for me its def my jumbo Chanel or balenciaga classic city bag inClassic XL Chanel Jumbo or when the weather is not great I carry a Mulberry Edie or Michael Kors Hamilton.
Oh Grietje! The leather on that gray YSL looks luscious!YSL Crest Leather Easy
It's a combo satchel/tote--undo the sides and it's a huge tote.
My Downtown is my work option