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What To Wear With Boots Over 40

January 30, 2023 By: Nada Manleycomment

I know I know. You’re over boots already and probably sweaters and coats and all the other winter clothes that you’ve been wearing for months-that-feel-like-years. I get it.

Well, I don’t really get it, because I live in Florida, but I still get it. You know. I get the second-half-of-the-season wardrobe boredom. By the time fall rolls around, I am over my summer uniform of sundresses and espadrilles and ready for some layers. And by the time the end of January rolls around, well, you know. I am over pants.

January through mid-March (my birthday) can seem like long and dreary, but a few cute outfits can help you shake off that winter funk. Today, I decided to take some of the most popular boot styles and show you different ways to style them in your own wardrobe.

I’m not saying discovering a new outfit combination can improve your mood but – wait, that’s exactly what I’m saying. 🙂

Chelsea Boots

Chelsea boots are one of the most comfortable and versatile boot styles in a woman’s wardrobe. They are casual enough to dress down and polished enough to wear with dresses and skirts. My Ryan Chelsea Boots from Vivaia are weightless, ridiculously comfortable, waterproof, washable, and eco-friendly. Use Code “Vnada” will get you 15% off.

Ryan 2.0 Chelsea boots, $139. Use code Vnada for 15% off.

Outfit 1: Maxidress + Moto Jacket + Chelsea Boots

Outfit 2: Cami + Cardigan + Pants + Chelsea Boots

Knee High Boots

Knee-high boots are a big trend for 2023, but also a classic that many of us have never stopped wearing. Whether you reach for your favorite riding boots or try these cozy faux sherpa Camila boots from Vivaia, these outfit ideas will help you make the most of your fave knee-high boots.

“Vnada” will get you 15% off.

Vivaia Camila Faux Fur Boots, $159 (sale). Use code Vnada to shop.

Outfit 3: Short Dress + Knee High Boots

Outfit 4: Turtleneck + Blazer + Skinny Jeans + Knee-High Boots

Booties

The go-to boot style for many of us, they are versatile and work well with pants and dresses.\

These are similar to the ones in my wardrobe.

Lulu’s bootie, $44
Sam Edelman Fawn booties, $114

Outfit 5: Button-Down Shirt + Blazer + Jeans + Booties

Outfit 6: Wide Leg Pants + Sweater + Booties

Chunky Boots

Chunky boots have been trending for some time now, and whether you have hiking boots, lug sole boots, or Doc Martens, they are fun to style in different ways. Here, I’m styling my lug sole boots from Sumissura. Because this was a new style in my wardrobe, it took a little experimentation before I fell in love with these boots and started wearing them regularly.

Sumisurra boots, 202 Euros (also available in U.S. Use code clb_nada10 for 10% off.

Outfit 7: Baggy Sweater + Slimmer Jeans + Lug Sole Boots

Outfit 8: Cami + Blazer + Black Jeans + Lug Sole Boots

Rain Boots

Whether knee-high or ankle-, rain boots are practical, colorful, and comfortable. I have a knee-high pair of Hunter boots and this ankle pair from Amazon that I love and style many different ways.

planone short rain boots, $39.80, Amazon

Outfit 9: Statement Sweater + Jeans + Rain Boots

Scrunch Boots

Fun and flattering, scrunch boots add a textural element and detail to an otherwise simple outfit, like a short dress. They also work well with leggings and skinny jeans.

Harlan boots, $19.99 (clearance), Target

Outfit 10: Short Dress + Scrunch Boots

Platform or Clog Boots

If you want height and comfort, a pair of platform or clog boots might be just the thing. They are a natural with wide-leg or flare pants as well as skirts and dresses.

Platform boots, $64.99, H&M

Outfit 11: Black Flare Leg Pants + Black Sweater + Statement Coat + Platform Boots

Over The Knee Boots

While not the most versatile boots in the world, OTK boots are so much fun. A tight version like these from Vivaia pretty much just work with dresses, while a looser version would be great with skinny jeans and leggings as well.

Madeline OTK boots, $199

Which of these boot styles do you have? And what new outfit ideas will you try? Let me know in the comments!

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