The most depressing book by far I had to read in high school was <i>Waiting for Godot</i>, though it doesn't depress me now, though it is kinda sad. I didn't read it over the summer, though.

I read all cool books over the summer. My senior year one of the books was <i>Hitchhiker's Guide.</i> Oh yeah. The others were...stuff by Hemingway and Faulker. Not <i>The Old Man and the Sea</i>, though - my AP English teacher would've chopped off her head first(or made us read Emily Dickenson). <i>Nick Adam's Stories</i> - yeah, that was it...and <i>The Unvanquished</i>. And two other books which I forgot.