BOOTS THAT LOOK BETTER WITH A DRESS

Ankle boots with a knee dress worn by Fashion Blogger 50 Is Not OldI have been busy for the past few days, purging and cleaning. You can tell that I am a collector at heart, so I have a hard time letting go of things. I can always think of reasons that I might use the item in the future. However, how many sheet sets do you need for each bed. I believe the correct answer would be two. That way, you could wash one and have one on the bed. The same goes for towels; how many do you really need? This is the giveaway pile from one linen closet! Isn’t this crazy? The cabinet is still full; you can see the towels now. Lol!
Knee boots with a plaid dress worn by Fashion Blogger 50 Is Not OldBecause I have been so busy cleaning, I haven’t been taking pictures. So, I am improvising instead, and I think that you are going to like the results. I thought about what you have mentioned in the past, and how to wear boots with dresses was one of the top requested topics. There are tons of boots that you can wear, such as knee boots, ankle boots, combat boots, cowboy boots, and they can have all kinds of heels.

Each of the photos is from a prior blog post. I have linked them to the post. So, all you have to do is click on the photo to be taken to the post. You can read the post and see the links to the items in the post. At the end of this post will also be a photo of different boots. All you have to do is click on the photo to be taken to the boot that you like.
Black over the knee boots with a red sweater dress worn by Fashion Blogger 50 Is Not OldThese boots are an Over The Knee Boot, and they look great with a shorter dress. This particular sweater dress hits right at the knee, and with these boots, you don’t have to worry about wearing tights or your white legs showing. Lol!
Gray knee boots with a pintucked dress worn by Fashion Blogger 50 Is Not OldI like having some skin showing when I wear boots with a dress. Adding these gray knee boots to my pintuck dress gives some visual interest and breaks up the photo. I also think that this is a more youthful look, but it doesn’t look too young for women our age. Is this a style that you can see yourself wearing?
Knee boots with a swing dress and a denim jacket worn by Fashion Blogger 50 Is Not OldThis outfit was one of a 5 part series on how to take a dress and style it several different ways. Click on the photo to be taken to this look, and then you can look at the other looks if you are interested. This is one of my all-time favorite looks for wearing a dress with a knee boot. I like the boho, casual vibe of the look that the boots, jacket, and belt bring to the look. These knee boots have a chunky heel and a gorgeous caramel color.
Open toe boots with a floral maxi dress worn by Fashion Blogger 50 Is Not OldI wanted to make sure that I included a maxi dress and also an open-toe bootie. How lucky for me that I found both of these items in one post??? I love wearing a maxi dress in the summer and early fall, and adding the open-toe booties are great with this look. I quit wearing my open-toed boots once the weather gets cold, but I love them for the rest of the year.
Black knee boots with a red pencil skirt and a gray poncho worn by Fashion Blogger 50 Is Not OldKnee boots or Over The Knee Boots look great with a pencil skirt. Maybe it is just me, but I love the effect that they give off in this look. This is another one of my favorite outfits from back in 2018, and you won’t believe where I bought the poncho. Remember, click on any of the photos to be taken to the blog post.
Vince Camuto over the knee boots with a navy pencil skirt and denim jacket worn by Fashion Blogger 50 Is Not OldHere is another example of a pencil skirt and a pair of over the knee boots. These boots are relatively new, and I am pretty sure that I have them linked below. They are a favorite of mine, and I think they are on sale.

Here are some of my favorite boots. You can click on the photo of the boot you like to be taken straight to the link. Every one of these boots is on sale, so be aware that some of them may have limited sizes. Also, many of these boots come in other colors, so if you don’t like black but like the style, you can click on the photo and check out if it comes in other colors. I am pretty sure that every boot is under 100.00, and there are some under 30.00. I ordered several for myself because they are such a great buy.


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  1. Leslie wrote:

    Thank you for your post. I pinned several of your photo’s. You always look stunning! You gave me some great idea’s. Many thanks!

    Posted 1.15.20 Reply
  2. KRISTIN GREENE wrote:

    This post was great. I loved seeing different ways to pair boots with an outfit.

    Posted 1.14.20 Reply
  3. Connie J wrote:

    I love the looks you posted today. I have tons of boots and get stuck in a rut sometimes about what to wear them with. Thanks for the style inspiration.
    I purged my linen closet last year but need to work on my actual closets some more. I donated a ton of stuff to our local thrift store but need to take them some more.

    Posted 1.13.20 Reply
  4. Lori wrote:

    Thank you for such a wonderful job of giving so many different options with boots. Your pics looked great!
    I have a question though about jeans…..and just where to look for great fitting jeans without the extremely high price tag. I don’t mind paying more for good denim but the prices can get really high.

    Posted 1.13.20 Reply
  5. evegpt wrote:

    I just gave my last boots to my neice. Wobbly ugly knees and lack of energy to pull those boots up and take them off makes me want to just slip on an easy shoe. Loafers and flats are my standbys but there was a time when denim skirts and high red boots were my love. Some things are best left to those under 75! LOL. I still love posts like this and I do still wear booties. I love those.
    Mama told me you only need three of everything when I complained about not enough clothes. One .you are wearing. One in the laundry and one in the closet.

    Posted 1.13.20 Reply
  6. Becky wrote:

    Oh! I love fairy tale endings!! I don’t know how I missed it! He’s a gorgeous boy! I’m so glad!!!

    Posted 1.13.20 Reply
  7. Ellibelle wrote:

    These are all such great looks! Especially loving the royal blue dress!

    Posted 1.13.20 Reply
    • Tania wrote:

      It sounds like the royal blue dress is a winner!

      Posted 1.13.20 Reply
  8. Monica Ercanbrack wrote:

    Love the post I also have trouble getting rid of stuff (in case I might need it) lol.
    My favorite is the turquoise outfit.

    Posted 1.13.20 Reply
    • Tania wrote:

      I know. I am sure that I will need it in the future. Lol!

      Posted 1.13.20 Reply
  9. Fleurette Wollter wrote:

    My husband bought me a pair of black and silver cowboy boots. I wasn’t sure how to wear them. I was browsing my closet and I found a royal blue mid-length dress. I paired the boots, the dress and a black and silver (narrow) belt, (I’m only 5′ tall). I received so many complements! I am 65 and I really thought this might be pushing it a bit, but this outfit makes me feel soooo pretty.

    Posted 1.13.20 Reply
    • Tania wrote:

      That sounds amazing. Cowboy boots are one of the few types of boots that I don’t wear.

      Posted 1.13.20 Reply
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