WIW: channeling my style icon in a crisp shirt

You may have heard me say I don't wear crisp button-up collared shirts. I used to wear them, and now they feel too formal, fussy, or business-y for my style. If I wear a collared shirt, it is more often in a silky fabric rather than a crisp cotton. And I can't recall wearing a "popped" collar--pulled up around the face--for more than a moment.
So today's outfit is a bit of a departure for me.
I bought this collared button-up shirt about a year ago, because I liked the steely gray color, and because I do really like the idea of a crisp cotton shirt. This one is made of tencel that looks and feels like a soft cotton; somehow, it does not feel too fussy to wear.
When I put it on today, I was inspired by my style icon, Linda Rodin, who is often photographed in a crisp button-up shirt with the collar popped.

Here's the resulting outfit, worn for a day off (1-3):
Cream skinny jeans (Mother, the Looker highrise, in whipping the cream); gray tencel button-up collared shirt with 3/4 sleeves (P. Taylor); navy linen knit vest (made by me); navy nubuck sneakers (Paul Green); silver-toned disk earrings and piano-wire bracelet.
My style icon, Linda Rodin, in white and black crisp collared shirts (4-5). 
Thanks for looking! I welcome any suggestions or comments you'd like to share.

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WIW: another dress over pants--the work version

Working at OSKA Seattle, the dress code is to wear clothing from the store/company. Here is my work version of a dress over pants outfit. I bought the caftan dress with the idea in mind that it can work alone as well as over pants or leggings, say, when the weather is cool. I like that it has sleeves, and it is easily layered over an insulating tee, for wearing in the air-conditioned store. I've worn it a few times already on its own as a dress, and over footless tights, with sandal-booties. Today I tried it with pants, and I quite liked it. The look does add some bulk to my frame, but I'm hoping it was JFE (just flattering enough).

The outfit (worn to work):
Black lightweight linen caftan dress (OSKA, Taja dress); black lightweight cotton rolled-hem trousers (OSKA, Tertia trousers); black layering tee (Tees by Tina); pink, white, gray, and maroon stripe scarf (Halogen, painterly wave wrap); pink sneakers (Ellen Degeneres, Chapalove); pink and brass necklace (Madewell, radiate necklace set); not shown: nude pink tote bag.

Thanks for looking! I appreciate any feedback you'd care to give. 

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WIW: dress over cropped flares

I took Angie's idea and wore pants under this dress, rather than the leggings or footless tights I would have otherwise chosen. I kind of liked the effect. What do you think?

The outfit (worn to play in a piano recital):
Short knit dress with black, white, taupe, and gray fashion print (made by me); black cropped flare pants (Halogen); taupe cross-strap flats (Naot); long black and white marled knit cardigan (Bobeau); taupe pleather tote bag with silver studs (Chelsea28).

Thanks for looking! I appreciate any feedback you care to give.

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