Cowboy Boot Styling Tips

I got a request from Sara a few weeks ago, saying:

My family recently moved to Austin, TX and I found a great pair of cowboys boots. Problem is, I don't really know what to wear them with now that I have them. I know I could always pair them with jeans, but I'm wondering if they would look okay with a dress? Do you have any suggestions on things I could buy to wear them with now for fall that won't be crazy expensive? I would love any advice or tips you could give me.

I have seen cowboy boots all over the place lately, and I don't even live in Texas. Last week, a girl crossed the street in front of my car wearing a sleek pair of black cowboy boots and a simple black sweater dress.

So, here are just a few ideas to pair your boots with this fall:

1 - Turtle Neck Sweater Dress - Target - $40.00 (Orig. $59.99)
2 - Belted Cowl Dress - Charlotte Russe - $24.99
3 - Ruffle Wrap Dress - Target - $29.99

4 - Tabitha Rolled Shirt - Forever 21 - $19.90
5 - Belted Wrap Sweater - Forever 21 - $34.00
6 - Slub Shawl Cardigan - Forever 21 - $17.80
7 - Seamless Leggings - Charlotte Russe - $7.99
8 - Five Pocket Skinny Jean - Forever 21 - $9.50

I think something to keep in mind when wearing your boots is to keep "country" out of the rest of your look. This will keep your outfit from encroaching on costume territory.

What do you all think of cowboy boots? Any tips for wearing them? Leave a comment!

Thanks for reading, and as always,

Happy Shopping!


  1. Cute, cute! I wish I had enough confidence to try a sweater dress, but I don't think I'm slim enough. And I have to say, I think it's okay to have a little bit of country with your cowboy boots, especially if you live in Texas. A skirt with a bit more volume or a ruffle would be darling without being too much.

  2. um...I am a little obsessed with your blog. Just came upon it. Will look forward to all your posts. You might like mine too;)

  3. jeans, i wear mine with jeans, and i suppose i haven't been brave enough to try anything else yet!

  4. i've worn mine with a (salvation army!) tan corduroy skirt. got lots of compliments.

  5. I think you have to make sure you have enough leg showing for them to have an edge. I'm short and over 40 now so I hesitate to wear them with appropriate length skirts. I think pairing them with the right skirt or dress is an awesome, fun and youthful look.

  6. rock them as Taylor Swift does, with sundresses of practically any kind!!

  7. Just love the Ruffle Wrap Dress from Target.But can i pair it with some statement high heel shoes?

  8. I have a red and blue Rolled Shirt from Forever 21 witch I always pair with some long high heal boots from ZARA.They worked magic at the office!


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