Lit City was compiled by Zassenhaus. The map shows the locations of Places written about in one issue of the literary journal, Instant City, which Zassenhaus edits with a friend named Gravity Goldberg. (Cool movie-star name.) You can read a review of the project on SFGate.
There's work from several writers including Joe Donohoe and Broke Ass Stuart. Not all of the Places have stories attached to them, but many do. Here's an excerpt from Stuart's story:
"The old guy next to me suddenly got all animated and started silently waving his cigarette around in the air and grinning like someone who just had their first taste of flesh and realized that they loved it. This was the point when I realized that the Brown Jug probably was the best bar in the world, but that it was far too much for my fragile soul to handle. It was like having your mind opened up to all the secrets of the universe and realizing that maybe you didn’t want to know those secrets after all."
Where the Stories Happen by Pierceta links to the stories on We are Pioneers, the blog of writer Thomas Pierce. None of the stories are actually on the map, but each place links to his website, where you can read a lot of great essays. In his about section, Pierce says, "I'm a radio producer, writer, amateur documentary filmmaker, and sometime reporter."
His site has a lot of great stuff to explore. Especially cool are the two documantaries. (My favorite film genre!) One of them is a documentary about a botched documentary.
Here are a couple other great maps which tell stories: