After seeing Angie's denim skirt post, I tried to update mine with plaid, cognac-like accessories and pointy toed loafers. I didn't have a bomber that worked so used a twill moto jacket. Does this work? Would booties with a bit of a heel be better than the flats? Yes, I need to shop for a shorter belt!
The pieces are all several years old except for the plaid shirt (Target). Does it look ok for a casual day? Your thoughts and suggestions are appreciated!

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