I actually have a closet that's all shoes, maybe 700 pairs.
The game will tell you what to do on the floor, and that's what I try to do.
Shoes make an outfit. You can throw on a crazy shirt and crazy pants but you add those shoes - done.
I mix and match, from top to bottom.
My Mom and I shopped all the time, she shops all the time, and I was always into fashion. I've been blessed to be in a situation where I can now buy some of the things that look good.
I am definitely not a light packer. My thought is you never know what the weather will be like or what you will feel like wearing that day, so I always have multiple bags with me - even for a two-day trip.