I thought I'd bump this because I'm interested in the answers too, but not sure I have many words of wisdom to offer.
I sound like a similar shape - very curvy size 14 with 32gg bust. I find that I need to be ever so slightly smarter than I'd ideally like to be in order to look 'put together' so tend to wear relaxed jersey jackets rather than cardigans with jeans (I have one from Whistles that I wear to death - but it's navy, so might not help your colour variation much!). And at least semi-tailored trousers, even if I then dress them down with trainers - the current trend for 'athleisure' joggers etc just does not suit my shape.
Also, I like jersey dresses for a day to day casual look, but it's really hard finding things that are the right shape and don't look like a sack. The Tara dress from Hush works quite well.
I find tops that are ever so slightly smarter than a t-shirt work well - I tend to look for things with a bit of draping or that are asymmetrical. Also prefer one colour things rather than prints which I now feel can easily look frumpy.
Jumpers are almost always v neck, sometimes wear a round neck t-shirt underneath if I need it for warmth.
The trouble is that none of this is easy to come by - I spend a lot of time trawling websites but it's usually a case of finding one or two nuggets in a collection that might work. The current trend for high necks and ruffles really doesn't help.
I've looked on pinterest for inspiration but often find the only thing that comes up for hourglass fashion is Dita von Tease which isn't exactly who I want to look like on the school run!! I share your pain...