I'm in the process of creating a font for use with Dwarf Fortress's TrueType feature, made to fit the interface. That is, a monospaced font whose character aspect is perfectly square, so that it matches up with DF's display grid when using a square graphic tileset like Ironhand or Mayday -- in fact, it's based directly on the letters in Mayday's tileset. It would free up the letter spaces in the tileset for use as additional graphics, and inversely keep all graphics out of the punctuation and other rare characters in text. The biggest drawback of a TTF font, pre-placed text appearing misaligned, would not apply to this font.
Early results are promising:
(http://i.imgur.com/gLPnd.png)
However, the game crashes in some modes (the "V" view units and "T" view items in buildings views, specifically). Is this a bug in DF, or due to something missing or broken in my font? Also, I notice that some text screens (the "thoughts and preferences" screen, for instance) are rendered with the tileset, not the TTF. Is this going to be fixed?