Luc Devroye's homepage Contains enough information about fonts and other things to sink a ship. This guy designed a bunch of free fonts, and his homepage has a lot of interesting links, information and commentary.
Jim Land's homepage contains a lot of links to sites on PostScript and fonts.
The comp.fonts FAQ is the definitive font FAQ.
The (preliminary) True Type HOWTO -- an incomplete HOWTO dated June 1998. Included in this list for completeness.