[Patrick del Poker Grande]

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To clarify, please post ideas for names, not actual matchups

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Gary Coleman v. Webster


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Harvey Fierstein vs. Charles Nelson Reilly.


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Errol Flynn vs. Richard Chamberlain

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Ed McMahon vs. Regis Philbin vs. Richard Simmons


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Jean Claude Van Dam vs Steven Segal.


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Ed Norton vs. William Shatner

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This thread rules.

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Please note that the OP was edited after my reply (McMahon vs. Philbin vs. Simmons).