Abundance of Katherines (Green, John)(2006, paperback)

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When it comes to relationships, everyone has a type. Colin Singleton’s type is girls named Katherine. He has dated–and been dumped by–19 Katherines. In the wake of The K-19 Debacle, Colin–an anagram-obsessed washed-up child prodigy–heads out on a road trip with his overweight, Judge Judy- loving friend Hassan. With 10,000 dollars in his pocket and a feral hog on his trail, Colin is on a mission to prove a mathematical theorem he hopes will predict the future of any relationship (and conceivably win the girl).