Ladywone: excellent questions!
1. Yes. I spent a night pre-planning. I actually have a colour scheme and a few silhouettes in mind then stick to that. I made sure each item schematically matched with each other. All other items I loved (3 more), I had to box up because one of them did not fit the colour scheme and the others are too warm to wear for spring/summer
2. I love most of them such as my flares, all the jackets and most of my dresses. I don't love my tops at all (all fluid because I have the muffin top from hell) because they just don't work with the flares. I also don't love my LBD (I'm looking for a black matte jersey higher waist wrap dress with 3/4 sleeves).
3. My bold graphic print matte jersey dresses. All 4 of them. They are statement pieces but for some odd reason, they are true workhorses. I've dressed them down for my casual work environment, dressed them up for weddings, and made them look formal enough for creative interviews. For some reason I can work magic with statement dresses.
4. style goal: a minimal wardrobe that fits my lifestyle (casual work environment, very laid back weekends), is physically comfortable (lots of comfort in movement. No tummy/belly constriction, hence the abundant amount of dresses. Breatheable/airy, comfortable footwear, heel height under 2 inches due to foot issues), expressive of my personality (BOLD modern classic: bold colour, graphic prints, structure + drape combo. Has slight romantic and RATE tendencies). Oh and jackets aside, wardrobe must be primarily machine washable.
And thank you for the questions! You really got me thinking there!