short dress denim Savannah Medium Wash V Neck Sleeveless Mini S / Medium Wash and roomy front pockets Medium Wash Short Sleeve Denim

Petite women can look overwhelmed by a giant necklace unless they are petite and plus size

"I think what probably needs to be updated is the fabric

You can find this classic costume on Amazon

And brown shoes go fine with brown trousers because while the color is similar, the difference in materials between trousers and shoes is enough to visually differentiate the two (unless someone is wearing leather pants, but Ill assume that excludes most Permanent Style readers.) I would personally favour an oxblood (close to Horween colour 8) or navy pair, also I think most suedes would work in any colour for a more casual look, with black suede registering less formal than black calf etc