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Cross country with a teen ager

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Planning to drive from ME to CA and back from 12/26 - 1/12/13 with my 16 yo son. Wanting to do this on the CHEAP: sleeping in car, motel every other night, eating out of cooler, etc. Hoping to give him a view of the world and an economics lesson. Mapping out our route, probably southern given the time of year. DC is definately in the plan as is New Years Eve with family in LA. Anything else is negotiable. Ideas, tips, etc. appreciated. Thanks!

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