What kind of jewellery should I wear to dinner on each night?

Tomorrow night, I’m wearing a gingham top, trousers and black boots. Should I wear a diamond ring, or a bracelet to the smart casual dinner? For the formal dinner, I’m wearing a velvet 3/4 sleeve top and trousers with black boots. Bracelet and a ring, or pearl necklace?

What kind of jewellery should I wear to dinner on each night?
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