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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. Take the Five Must-Haves Challenge with Real Life Style. Join us on Zoom for suggestions on how to shop for and style these pieces every Tuesday from March 9th to April 6th, 2021. Register for all of the remaining sessions here.

The correct shoe can be the glue that pulls together a stylish outfit. Get the shoe right and the silhouette is perfect. Get the shoe wrong and the whole outfit looks off. If your flats are too flat, you’ll look like you are standing in a hole with your pants puddling around you. Not a pretty vision I know, but something we see all of the time!

I always say I am 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 lines up with the silhouette of your pants or skirt. You can look cute and be comfortable, I swear. It just takes a little patience. Hopefully we have done most of the hard work for you, finding you cute and comfortable work shoes.

Happy Shopping!

AGL

AGL has a cult-following for their chic, comfortable shoes. We are not huge fans of wearing their popular rounded cap-toe ballet flat style for work. But, we do love their well-made pumps and loafers with a more pointed toe. The front of your shoe should be as pointy as you can stand!

Comfortable and Fashionable dress shoes for work for Real Life Style, AGL beige cap toe pointed flat

AGL Mila Cap Toe Pointed Flat, $385

Ally Shoes

Ally has been an amazing new resource for our clients. They make a 3-inch heel with arch support unlike anything you’ve ever tried before. Case in point: I haven’t been able to wear heels without pain since foot surgery in my early 20’s. But, I can wear my classic pump in Gutsy Garnet while standing for hours at events. Get 10% off with the code RLS10.

Comfortable and Fashionable dress shoes for work for Real Life Style, Ally black suede heels

Ally Shoes Black Suede Classic Pump, $285

Comfortable and Fashionable dress shoes for work for Real Life Style, Ally caramel leather pointed flats

Ally Shoes Courageous Caramel Leather Flat, $195

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

Ally Shoes Fierce Leopard Haircalf Block Heel Pump, $295

Clarks

Clarks has become a go-to for clients who need comfort but don’t want to sacrifice style in both the work and casual shoe categories. Of course, with all comfort brands, there is the front of the store with the fashionable styles and the back with the more orthopedic-looking styles. Do not wander! Unfortunately, our local store in DC has closed, but you can still find Clarks shoes at department stores and online.

Comfortable and Fashionable dress shoes for work for Real Life Style, Clarks snake print brown and black block heel pumps

Clarks Sheer Rose 2 Pumps, $110 $74

Comfortable and Fashionable dress shoes for work for Real Life Style, Clarks viola trim black loafer

Clarks Pure Viola Trim Loafer, $130 $79

Cole Haan

Cole Haan has long been a staple for our male and female clients who are looking for fashionable and comfortable work shoes. I wish Cole Haan would hire me as a consultant. They could be doing so much more with their comfort technology. In the meantime, we’ll take what they’re offering!

Comfortable and Fashionable dress shoes for work for Real Life Style, Cole Haan Grand Ambition loafer flats

Cole Haan Grand Ambition Amador Flat, $150

Comfortable and Fashionable dress shoes for work for Real Life Style, Cole Haan beige Grand Ambition Pumps

Cole Haan Grand Ambition Pumps, $180

Corso Como

The Corso Como Ryanna pump has amazing cushioning and a walkable block heel for running around your office.

Corso Como Ryanna Pump, $128.95

Everlane

Everlane makes really modern, designer-looking shoes for a good price. I love my Day Gloves for a more casual look with a slim pant or skirt. Most people start with a black pair, then accumulate many more of the 10 colors offered.

Comfortable and Fashionable dress shoes for work for Real Life Style, Everlane Day Gloves

Everlane Italian Leather Day Glove, $105

Hispanitas

We recently had a mission during a shopping appointment to find comfortable “flats” that our client could wear with skirts and dresses of varying silhouettes. The Hispanitas Omega Pump features comfy padding, a not too pointed toe, and just a slight lift. We have a winner.

Comfortable and Fashionable dress shoes for work for Real Life Style, Hispanitas black Omega block heel pump

Hispanitas Omega Pump, $200

Marc Fisher

The Marc Fisher Zala pump has been one of our favorite shoes for a few years. We’ve had clients buy fun seasonal textures like boucle and snake, as well as the basics—black and navy leather. The Zala pump also comes in varying shades of beige to match different skin tones.

Comfortable and Fashionable dress shoes for work for Real Life Style, Marc Fisher Zala block heel pump

Marc Fisher Zala Pump, $160

Ron White

We discovered Ron White at the Betsy Fisher boutique. Our clients fell in love. The Dory pump is one of my favorite black heels for its comfort and style. They are also waterproof, so you don’t have to worry about a sudden change of weather during your commute. Betsy’s has unfortunately closed, but you can still find a large selection of Ron White at Nordstrom Rack!

Comfortable and Fashionable dress shoes for work for Real Life Style, Ron white waterproof suede pumps

Ron White Evon Onyx Pump, $395

Naturalizer

Naturalizer has really stepped up their fashion game in recent years. They now feature a diverse range of styles from sleek and minimalistic to trendy and fun. Regardless of style, Naturalizer shoes are among the most comfortable in class. Looking for fashionable but comfortable loafers? Their selection is particularly large.

Comfortable and Fashionable dress shoes for work for Real Life Style, Naturalizer mali block pump

Naturalizer Mali Pump, $110

Comfortable and Fashionable dress shoes for work for Real Life Style, Naturalizer black leather belinda booties

Naturalizer Belinda Boot, $130 $65

Vaneli

Vaneli is a brand similar to Clarks. They have a mix of styles for a mix of customers. I own a pair of awesome chain link sandals c/o Vaneli that are so good I then bought them in another color. I can’t wait to wear them all summer! Vaneli also has especially great ankle boots and a terrific size range.

Comfortable and Fashionable dress shoes for work for Real Life Style,  Vaneli navy suede Liliet block heel pumps

Vaneli Liliet Pumps, $150

Comfortable and Fashionable dress shoes for work for Real Life Style, Vaneli Aliz cap toe slingback pumps

Vaneli Aliz Pumps, $150

Vionic

Vionic is a true comfort brand, specializing in plantar fasciitis and over-pronation. For some clients with severe back or foot issues, Vionic is a life saver. They have every style from sneakers and flip-flops to heels, loafers, and boots.

Comfortable and Fashionable dress shoes for work for Real Life Style, vionic arch-support noah black leather loafers

Vionic Noah Loafers, $120

Vionic Mariana Pumps, $140

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 across the country. We offer personal styling services, an on-demand e-course, corporate services, and training to become a personal stylist.

You can find Lani Inlander and Real Life Style on Facebook, LinkedIn, Twitter, Pinterest, and Instagram.

(1) Comment

  1. Suzy Biehl says:

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

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