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Start with the first and second: The Color of Magic and The Light Fantastic.
They introduce Rincewind, the greatest DW character IMO, and are generally good to get into the series. Other than that, the books can really be read in any order.
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"'There's a tendency among the press to attribute the creation of a game to a single person,' says Warren Spector, creator of Thief and Deus Ex."
-- From an IGN game review.
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