Off the top of my head - not always deep, just good reads : "A Confederacy of Dunces" - John Kennedy O'Toole.
"A Prayer for Owen Meany" - John Irving.
"A Song of Ice and Fire" - George R.R. Martin. Better than the show, and the show is good.
"Slaughterhouse Five" - Kurt Vonnegut (hell, all Vonnegut, okay?)
I'm probably forgetting some really good stuff though. "Godel Escher Bach" by Douglas Hofstadter is interesting and fun, but it gets really deep in later chapters; deserves a re-read, but the first 1/2 or so is pretty accessible. I really liked "V" by Thomas Pynchon but I couldn't say exactly why, and I know a lot of the more subtle stuff in there went right over my head.
I'll enthusiastically second A Prayer for Owen Meany as well as "All Vonnegut."
- Confederacy of Dunces has been on my list for a while. Gracias. - Owen Meany I've heard I need to read. - I named my daughter Arya. - Not all Vonnegut. Bluebeard was pretty rough. - My dad really digs GEB. Which has always annoyed me. I need to let that go.
GEB is something I would reluctantly recommend. There are gems in there, for sure, but I probably should re-read and re-evaluate, because I felt like a lot of the second half was BS. But that could entirely be on me. I have not read Bluebeard. Rough in what sense?
Bluebeard is possibly Vonnegut's best book and my favorite 'history' of the american abstract expressionist movement.