>>14861
That would be a whole lot of fun. With respect to taking the map literally I made this observation about Rainbow Falls:
Another Speculative Note on the geographic significance of the location of Rainbow Falls as a likely center of illicit trade
Just Looking at the map of the North-Eastern portion of Equestria where Rainbow Falls resides, given the location up in the hills bordered by the Yacket Range and the Crystal Empire on one side while to the East across the Narrow Sea there is ready access to Griffonstone and the Bugbear Territory on the other one can readily see how Rainbow Falls offers an ideal location not only for trade in general but for illegal trade in particular. Given it's remoteness from the center of administrative authority and Equestrian control along with the many avenues of flight to alternate jurisdictions including to the Crystal Empire, Yacket Range, Griffonstone, etc. and the fact that the transactions are conducted in what looks to be a swap meet one might expect at least some of the property to be either stolen or considered illicit in nature by one or more of the principalities mentioned.
(Other maps I've seen suggest exactly the same situation btw.. :)