This list will doubtlessly expand as time passes. Your suggestions are welcome.

Books

Else/Where, ed. Janet Abrams
Protocol, Alex Galloway
Gaming: Essays on Algorithmic Culture, Alex Galloway
Curating Immateriality, ed. Joasia Krysa

Articles & Papers
The Anti-Sublime Ideal in Data Art, Lev Manovich
Pirates of the Multiplex: On the Web, Steven Daly
Organic Information Design, Ben Fry

Software & Art

Listening Post, Mark Hansen and Ben Rubin
Packet Garden, Julian Oliver
Valence & Anemone, Ben Fry
We Feel Fine, Jonathan Harris and Sepandar Kamvar
Switchboard, Jeff Crouse
Carnivore PE, Alex Galloway
Little Brother, The Institute for Applied Autonomy

Games

Geometry Wars (Xbox 360), Bizarre Creations
Rez (Playstation 2), Tetsuya Mizuguchi
Warning Forever (PC), Hikoza T Ohkubo