I might be in the minority here, but personally, I will never go back to a big bag (esp a full big bag), unless it's a big bag with very little in it - my body and back can't take it! It helps that my commutes are now much shorter than when I was in NY, and with technology like the Kindle or iPad - I do not need to carry books the way I used to. I love carrying the Chanel Reissue 225 - I'm 5'2" and the chain fits me perfectly and it fits everything I need: lucas paw paw, lipstick, NARS blush, travel blush brush, wallet, phone, earphones, kindle, house key and tampons for emergencies. It helps that I don't carry huge wallets anymore - I've abandoned my MBMJ clutch wallet ages ago and used an HH and now an nonBrand leather ID pouch. It's incredibly freeing not having to lug around a big bag

I think Ann Wintour is indeed onto something - though she does have assistants to lug her things! I often envy men, not needing to carry anything other than keys and a wallet.