The Year Of The Structured Mini Skirt – Cute Skirts And How I’m Styling Them

In the continued attempt to not constrict my crotch/stomach with uncomfortable clothes and yet still feel/look put together when I leave the house, I’ve had to make a pretty big winter life pivot. I’ve worked from home for the last ALMOST FIVE years so my tolerance for being uncomfortable when I do leave the house (rare) is very, very low. Of course, I’ve adopted the drop crotch pants but as you can imagine not everyone (ahem, Brian) is a massive fan of the cool “saggy bottom” look, and yet the super baggy jean trend doesn’t look good on all of us. As you have probably surmised from years of seeing me wear teeny tiny shorts I’m more apple-shaped (I carry more weight on my top than bottom) so I like a blousier top and skinny jeans. But skinny jeans aren’t that comfortable (some are) and apparently they are not having a moment right now (but rumor is coming back soon???). Also, I feel so frumpy in the “blouse on top and baggy on bottom”. So this winter for going out I’m leaning into the structured mini skirt – with tights, socks, and boots. Here are a few that I’m loving (and more affordable options at the end).

A Patterned (And Quilted) Number

Jacket | Shirt (similar) | Skirt | Socks (similar) | Shoes

Here we have a quilted plaid skirt that I just bought. I paired it with a fancy sock because that’s a thing apparently and I think I like it (especially with those pumps that I got years ago and rarely wear). The denim blazer is the one from Madewell that I love (roomy but still flattering). I bought both a size 4 and 6 in the skirt and much prefer the 6.

A Large Floral In A Tiny Skirt

Jacket | Blouse (similar) | Skirt | Boots

While Brian remarked how this looked very sofa fabric-esque (not wrong) I LOVE this “suit”. I bought it for an event then realized that in Portland I might have stood out more than I wanted to while I was there (I was right). This is thick brocade-like fabric and really busy (and thus forgiving). Of course, these boots are the star of the show (and come in blue suede, too which I wish I had bought but I love these).

This matching jacket look might not be for everyone (or every occasion) so I also tried it with an oversized sweater which is probably what I’d wear more often.

Sweater | Skirt | Boots

The sweater is old from Alex Mill and has a cute boxy cut with dropped shoulders. It takes what could feel more statement-y and calms it down a lot. The skirt is short but pairing it with suede over-the-knee boots (are we still saying thigh-highs?) covers up most skin and would look cute with brown tights, too. I also like the boots being suede instead of leather as it also tones it down a bit.

A Little Denim Number

Sweatshirt (similar) | Bandana (similar) | Skirt (similar) | Belt (similar) | Boots (similar) | Bag (similar)

I’ve had this skirt for a long time and just unearthed it (same with the boots!). I threw on a vintage sweatshirt, bandana, and belt (although I think I’d skip the belt next time).

This feels far more fall than winter, but tis the season 🙂

A Black Leather Mini – But Make It Serious 🙂

Blouse | Skirt (similar) | Tights (similar) | Boots (similar and only $25!)

Another skirt I’ve had forever that I’m so glad I kept (same with the shoes, but these are so close). I wanted to calm down the vibe of the black leather with tights, wooden-heeled shoes, and again, a blousy top (I just bought this for a huge shoot I had a few weeks ago).

I really look like I love drinking coffee in my mini skirt ha. But honestly, I do really love this look and feel good in it. So if you are interested we pulled together a handful of affordable options with some great size-inclusive picks too!

  1. Denim Micro Mini Skirt | 2. High-Waisted Mini Skirt | 3. The Colette Faux Leather Mini Skirt | 4. Jacquard Mini Skirt | 5. Denim Mini Skirt  | 6. Houndstooth Mini Skirt | 7. Saddle Wrap Mini Skirt | 8. Faux Leather Mini Skirt | 9. Corduroy Miniskirt

Happy Saturday and happy mini skirting. xx

*Photos by Kaitlin Green

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