I would take:

My small white cord bag - holds all my ME things and a couple of dinkie cars/Thomas Take-Along toys.

My 25cm-squared cream bag with front pocket. Perfect for a half-day out (or day out if you buy food and don't have nappy worries) with the family.

Large black bag - enough for a small lunch in there.

Small embroidered black bag OR black clutch bag - for going out somewhere smart.

Nappy bag/Hand Luggage bag - perfect if you wanted to nip over to the UK for a night with the boys. Or just needed a lot of stuff that day.

Another day bag - I just like my day bags!

And I'd take a big purse, a tiny coin purse and a card holder seperate, and two smaller purses.

If you're as natty a packer as I am, you'll not take up much space with all of that because they just pack inside each other and fold up nicely. Soft leather and/or fabric bags are the best.