Open Peeps - A hand-drawn illustration library.
FontCreator - This professional font editor allows you to create and edit TrueType and OpenType fonts.
skribbl - Word guessing based on drawing.
BirdFont - Birdfont is a free font editor which lets you create vector graphics and export TTF, OTF, EOT and...
Fontself Maker for Photoshop - Turn any lettering into color & vector fonts
Glyphs - Make everything from dingbat webfonts to full-fledged text typefaces in the most Mac-like font...