Maybe get some of the same sorts of things in different colours. Some colours I think that are classic would be navy blue, red, browns. So you could get good quality shirts, jumpers, pants that are for your shape in different colours. And then accessorise from there with little things that are from that 'time' like scarves, cheaper jewellery, belts...
I desperately need new clothes too, but I'll have to wait til I have this bub and get back to pre pg weight, or at least to a place I'm happy!