...'cause when he's along, it's 50-50 I'm carrying his keys or something else he's toted along. "Can you put this in your purse, dear????" Snort.
Otherwise:
Bersa Thunder .380 and maybe Springfield XD-40 (but usually just the Bersa)
two extra magazines for whatever gun(s) I am carrying
lockback knife...very useful thing, should have gotten one years ago
licenses
Palm Pilot
cell phone
blood glucose meter,glucose tablets (sometimes have low blood sugar)
pens, checkbook, credit card(s), usually all useless except for the pens
chapstick
tylenol sinus (worth its weight in gold in Texas, allergy capital of the world)
various recepts that clerks keep HANDING ME instead of putting them in the bags of stuff I've bought (exactly WHEN did this become the way they did things????)
keys, that have a little flat push-button flashlight on the keyring
Springmom