The latest Ninja Mountain podcast includes a round table discussion about old school D&D art, with former TSR staff artists Erol Otus and Jeff Easley. The discussion is promoting the upcoming release of The Dungeon Alphabet by Michael Curtis.
It's well worth listening to, if only to hear the voice of Erol Otus talk about his art, his influences, and what he takes to be the important elements of old school art. It's also quite fascinating to hear -- and I know this will fan some flames in various quarters -- Jeff Easley say that he (and Larry Elmore) had never played D&D before they were hired by TSR, whereas Erol Otus notes that he was a huge D&D player, perhaps too much of one, according to his comments.
In any case, check it out.