What types of books to you have? Which are your favorites?
I love good fiction, poetry, criticism, non-fiction (philosophy, science), and reference (foreign languages, cook books, etc)
Which philosophers interest you?
The pre-Socratics, classics (Plato, Aristotle), Hegel, the Existentialists, the Philosophers of Mind....
Socrates, Plato, and Aristotle all had the same general philosophical ideas, is this correct? As I understand, Plato was taught by Socrates and Aristotle was taught by Plato.
Part of the same philosophical traditions, but Aristotle comes a little later than Plato, born after Plato's death, and there are significant methodological and substantive differences between Plato and Aristotle. 
Plato taught Aristotle. Times BCE are confusing but counted backward.
Thanks for correcting me! I hate to get this stuff wrong.
You sound very knowledgeable. I had to triple check to make sure I got that right.
Yeah, and I'm getting. Did that from memory, which is more and more slippery as I age...
It's very impressive. The time amongst all of your books has been well spent!
Well, I'm over 70, and I've been reading voraciously since age 10. so I've plenty of time. I've already lost one library. This is my second.
If you could recommend one book, what would it be? 
Oh, gee, that's tough... I've got so many favorites. In fiction: anything by Joyce or Proust. In poetry: Yeats, Auden. In philosophy: Heidegger 
So perhaps Joyce's Ulysses?
and Don Gifford's massive Ulysses Annotated...
If I were to ask what a Dublinism is, would you know what I was talking about and be able to explain it?
I believe it would be any pithy saying by a Dubliner
Haha! I read something about the annotated version taking out all of the "Dublinisms" and was at a loss for what that could be.
The only way to read Ulysses is to read *both* the original text and the corrected text. Gifford's volume is separate from all of that and recommended.
Have you read the book several times? If so, have you experienced it differently somehow? Maybe picked up on something you had missed before?