I switched out to the small cuir in Brandy today so that I can see what fits for you. I never thought I can actually wear the new shoulder strap crossbody but it works and so comfortable with the wider strap. I had all of my essentials as above in the XS cuir and also added these so that you can have a feel of how it looks when worn; ribbed cardigan (quite thick), extra umbrella (that makes two!), stainless steel water bottle (450ml), LOQI reusable bag. I think I have room for either a pair of gloves or a thin scarf. I think it does not look that bulky with all these in.