What should I wear on an autumn city date to stay warm and look nice?

It’s Autumn where I live, in Australia. I live in the city. It’s going to be cooler in the evening and I don’t want to get a cold. Should I wear trousers or tight pants? Should I wear layers, or a multicoloured sweater and a light coat?

I haven’t decided what I’m going to do, only that if I end up going, I’d like to look nice, without catching a cold.

What should I wear on an autumn city date to stay warm and look nice?
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