First start with a pattern and solid. Works everytime. Cover your nude body accordingly, today the weather was mild so I exposed my pastey legs, not everyone does.
Second, pick out how you will carry your necessities. Purses and bags work well for me, but we are all different. Shoes are good if you plan on walking anywhere other that your house, just in case there is any broken glass or bum pee lurking on the street. Then if you are feeling fancy you try out something called a necklace and bracelet. Can't really explain them but they should be in the dictionary... look them up.
If the day is warm you can carry you jacket in case the weather turns. That's was this looks like.
Then when it gets chilly you can put on that jacket mentioned previously and you'll feel toasty. Genius I know.
And that's how I determine what to wear daily. I know I know, you had to take notes it can be tough. Hope you enjoyed this lesson, a wall in my room, and my crookedly hung paintings.