A Clockwork Orange gets read once per year it seems. The older the book gets the more relevant it becomes.
Read Ulysses about 10 times and I still don't get it
It is my "white whale" of reading. My goal is to read that thing at least once without using a dictionary. Crazy the fine line between trash and masterpiece.
Other than that I try to stay current. I will dust off some old Feist or Brooks from time to time. Fantasy stuff from the 80s and early 90s is what got me hooked on reading truth be told.