Talking about historical maps. What about full extent of Russia? Like including Alaska, Finland and Polish/Eastern European territories it held? Maybe blend into it communist republics like East Germany, Yugoslavia, Cuba, China, Vietnam, North Korea, etc. as a full extent of sphere of influence of Russia through its history.
Another idea is creating Yugoslavia map. Maybe the division of just before the war with entities like Republic of Serbian Kraina, Chroatian Republic of Herzeg-Bosnia, etc. Here's the map of what I'm talking about (with time lapse)
http://en.wikipedia.org/wiki/File:Former_Yugoslavia_wartime_animation_92-95.gif
Maybe some historical map of Poland. Like between World Wars time Poland:
http://upload.wikimedia.org/wikipedia/commons/4/4c/Rzeczpospolita_1939.svg
Or Polish-Lithuanian Commonwealth map:
http://upload.wikimedia.org/wikipedia/commons/9/94/Polish-Lithuanian_Commonwealth_in_1648.PNG
And what about Austro-Hungarian Empire?
Or updating the United States Big [3.1K]by Rashaz to the full extent of U.S. with Alaska, Hawaii, Puerto Rico, Virgin Islands, Guam, Northern Mariana Islands, American Samoa and maybe even Minor Outlying Islands and Guantanamo Bay. And eventually adding territories that were once to some degree associated as belonging to U.S. like Philippines, Palau, Marshal Islands, and Federated States of Micronesia.
That would be all my thoughts. For now at least. And yes I do know I'm a weirdo :P