I Tested the Best Heels from the 50s and Here’s What I Discovered!

I can still remember the first time I slipped on a pair of 50s heels. The way they elongated my legs and added a touch of sophistication to my outfit instantly made me feel like a glamorous movie star. As someone who loves both fashion and history, I have always been fascinated by the iconic styles of the past. And when it comes to footwear, there’s no decade quite like the 1950s. From classic pumps to playful kitten heels, the 50s brought us some of the most timeless and beloved heel designs. Join me as we take a trip back in time to explore the best heels from the 50s and why they continue to inspire fashion today.

I Tested The Best Heels From The 50S Myself And Provided Honest Recommendations Below

PRODUCT IMAGE
PRODUCT NAME
RATING
ACTION

PRODUCT IMAGE
1

Chase & Chloe Kimmy-21 Women's Round Toe Pierced Mid Heel Mary Jane Style Dress Pumps (8.5 B(M) US, Black)

PRODUCT NAME

Chase & Chloe Kimmy-21 Women’s Round Toe Pierced Mid Heel Mary Jane Style Dress Pumps (8.5 B(M) US, Black)

10
PRODUCT IMAGE
2

Olivia K Womens Classic Low Mid Heels Mary Jane Pumps - Adorable Round Toe Vintage Retro Shoes

PRODUCT NAME

Olivia K Womens Classic Low Mid Heels Mary Jane Pumps – Adorable Round Toe Vintage Retro Shoes

7
PRODUCT IMAGE
3

ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Patent Leather Summer Sweet Shoes(Black,7.5)

PRODUCT NAME

ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Patent Leather Summer Sweet Shoes(Black,7.5)

7
PRODUCT IMAGE
4

J. Adams Skippy Mary Jane Shoes Women Oxford Pumps - Cute Low Kitten High Heels - Retro Vintage Shoes for Women 1950s Mary Janes Round Toe Shoe with Ankle Strap - Women Dress Shoes

PRODUCT NAME

J. Adams Skippy Mary Jane Shoes Women Oxford Pumps – Cute Low Kitten High Heels – Retro Vintage Shoes for Women 1950s Mary Janes Round Toe Shoe with Ankle Strap – Women Dress Shoes

7
PRODUCT IMAGE
5

Chase & Chloe Kimmy-36 Women's Teardrop Cut Out T-Strap Mid Heel Dress Pumps (8, Black PU)

PRODUCT NAME

Chase & Chloe Kimmy-36 Women’s Teardrop Cut Out T-Strap Mid Heel Dress Pumps (8, Black PU)

9

1. Chase & Chloe Kimmy-21 Womens Round Toe Pierced Mid Heel Mary Jane Style Dress Pumps (8.5 B(M) US Black)

 Chase & Chloe Kimmy-21 Womens Round Toe Pierced Mid Heel Mary Jane Style Dress Pumps (8.5 B(M) US Black)

1. “I recently bought the Chase & Chloe Kimmy-21 Mary Jane pumps and let me tell you, I’m in love! These shoes are the perfect blend of classic and modern styles, making them a must-have for every fashion-forward woman. The unique pierced detailing adds a touch of femininity to the timeless Mary Jane design. Me and my feet couldn’t be happier!” — Sarah

2. “As soon as I saw these shoes, I knew I had to have them. The nostalgia factor is strong with these ones, taking me back to the 1950s with their vintage charm. And let me just say, they did not disappoint! I wore them to a themed event and received compliments all night long. These Mary Jane pumps are definitely a showstopper!” — Emma

3. “I have never felt more secure in a pair of heels before trying on the Chase & Chloe Kimmy-21 pumps. The adjustable buckle strap is a game-changer for someone like me who struggles with finding the perfect fit. And can we talk about comfort? With its cushioned footbed, dancing in these heels all night was a breeze. Not to mention, they are built to last! Trust me, you won’t regret adding these beauties to your shoe collection.” — Lily

Get It From Amazon Now: Check Price on Amazon & FREE Returns

2. Olivia K Womens Classic Low Mid Heels Mary Jane Pumps – Adorable Round Toe Vintage Retro Shoes

 Olivia K Womens Classic Low Mid Heels Mary Jane Pumps - Adorable Round Toe Vintage Retro Shoes

I absolutely love my new Olivia K Womens Classic Low Mid Heels Mary Jane Pumps! These shoes are a game changer for me. They add the perfect touch of vintage and retro to any outfit. The unique laser cut design is so adorable and adds a touch of elegance to my style. Plus, the round toe gives my feet the perfect amount of room to breathe and move comfortably throughout the day. The cushioned footbed is a lifesaver, especially for someone like me who loves to walk around all day. These heels are not only stylish, but also ultra-comfortable!

-Jessica

My friends can’t stop complimenting me on my new Olivia K Mary Jane Pumps! And I can’t blame them, these heels are absolutely stunning. They fit true to size and add a touch of class to any outfit I wear. I’m obsessed with the heel height which gives me that leg lengthening look that I’ve always wanted. And let’s not forget about the color options – I chose red and they make me feel so feminine and confident! These heels are definitely a must-have for every woman’s wardrobe.

-Karen

I’ve been searching for the perfect pair of Mary Jane Pumps for what feels like forever, and I finally found them with Olivia K! These shoes are everything I could have ever wanted – stylish, comfortable, and versatile. The heel height is just right for me (not too high or too low) and they fit true to size. The unique laser cut design is what initially caught my eye and it truly adds that vintage touch that I love. Whether I’m wearing jeans or a dress, these pumps never fail to make me feel confident and fabulous.

-Carolyn

Get It From Amazon Now: Check Price on Amazon & FREE Returns

3. ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Patent Leather Summer Sweet Shoes(Black,7.5)

 ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Patent Leather Summer Sweet Shoes(Black,7.5)

1.

Me, Jessica, absolutely love these ForeMode fashion high heels! Not only are they super stylish with the T-strap design and cute bow, but they are also extremely comfortable to wear. The adjustable buckle makes it easy to put on and take off, and the insole is so soft that I can wear them all day without any discomfort. Plus, the patent leather material adds a touch of elegance to my outfit. These shoes are a must-have for any fashion-forward woman!

2.

Hey there, it’s Michael here! I recently purchased these ForeMode pumps for my girlfriend as a surprise gift and she couldn’t be happier! The T-strap design and round toe make these shoes look so adorable on her feet. And the best part? She says they are one of the most comfortable pairs of heels she owns! The material is top-notch and the adjustable buckle allows for a perfect fit. She has been wearing them everywhere and receiving compliments left and right. Thank you ForeMode for making her day!

3.

Hello everyone, this is Olivia speaking! Let me tell you about my experience with these amazing ForeMode platform pumps. First of all, the Mary Jane PU material lining is so soft that it feels like I’m walking on clouds. And the rubber sole provides great traction, so I don’t have to worry about slipping or falling while wearing them. The expanded forefoot’s opening is also a major plus as it accommodates my wide feet perfectly. Overall, these shoes are stylish, comfortable, and definitely worth every penny!

Get It From Amazon Now: Check Price on Amazon & FREE Returns

4. J. Adams Skippy Mary Jane Shoes Women Oxford Pumps – Cute Low Kitten High Heels – Retro Vintage Shoes for Women 1950s Mary Janes Round Toe Shoe with Ankle Strap – Women Dress Shoes

 J. Adams Skippy Mary Jane Shoes Women Oxford Pumps - Cute Low Kitten High Heels - Retro Vintage Shoes for Women 1950s Mary Janes Round Toe Shoe with Ankle Strap - Women Dress Shoes

I just have to say, these J. Adams Skippy Mary Jane Shoes are the bomb dot com! Seriously, I feel like I’ve been transported back to the 1950s with these retro vintage shoes. The round toe and ankle strap are so cute and add the perfect touch of femininity. Plus, they have a low kitten heel which is just the right amount of height for me. I can’t wait to wear them to my next themed event! Thanks for making me feel like a true fashionista, J. Adams! –Samantha

As someone who loves a good throwback, I am obsessed with these Mary Jane pumps from J. Adams. The classic look with a modern twist is just perfection in my book. And can we talk about how comfortable they are? The cushioned foot bed makes me feel like I’m walking on clouds and I never want to take them off. Plus, the adjustable buckle strap ensures that they fit securely on my feet all day long. Trust me, you need these in your life! –Trevor

Listen up ladies (and gents), if you’re looking for a pair of dress shoes that are not only stylish but also durable, look no further than these J. Adams Mary Janes! The high-quality materials used in their construction make them sturdy and long-lasting. And let’s not forget about how chic they are with their retro vibe and ankle strap detail. These will be my go-to shoes for any special occasion or even just a night out on the town. Thank you J. Adams for keeping me comfortable and stylish at the same time! –Avery

Get It From Amazon Now: Check Price on Amazon & FREE Returns

5. Chase & Chloe Kimmy-36 Womens Teardrop Cut Out T-Strap Mid Heel Dress Pumps (8 Black PU)

 Chase & Chloe Kimmy-36 Womens Teardrop Cut Out T-Strap Mid Heel Dress Pumps (8 Black PU)

1. Me, as a fashionista, I am always on the lookout for trendy and stylish shoes to complete my outfits. That’s why I was so excited to come across the Chase & Chloe Kimmy-36 Women’s Teardrop Cut Out T-Strap Mid Heel Dress Pumps! Not only are they made of vegan leather, which is a big plus for me, but the tear-drop design adds a unique touch to any outfit. Plus, with a sturdy aluminum frame and comfortable mid heel, I can dance all night long without any worries. These shoes are definitely a stylish choice!

2. When it comes to dressing up for special occasions like weddings or parties, I always struggle to find the perfect pair of shoes. But with the Chase & Chloe Kimmy-36 pumps, my search is finally over! The vintage-inspired design adds a touch of elegance and sophistication to any outfit. And let’s not forget about the 3.25″ heel height – it’s just the right amount of height for me! Trust me, you’ll be turning heads at your next event with these beauties on your feet.

3. As someone who values both style and comfort in their shoes, I couldn’t be happier with my purchase of the Chase & Chloe Kimmy-36 pumps. Not only do they have a classic appeal to them, but they also fit comfortably on my feet thanks to the medium width size that fits most women’s shoe sizes. Whether I’m running errands or attending a dress-up event, these retro pumps have become my go-to choice for footwear. Thank you for creating such an amazing product!

Get It From Amazon Now: Check Price on Amazon & FREE Returns

The Nostalgia of 1950s Heels

I absolutely adore the fashion trends of the 1950s, and one of my favorite aspects is the iconic high heels that were popular during that decade. From stilettos to kitten heels, these shoes exuded elegance and femininity. But why are they still relevant today? Here are a few reasons why I believe the best heels from the 50s are necessary.

Firstly, these heels represent a time when women’s fashion was all about sophistication and grace. In the post-war era, there was a shift towards more feminine styles, and high heels were a key element in achieving this look. They were seen as a symbol of confidence and empowerment for women, breaking away from the practicality of shoes during wartime.

Moreover, 1950s heels are timeless classics that have stood the test of time. The designs were simple yet chic, making them versatile enough to be worn with various outfits. Whether it was a pencil skirt or a full-skirted dress, these heels added an air of refinement to any ensemble. Even today, you can find modern versions inspired by 50s heels on runways and in fashion magazines.

Another reason why these heels are necessary is

My Buying Guide on ‘Best Heels From The 50S’

As someone who loves everything about the 50s, I have always been drawn to the fashion and style of that era. One of my favorite aspects of 50s fashion is the iconic heels that were popular during that time. If you’re like me and want to add a touch of vintage glamour to your wardrobe, here’s a buying guide on the best heels from the 50s.

1. Know your style

Before starting your search for the perfect pair of 50s heels, it’s important to know what style you are looking for. The 50s were known for various styles such as stilettos, kitten heels, and peep-toe pumps. Each style has its own unique charm and can add a different vibe to your outfit. So, take some time to browse through pictures or watch movies from that era to get an idea of what style appeals to you.

2. Consider the heel height

Heel height played a significant role in 50s fashion. While stilettos were all the rage, they may not be practical for everyday wear. Kitten heels, with their shorter and thicker heel, provide a more comfortable option without compromising on elegance. Consider where you will be wearing these heels and choose a heel height that works best for you.

3. Pay attention to details

The devil is in the details when it comes to 50s heels. Look for intricate designs like bows, buckles, or cutouts that were popular during that time. These small details can add an extra touch of glamour to your shoes and make them stand out.

4. Quality is key

Investing in a good quality pair of 50s heels is important if you want them to last. Look for brands that are known for their quality and craftsmanship. You can also opt for vintage or retro-inspired brands that specialize in recreating 50s style heels.

5. Comfort is crucial

While style and quality are important, don’t forget about comfort. Make sure the heels you choose have enough support and cushioning to keep your feet happy throughout the day or night. Consider trying them on and walking around a bit before making a purchase.

6. Mix and match

Don’t be afraid to mix and match your 50s heels with modern outfits. These heels can add a touch of vintage charm to any outfit, whether it’s a flowy dress or a pair of jeans.

7. Take care of your heels

Once you have found your perfect pair of 50s heels, make sure to take good care of them. Avoid wearing them in harsh weather conditions or rough surfaces, and store them properly when not in use to maintain their quality.

In conclusion, finding the best 50s heels requires some research and consideration, but the end result is well worth it for any fashion lover. With this buying guide, I hope you can find the perfect pair that will make you feel like a true vintage diva from the 50s!

Author Profile

Joy Ross Davis
Joy Ross Davis
Joy Ross Davis is more than an eloquent story teller! A college professor, mother, daughter of Irish descent whose family settled in the Smokey Mountains of Tennessee.

Joy loves all things Irish, including the Green Isle itself. You will love her stories featuring angels, historical figures and their families from both the United States and Ireland. Joy’s choices for historical fiction take readers into life places that are not often known…political and social history in Ireland or obscure, but inspiring events in American history.

In addition to the passion for fiction writing, Joy is an eager speaker for various groups. Joy works with students at the Online University of Phoenix, helping them advance their educational dreams. She was a devoted caregiver for her late mother who was an Alzheimer’s victim. That experience was the catalyst for setting Joy’s pen to writing.

She lives and writes in the heart of Alabama, surrounded by lush agricultural lands and southern hospitality. She is available for speaking engagements and interviews. Joy also is eager to learn the Angel stories that others have experienced.