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From The Collaborative International Dictionary of English v.0.48:
Gamester \Game"ster\ (g[=a]m"st[~e]r), n. [Game + -ster.] 1. A merry, frolicsome person. [Obs.] --Shak. [1913 Webster] 2. A person who plays at games; esp., one accustomed to play for a stake; a gambler; one skilled in games. [1913 Webster] When lenity and cruelty play for a kingdom, the gentlest gamester is the soonest winner. --Shak. [1913 Webster] 3. A prostitute; a strumpet. [Obs.] --Shak. [1913 Webster]