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Hello.
I agree with Cameron, start out in Chaing Mai. You'll find a motorcycle shop in the inner city that deals with used bikes, although i think you'll have a very hard time finding anything over 250cc. Motorbikes over 125cc have enormous import duties, so most are smuggled in as parts and assembled. This was my experience in 2001, but i did find an excellent XLR250 which i used for 2 months and sold before i left. Paid and sold for $1300usd. Good luck!
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