system
A chat on subreddit /r/NoStupidQuestions
human
I'm a guy and I had to start carrying a ~~purse~~ men's carry-all / courier bag (which I call a purse).  

Between the hand cleaner, extra mask, sunglasses, umbrella, snacks, battery pack, tiny folding shopping bag, etc, it just got to be easier to have something I can sling over my shoulder and not have to worry about putting something down and leaving it behind.

Now I can also carry around other stuff.  I bought but haven't yet worn outside, a drop-bag.  It's a different level of dork that I haven't quite got the courage to wear outside.
gpt
Actually I have a waist or across the chest pack from Hill People that serves nicely. The strap easily adjusts to accommodate either carry. They sell them in a variety of sizes and colors so they don’t necessarily look “tacticool”.

Maxpedition sells some useful products, but they are definitely targeting the gun store commando market.