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The Greatest Con Artist Characters in Film

Updated 25 Mar 2020 314 votes 59 voters 1.8k views

When it comes to movies, few characters are cooler than the con man. True, some of the most memorable con artist characters are frightening and violent. But many fictional con artists are downright delightful, winning devoted fan bases and sparking their own franchises. And it's not just audiences who respond to these law-breakers – many of the most memorable con artist characters have been played by Oscar-winning actors.

Just who exactly stands as the greatest con artist character in film is up for debate. Danny Ocean was memorably played by both Frank Sinatra and George Clooney. This charming con man appeared in four films, becoming one of the most popular swindlers to ever hit the silver screen. Roger “Verbal” Kint, played by Kevin Spacey, surprised investigators and movie-goers in The Usual Suspects.

Leonardo DiCaprio seems to love playing con men. First, he scammed Tom Hanks in Catch Me If You Can as Frank Abagnale Jr. Next, he scammed America as Jordan Belfort in The Wolf of Wall Street. Other great roles that appear on this list include Tom Ripley from The Talented Mr. Ripley and Freddy Benson from Dirty Rotten Scoundrels.

Which movie con artist is your favorite? Vote up the fictional figures that are the most charming, crafty, or just plain entertaining, and add anyone who's missing. Just be sure to check your wallet when you're finished.
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