We love this time of year! Fall clothing is being switched around in wardrobes and we are working on finding the right pieces to add into our clients’ wardrobes. While we are beginning to pull out boots and shoes, we are often getting the question: Are my ankle boots still relevant? The answer is YES! While knee high slouchy boots, platform sandals and chunky loafers are quite the trend, they don’t just work with everything. Today we are focusing on the Slim Ankle Boot and Chelsea Boot for Women and the Chelsea Boot and Captain’s Boot for Men. We still need our classic, tried and true pieces that complete our outfits and look best on our shape too!


There is something ever classic about a slim ankle boot. This one by Loeffler Randall feels relative to the trends of now, but is also amazingly classic. Something you can wear season after season. On the right, this feminine Chelsea boot is one in a lifetime. Sleek design, great fabrication and a color that warrants endless versatility. This option is great to pair with the trouser trend we are loving this season, but also a great go-to for cropped and skinny pants alike.



I love a traditional black ankle boot to perfectly punctuate anything from a denim and blazer look, to a chic wear-to-work look with a trouser pant and great blouse or sweater.  Even that perfect maxi skirt we’re excited about for Fall. And on the more casual side, you can’t beat a Chelsea boot. I love the two-tone look here so the boot can be paired with both black and brown. Great Fall basic to pair with your straight leg denim and cozy sweaters!


The Chelsea boot is a great alternative to your dress shoe in the fall/winter months.  This one from Magnanni has some extra flair being hand painted and having side buckles.  Pair this with your suit or for the office or with your dark denim and sport coat for a dressier business casual look. I also frequent Thursday Boot Company often when a client is looking for a new pair of boots. They are known for their quality, durability, and honest pricing! This caps-toe boot has a different take on the Captain’s boot with the side zipper for added ease in getting it on.  These are water resistant and perfect for rolling up your dark denim to show them off for added style.

Keep Making Everyday a Runway!

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Elizabeth Bean Smith

Elizabeth is the Founder & Co-Owner of Wardrobe Therapy. She founded the company in 2006 for individuals seeking help with their personal style and image.

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