Honestly it would depend on where you live, as in the weather.
For me, I'd get a really nice winter coat or two. Maybe a nice pair of boots. A hat or two. A good suit for work.
I'd look at things that are versatile if your weather allows it, so, yes, a nice pair of well-fitting jeans, some nice shirts/blouses, a dress.
I'm in weight reduction mode at the moment, so I'm hanging off for a little while before I purchase my winter coat for this year, but I do check out the glorious coat shop on the way to the gym every day.
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