Get Real Life Style's E-Book Your Work-Week Wardrobe with 10 Powerful Pieces. Subscribe to our newsletter:
Shopping Tips

The Fall Comfort Shoe Guide

Fall Comfort Shoes, our most popular blog of the season, is here! Now if only the weather would cooperate! I wore sandals to go apple picking last week. The good news is that we haven’t had to switch our closets just yet.

This year we have divided the fall comfort shoe blog by trend, rather than brand. Grab a beverage and get comfy, this is a good one!

Happy Shopping!

P.S. As a reminder, almost every shoe featured comes in other colors. Click through to see more options!

Combat Boots

Combat boots can be feminine. Heels are optional. Comfort and style are not. Who knew Birkenstock made combat boots, much less pink ones? Personally, I think the Vaneli Zahra Bootie is an incredible style statement.

Vaneli Zahra Bootie, $249.95

Birkenstock Bryson Lace-Up Boot, $190

Naturalizer Camben Bootie, $180

Paul Green Jackson Lug Sole Boot, $309


Clients ask me if clogs are ok to wear all the time. Yes, they are! Sometimes clogs are more on trend than other times (like now). But as far as I’m concerned, clogs are a classic shoe silhouette. Just because clogs are a classic silhouette doesn’t mean you can’t wear one of the amazing evolved styles featured below. Which one is your favorite? Tell us in the comments section below!

Dansko Melody Clog, $145

FitFlop Pilar Clog, $150

Kork-Ease Para Clog, $164.95

Naturalizer Wayde Leather Mule, $120

Dansko Berry Clog, $134.95

Aerosoles x Laura Ashley Pedro Quilted Faux Leather Clog, $135

Donald Pliner Fiona Wedge Clog, $198

Born Hilary Clog, $94.95

Chelsea Boots

Oh, how I love a good, sleek Chelsea boot! The silhouette is perfect with a cropped or flared (or both!) jean. Especially one with a comfortable lug sole that also happens to be waterproof! Have you heard of the brand Pikolinos ? Kyle and I only recently discovered it in a client’s closet. We love it when our clients teach us about new brands!

Paul Green Jada Lug Sole Chelsea Boot, $449

Hispanitas Alison Chelsea Boot, $259.95

Cole Haan Water Resistant Chelsea Bootie, $210

Blondo Hallie Bootie, $150

Pikolinos Lanes Leather Boot, $190

Paul Green Junior Chelsea Boot, $485 $348.75

AGL Tiggy Leather Bootie, $498

Lug Sole Loafers and Oxfords

How are you feeling about the lug sole trend? It might be a little bit out there for some of you. I like a lug sole loafer or oxford with a minimal outfit so that the shoe is the star of the look. Would you wear this trend? Let us know in the comments below!

Cole Haan Newburg Lug Loafer, $150

Eileen Fisher Max Wedge Loafer, $220

Hispanitas Alison Loafer, $229.95

Franco Sarto Balinlaced Platform Oxford, $99

Paul Green Justine Penny Loafer, $375

AGL Lugged Oxford, $380

Moto Boots

The moto boot has been a major trend the last few seasons and is knocking on the door of classic staple in my book. I wish it would turn colder just so I can start wearing my beloved Camila Moto Boots from Blondo. (They are super on sale at Nordstrom Rack right now!) I’ve had them a few years, and they still feel fresh and on trend. I highly encourage you to buy your own moto boots. You will feel so new and exciting, I promise!

Naturalizer Jagger Boot, $190

Kork-Ease Kennedy Bootie, $194.95

Vionic Sienna Buckle Bootie, $179.95

Fly London Jeda Bootie, $350

Naturalizer Tex Boot, $190

Paul Green Jake Bootie, $475

Retro Runners

Oooh! I want a pair of these so bad! I’ve already told a few clients to check out this section of the blog to let me know which pair they like best. Of all the trends this season, retro runners is one of the freshest. Which is your favorite pair? Let us know in the comments below. The color of the Vionic Shayla Sneaker featured below is so RLS!

Clarks Un Rio Run Sneaker, $129.95 $77.96

Naturalizer Evin Sneaker, $110

Naturalizer Lotus Sneaker, $120

Wonders Sport Sneaker, $219.95

Vionic Shayla Sneaker, $129.95

Paul Green Josie Sneaker, $420 $168

Ron White Rose Sneaker, $445

Square Toes

Also a super fresh trend, you may have missed the beginning of the square toes trend because it began when no one was shopping. I am not a fan of the super literal version, which looks like it came straight from the nineties. However, I love the slightly squared off shapes done in every silhouette from a flat to a boot. What do you think of the square toes trend?

Clarks Pure Ballet 2, $110

Hispanitas Square Toe Boot, $349.95

Naturalizer Paloma Mule, $135

Naturalizer Platt Square Toe Boot, $185

Naturalizer Karina Square Toe Pump, $120

Vionic Lyssa Square Toe Bootie, $169.95

Shearling Accents

The only question is, how long can I wait before I hit “add to cart” on the Naturalizer Julian Lace-Up Bootie? Did you read the Cozy Boucle From Head to Toe blog? Then you know I’m all over the shoes with shearling accents—especially comfortable ones! My other favorites are the Dansko Bettie Genuine Shearling Lined Boot and the Naturalizer Jett Bootie. Are outdoor play dates in the winter a good excuse for me to buy a pair of cozy, lined boots? And how do I choose which one to buy? Help me, please!

Vionic Cheryl Loafer, $129.95

FitFlop Pilar Genuine Shearling Lined Bootie, $200

Naturalizer Julian Lace-Up Bootie, $129.46

Dansko Bettie Genuine Shearling Lined Boot, $189.95

Birkenstock Boston Genuine Shearling Lined Clog, $165

Paul Green Joaquin Genuine Shearling Boot, $449

Naturalizer Jett Bootie, $170

Birkenstock Upsalla Genuine Shearling Suede Boot, $195

Waterproof Booties

A waterproof bootie is a must for your fall/winter wardrobe. At Real Life Style we always require that your waterproof bootie is fashionable as well! In fact, we like to buy our clients’ daily booties in a waterproof style if possible. Luckily, there is no shortage of comfortable and stylish waterproof booties on the market. Below are some of our favorite brands and styles.

Blondo Valli 2.0 Waterproof Bootie, $149.95

Wonders Waterproof Bootie, $269.95

Blondo Sawyer Waterproof Bootie, $130 $59.90

Vionic Kamryn Waterproof Boot, $169.95

Dansko, Becki Waterproof Bootie, $179.95

Vionic Wilma Waterproof Bootie, $189.95

Blondo Drew Waterproof Bootie, $150 $60

Tall Boots

Yep, tall boots are back. Both for with a dress and for over leggings, you should have a fresh pair of tall black boots in your shoe wardrobe. Kyle and I both own tall black (waterproof!) boots from Blondo. I even have them in both leather and suede versions. And yes, I do need and wear both, thank you very much 🙂

Blondo Tessa Waterproof Boot, $200

Clarks Orinoco 2 Waterproof Riding Boot, $189.95

Cole Haan Isabelle Over the Knee Boot, $300

Hispanitas Alison Tall Boot, $374.95

Blondo Sierra Over the Knee Boot, $225


There is such a thing as a comfortable pump. In fact, one of our clients recently wore her brand new black patent Ally classic pumps to an award ceremony in NYC. She was so worried that she would get blisters (they were heels after all!) that she brought an emergency pair of flats just in case. Well, she didn’t end up needing them. No blisters or discomfort all night. She was as amazed as all of our clients are when they put on these pumps and flats with padding and arch support. Use the code RLS10 for 10% off your first pair!

Click through to all of the pumps below to see other colors and styles available. Each one has been tested by us or one of our clients!

Ally Fierce Leopard Haircalf Kitten Heel, $295

Ally Noble Navy Suede Block Heel Pump, $295

Ally Seize the Gray Suede Flat, $195

Paul Green Tammy Pump, $299

Ron White Cindy Pump, $445

Vaneli Marice, $99

Which is your favorite fall trend? What is your favorite comfort shoe brand? Is there a style featured that you know you want to try? Let us know in the comments below!

Real Life Style is a style consulting firm that teaches busy women to wear their power so they can live their lives fully and confidently. Lani Inlander and Kyle Dunphy are based in the Washington, D.C., metropolitan area and serve clients nationwide. We offer personal styling services, an on-demand e-course, corporate services, and training to become a personal stylist.

Once in a while, you can find Lani Inlander and Real Life Style on Facebook, LinkedIn, Twitter, Pinterest, and Instagram. Mostly, they are happily busy serving their fabulous clients, not hanging out online!

(1) Comment

  1. Kara Corridan says:

    Just ordered the Blondo Sawyers–my 3rd pair of Blondos, thanks to your recommendation!

Leave a Reply

Your email address will not be published. Required fields are marked *