While I probably have too many strange fonts on my computer, there are times when I still can't find just the font I need. I discovered a nice source for free and shareware fonts today: dafont.com. Lots of fonts. Almost 7000 fonts. Many are available in both Windows and Mac formats. They are nicely categorized. While there are many fonts here I would not wish on my worse enemy, there are also a lot of very nice-looking fonts here. It's almost font heaven.
Operating System: Windows and Mac OS
License: varies by font (freeware or shareware)
Web Site: http://www.dafont.com/