was never notified by Stone, and only found out when he heard the news from his brother Emilio Estevez. Sheen refused to work with Stone again.
In 1987, Sheen was cast to portray Ron in Grizzly II: The Predator, the sequel to the 1976 low budget horror movie Grizzly. But due to director William Girdler having a fatal accident on the set, the movie remained unreleased. In 1988, he appeared opposite his brother Emilio Estevez in Young Guns and again in 1990 in Men at Work. Also in 1990, he starred alongside Clint Eastwood in the buddy cop action film The Rookie. In 1997 Sheen wrote his first movie Discovery Mars, a direct-to-video documentary revolving around the question, "Is There Life on Mars?". The next year Sheen wrote, produced and starred in the action movie No Code of Conduct.
Sheen appeared in several comedy roles, including the Major League films, Money Talks and the spoof Hot Shots! films. In 1999 Sheen appeared in a pilot for A&E Network, called Sugar Hill, which wasn't picked up. In 1999, Sheen played himself in the comedy Being John Malkovich. He also appeared in the spoof series Scary Movie 3 and follow up Scary Movie 4. In 2000, he was cast to replace Michael J. Fox on the sitcom Spin City. Even though the sitcom only lasted for two more seasons, Charlie's performance caught the eye of CBS executives, who, in 2003, were looking for an established star to star in their new sitcom Two and a Half Men which followed the popular Monday night time slot of Everybody Loves Raymond. His role on Two and a Half Men was loosely based on Sheen's bad boy image. In 2008 Sheen will appear as Dex Dogtective in the Lionsgate animated comedy Foodfight.
In 1993, his name was found among Hollywood Madam Heidi Fleiss's list of her most frequent customers, and it was revealed that Sheen hired highly compensated call girls from escort agencies. In 1995 he testified at the trial of Heidi Fleiss, where it was revealed he'd spent $50,000 on prostitutes in 14 months. Also, Jason Itzler, owner of the famous escort service NY Confidential, claimed in March 2008 that Sheen paid $20,000 for the services of two prostitutes, one of which was Ashley Dupre, of Eliot Spitzer prostitution scandal fame. Sheen denied the allegations.
On May 20, 1998, alone and bored in his Malibu home, Sheen decided to try injecting cocaine for the first time, accidentally giving himself an overdose. He was discharged from hospital soon afterwards, but his father Martin Sheen issued a public appeal for fans to pray for him, and reported him for violation of parole. A warrant was issued for his arrest, and Charlie was sent to rehab. In the Empire magazine interview, he stated that he took a bullet for the industry when he was called into court to "name names". In 1995, Sheen married Donna Peele. The marriage lasted a little more than a year--from his 30th birthday on September 3, 1995 to November 19, 1996. In 1996, Sheen announced that he had become a born-again Christian.
In a 1997 Empire magazine interview, Sheen was asked what was the largest number of people Sheen had sex with at any one time. He replied: "...five girls at once. It was a pile-up...and it wasn't so much about going Caligula, it was very organized. Very ordered...all six people in that room came out of it pretty satisfied". Sheen was listed as #2 on Maxim's "Top 10 Living Legends of Sex", citing an alleged 5,000 women that he has slept with.
Although Sheen was involved with a number of Hollywood personalities, his long-term relationship with former pornographic actress Ginger Lynn in the late 1990s garnered the most media attention. He was also involved for a time with former pornographic actress Heather Hunter. On June 15, 2002, he married actress Denise Richards after meeting her while filming Good Advice in 2001. They have two daughters, Sam J Sheen (born March 9, 2004) and Lola Rose Sheen (born June 1, 2005). On April 19, 2006, Richards filed for divorce from Sheen. Sheen and Richards' divorce was official on November 30, 2006. A year and a half after Sheen and Richards' divorce, on May 30, 2008, Sheen married Brooke Mueller, a real estate investor This was the third trip down the aisle for Sheen and the first for Mueller.. On August 25, it was released that Mueller is pregnant.
Sheen and Richards are engaged in an acrimonious custody dispute over their two daughters, with Richards requesting a custody evaluation, no overnight visits for Sheen, and authority to make decisions regarding the care of the children. Richards alleges abusive behavior by Sheen toward her and staff, paranoid behavior regarding the care of the children, and that he continues to have gambling and drug addictions. Sheen denies these allegations and further alleges that Richards later requested sperm from him in order to have another child. Richards also cited Sheen's beliefs about 9/11 in the divorce proceedings. On March 20, 2006, Sheen revealed during an Alex Jones interview that he questions the official story concerning the September 11, 2001 attacks. Sheen stated during the interview, "...it just didn't look like any commercial jetliner I've flown on any time in my life and then when the buildings came down later on that day I said to my brother, 'Call me insane, but did it sorta look like those buildings came down in a controlled demolition?' During a March 22, 2006 appearance on CNN's Showbiz Tonight, Sheen stated "We're not the conspiracy theorists on this particular issue. It seems to me like 19 amateurs with box cutters taking over four commercial airliners and hitting 75 percent of their targets -- that feels like a conspiracy theory". On October 27, 2007, his views on 9/11 were echoed by his father Martin Sheen.
Sheen was the 2004 spokesperson for the Lee National Denim Day breast cancer fundraiser that raised millions of dollars for research and education regarding the disease. Sheen stated that a friend of his died from breast cancer and he wanted to try to help find a cure for the disease. Sheen also launched clothing line for kids, called Sheen Kidz in 2006.
| Year | Title | Role | Note(s) |
| 1972 | The Execution of Private Slovik | Kid at Wedding | NBC TV-movie; uncredited part. |
| 1979 | Apocalypse Now | Extra | |
| 1984 | Red Dawn | Matt Eckert | |
| Silence of the Heart | Ken Cruze | CBS TV-movie | |
| 1985 | The Fourth Wise Man | Captain (Herod's Soldiers) | TV-movie |
| Out of the Darkness | Man Shaving | CBS TV-movie | |
| The Boys Next Door | Bo Richards | ||
| 1986 | Lucas | Cappie | |
| Ferris Bueller's Day Off | Garth Volbeck-Boy in Police Station | Cameo | |
| The Wraith | Jake Kasey/The Wraith | ||
| Platoon | Private Chris Taylor | ||
| Wisdom | Hamburger Restaurant Manager | Cameo | |
| 1987 | Wall Street | Bud Fox | |
| No Man's Land | Ted Varrick | ||
| Three for the Road | Paul | ||
| Grizzly II: The Predator Concert | Ron | Unreleased filmed in 1983 | |
| 1988 | Never on Tuesday | Thief | Uncredited Cameo |
| Eight Men Out | Oscar 'Happy' Felsch | ||
| Young Guns | Richard "Dick" Brewer | Bronze Wrangler Award | |
| 1989 | Tale of Two Sisters | Narrator | also writer (poems) |
| Major League | Ricky 'Wild Thing' Vaughn | ||
| Catchfire | Bob | Cameo | |
| 1990 | Cadence | Pfc. Franklin Fairchild Bean | |
| Courage Mountain | Peter | ||
| Men at Work | Carl Taylor | ||
| Navy Seals | Lt. Dale Hawkins | ||
| The Rookie | David Ackerman | ||
| 1991 | Hot Shots! | Lt. Sean Topper Harley | |
| 1992 | Beyond the Law | William Patrick Steaner/Daniel "Dan" Saxon/Sid | |
| Oliver Stone: Inside Out | Himself | documentary | |
| 1993 | National Lampoon's Loaded Weapon 1 | Gern, Parking Valet | Cameo |
| Deadfall | Morgan "Fats" Gripp | Cameo | |
| Hot Shots! Part Deux | Lt. Sean Topper Harley | ||
| The Three Musketeers | Aramis | ||
| 1994 | Charlie Sheen's Stunt Spectacular | Himself | TV-movie |
| Terminal Velocity | Richard 'Ditch' Brodie | ||
| The Chase | Jackson David "Jack" Hammond | also executive producer | |
| Major League II | Ricky 'Wild Thing' Vaughn | ||
| 1996 | Loose Women | Barbie Loving Bartender | Cameo appearance |
| Frame by Frame | |||
| All Dogs Go to Heaven 2 | Charles B. "Charlie" Barkin | (only voice) | |
| The Arrival | Zane Zaminsky | ||
| 1997 | Money Talks | James Russell | |
| Shadow Conspiracy | Bobby Bishop | ||
| Bad Day on the Block | Lyle Wilder | also known as Under Pressure | |
| 1998 | Postmortem | James McGregor | |
| A Letter from Death Row | Cop #1 | Cameo | |
| No Code of Conduct | Jacob "Jake" Peterson | also executive producer and writer | |
| Free Money | Bud Dyerson | ||
| Junket Whore | Himself | documentary | |
| 1999 | Lisa Picard is Famous | Himself | |
| Five Aces | Chris Martin | ||
| Being John Malkovich | Charlie Sheen (Himself) | Cameo (two scenes) | |
| 2000 | Rated X | Artie Jay "Art" Mitchell | Showtime TV-movie |
| 2001 | Good Advice | Ryan Edward Turner | |
| Last Party 2000 | Himself | Documentary, uncredited | |
| 2002 | The Making of Bret Michaels | Himself | Documentary |
| Pauly Shore Is Dead | Himself | Cameo | |
| 2003 | Scary Movie 3 | Tom Logan | |
| 2004 | The Big Bounce | Bob Rogers Jr. | |
| 2005 | 3 & 3: The Guilty Hearts | Charlie Sheen | segment "Spelling Bee" |
| 2006 | Scary Movie 4 | Tom Logan | Cameo |
| 2008 | Foodfight! | Dex Dogtective | voice role |
| TBA | Money Talks 2 | James Russell | announced |
| Year | Title | Role | Note(s) |
| 1986 | A Life in the Day | ||
| 1989 | Comicits | Himself | also producer |
| 2003 | Deeper Than Deep | Charles "Chuck" E. Traynor | |
| 2004 | Spelling Bee | Charlie Sheen (himself) | from 3 & 3 |
| Year | Title | Role | Note(s) |
| 1986 | Amazing Stories: Book Three | Casey | Episode: "No Day at the Beach". |
| 1996 | Friends | Ryan | Episode: "The One with the Chicken Pox" |
| 1999 | Sugar Hill | Matt | unsold pilot |
| 2000 - 2002 | Spin City | Charlie Crawford | won, Golden Globe award nominated, two ALMA Awards |
| 2003 - present | Two and a Half Men | Charles "Charlie" Francis Harper | Gained various awards and nominations. Salary: $825,000 per episode. |
| Golden Globe Awards | ||
|---|---|---|
| Bronze Wrangler Awards | ||