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Are you a yea or nay for the high vamp trend? I’ll admit, the trend was originally a hard pass for me… but as I’ve looked at more of them the look is growing on me.

These Tuckernuck flats are some of the best-looking of the bunch, IMHO — they definitely have a much higher vamp than we’ve seen in years past, but I like that it isn’t too high. (We’ve discussed whether toe cleavage is appropriate for work in the (distant) past; what are your thoughts on, ahem, phalanx cleavage?)

The shoes come in five colors, sizes 6-11, for $195.

Sales of note for 9/11:

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This year I’m noticing a ton of midi skirts for work. Some are sleek and fitted, some are slip-like or pleated — but a lot of the newer options are more fluid and flowy. How are you wearing them to work (or are they weekend-only for you)? What shoes are you wearing them with for summer, and how do you plan to transition them for fall?

Five Ways to Style Midi Skirts for Work

Wear a Midi Skirt with a Matching Top

This one is definitely the easiest — it just looks like a dress. Pictured above: the M.M.LaFleur Ara skirt, available in eight prints (and solid black) in sizes XS-XXL. Some of the tops that match the skirts include the turtleneck pictured, this cinch top, and this ruched top.

You can also see the matchy-matchy look at Me & Em, Ann Taylor, ATM Anthony Thomas Melillo, and rag & bone.

Wear a Work Midi Skirt with a Cardigan

Another look that is popular right now is wearing a midi skirt with a cardigan, where the cardigan is buttoned closed and worn by itself. (I’ve also seen it styled with the cardigan turned around or reversed so the buttons are on your back!)

Pictured above, a midi slip skirt at Banana Republic Factory — but you can also see the look at Ann Taylor, Nordstrom, and Max Mara.

Wear a Midi Skirt with a Blazer

This is one of the hardest looks to get right, in my opinion, because the proportions of the blazer and skirt have to work together.

A week or so ago we rounded up the trendy blazer shape in this picture — the collarless, crewnecked, cutaway blazer — and it’s one of the easiest blazer shapes to wear with midi skirts, whether it’s a blazer, a vest, or a sweater. (I also like that it’s styled with boots; it’s a great fall look.)

Pictured above: Ted Baker, at Nordstrom. You can also see the look at Ann Taylor (belted leather blazer), Nordstrom (the Nordstrom associate in the video), and Banana Republic Factory.

Pair a Midi Skirt with a Sleek Tank

Pair it with a very simple, sleek tank in white or black — but know your office, this isn’t appropriate for every office! See it at Ann Taylor (pictured), M.M.LaFleur, and J.Crew.

Pair a Midi Skirt with a Blouse

A tucked-in blouse is another classic option. This can be tricky because the skirt has to have enough structure to get a clean tuck, but you could also get the look with a bodysuit.

We’ve pictured the Staud skirt (at Tuckernuck) — but you can also see it at Ann Taylor, Quince, J.Crew, Vince, and M.M.LaFleur

Readers, how are you wearing midi skirts to work right now? What tops and shoes are you pairing with them — and are you changing the formula as we head into fall?

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I was thinking how I’m always amused to stumble on older pieces that we’ve featured here on Corporette® … sometimes they still look good, or I remember liking them. Other times, the styling or the featured piece of clothing is just… fug.

I thought it might be fun to share some previously featured items with you guys, and discuss — would you wear these items today? If so, how would you style them in 2026? If you’ve replaced items like this in your closet, what are you wearing instead of them?

First up, some of the things we featured on September 14 over the years…

What We Wore on September 14

September 14, 2010

This gorgeous Badgley Mischka dress was our pick for a Tuesday workwear report back in 2010. It doesn’t feel particularly 2010 to me, or any other time — which may be why I like it as much today as I did then. I think the cobalt accent is subtle, and I still love the boatneck neckline and loose dolman sleeves. The dress was a stretchy woven wool. It was $395, marked down to $237 at Bluefly.

September 14, 2012

I’m not sure why this Banana Republic tee is so familiar to me — it was our Frugal Friday pick back in 2012. I described it back then as a “bit of piped charmeuse trim at the neckline,” which rings a bell today — I think I bought this one. (Possibly in multiple colors!) It was marked to $29-$36 but you could take it down to $20-$25… I miss when Banana Republic had great bargains like that. (I just checked, the average price for a T-shirt at BR is $55 today, but lots on sale for $30.)

September 14, 2015

I loved this Paule Ka dress back in 2015, describing the wrap detail as “intricate and architectural.” It was $845 at ShopBop. (Were we really wearing peep-toe platform slingbacks in 2015?!)

September 14, 2016

Wow. This Boden dress is one of the more dated options so far. It just feels very… colorblocked. I do like the way it sort of hints at a bustier with the colorblocking, and this is the kind of thing that would have been one of my favorites back then. But… yeah. I noted in the post that it also came in a solid burgundy, which I can see having withstood the test of time better than this guy.

It may interest you to know that that day we also did a (sponsored) post titled “The Limited and Eva Longoria Take You From Work to Wine.”

September 14, 2017

Would you wear these Banana Republic corduroy pants today? Ankle pants are still in style (although less than they were), cords are still in style… admittedly, the styling with the high heels does look a bit dated, as do the slash pockets on the hips. If I found them in a thrift store today, though, I’d probably still view them as a find; it’s a great color. Back in 2017, the pants were $65, down from $88.

September 14, 2018

Back in 2018, this ponte dress was a bestseller at J.Crew Factory. Aside from the fact that it’s very short for work, though, I still like the dress — it feels like a classic. Thoughts? The dress was $65.

September 14, 2020

Huh… this Tory Burch dickey sweater is not my favorite, but then I’m never a fan of a big scarf. I’m assuming the scarf is detachable, which might be fine, but overall it feels like a weird length. It was $498.

(Psst: you can see previous installments of this occasional series here!)

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Our daily workwear reports suggest one piece of work-appropriate attire in a range of prices.

I’m loving the slightly unusual asymmetric neckline on this dress from Modern Citizen. The combination of the cool neckline with the classic A-line creates a really interesting look.

I would add some fun earrings and wear this on a day when I didn’t feel like I needed a blazer to complete my outfit. 

The dress is $228 at Modern Citizen and comes in sizes XS-1X. It also comes in black. 

Sales of note for 9/11: