Wow!!! MuseumGal and I are mirror opposites: I have a number of pencil skirts, but not much else on the list. And my black most basic one is a but um, fluid on me. It works if I have a lot of layers on underneath and am not wearing control top tights.
Booties: Yes, have them but my current ones don't allow oodles of walking.
Moto: Still looking, so I'm still wearing my c.1989 short leather jacket with the lining held together with seam tape.
Sentimental jewelry: I'm not sentimental so I don't/wouldn't have any.
Pencil skirts: My most basic ones (in gray and black) are a bit loose; the ones a size smaller are more fun.
LBD: Had one years ago that I only wore a few times so I never replaced it. I don't go to those type of soirees. None of my dresses get worn much for that matter.
Bag: Too large and the bag looks like it is carrying me. DD has a hobo-esque Mary Poppins bag that expands sideways, so I should really look for something like that.
Vintage T: Don't particularly care for them on my body so I don't see the need. I think I will actually buy a short sleeve white T though since I don't have one and don't ever remember having one.
Cropped black pants: Are you kidding? On my stubby legs? Never!!!! But I will always have black pants even though I find I wear them rarely.
Perfect jeans: Not sure what perfect is, but I do own quite a few pairs in various styles.
Pumps: After noticing that I didn't have any, I bought a black leather pair and a black patent pair a couple of years ago. I've maybe worn them twice. Hard to keep on my feet, and I can no longer see myself wearing Mary Janes. Plus, my feet get cold. I'd rather get more booties.
These types of lists rarely take into account varying lifestyles. I can't think of a time when I wished I had a LBD and was wearing pumps. Or felt out of place without a vintage T. But yes, I think I will now put a hold-everything bag on my list!