I have a ton of different bags but I keep going back to my LV speedy or A. Wang coco duffle. They are so easy. I jut ran and go.
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I'm a medium-sized satchel with shoulder strap kinda gal (think MAM, Rocco, City, etc...). I like the versatility of being able to do hand-held, crook of arm, or sling it on my shoulder when I need to be hands-free.
I tend towards two styles: larger totes I can shoulder-carry, and satchels with a detachable cross-body strap.