Joel on Software - I learn new things every time I read it, but the best part is how insanely funny Joel is when he tells stories about working on the early microsoft products.

Stardust - My favorite last page of all time, but it only works if you read the whole thing. Which is fine, since it's a seriously fun story that's short one, and can be taken in over a long afternoon.

Antifragile - Simply amazing, and I learn a whole batch of new things every time I read it.