I would like to say 'effortlessly'!! LOL but I agree with much of Kristines post, l'm the same height and with a fluctuating waist...l am more comfortable in the late 40's early 50's dresses...but l rarely find anything that is comfortable....as we are not the same in body shape to start with...
I almost always attach a silk scarf to my handbag.....and neck!! (hence l get sideways glances from some, l think its cos many vintage c70's porn films' leading 'ladies' wear a knotted scar at the neck---well so l'm told!)
I use a bag whenever l can, but its frustrating as the kitchen sink barely fits in, let alone the wallet, makeup, mobile phone and the contents of next doors garden shed!
from a bad mad handbag freak!!