Based on the novel by Elmore Leonard, this tells the story of Jack Ryan (Owen Wilson), a small-time con. He heads for Hawaii, where a tough judge (Morgan Freeman) decides to use him to get to big-time criminals. Meanwhile, he begins an affair with Nancy (Sara Foster), the mistress of a crooked businessman (Gary Sinise). Directed by George Armitage. Categories: Crime, Thriller, Comedy. Year: 2004.

Charlie Sheen in The Big Bounce
Charlie Sheen is Ryan, an investment banker who suddenly gets laid off and moves in with his friend, Cindy (Denise Richards), a self-absorbed newspaper advice columnist. Then she runs off with her boyfriend. In desperate need of a paycheck, he pretends to be her go-fer and writes her column for her. This brings him close to Page (Angie Harmon), her editor, and romance blossoms. Jon Lovitz plays Ryan's best buddy. Directed by Steve Rash. Categories: Comedy, Romance. Year: 2001.

Charlie Sheen in Good Advice
Craig Schwartz (John Cusack) is an out of work puppeteer with a dowdy girlfriend (Cameron Diaz) and few prospects. After starting a strange new job, he discovers a doorway in his office building that allows him to enter the head of actor John Malkovich for fifteen minutes. This discovery opens up new avenues in his life as he experiments with this bizarre ability. Directed by Spike Jonze. With Catherine Keener, Charlie Sheen, Sean Penn, Winona Ryder and Ned Bellamy. Categories: Comedy, Fantasy, Drama. Year: 1999.

Charlie Sheen in Being John Malkovich
Franklin Hatchett (Chris Tucker) is a small-time con man who instantly becomes famous after he escapes from prison. Mistakenly wanted for murder by the police, Hatchett's only hope to clear his name and get out of this mess is a television reporter, James Russell (Charlie Sheen). Heather Locklear plays a gorgeous woman who gets mixed up in the scam. Directed by Brett Ratner. With Paul Sorvino. Categories: Action, Comedy, Crime, Thriller. Year: 1997.

Charlie Sheen in Money Talks
When the elite French musketeers are disbanded and King Louis (Hugh O'Conor) is left in the hands of the scheming Cardinal Richelieu (Tim Curry), three of the musketeers band together to save their charge. Aramis (Charlie Sheen), Athos (Kiefer Sutherland) and Porthos (Oliver Platt) adopt the cocky young D'Artagnan (Chris O'Donnell) into their force and set off to save the king in one last grand adventure. Directed by Stephen Herek. With Rebecca De Mornay, Gabrielle Anwar and Julie Delpy. Categories: Action, Adventure, Comedy, Family, Romance. Year: 1993.

Charlie Sheen in The Three Musketeers
Bud Fox (Charlie Sheen), an ambitious young stockbroker, worships Gordon Gekko (Michael Douglas), an incredibly successful superbroker who specializes in corporate takeovers. After dismissing him for a time, Gekko finally agrees to take Bud on as his protege and schools him in the cutthroat tacticas that have taken him to the top. Directed by Oliver Stone. With John C. McGinley, Hal Holbrook, Martin Sheen, James Spader and Daryl Hannah. Categories: Drama, New York. Year: 1987.

Charlie Sheen in Wall Street
Ferris Bueller (Matthew Broderick), a slick, unmotivated high school student, uses an elaborate scheme to convince his parents (Cindy Pickett and Lyman Ward) that he is too sick to go to class. During his free-wheeling day off, Ferris cons his best friend, Cameron (Alan Ruck), into taking his father's beloved Ferrari out for a joyride and execute a plan to get Sloane (Mia Sara), Ferris's girlfriend, out of school. When Principal Ed Rooney (Jeffrey Jones) begins to suspect that Ferris is on the loose, he goes on an all-out search to hunt him down and expose his phony illness. Directed by John Hughes. With Ben Stein, Jennifer Grey and Edie McClurg. Categories: Comedy, Cult Classics. Year: 1986.

Charlie Sheen in Ferris Bueller's Day Off
A young recruit (Charlie Sheen) in Vietnam faces mental and moral anguish as he struggles to save his own life while dealing with the horrors of battle. Following his platoon as it fights and dies in the jungle, the crisis comes to a head when a village is massacred, causing a breakdown among the ranks that threatens all of their lives. Directed by Oliver Stone. With Willem Dafoe, Forest Whitaker, Tom Berenger, John C. McGinley and Kevin Dillon and Johnny Depp. Categories: Action, Drama, War. Year: 1986.

Charlie Sheen in Platoon