On the subject of misleading correspondence, I thought this was funny (though jstone thought it was in poor taste): Little Billy’s letters to famous and infamous people:
In the 1990s Bill Geerhart was an unemployed, not-so aspiring screenwriter in his 30s. To pass the time, he channeled his inner child, 10-year-old Billy, and started writing letters to famous and infamous people and institutions. These letters, written in pencil on elementary school ruled paper, asked funny but relevant questions to politicians, serial killers, movie stars, lobbyists, CEOs, and celebrity lawyers.
I’m not sure I want to spring for a whole book of these letters, but the ones at Boing Boing made me smile.