Fall Floral Midi Dress & Suede Knee-High Boots

October 16, 2025

I love a fall floral dress. This one is an oldie, but a goodie! I updated the look by adding knee-high suede boots, which really seem to be having a moment right now.

Shop this Look:

This pretty Ann Taylor dress was a thrifted steal. I almost passed it up because it was labeled “petite” and at 5’7″ I am not that. I’m so glad I tried it on! I’ve had it for years. Whenever a piece makes it through closet clean-out after closet clean-out, I know it was a good purchase! (Here are some pretty fall floral midi dresses: here, here & here). I’m also wearing suede knee-high boots that I bought many years ago as well (loving these classics). My bag is Strathberry and my small hoop earrings (exact) and chain (similar) are both from Kendra Scott.

I have a new fall floral midi dress from a brand I haven’t tried before, so I’m excited to be sharing that soon. Also on the blog lately, wearing gray and brown together and a classic work outfit.

Fun & Fashion,

Dawn Lucy

About the blog: Fashion Should Be Fun is me talking to you, other middle aged women like me who are over 40, but not over fashion.  We still want to look beautiful and stylish.  We still want to have fun with trends.  And we don’t need anyone giving us rules, because we’re all different. We all have our own shapes and bodies, parts we’d like to cover and parts we still don’t mind showing off a bit.  This is a place for me to share my love of fashion with you, style ideas, tips, trends, and inspiration. I know how liking the way we look can translate into confidence and energy. I know we have so much life left to live and so much adventure ahead of us. Let’s show the world you’re never too old to have fun and be fierce!

No Comments

Leave a Reply

I accept the Privacy Policy

Fashion Should Be Fun
Privacy Overview

This website uses cookies so that we can provide you with the best user experience possible. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful.