This is a living document of the books, both fiction and non fiction, that have been influential to me in some way (or at the very least, extremely entertaining).
A Song of Ice and Fire is an enthralling, deep, and spectacular world whose story is told through the keys of complex, developed characters and twists galore. Plus you'll know what's happening before your friends do when watching Game of Thrones.
Anathem This science fiction novel has everything you could want. It has space monks.
Code Complete really is the most comprehensive and widely applicable reference about writing programs I've read to date.
The Pickaxe is the Ruby manual. It covers both basic and advanced topics, and it really gets you into what it means to program in Ruby vs whatever other languages you've dealt with in the past.
Eloquent Ruby is where you should go after The Pickaxe. It contains the best explanation and examples of meta programming in Ruby that I've seen and really pointed me down the right direction.