What should I wear on this hopeful first date in cool Aussie weather?

I was meeting all losers on dating apps, so I closed them all. Then I tried a Christian dating app. As I am an Anglican Christian, but not very strict. I got hit on by a Catholic Christian. He seems like me, not too religious, but he believes in the same stuff that I do. He’s sort of cute and he flirts in a respectful way. For the first time in a while, I felt hope about the possibility that the right man is out there.

My mum’s birthday is on Anzac Day, then the next weekend is the gala night; and I’m having my girl friends over. We’ve agreed to go out in a few weeks, after all of this is done. So, the question is, what should I wear?

it’s getting cooler now in Australia, as we move towards winter. Should I wear a multicoloured sweater and nice trousers, or a layering sweater with a trench coat and pants?

Updates
3 mo
I just told him, because I’d rather be abandoned early than late, if it’s going to happen, that I’m a mild schizophrenic. He claimed to be fine with it, then he started treating me like I wasn’t human, something to be feared and disappeared. I’d gone from being an attractive, intelligent, interesting woman to being damaged goods, ‘handicapped.’
What should I wear on this hopeful first date in cool Aussie weather?
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