Letters of Note 

Letters of Note is a great site by Shaun Usher. On it, he gathers and posts fascinating letters, postcards, telegrams, faxes, and memos. Recently, Shaun posted an excellent reply from Conan O’Brien, who in 2003 was asked to prom by a young fan.

Conan's Self-portrait
Awkward Prom Self-Portrait by Conan O’Brien