One day, at work, I glanced down at myself and discovered that I was wearing:
bright blue tights;
a burgundy velvet long skirt from the charity shop;
a green top;
a blue scarf;
a purple cardigan;
a green necklace;
green glasses; and
hair, short and sticking up at all angles because I had washed it the night before and then slept on it (and I'd forgotten to use my hairbrush that morning).
A look created much more be inattention than by design! I must look absolutely mad, and I'm sure none of it actually goes with any of the rest of it. But luckily I work at a university and could probably pass it off as art.
Dressing well is really very difficult. I don't have a very good sense of what clothes go with other clothes, or what clothes would go well with my own shape and colouring. A good technique I have recently discovered is to go into a shop and find a mannequin that I like the look of. I then go and find everything that the mannequin is wearing and try it on.