I learned about Timbuk2 about 3 years ago from Davy. Since then, I have owned several Timbuk2 bags. Some I didn't like all that much, but I have found the ones that fit my needs just right.
The first is the D-Lux Messenger.
I am usually carrying all of the items you see:
-Pens (Zebra and Sharpie)
-Floss or flosspicks
-Blinky light (for safety)
That being said, please don't rob me! Also, there is still quite a bit of space for more even with all of that in there.
This is the other bag I have. I used a Classic Timbuk2 messenger and added the Snoop Camera insert to carry my camera and gear. It does an amazing job at protecting stuff.
I plan on buying a Stork Messenger whenever it is that we have another child. These bags are virtually indestructible. Made from bomb-proof ballistic nylon and awesome weather-proofing materials.
Eventually I would like to own their travel luggage. Their products are really awesome. Now that I said such nice things, Timbuk2, can I have some free stuff? Ha!