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Work Wardrobe

Fashionable, Comfortable Work Shoes

This post on comfortable work shoes is part of The Five Must-Have Pieces for Your Work Wardrobe series. 

Comfortable work shoes are not an oxymoron. Get the shoe correct, and the silhouette is just right. But if you get the shoe wrong, the whole outfit looks off. Flats too flat? You may look like you are standing in a hole. It’s not a pretty vision, yet we always see it!

I (Lani) always say I’m the only fashion stylist who won’t make you wear high heels. However, I will make you wear a cute flat that elongates your leg line and aligns with the silhouette of your pants or skirt. You can look cute and be comfortable. We swear. It just takes a little patience. Kyle and I have done most of the hard work for you, finding the cute but comfortable work shoes. Now, all you have to do is add them to your cart!

Happy Shopping!

Lani wearing her chic and comfortable Vivaia Almond-Toe Mary-Jane Flats!


This year, you’ll find some of our old favorites in this blog and some new and exciting comfortable work shoes! We’ll always love the Ally Lower Block Heel (as well as their 3-inch Block Heel Pump version), but this year, they’ve released their new Slingback Kitten Heel in tons of classic and fun new spring colors. One of the best moments of my job as a personal stylist is when clients experience the simultaneous style and comfort of Ally shoes for the first time. Their arch support and padding are unlike any you’ve previously experienced in a heel. Plus, they come in narrow, medium, and wide widths. Get 10% off your first order with the code RLS10.

If Ally isn’t the right fit, maybe you want to try the Margaux The Heel pump? They also come in great colors and narrow and wide widths. Another recent client favorite brand is Scarlett Chase, a luxury Italian shoe that combines supreme comfort and style. Check out their 55 Pump or 75 Pump.

Ally Shoes Black Suede Lower Block Heel

Ally Shoes Black Suede Lower Block Heel, $325 (also available in a 3-inch Block Heel Pump, $325)

Comfortable and Fashionable dress shoes for work for Real Life Style, Ally leopard print block heels

Ally Fierce Leopard Haircalf Block Heel Pump, $325 (also available in a 2 inch Lower Block Heel, $325)

Ally Slingback Kitten Heel, $325

AGL Isolde Pointed Toe Pump, $440

Cole Haan Grand Ambition Pump in Amphora Leather

Cole Haan Grand Ambition Pump in Amphora Leather, $180

Inez Mia, $258

Marc Fisher Zala Pump, $160

Margaux The Heel, $295

M.Gemi The Marzia Pump, $328

Naturalizer Karina Square Toe Pump, $110 (Available in Wide and Narrow widths)

Sarto by Franco Sarto Diva Kitten Heel Pointed Toe Pump, $140

Scarlett Chase Amore 55 Pump, $495

Scarlett Chase Scarlett 75 Pump, $525

Vince Camuto Hamden Pointed Toe Slingback Pump, $99

Vivaia Aria Block Heel, $139


We get it. Not everyone is comfortable in pumps all day. You can find a comfortable, stylish flat to replace a pump for work. We love the cute bow detail on the Cole Haan Bellport Bow Skimmer Flats, which come in a few fun solid colors and a unique peacock blue print. The 27 Edit Naturalizer Carla Flat in white snakeskin is also a great option if you want something more than a solid color shoe to complete your ensemble but still need a neutral shade.

I am beyond obsessed with the new Paul Green Tahitian Pointed Toe Flat and the Vivaia Almond-Toe Mary-Jane. Both are a perfect work option this spring/summer and into the fall! My feet are modeling my new flats in the RLS office above.

Ally Bossy Beige Leather with Black Patent Leather Cap Toe Flat, $245

Birdies Goldfinch Flats, $150

Clarks Seren 30 Buckle Flat, $110

Cole Haan Bellport Bow Skimmer Flats, $120

Dansko Larisa Flat women's work shoes

Dansko Larisa Flat, $125

Everlane The Day Ballet Flat, $148

M.Gemi The Gia Flat with Hidden Wedge, $248

Margaux The Mary Jane, $295

27 Edit Naturalizer Carla Flat, $110 (Available in Wide)

Paul Green Tahitian Pointed Toe Flat, $385

Vaneli Veda Flat, $175

Vince Venice Slingback Flat, $330

Vivaia Almond-Toe Mary-Jane, $97


At RLS, loafers are one of our favorite styles of shoes. They offer more structure than a flat and can dress up or down an ensemble. AGL has a cult following for its chic, comfortable shoes, and its Mara Loafer is no exception.

Looking for the newest loafer styles we’re loving this season? How about the Margaux The Andie Loafer, Margaux The Penny, or the Vivaia Pointed-Toe Bow Loafers? Yes, please! Adding to cart now!

There are two other brands or styles we want to call out for feeling especially like slippers. Birdies shoes are quilted and padded on the inside like a slipper. Check out the insane Jeweled Snake Flats Mr. Real Life Style bought me for Mother’s Day! And one of our clients has purchased the Sloan loafer from Vince in every color because it is so comfortable.

AGL Mara Loafer are comfortable work shoes

AGL Mara Loafer, $399

Birdies Heron Loafers, $130

Clarks Sarafyna Rae Black Leather, $110

Cole Haan Grand Ambition Slip-On Loafer, $188

Cole Haan Trinnie Soft Loafers, $160

Margaux The Andie Loafer, $345

Margaux The Penny, $325

Sam Edelman Loraine Bit Loafer, $150 (available in 4 to 14 and in wide widths)

Sarto by Franco Sarto Eda Loafer, $120 (comes in Wide)

Scarlett Chase, Chase Loafer, $395

Tory Burch Jessa Loafer, $328

Tory Burch Ballet Loafer, $298

Vince Sloan Loafer, $250

Vionic Kensley Loafer, $135

Vivaia Pointed-Toe Bow Loafers, $97


Many clients have turned to mules for their work wardrobe in the past year. Why? Because they’re chic, comfortable, and the perfect alternative to wearing sandals with an exposed toe to work in the spring/summer. You could try something super simple and universally flattering like the Everlane The Day Mule or the Sam Edelman Linnie Mule, which is very popular among our clients for its sophisticated look, comfort level, and reasonable price tag!

Also worth a look at this season is the Inez Bea. Its minimal kitten heel elevates a look and elongates the leg with a pointed toe. We wish it came in more colors! And if you liked the Scarlett Chase pumps shown above, you’ll love their Weston Mule. The black croc color is our absolute favorite, but the sail blue and bright pink colors would be so fun for summer! After all, who doesn’t love an unpredictable shoe?

Aerosoles Patchin Slip-on Loafer, $85

Cole Haan Piper Mule, $100

Everlane The Day Mule, $148

Inez Bea, $258

Sam Edelman Linnie Mule, $140 (available in 4 to 14 and in wide widths)

Scarlett Chase Weston Mule, $425

Vionic Willa Flat Mule, $130

What is your favorite comfortable work shoe? Have you tried any of these suggestions? 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!

(7) Comments

  1. Suzy Biehl says:

    Thank you so much for the great shoe ideas. I appreciate the prices being listed.

    1. Our pleasure!

  2. You answered my unasked question about Clark’s shoe stores — I was looking in the malls with no success — a loss for me and my wide feet for sure.

    1. I know! It is so frustrating, isn’t it? They do still have outlet stores though.

  3. Sophia says:

    Love, love, that you listed shoes that come in a 4.5. I have a hard time finding shoes that are not black or nude and then are comfortable.

    1. Which ones do you like?!

  4. Very interesting article!

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