Winter outfit idea: oversized brown wool blazer with a denim maxi skirt and brown croc kitten heel boots. | Le Stylo Rouge

New Year Classics in a Wool Blazer and Denim Maxi Skirt.

Styling a denim maxi skirt for winter in the new issue of KC Homes & Style.

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Happy 2024! I’m back just in time for the massive polar vortex slamming the middle portion of the country. (Thankfully, this was shot before the temps dropped below zero!) I’m sharing a winter-friendly way to wear those denim maxi skirts we saw so much of over the summer as part of the January/February edition of Kansas City Homes & Style.

I wanted some oversized layers, so this herringbone wool blazer sized up made for the perfect topper. The hefty wool fabric and a set of elbow patches help anchor this look as January-appropriate. My exact blazer is sold out, but you can score almost an exact one right here. I would size up if you’re looking for the same slouchy vibe I was going for here.

A classic white button-up served as the base of the outfit. This shirt is from the men’s section at Amazon; it’s a timeless piece that looks so classic when tucked into denim, like this denim maxi skirt. I belted the look with a dark brown leather belt to cinch in the waist; this helps balance the volume of the oversized blazer.

Last but certainly not least are these killer brown croc boots. The shorter kitten heel is right on trend and the tall boot shaft shields your legs from the cold. To further warm this up (or make it more vortex-friendly, if you will), you could layer on a pair of wool tights or fleece-lined leggings.

How to Wear a Denim Skirt for Winter. | LSR
Winter outfit idea: oversized brown wool blazer with a denim maxi skirt and brown croc kitten heel boots. | Le Stylo Rouge
Commense blazer (almost exact here and similar here) // Amazon shirt, boots, and earrings // H&M skirt (similar here and here) // Linea Pelle belt (similar here and here) // Same Circle necklace // Ray-Ban sunglasses
Oversized brown wool blazer with a denim maxi skirt. | Le Stylo Rouge

Winter outfit idea: oversized brown wool blazer with a denim maxi skirt and brown croc kitten heel boots. | Le Stylo Rouge

Winter outfitting: oversized brown wool blazer. | Le Stylo Rouge

Oversized brown wool blazer with a white button-up shirt. | Le Stylo Rouge

Oversized wool blazer with a denim maxi skirt and brown croc kitten heel boots for winter. | Le Stylo Rouge

Winter outfit idea: oversized brown wool blazer with a denim maxi skirt and brown croc kitten heel boots. | Le Stylo Rouge

Shop the look:

Many of this outfit’s elements are classic, but I’m wearing them here in a modern way. The denim maxi skirt? Make it modern: frayed hem, slit up the front. The wool blazer? Make it modern: size up and go for the borrowed-from-the-boys feel. The tall boots? Make it modern: opt for a lower heel and choose a chocolate brown color vs. the classic black.

The new digital issue of KC Homes & Style is right here, where you can see the article in all its glory. Congrats to the team on another beautiful issue!

Linking up with Elegantly Dressed and Stylish, The Fashion Canvas, I Do DeClaire, Style Splash, Is This Mutton, Curated by Jennifer, This Blonde’s Shopping Bag + Doused in Pink, Mummabstylish, Nancy’s Fashion Style, Shelbee on the Edge, and The Grey Brunette.

91 Comments

  1. I am loving this outfit: I was wanting an inspired look by for next month and this is going to be it! I might try to thrift an oversized neutral blazer but otherwise, I can shop my closet!

    1. At first I was wondering if the rough hem would cheapen the vibe, but the way it played against the polish of everything else actually worked out nicely. Thank you for noticing, Marsha!

    1. We’ve been in this serious subzero spell for over a week now and it’s crazy! Supposed to thaw a bit this week (well, it’ll be in the low 40s), so I’ll take what I can get for now! 🙂

    1. I didn’t know if I could pull it off without looking like a Kindergarten teacher from 1992, but it turns out it’s easier to style than I thought! 😉 Thanks for swinging by babe!

  2. You’re really killing it with this look. Love everything about it, particularly the denim skirt, boots and elbow patches! Thanks for linking.

  3. How FAB is that blazer?! I need to just come by and shop your closet! Sending warmth your way, but I don’t know how good it’ll do it dipped to the 30’s here in FL too believe it or not. Craziness!

    1. SO COLD. I’m over it, haha. This morning we got ice- it’s supposed to thaw out this week, but we’ll see. Spring can’t come soon enough!

  4. I just shot how to restyle a denim maxi for winter too!!! LOL. I love the way you paired it with a strong blazer, I am totally going to copy this look. Also, I am drooling over those crock boots. Fabolous.

    bosbodaciousblog.blogspot.ca

  5. Hello!

    I really liked how you put this look together, it’s classic but dressed up as modern, I love it! As always you’re perfect! You’re a perfect English charmer!
    xoxo

    marisasclosetblog.com

  6. Love everything about this fit! The boots! 😍🤎 they totally elevated this look, sure it’d be different vibe if they were the ‘classic’ black boots as you mentioned it!

    Have a lovely day!
    XO, Melissa

  7. I just purchased a denim maxi skirt just like this over Christmas. I absolutely love it. They are perfect for winter. I love how you styled it. Next month’s Ageless Style prompt is ‘Maxi Skirts’ so you should definitely link up with us again. Thanks for linking this month.

    1. Thank you for stopping by, Amy! I really like that the denim maxi is having a bit of a trend resurgence- it’s fun to wear!

  8. You make oversize layering look sooo effortless, Ashley! I always worry I will drown in clothes because I’m barely 5’4″. I like what you did and how everything came together in this look! Those croc kitten heel tall boots are fabulous! Hope you are having a great start to 2024! 🙂

    https://lizzyslatest.com/

  9. it’s a well-curated outfit that strikes the perfect balance between comfort and style. The combination of the denim maxi skirt with oversized layers creates a cozy yet fashionable ensemble perfect for braving the cold weather. You look amazing

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