I love the look of booties with skirts or dresses but haven't partaken in this look yet. I so rarely wear skirts or dresses. Well, I have a new dress and skirt that better align with my causal life than my proper dresses. How does this work. I pulled out my black booties that I bought to wear with jeans do they work with a dress? Are they too short and just accent my bony ankles? I am in the market for a new pair of semi dressy tall boots but should I instead look for a slightly more dressy (needs to be near flat) bootie instead? I love boots and need little excuse to buy more but my climate is fairly warm and I only get a few months wear out of them. My boot purchases need to have some staying power.

Bonus picture of what I am wearing today, cropped swingy sweater that I promise is a much softer prettier color than depicted.

This post has 3 photos. Photos uploaded by this member are only visible to other logged in members.

If you aren't a member, but would like to participate, please consider signing up. It only takes a minute and we'd love to have you.