Lazy I used to have heavy IR (roughly from the age of 12 by my estimation, it and the PCOS went undiagnosed for a very long time, unfortunately) but it somehow miraculously disappeared and along with it went a load of weight. Though assumed due to diet and exercise regime that I've maintained for years which was unchanged but never had an impact before on the IR or weight but was helpful with hormone levels and keeping my cycles regular, it's still odd nonetheless. Ditto on the hairiness, though it's largely been kept at bay with lasers these days. I have a long list PCOS annoyances although I'm also pretty sure at least half of them are unrelated and it's just blamed on PCOS.
I think it's tough with the inverted triangle type, Proper. Essentially, it's a rather masculine build but dress too masculine and you can be mistaken for one, go too feminine and you look a bit fraudulent. Especially athletic women (many are IT as it's quite an athletic build) get berated for that a lot, it's like the Williams sisters aren't allowed to display any sign of femininity for some reason 
. I think where curvier shapes struggle to get the balance right on casual/dressy for more angular types it's about getting the feminine/masculine balance to work for you and many get lost in a rather mundane neither (not androgyny, more like unisex). I think many think you can't do feminine at all, and the frilly girly stuff indeed looks odd but you can soften it, you need a bit of both somehow.
Exhibit A, very curvy left and IT on the right, same dress. Take the two weirdo celebs out of it, they're both equally horrifying role models in their realm of influence in my book, we're just looking at their body shapes here. On paper, you'd think this the kind of dress would want a very feminine shape to bring out the best, the reality is it looks better against a boxier body shape. It has nothing to do with GP being taller or skinnier it's the fact that the balance is right whereas with KK it's too much emphasis on curves that it just gets lost, the dress is wearing her where with GP it's the other way round, the circular delicate pattern enhances and gives an illusion of shape she doesn't have (also note the weird pose she's taken to achieve that, slightly bending at the knees and dropping backwards whilst jutting one hip out).
Someone mentioned above (sorry can't be arsed to scroll) that wrap dresses are for those with a waist, I'd say the opposite is true. The chances of it fitting at your exact waist are small and it never looks quite right when it does, the proportions are off. Apples, the ones with no waist, are usually the ones that it suits most.