First off: son sat on floor to take first 14 pix. Part of the extreme matronly look is that perspective.

Pix 1-4. Blazer is too small. Should I go up a size or fuggedaboudit? Skirt is wrong color—should I get colors in find, or is fit poor?

5-8 navy sweater dress with dark navy flecked blazer. Where does the dress rank in comparison to other pieces here in terms of formal-casual?

10-14 navy skirt, with & without dark navy blazer, various blouses.

15-17 skirt is still wrong color, but is short blazer better with it, shapewise?

18-20 shorter blazer with long skirt

21-22 Grey blazer is still too small. Looking at color combo—is this a better topper for navy dress?

Big box with meager results.

The skirt is the wrong color way, so I’m trying it on for fit only. My son says it makes me look like a phone booth (shapewise). Does it? I’m not keeping this one, so the question is only about the cut, whether I should get the other colors or just return.

Ordered a slew of sheaths and basically learned that I’m not the size I thought I was. This is the only one that fit. I wanted sheath + dress to be my dressiest look, but think this might be more casual than the others.

And then the question of the blazers. I’m keeping the very dark navy one with flecks in it, think I should pick one more. This grey one is clearly too small. I could go up in size on the grey or keep one of the navy ones. Need to decide quickly.

Thanks for helping me decide on these questions.

Finds are items I’m trying on + other tops I have that would work.