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Min Dobbs knows that happily-ever-after is a fairy tale, especially with a man who asked her to dinner to win a bet. Cal Morrisey knows commitment is impossible, especially with a woman as cranky as Min Dobbs. When they say good-bye at the end of their evening, they cut their losses and agree never to see each other again.

But Fate has other plans, and it's not long before Min and Cal are dealing with a jealous ex-boyfriend, Krispy Kremes, a determined psychologist, chaos theory, a mutant cat, Chicken Marsala, and more risky propositions than either of them ever dreamed of including the biggest gamble of all - real love.