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Don't you listen to this man's offer.

The Con Man (also known as a grifter, matchstick man, scam artist or con artist) attempts to gain the confidence of naive people and part them from their money, or at least play them for a fool long enough to get what he wants—that is, to pull off The Con. Con artists often spin a 'sob story' to hook the victim—maybe his dog is lost, or his car is being towed, or his mother may even be in the hospital. After that, it's all Social Engineering; a truly gifted con artist can get away with almost anything, simply by virtue of appearing sincere and na´ve (usually slightly moreso than the victim, on the theory that sympathy almost always gets you something). For complicated cons, large teams might be involved, with each member of the team playing a distinct role.

Hollywood tends to treat Con Men as being one of two extremes. In shows where the Con Man is the star, he is a suave, sophisticated Loveable Rogue, who confines his schemes to cheating the rich and the unlikable. The Cop Show, however, tends to show a darker side. When a Con Man is an antagonist, they tend to target the vulnerable and sympathetic, such as the elderly, widows, and desperate poor people.

Sub Tropes: Specific types of/roles for the Con Man:

Santa ClausEmpowermentPath of Inspiration
    Dirty Social TricksAbomination Accusation Attack
Western CharactersNarrative TropesEnsembles
Dirty Social TricksThe PlanImpersonating an Officer
The TricksterStock CharactersVillains
Cleanup CrewCriminalsConsummate Professional
Corrupt Corporate ExecutiveSelfishness TropesCrazy Survivalist
Big StoreThe ConThe Con Within A Con
Clock KingGambit IndexCrazy-Prepared
Blithe SpiritThe TricksterThe Chessmaster

alternative title(s): Con Artist; Confidence Trickster
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