I was musing about a briefcase that would look "low profile" enough for urban/office environments but that would also provide maximum utility in a bad situation.
That's the rub, but I think the key here is:
(1) Take note of what everyone else in your office carries (so you don't look TOO out of place), and
(2) Ensure that what you carry looks classy rather than tactical.
No one in my office carries anything, really. To avoid questions, I make sure my soft briefcase is on the classy side and has some goodies buried at the bottom.
My shoulder bag is also on the classy side, made of nylon with leather accents, and is reasonably packed with sensible goodies. Goodies I can easily explain should the need arise.
Someone actually did ask me what I had in my bag. I honestly answered, "Oh, you know, a few flashlights, first aid items, instant ice pack, bandana, digital camera, hand sanitizer, compass, folding mirror..."
The person who asked grinned, backed off, and hasn't said anything about the bag since. <img src="/images/graemlins/grin.gif" alt="" />
Craig