18 Cool Comfort Shoes & How To Style Them

“The thought of wearing most of the shoes in this post makes me want to cry,” Audrey (@cremescometrue) lamented. She was right. The “comfort shoes” featured in a blog for #Over40 women depicted a geriatric catalog called “Giving Up.”

I’m no stranger to foot problems or knee problems.  Years of wearing 3 inch(+) heels all day have done some damage. My heels hurt when I wear flat flats thanks to a shrinking achilles heel.  My knee caps grind when I wear 4″+ inch pumps due to hyperextending and years of running on hard roads/sidewalks.

But I refuse to believe that old lady, orthopedic clodhoppers are the only answer to my #Over40 feet & knees.  In fact, I know there are chic yet functional alternatives because I WEAR them.  So, I’m sharing my favorites with you (with links to shop the ones you love) and thoughtful styling tips.  Please share with others if you are with me on this one.  #Over40 never looked better!

Note: Avoid wearing nude stockings/knee highs with any of these shoes. And keep those toenails polished!

 

Shoe:  The Modern Street Sneaker

Wear With:  Skirt & t-shirt, shirt dress, shorts, dark-wash jeans, maxi dress

Avoid: Khakis, capris, anything too masculine or that could throw you into Old Lady Uniform. #Over40 ladies be critical when choosing a running shoe– a popular Old Lady Uniform choice for street wear.

Click the pics to shop it now!

 

 

Converse $54.95

Converse $54.95 Shop It!

 

Nike Leather $100 Shop It!

Nike Leather $100 Shop It!

 

Vans Leather $41.96

Vans Leather $41.96 – Shop It!

 

Shoe: The Flat Platform Sandal

Wear With: Just about any structured or form-fitting silhouette, color blocking and exaggerated proportions for the more adventurous crowd

Avoid : Pairing a platform with craftsy, earthy ensembles can age #Over40 ladies. Avoid ankle straps if you have short or wide calves.

Click the pics to shop it now!

Dolce Vita $53.96 Shop It

Dolce Vita $53.96 Shop It

Vince Espadrille $275 Shop It!

Vince Espadrille $275 Shop It!

 

SixtySeven Platform $89.95 Shop It!

SixtySeven Platform $89.95 Shop It!

 

 

 

Shoe:  Kitten heel

Wear With: Work attire, happy hour outfits, jeans & a t-shirt, fit-and-flare dresses. Choose pointed toes to elongate the leg, keep it sleek. Pop of color or metallic! Pointed shoes can be tight in the toe box– try a size up.

Avoid: Nude pantyhose come off as old-fashion the older we get, socks look too juvenile (if your kid would wear them, think twice). Opt for printed tights or embellished nylons instead, or go au naturale. Again, avoid ankle straps if you have short or wide calves.

Click the pics to shop it now!

 

 

Sole Society $69.95

Sole Society $69.95 – Shop It!

Via Spiga $134.98 Shop It!

Via Spiga $134.98 Shop It!

 

Kenneth Cole $80.37

Kenneth Cole $80.37 – Shop It!

 

 

Shoe: Slip Ons

Wear With: “See modern sneakers” above. Pointed toes, exotic materials, prints, patent, and cap toes are trending so try those options for a more polished look. Skin tone colors length the leg.

Avoid Wearing With: Capris or bermuda shorts if you have short legs.

Click the pics to shop it now!

 

Donald J Pliner $148.50

Donald J Pliner $148.50 Shop It!

 

Steve Madden $49.25 Shop It!

Steve Madden $49.25 Shop It!

White Mountain $138.95 Shop It!

White Mountain $138.95 Shop It!

 

 

 

Shoes: The Wedge (distributes weight throughout foot so higher heels are more comfortable)

Wear With: Just about everything depending on the wedge’s style; try boot cuts, slightly flared pants or trousers (hemmed 1″ from ground at heel while wearing shoes) for petite ladies, rolled boyfriend jeans, dresses, skirts, shorts.

Avoid Wearing With: Skinny jeans or leggings, pants ending at the ankle. It will actually make the legs look shorter (or clumsy if you have super skinny calves). Of course, that’s fine for very long-legged body types. High wedges with little cushion under the toe box can still be painful.

Click the pics to shop it now!

 

Screen Shot 2015-05-19 at 2.09.30 PM

Clarks ® Wedge $80.94 – Shop It

 

Eartha Calla $114.95 Shop It!

Eartha Calla $114.95 Shop It!

 

Sole Society $89.95 Shop It!

Sole Society $89.95 Shop It!

 

 

 

Shoe: The Flat Sandal

Wear With: Dresses, skirts, shorts if you have short legs. Just about anything if you have long legs. T-straps and low vamps elongate the leg and slim the ankle.

Avoid: Gladiator flats that tie up the leg rarely look good on anyone but a long-legged slender woman. Avoid ankle straps if you have short legs. Warning: Birkenstocks can “date” an #Over40 beauty– edgier alternatives are out there.

Click the pics to shop it now!

 

Screen Shot 2015-05-21 at 3.02.21 PM

Halogen $89.95 Shop It!

 

Via Spiga $111 Shop It!

Via Spiga $111 Shop It!

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Dolce Vita $41.96 Shop It!

Dolce Vita $41.96 Shop It!

SHOP ALL NORDSTROM SHOES NOW!

Ready to create a signature style that says who you are and where you’re going? Contact me for individual consultations, group seminars, or public speaking events.

 

sqWeb_Thea_Wood-5022-EditThea Wood
Austin’s Signature Stylist
512.217.9869
“Because You’re Going Places”

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8 Responses to 18 Cool Comfort Shoes & How To Style Them

  1. Nicole Mölders (@HighLatitudeSty) June 28, 2015 at 8:25 pm #

    Thanks 4 linking up to Top of the World Style. Great pick on the shoes!

    • Thea Wood June 29, 2015 at 12:53 pm #

      You’re welcome! Feel free to share with your followers. It takes a village 🙂

  2. robjodiefilogomo June 25, 2015 at 4:08 pm #

    The old lady shoes are such my pet peeve. I believe you can have comfort & style, sometimes you just have to be persistent and look!!! I love most of these shoes (of course, I love shoes period)!!! jodie
    http://www.jtouchofstyle.com
    ps…found you on high latitude link up!!

    • Thea Wood June 29, 2015 at 12:54 pm #

      Jodie, I agree! Tastes may vary, but there’s no reason to give up. LOL. Pls feel free to share with others who feel the same (takes a village). I love High Latitude! Follow me on twitter @Over40Style and I’ll follow back 🙂

  3. thedablackwood May 27, 2015 at 6:21 am #

    Excellent article and Yes… there are comfortable shoes that are cute out there!

    • Thea Wood June 9, 2015 at 11:50 am #

      Thank you! Please feel free to share it– chic comfort shoes seem to be a hot topic with #Over40 women!

  4. Lisa May 26, 2015 at 8:41 pm #

    Actually most of these styles are great. I could wear alot of the styles featured.

    • Thea Wood June 9, 2015 at 11:51 am #

      Glad you like them. Better than crippling yourself in the name of fashion 😉

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