Difficult for me to say, because I'm not much of a fan of the classics. Mostly from an aversion to the idea that "What is classic can never again be"—I mean, the elevation of the past over the present in an excessively reverential way.
My aversion isn't pure, however, because I prefer poetry from the past and I'm also a fan of some long-dead philosophers and essayists. But as for fiction....not so much.
So to answer what I feel I ought to read and feel guilty not having read...is difficult. I think two answers might be Burroughs and Kerouac, just because I've always had a gnawing curiosity.
There are numerous philosophers I've not read that I probably ought to read; but one only has so many hours in a lifetime. There are also some poets that I'm sure a large portion of the Eratosphere community have read that I've not read much except for occasional, odd poems stumbled upon in this or that anthology.
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