Begin with your wardrobe
List the colours and silhouettes you wear most. A bag or shoe should connect with multiple outfits rather than require an entirely new wardrobe around it.
Inspect structure and finish
Check stitching, hardware, lining, closures and the way a bag holds its shape. For footwear, look at sole stability, heel balance and the finishing around pressure points.
Comfort is visible
A beautiful heel or shoe loses its effect when it changes the way you walk. Try both feet, allow for natural variation and spend enough time standing before deciding.
Use one finishing signature
A sculptural bag, refined heel or strong belt can define an otherwise quiet look. One considered signature often feels more premium than several competing accessories.