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The TW200 seems to be a mad blast. The "fat tire flier" is street legal but can't keep up on a highway, has modest suspension hardware, ground clearance, etc.
But they just seem like a bike that is mad fun to ride, on or off road. They are $2,000 to $2,500 used. Is it crazy to buy a bike you know you won't ride more than a few times per year?