Here's what's generally always in my pockets, even at home. The rest can vary.
Starting from the upper left going clockwise:
Leatherman Juice
Gerber/Emerson Alliance Automatic
Kahr PM40 in some sort of pocket holster
Keys (equipped with both standard and high security handcuff keys)
Wallet
Novatac 120P
TW4 Clone with KL4/VG 1x123 body
The flashlights can vary. I have been also carrying a VG 1x123 with a Lumens Factory bulb in place of the TW4 clone, or lately I've been evaluating the OpticsHQ E1 head on a VG 1x123 body instead of the Novatac. If I'm travelling by car for some distance, I'll add a SureFire 6P with a BOG or Malkoff Drop In. using a no longer made Wilson Combat nylon magazine carrier as the holster for the 6P.
Other things that vary - Wristwatches will vary from a Timex GMT, DeFaubre GMT, or Omega GMT. The Kahr PM40 won't change, but some combat Tupperware can be added (G23, G30, G21). And I may carry 2 extra rechargeable AW's with me.
All of this is easy to carry, doesn't load me down, and all are extremely useful.
-Steve