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How To Wear High Heels After The Age of 50

How to wear high heels after the age of 50 and feel fabulous…

How To Wear High Heels After The Age of 50

If I invited you into my closet to view my collection of fabulous and fashionable shoes you would never think my shoe collection belonged to a grandmother with foot problems.

You see, darling, I have figured out a way to still “strut my stuff” in glamorous high heels after 50.

I had perfect feet and toes until I broke my ankle when I fell off a ladder wearing fashionable high heels many years ago. After that, I had surgery and wore a pink cast for six months with a smiley face painted on my big polished pink toe. I never stopped thinking about femininity and fashion–even with a cast! As well, I kept my spirits high because of my girlfriend’s support and my husband…whose kindness surpassed Florence Nightingale’s.

I assumed, incorrectly, that I would ‘walk’ right out of my surgeon’s office the day my cast came off; rush home and slip into a pair of my divine shoes.

I was in for a shock!

Darling, I could not walk! I could not bend my toes! I could not flex my left foot. And, I was in excruciating pain. I was beside myself and I was in tears.

I looked at my doctor, and, I remember my exact words as I tried, unsuccessfully, to take my first steps. “Will I ever be able to walk again?” I asked.

My doctor responded, “I hope so.”

My heart sank.

That evening, I dressed for my ‘supposed’ celebration dinner in pants that were too long, (I never shortened them because I had faith!), a flat on my normal foot and a pink-striped sock given to me by my girlfriend, Linda, my sock supplier, during my six-month ordeal. I hobbled into the restaurant on the trusty walker that I thought I was going to give away.

Did I allow my injured foot to prevent me from wearing my platforms in the future? (I love platforms!) Did I give away my high-heeled boots or gorgeous pumps? Of course not, darling!

I plunged into physical therapy from May through the following November with a vengeance. I graduated from a walker to a cane. After months of hard work, I was able to slowly flex my foot and toes so I could walk up and down steps carefully and with great caution. Sadly I had to regain my balance and my gait…but I did! However, it took all of my persistence and patience.

How To Wear High Heels After The Age of 50

How My Feet Stayed Glamorous

Well my darling, especially any of you with problem feet, I began the long road back to normalcy by figuring out temporary solutions! I went out and bought fabulous flat shoes, from fun sneakers to fancy ballet flats.

Let me share a few tips that worked for me…

  • I bought yellow leather ‘high top’ sneakers that I ‘dared myself to wear with a beautiful dressy Pucci Dress!
  • For formal weddings and dressy occasions, I bought patent leather Chanel flats with pearls!
  • For everyday wear, I bought flowered sneakers and two pairs of Lanvin flats in silver and deep blue because the colors would go with everything and they were not seasonal; the style of the shoe stretches, and the leather is very soft.

For my emotional well-being, I avoided shortening my slacks. I wanted to keep a positive attitude, dreaming of the day that I would be myself once again, strutting my stuff feeling glamorous and amorous (for my husband!) in my high heel shoes.

It has been years of adjustments. My once perfect foot will never be the same. I have nerve damage in four of my toes. My left foot is still slightly swollen from living in a cast for six months. I developed a bunion, but I am happy to say, my broken bone healed perfectly and I am strutting my stuff once again in shoes with heels.

How To Wear High Heels After The Age of 50

Solutions to Wear High Heels After 50 With Bad Feet

I buy shoes that are one or one and one-half sizes larger than my normal shoe size. My bunion no longer pains me! The shoes fit perfectly.

I took my high heel shoes to the shoemaker and had the heels cut down as far as possible. You have to be mindful to tell your shoemaker he must maintain the correct pitch. You will lose a quarter to at most a half-inch, but it makes a wonderful difference.

I was determined to try and save my shoes so I had all of my left shoes stretched at the shoemaker because that foot is a tiny bit swollen from my injury and I now have to deal with a bunion. Make sure to tell him to leave each shoe on the stretcher a day. It took me an entire summer and into the fall to complete the task.

I buy designer shoes that have a wide toebox front to house my damaged toes and bunion. Prada is the best in style and width for my foot.

I have learned how to manage my foot problem and I am happy to say, I no longer wear flats! As well, I think a styled shoe shows the personality of a woman…her flair; her style; her joie de vivre. So, my darling, my philosophy is:

  • Do try and continue to buy glamorous and stylish shoes! It will give you a ‘lift’ in more ways than one.
  • Be determined to solve your foot problems. Use your will and you can find solutions.
  • Do not be shy in asking experts for help.
  • As well, be a good listener, and then, follow advice.

Motivate yourself into action and wear high heels after the age of 50! A woman’s shoes are an important part of her style.

Are you still strutting your stuff? Or have you had to overcome foot problems so that you can feel glamorous? I’d love to hear your stories! LET’S TALK in the comments at the bottom of this page or on Facebook

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8 Comments
  1. I was born with a club foot, my mother was born with two. Learning to deal with this challenge hasn’t always been easy but I’ve always done as much as possible to minimize the noticeability. My foot did not grow to a normal size so it’s really about a size three with all of my toes the same length. My right foot is a normal size 5 or 5.5. There’s nerve damage on my toes on this foot from all those years being stuffed into a tight shoe in order for a shoe to fit my left foot. It is very hard to find anyone that can alter shoes nowadays. I need to have a slingback so that I can tighten one and loosen the other. Growing up was hard because my mother insisted on my wearing oxfords. She insisted on surgeries to correct the mishapen foot. Back in the 60’s things like thiswere not readily accepted and I would go to bed praying for three things: to be able to wear sneakers, loafers and heels. I finally got to this point in 8th grade.
    As I got older wearing heels actually was more comfortable for me and worked well in the business world. But in my 40’s I started to have trouble. I was told my footsteps are numbered so I became careful about what I did and was told exercise was out of the question. One of the bones has been worn so thin, at times it’s too painful to walk. Arthritis has set in and now I struggle to find something to wear. When I find something that fits and is comfortable I’ll buy every color and even multiples of the same shoe.
    I don’t know how long I will be able to walk. It was devastating to lose over a year to covid, a year that I thought I would be traveling and enjoying retirement. So again, I’m careful where I spend my footsteps and I’m thankful that I’ve been able to do all that I’ve done so far in 68 years.

    1. You are an upper and I applaud you. I know you want to travel and you should. I am sure you thought of an electric modern wheel type chair or better yet an electric scooter. If not, do some research. Good luck. Warmly, Honey

  2. Thank you for your story on wearing high heels at 50. It helped encourage me to find away for me to also wear heals. Due to a head injury I have no feeling in my left-side. It took me awhile to learn to walk and I would love to walk tall next to my 6’3″ husband. If there’s a will there’s a way!
    Thank you again, Monica

    1. You are right. Where there is a will there is a way. You will find your way, I am sure. You are very welcome. Warmly, Honey

  3. Phenomenal! went on a research because my heels after 50 was a family conversation. heels give us that lift. It looks great and we exude authority and glamour

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