The Brooklyn Elite Checkers Club [flash] is just one of the stories on the recently released site, City of Memory - 'a public map that generates social interaction, personal expression, and collaborative storytelling'. [more inside]
Trulia Hindsight merges real estate data showing the year properties were built with animated maps (US Only). Search for your town by name; here's mine.
Media Map of Iraq (Requires Flash 6.) Click on a location or unit to see a list of embedded reporters. Then each reporter's name is a link to a list of their war reporting either at their website or via a Google News search. Also, Poynter.org is constantly looking to improve this map via reader input, as the Pentagon is not giving up much information on the embedment program. Also, The Atlantic Monthly/Washington Post's Michael Kelly is the first embedded reporter to be killed in this war.