
4 Options of Shoes with Skirts- A Spotlight on a Knee Length Skirt
Back to the theme of what shoes to wear with skirts as requested by Barbara who thinks she is missing basic shoes to wear with her dresses.
Quote of the day: “Where there is no struggle, there is no strength.” Oprah Winfrey
This quote may not be intended for our fashion choices, but I think it’s good to remember. Too many times, we try on one “style” and if it doesn’t seem exactly right, we give up!! Yet, so many times, the fit, length, style or some other detail can make it look better to our eyes.
Besides, it’s a shame to have a pair of shoes that only work with one kind of clothing. Or vice versa that your skirt can only be paired with one type of shoe.
Charlotte showcased her favorite ideas of shoes to wear with a long skirt along with a wild card option. And by wild card, I mean the type of shoes you just can’t wrap your brain around on yourself!! You’ll see Lesley’s wild card as the last option of which shoes to wear with skirts.
I styled shorter skirts (but with tights for the winter) and various footwear.
BTW, Lesley is wearing the same dress (knee length was her preference) in all of these options (it’s a grey swing dress from Old Navy) yet you can see how the outfit changes so much with the different scarves and jacket!!

Girley for Fun
Lesley also classified each look for us. She pulled out a pair of bright pink flats and scarf with the same color in it to brighten up the look. She considers this a great way to ease into spring. Even though her legs are bare, she is covered on the top half.
And did you notice the belt? It’s one way to keep your scarf in place and make it more like a kimono.
These flats are a one sided D’Orsay flat since one side is cut away. The advantage of this style is you see more of the foot and if you worry about your legs looking longer with a colorful flat, the cut away might help.
While these particular flats are not very supportive for Lesley’s arch, she wears them for non walking events only.
Granted, you can find style and comfort with some brands (especially since I know that Walking Cradles has some in this style).

Casual Shoes with Skirts
Lesley admits that she had a hard time getting used to wearing what she’s always thought of as “athletic” casual shoes with a dress or skirt. However, since I have been showing it and talking about it more and more, she has been open to the idea and has now enlarged her sneakers wardrobe. AND she feels good about wearing them with skirts.
You will see many of the younger bloggers wearing the white sneakers with any kind of skirt. Don’t fall for the trap that it’s only for the young girls. This idea is so functional for comfort and can give you a younger vibe.
Insider tip: There are many types of sneakers now. You can find ones that have a more feminine detail like the artwork on Lesley’s pair. Possibly that could make them feel more “normal” with skirts.
Lesley has another example of sneakers with a knee-length skirt here.

Winter Boots
Lesley said she almost purged these boots when she moved to Arizona thinking it would never be cold. And boy, is she glad she kept them. Granted in Denver, she would have added some tights for warmth, but either way it’s a popular option.
If it is warm enough, I really like showing a tad of skin between boots and your skirt.
Most of us don’t have as many colors of boots as a fashion blogger would, but I think Lesley is showcasing a wonderful way to create a cohesive look with 2 different colors like this (instead of matching the boots to the dress). She is wearing a blanket scarf that has both the grey and brown in it which pulls it all together.
Insider tip: Hats are really unisex. Case in point, this fedora was inherited from her husband’s grandfather.

The Wild Card
For my mom, the wild card option for shoes with skirts was wearing sneakers which Lesley has finally embraced. But for Lesley, she struggles with an ankle boot. Yet, you can say there are probably just as many types and styles of ankle boots as there are sneakers now.
Therefore, Lesley found this pair to be okay for her. Why? A couple of reasons. They have a heel and have that same D’Orsay cut out on the side. Plus they are a nude color and so aren’t as noticeable.
So make sure to try all different kinds of styles before you count it out.
Many of the newer styles don’t look “right” to us because we either wore them in the past and grew to realize they were “out of style” OR our brains aren’t used to the combination yet. It can take seeing the same thing over and over many times, but it helps to be open to new things.
Personally this was the case for me with skinny jeans. I remember thinking I would “never” wear those.
Insider tip: Think about the details of ankle boots. Some are cut lower which may show more leg if you like that. Others end up higher on your calf which you may appreciate the coverage. Then there are also cut out details, heel height and of course the color.
Do you have a wild card shoe option that you just never wear with skirts?? I would love to know!

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