Gowallawalk
Gowalla is a location-based game for your mobile device that plays to the strengths & weaknesses of OCD-types like me. You "check-in" to spots all over the world and the game rewards you with digital items that you can add to your collection. I'm not doing a very good job of making it sound fun, but trust me, it's pretty awesome.
Anyway, once I became enamoured with it, I decided to take on one of the community requests and build a Google Map tracker for all the places a user has been, and that turned into Gowallawalk, a Django/JQuery based project. Here's my map, if you're interested :-)
The site still needs work, namely in the areas of spot-globbing and using Javascript to build the spot list rather than a single lengthy loop server-side, but it's a start.
