SO back to the boots that you didn't know you needed until you read this post.
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Frye's Billy Tall Heel
(buy them here)
It took me awhile to muster up the courage to push "buy now" but after I did I was more than happy with my investment. I love the color and the height of this boot. So far they have been pretty easy to break in and have looked amazing with everything I have paired them with. I am taking them to Vegas this weekend for the Academy of Country Music Awards- so I will give a comfort update after a day of boot-scootin' up and down the strip. I would recommend ordering them a 1/2 size up as they are a little snug around the ankle.
Happy Shopping!