Shop the look: Anthropologie Dress (wearing a small), Madewell Booties (true to size)

I have a love/hate relationship with boots. Some styles work well for my body type and others look terrible. I am 5’4″ with muscular, short legs, and finding a bootie that helps to elongate while maintaining comfort and style is a struggle. There are so many times I find something I love only to know that it just won’t work. It’s all about where the bootie hits my calf, not too low on the ankle, and not too high on the calf. Who knew finding a boot for fall could be such a challenge?

I have been loving the lace-up style bootie since last year but the ones I have loved in the past usually have more of a winter boot vibe — think this and this or the ones in this post! Instead, I wanted something a little more feminine this year and immediately fell in love with the color and style of this Madewell pair! Currently 25% off with code SNEAKPEEK. I can’t wait to wear them with real jeans – ha!

Booties to Love for Fall