OP this is fantastic, what a lovely thing to do!
I'm 39, 5'6", 12-14. Bit of a saggy tum and muffin top / violin hips going on. Pale skin, brunette. Hourglass, largish bust.
High waist trousers make me look like an ancient farmer with his trousers up to his armpits so I try to avoid them.
I'm completely stuck, I feel like I've not worn real clothes since before covid, and I've no idea what to wear any more. Not helped by wfh, so I don't actually see people anymore, and get a sense of what normal people are wearing.
I do occasionally venture to the office, but it's very much casual, 3rd sector so a bit eccentric / outdoorsy. Indigo / black jeans, maybe cords, with a nice jumper or a casual blouse, I suppose, is the level that I'd want to pitch work wear at.
I'd like to look put together, rather than thrown together. But worry about looking overdressed.
I've also just bought these boots and I really don't know how to wear them. https://www.marksandspencer.com/chunky-buckle-flatform-ankle-boots/p/clp60627122?prevPage=srp#intid=pid_pg1pip48g2r15c2