First off, you should have no house keys. I long ago replaced the door locks with mechanical pushbutton locks (no keyhole to pick, no battery to die). That way the keys can’t be stolen or duplicated by someone, and I can never be locked out of the house. I strongly encourage everyone to make this change. One less thing to carry…and if you have people who need to access your house, go the electronic lock route of the sort that can be programmed to give them access during certain times and not others; just make sure the battery is always fresh.
Observations on my standard loadout:
Front left pocket – wallet (Filson packer)
Front right pocket – handkerchief; plus chap stick, swiss army pocket knife, inhaler
Breast pocket – Levenger International pocket briefcase
Left belt – cell phone (Blackberry…makes a dandy PDA)
Right belt – Surefire U2 in custom horizontal holster (this has literally saved my life a number of times)
Right belt behind the flashlight on the belt loop – clip with my car keys
Left back pocket – change until I can dump it in the car/desk/home
Three seasons I have a jacket which has my sunglasses and reading glasses (and cell phone); in summer, I hate to admit it but I tend to carry a very small bag over my shoulder or clipped to my belt with the glasses in it (and some kleenex…summer is allergy season).
I will note that I intentionally buy my clothes one size larger than might be proper fashion, because I like things loose and comfortable (also great for CCW). Pants with deep pockets get the nod (JC Penny St. Johnsbury are great). Shirts are measured by their pocket size (if the Levenger thing won’t fit, I don’t buy the shirt).
When traveling, that’s a different story…a backpack gets added (camera, laptop, etc).
For CCW, I recommend Thunderwear.
