December 1st, 2025
On My Mind

I 🖤 Skirts

I always think I need more dresses and non-jeans pants, but the truth is I rarely wear either. When getting “dressed” I always opt for a skirt and I am resolved to lean into this choice. Street style inspiration images, like the top two, are saved to my desktop, I will buy a second of a favorite midi-length and make it shorter like the one lower left, and I feel like I’ve hit the jackpot when I find a skirt that I’ve been eyeing on sale lower right. I, also, love skirts because they are easy to alter.

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  • We who are short are challenged with the length of everything! I alter all “bottoms” including those in petite sizes.

    Alicia WhitakerDecember 1st, 2025  1:21 PM

     
  • Conversely, I never wore skirts (though your two inspiration images are divine). They almost invariably require a cropped or tucked-in top which, combined with a mid- to high-rise waist, over-emphasize my bust. But this season I tried on a chocolate brown TWP trouser skirt with pleats, pockets and a high rear slit and VOILA: a skirt with the ease of trousers. I’ve been wearing it non-stop. Turns out you just need to find the right version of something to make it work for you. As always, thanks for the inspiration.

    Lisa MacDecember 1st, 2025  1:46 PM

     
  • Absolutely agree, especially a grey school skirt! what a great post. Love the skirt you are wearing, can you please share the details?

    AlisonDecember 1st, 2025  1:49 PM

     
  • It is The Row Winter 2024

    PrestonDecember 1st, 2025  1:52 PM

     
  • I too love skirts! Skirts are just more comfortable and versatile

    Lisa EastmanDecember 1st, 2025  2:03 PM

     
  • Yes! I could not agree more.

    BetsyDecember 2nd, 2025  7:03 AM

     
  • I am retired and rarely wear anything but jeans or yoga pants…haven’t work a skirt for many years. But…I used to love them, and I am drawn to the two grey skirts you feature here. So attractive and versatile!

    Sharon MDecember 2nd, 2025  9:37 AM

     
  • I love longer skirts for travel. With a pair of comfortable flat boots I can go from day touring to a nice restaurant for dinner. But only longer ones–I’m way past the age for minis!

    BarbaraDecember 2nd, 2025  10:19 AM

     
  • Lovely images. Do you have a favorite slip, pantyhose or tights to wear with your beautiful skirts on chilly days?

    AJYDecember 2nd, 2025  12:28 PM

     
  • I have the grey skirt from The Row Winter 2024. It is practically perfect in every way!

    Jess FDecember 2nd, 2025  3:11 PM

     

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