Okay, this question is really about shapes and proportions. On top is the required conference shirt. I'm supposed to wear it with Chinos, but have permission to wear it with anything that's reasonably business-casual. Even the white jeans.

#1 bootleg black
#2 Gray pleated baggy slouchy tapered pants (enough adjectives?) Tucked in.
#3 Gray pants from #2, untucked - is the shape or the pants too unconventional?
#4 Lighter gray wide-let pants
#5 Skinny black
#6 Skirt, tucked in (see? I look weird in skirts...)
#7 Skirt, untucked
#8 Navy chinos - the recommended wear
#9 White jeans - probably too casual, as much as I love them.

ETA: #10, a smaller size shirt, with an undershirt and the chinos. Would this combo be better than the larger-size shirt that's a bit longer?

Questions: Which ones look the best proportionally and shape-wise? I can't do anything about the shirt or it's length, but I could add a topper, as long as said topper doesn't cover the logo.

I'd like to think that with long underwear, I'll be able to go without a topper, but I'll probably take a topper along just in case. Something that "coordinates", since none of these have "matching" toppers.

Thanks for your input and patience - I know it's boring.

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