Wearing Boots With Skirts
During the chilly fall and terribly cold winter months, I love wearing boots with my skirts. Here are some reasons why.
The Positives of Boots
~They are stylish. You can find casual or dressy pairs of boots.
~They help keep you warm. Wearing that extra layer is nice!
~You can wear any sort of socks with them, and nobody knows! Seriously, I’ll wear thick wool socks sometimes that normally wouldn’t look very good with mary jane style shoes.
~They go well with leggings under your skirts!
The Negatives of Boots
~Cheap boots are normally not comfortable. I can handle wearing my cheaper boots to church, but they are not something I would want to wear all day long. I have a nicer pair of boots that are cushy on the bottom and I can wear them all day, no problem. But it’s hard to invest in good boots if you have a house full of children that need clothes and shoes also!
Boots can be worn with all different styles and colors! This is a very feminine, lovely outfit with adorable looking boots!
I’m not a huge fan of pencil skirts, I don’t even own one. But I have to admit this is a really cute outfit!
A midi length skirt looks great with boots. Sometimes I think midi length looks like an awkward length, but it is perfect with boots.
I wear shorter skirts during the winter as I wear tall boots with the skirt and have leggings on underneath.
Source: Skirt: Deborah & Co. Blouse: Deborah & Co. Boots: Zappos
I love pencil skies and make myself quite a few. They are every elegant and slimming .
I LOVE the long skirt with short boots. What about wearing jackets with skirts? NY winters are brutal, but when I wear my jackets, it seems like my warmest cozy one is too bulky, and my long peacoat is an awkward length with a skirt.
Oh my goodness I love wearing boots and skirts!! I wear skirts 99% of the time, except when we’re hiking and I need jean-like protection from critters & bugs. I had two pairs of boots very similar to the ones in your first & second pictures you posted, and I wore them so much that they wore completely out! Haven’t been able to find a replacement yet … the place I bought them at no longer makes them. 🙁 I’m 19 weeks pregnant with #4 right now, and wearing anything with a heel is pretty much impossible unless the shoe/boot is really comfortable. So, I’m keeping my eyes peeled! Winter is on it’s way…
I love the look of boots with skirts but, have a difficult time finding boots that fit as my calves are quite large…Any suggestions? I have tried to get them at the plus size stores but they are not a very good quality.
I saw lots of wide boots online at Zappos. I’ve always heard their return policy is really good, so maybe give that a try?
6pm.com has wide and even extra wide sizes available.
6 pm is a sister site of Zappos. It’s free shipping to you, but not back. They have the same high-end items, but much cheaper than zappos. I can’t remember, but I think I may have seen that explained on zappos.com. I hope you can find what you’re looking for 🙂
My mom also had this problem until she found that Kohls also has a type of boots made with a wider calf. I don’t know what kind of good quality they are, but my mom likes the pair she has!
I have wider calves, as well, & I love my Børn boots! I ordered them online–great place to shop. Zappos is good. Try half.com as they run specials up to 75% off!
Simply be has many calf sizes, you measure your calf and done. Good leather boots. And they don’t make the ankles fat either,
I love all of the outfits you have been showing! I am in love with skirts and dresses and have been for several years. I have struggled recently with finding new pieces to replace pieces i have had for 10+ years. You have been so helpful in showing me how to make my new pieces go so much farther! Yesterday I wore a sweater dress that was about knee length on me (i am 5’1″) and a pair of black leggings and my son asked me why i was all “dressed up”. I love my boots and wear everything from Manitobah Mukluks (super comfy esp if your pregnant and have some swelling) to more dressy boots with a small heel. I don’t wear boots in the house (or shoes) so it’s important for me to have something like the Manitobah Mukluks that just slide on super easy by the door 🙂
I have a pair of pink/burgundy Ariat western boots that I love to wear with long denim or prairie style skirts. I have a pair of furry suede Bare Traps boots that I got at Goodwill. They are comfy and look good with midi length skirts. Than I have a pair of black leather riding boots from JCPenny that I wear for Sunday. My husband got them on sale. I basically live in boots all winter:)
I get boots at Tractor Supply Co. 🙂 I love my Ariat boots, which I found on clearance.
Famous Footwear is another great option for boots. Name brand at discounted prices! And there are always coupons!
After horrible customer service, I will never step foot into kohls. It should NEVER take THIRTEEN calls to get resolve an issue with a gift card. Worst part? I was lied to the first 12 times.
I have a brown pair from Shoes of Soul (Zulily deal!) that I LOVE! I also have a black pair of boots from Target….I found them on *super* clearance and they were $15 including shipping 🙂 I generally just wear them to church, and I have orthotics that I need to wear with most of my shoes anyways, which makes them less ‘cheap-feeling’.
My husband bought a pair of black cowboy boots for my son on a business trip. The size was marked wrong and they didn’t fit him, but they did fit me! Yay me! I wear them with all of my long skirts. They are incredibly comfortable and you don’t have to worry about pantyhose or if you’ve shaved your legs which is a plus for a busy mom! When they wear out, I’m definitely getting another pair.
I wear my cowgirl boots with my skirts all the time.. but I am always in a skirt and boots are my shoe for the day .
The very high “sexy heels” also are very detrimental to your body. Feet, legs and back suffer the most.
I love the look of boots with skirts but haven’t done it yet. I guess I’m just not brave enough, we still have arctic cold here in WI, but I may brave it tomorrow just for the fun of it. I also agree about the “sexy” stiletto boots I can’t wear them because they hurt my legs but they do send a wrong message too 😉 Looking forward to some new outfits to end winter a little more feminine.
I have wanted boots for so long…every year I look and never found any that I loved…. Last month I found some!! Yay!!! And then it took a few weeks to work up the “courage” to wear them.. I really felt like I was taking a big step… Haha!! But I finally put them on with my skirt and I loved it!!! Now to find a black pair of boots…..
Love, love, love boots with skirts! I hate heals, so my of my boots are somewhat flat or have a small wedge.
Same!
Do you have any suggestions for long boots
I have big feet and have been looking for a good long pair of boots, any suggestions?