Hi - we can't give you any medical advice here, you should consult a qualified doctor.
As for clothes, what are women wearing that you like the look of? Is there a style you find appealing?
Women have a broad range of clothing and shoes and accessories in their wardrobe, from casual to classy to practical to business, usually acquired over many years. I'd suggest buy some cheap stuff first so t hat you can work out what look suits you best before you start buying the expensive stuff and potentially get the wrong size or something that doesn't suit you.