Heres my entry.
Bag was hand made to my specs by a gent in Guatemala. Has a padded section that fits the MBP like a glove.
15" MacBook Pro i5 2.4ghz and 8GB RAM, 120GB Crucial M4
Grid-It 10"x5" (Should have gotten a bigger one)
MicroUSB and Apple cables
T-Mobile HSPA+ hotspot (Max I've pulled is 11mbit down and 2mbit up)
iPod Nano 5G 8GB (used for audiobooks and lectures only)
iPhone 4S 16GB
Klipsch Image One headphones
Kindle Keyboard WiFi + 3G (Was a gift of I'd have gotten just the WiFi version)
16GB USB Flash Drive
CyberPower travel power strip with USB
Case SodBuster pocket knife
Toothbrush in case of stankbreath after lunch
Polarized Oakley Aviators
So what about everyone else? What are you 'Always with you's?
Having twins has dramatically reduced the time I have to nerd out.