I haven't done a whole lot of traveling but have read a lot of reviews. Big cities will be more fun but much more competition. Smaller cities will probably give you more business but less fun. You're reviews are pretty good and you're knockout exotic gorgeous so it shouldn't be too hard to get clients. Maybe think of what kind of fun you want? Clubs, gambling, sightseeing, shows, beaches?

It's really nice downtown this time of year.

are pretty TS friendly, and work wise, you can do lap dances at the Gay 90s nightclub in downtown Minneapolis (they have "Trans Exotica" night every Wednesday).  As for fun, well, if you're staying a whole month, Mall of America could potentially take up one entire week.  Otherwise, there's tours, museums, riverboats, campgrounds, waterparks, nightclubs, good dining, and anything else you can expect out of a city.