Hey Okie, I know that this is a bit late, but have you considered the co-pilot? I use mine as a cross-body day bag everyday - and I love it! It would certainly hold everything that you listed, and then some. It's very secure and the ballistic nylon is gorgeous. Just a thought....
I have a dyneema co-pilot. I did try it using it as a "purse" around town but I think it might be too much bag. Of course I just threw some junk in it to test. I'll try it again with things more organized and see how that goes. I'll have it with me anyway since it will be my seat bag on the plane.
When carrying the dyneema co-pilot cross-body, it makes my side sweaty. Would the ballistic nylon be better?
If you see my sig file you'll see that I have a couple of Cafe Bags, but I'm going to confess something here. My husband is the one who likes them more than me! For me, my favorite small purse is the TB Side Effect, and my default go-to purse is a Packing Cube Shoulder Bag, believe it or not! The PCSB slouches and sags wonderfully, and it still fits my iPad. In fact as much as I like everything TB makes, I think that silly, cheap little PCSB is probably my single favoritest product they sell. It's so lightweight, so versatile, so handy and convenient.
The amazing thing is that the fabric is really hard to rip (because of the ripstop cross-hatch threading). I actually tried to cut a piece (don't ask; it was an experiment with a knit bag) and even with my really sharp Fiskar shears, it was REALLY hard to cut through. Plus, unlike the Cafe Bags, they zip up completely... and I can run a cable lock or even just a bread bag twist tie through the zipper pulls and twist it up into the strap hook to make it extra hard for a pickpocket.
Oh, and because it's not as tall as the Co-Pilot, I don't sweat at all with a PCSB.