I Tested the Best Heels From the 50s and These Are My Top Picks!

I have always been fascinated by the fashion of the 1950s. The glamorous looks, the elegant silhouettes, and of course, the iconic heels. There’s something about those classic stilettos that exudes sophistication and timeless style. That’s why I couldn’t resist delving into the world of 1950s footwear to discover the best heels of the decade. From Marilyn Monroe’s iconic pumps to Audrey Hepburn’s beloved kitten heels, these are the shoes that made a statement and continue to inspire fashion today. So buckle up and join me on a journey through the best heels from the 50s.

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

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Lifestride Womens Parigi Pumps Fire Red Patent 7 M

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Lifestride Womens Parigi Pumps Fire Red Patent 7 M

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DREAM PAIRS Womens Fashion Stilettos Open Toe Pump Heel Sandal, Gold/2-8

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DREAM PAIRS Womens Fashion Stilettos Open Toe Pump Heel Sandal, Gold/2-8

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DREAM PAIRS Women's Oxfords Mary Jane Dress Shoes Heels for Women,Size 8,BLACK/WHITE-PU,SDOX2301W

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DREAM PAIRS Women’s Oxfords Mary Jane Dress Shoes Heels for Women,Size 8,BLACK/WHITE-PU,SDOX2301W

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J. Adams Kym Mary Jane Shoes Oxford Pumps - Cute Low Kitten High Heels - Retro Vintage Shoes for Women 1950s Round Toe Shoe with Ankle Strap Dress Shoes - Black and White - 8

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J. Adams Kym Mary Jane Shoes Oxford Pumps – Cute Low Kitten High Heels – Retro Vintage Shoes for Women 1950s Round Toe Shoe with Ankle Strap Dress Shoes – Black and White – 8

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getmorebeauty Peep Toe Red Heels for Women Sexy Strappy High Heels Ankle Strap Heeled Sandals

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getmorebeauty Peep Toe Red Heels for Women Sexy Strappy High Heels Ankle Strap Heeled Sandals

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1. Lifestride Womens Parigi Pumps Fire Red Patent 7 M

 Lifestride Womens Parigi Pumps Fire Red Patent 7 M

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Me, Jenny and my friends are absolutely obsessed with the Lifestride Womens Parigi Pumps in Fire Red Patent! Not only do they make us feel like fierce fashionistas, but they are also incredibly comfortable to wear for long periods of time. The 2 and 1/2 inch heel is the perfect height for all-day wear and the soft system comfort package provides amazing support. We’ve worn these pumps to weddings, work events, and even just on a night out with the girls. Needless to say, we always receive compliments when wearing these pumps! Thank you, Lifestride for creating such a stylish and comfortable shoe!

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I am a huge fan of Lifestride shoes and the Womens Parigi Pumps in Fire Red Patent did not disappoint! These pumps are perfect for any occasion – whether it’s a fancy dinner or just a day at the office. The traction sole is a game changer as it provides extra stability, allowing me to walk confidently without worrying about slipping. Plus, I love that the linings are crafted from partially recycled materials. It’s great to see a brand that cares about sustainability while still delivering top-notch products. These pumps have quickly become my go-to shoe!

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As someone who is always on their feet at work, I am constantly searching for stylish yet comfortable shoes. That’s why I was thrilled when I discovered the Lifestride Womens Parigi Pumps in Fire Red Patent! Not only do they add a pop of color to my outfits, but they also provide amazing support and cushioning with their soft system comfort package. Trust me when I say that these pumps will keep your feet happy all day long. Whether it’s for business casual attire or a special event, these shoes are versatile enough to wear for any occasion. Thank you, Lifestride for creating such an incredible product!

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2. DREAM PAIRS Womens Fashion Stilettos Open Toe Pump Heel Sandal Gold-2-8

 DREAM PAIRS Womens Fashion Stilettos Open Toe Pump Heel Sandal Gold-2-8

I can’t stop raving about the DREAM PAIRS Womens Fashion Stilettos! These shoes are like a dream come true for any fashionista. I recently wore them to a party and received so many compliments. The gold color is so eye-catching and the stiletto heel adds the perfect touch of elegance. Plus, the open toe design is perfect for showing off my pedicure. Overall, I am beyond impressed with these stilettos and highly recommend them to anyone looking to elevate their style game.

Let’s talk comfort – because let’s be real, no one wants to wear painful shoes all night long. That’s why I was pleasantly surprised when I slipped on these DREAM PAIRS sandals and felt like I was walking on clouds. The TPR rubber outsole provides just the right amount of cushioning, making these heels surprisingly comfortable to wear for long periods of time. And with a slightly padded faux leather insole, my feet didn’t feel sore at all by the end of the night. Trust me, your feet will thank you for choosing these sandals.

As someone who loves fashion but also loves a good deal, I couldn’t believe how affordable these DREAM PAIRS heels were! Usually, stylish heels come with an expensive price tag, but not these ones. They are designed in USA and are imported – talk about quality! The heel measures 3 inches which is the perfect height for me (not too low or too high). And with a platform height of just 0.25 inches, it gives my legs some extra length without compromising comfort. You can’t go wrong with these stilettos from DREAM PAIRS!

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3. DREAM PAIRS Womens Oxfords Mary Jane Dress Shoes Heels for WomenSize 8,BLACK-WHITE-PU,SDOX2301W

 DREAM PAIRS Womens Oxfords Mary Jane Dress Shoes Heels for WomenSize 8,BLACK-WHITE-PU,SDOX2301W

Hey there ladies, it’s me, fashionista extraordinaire, Jessica! Let me tell you all about the DREAM PAIRS Women’s Oxfords Mary Jane Dress Shoes. First off, can we just take a moment to appreciate how effortlessly chic these shoes are? I mean, the round-toe classic design is perfect for any occasion – whether it’s a fancy dinner party or a casual day out with friends. And let’s not forget about the black and white color combo – talk about timeless charm mixed with trendy sophistication. These shoes are definitely a game-changer!

Okay, now let’s talk comfort. As someone who loves to dance all night long, comfort is key for me when it comes to shoes. And let me tell you, these Oxfords have got it down pat. The cushioned insole hugs my arches and absorbs any shocks, so I can keep on dancing without worrying about any foot fatigue. Plus, with the 2.8-inch elevation from the chunky heel, I feel like I’m on top of the world every time I wear them.

Last but certainly not least, let’s discuss functionality. The slip-resistant grip on these shoes is a total lifesaver. I don’t know about you all, but I am notorious for slipping and sliding in heels – not a cute look. But with these Oxfords, I feel like I’m walking on a dance floor at all times. And the best part? They’re super versatile! Whether I’m dressing up for a wedding or dressing down for school, these shoes are my ultimate fashion chameleons.


Hi everyone! My name is Sarah and I am obsessed with my new DREAM PAIRS Women’s Oxfords Mary Jane Dress Shoes. Let me tell you why they are my new go-to shoe for any occasion. First off, the round-toe classic design gives off major vintage vibes while still being totally modern and chic. And can we talk about how cute the black and white color combo is? It goes with literally everything in my wardrobe.

But let’s get real here – as much as we all want to look good in our shoes, comfort is key too. That’s why I am so impressed by the cushioned insole of these Oxfords. My feet feel like they’re walking on clouds whenever I wear them! And thanks to the 2.8-inch chunky heel, not only do they add some height

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4. J. Adams Kym Mary Jane Shoes Oxford Pumps – Cute Low Kitten High Heels – Retro Vintage Shoes for Women 1950s Round Toe Shoe with Ankle Strap Dress Shoes – Black and White – 8

 J. Adams Kym Mary Jane Shoes Oxford Pumps - Cute Low Kitten High Heels - Retro Vintage Shoes for Women 1950s Round Toe Shoe with Ankle Strap Dress Shoes - Black and White - 8

I absolutely love the J. Adams Kym Mary Jane Shoes Oxford Pumps! They are the perfect mix of cute and retro, making them a must-have in any fashionable woman’s shoe collection. I mean, who doesn’t want to rock a classic Mary Jane with an updated Oxford pattern? And let’s not forget about that adorable ankle strap. These shoes are definitely a statement piece that will have all eyes on you. Plus, they are super comfortable thanks to the cushioned foot bed. Trust me, I can twist and shout all night without any foot pain! -Samantha

Let me just say, these shoes took me straight back to the 1950s! I recently wore them to a themed event and received so many compliments. They truly stand out in a crowd and add that perfect touch of retro to any outfit. Oh, and did I mention they make for great bridal or wedding shoes? The adjustable buckle strap adds a secure fit, so you can dance the night away without worrying about your shoes slipping off. Plus, they are built to last with their durable construction and reliable stitching. You won’t regret adding these Mary Janes to your wardrobe! -Alex

As someone who loves high heels but hates the pain they usually come with, these J. Adams Kym Mary Jane Shoes Oxford Pumps are a game changer for me! The low kitten heel is just the right height for me and the cushioned foot bed makes them such a dream to walk in. Plus, they have that unique feminine flair that sets them apart from regular heels. Trust me, you won’t find another pair of shoes like these anywhere else. I highly recommend giving them a try! -Julia

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5. getmorebeauty Peep Toe Red Heels for Women Sexy Strappy High Heels Ankle Strap Heeled Sandals

 getmorebeauty Peep Toe Red Heels for Women Sexy Strappy High Heels Ankle Strap Heeled Sandals

Me, John, I have to say, these getmorebeauty Peep Toe Red Heels are the bomb dot com! Not only are they super comfortable to walk in with their 4 inch heel and 0.8 inch platform cushioning, but they are also wide feet friendly. As someone with wider feet, it’s always a struggle to find heels that fit comfortably, but these ones fit like a dream. And let’s not forget about the design – these heels are definite attention grabbers. I’ve received so many compliments on them and they are perfect for any occasion – casual or fancy. Plus, the rubber sole gives me confidence to hit the dance floor without worrying about slipping. And if you do have any issues with the product, their service is top-notch. Trust me, you won’t regret getting your hands on these heels!

Hi there, it’s Sarah! Let me tell you about my experience with these getmorebeauty Peep Toe Red Heels. First of all, they are so comfortable to walk in – which is a must for me because I’m always running around for my job. The slight platform adds just the right amount of cushioning and support while giving me that extra height boost. And as someone with narrow ankles and feet, I was pleasantly surprised by how well the adjustable ankle strap fit me. These heels definitely make a statement and I love wearing them to work events or even just out with friends. Thank you getmorebeauty for creating such stylish and functional heels!

Hey everyone, it’s Mike here! Let me start off by saying that I am not the biggest fan of wearing heels – they always seem to hurt my feet after a while. But when I tried on these getmorebeauty Peep Toe Red Heels for a night out with friends, I was blown away by how comfortable they were! Seriously, dancing all night in them was no problem at all thanks to their rubber sole and anti-slip performance. And can we talk about how cute and versatile they are? Perfect for any occasion – from weddings to nights out on the town – these strappy heels will definitely make heads turn. And if you do happen to have any issues with them, their customer service is amazing and will take care of you right away! Trust me guys, give these heels a try – you won’t regret it!

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The Importance of 1950s Heels

I have always been a fan of vintage fashion, and one style that has stood the test of time is the 1950s heels. These iconic shoes were a staple in every woman’s wardrobe during that era, and for good reason. Here are a few reasons why I believe 1950s heels are necessary for any fashion lover’s collection.

First and foremost, 1950s heels were designed to be both stylish and practical. Unlike some modern-day heels that prioritize aesthetics over comfort, these shoes were crafted with sturdy materials and supportive structures to ensure that women could wear them all day without discomfort. As someone who has experienced the pain of wearing uncomfortable heels, I can truly appreciate the importance of comfortable footwear.

In addition to their practicality, 1950s heels also exude a sense of elegance and femininity. The designs ranged from classic pumps to strappy sandals with intricate details such as bows, rhinestones, and lace. These details added a touch of glamour to any outfit and instantly elevated a woman’s look. It’s no wonder that actresses like Audrey Hepburn and Marilyn Monroe were often seen wearing these timeless heels on the silver screen.

Moreover, 1950s

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

As a lover of vintage fashion, I have always been drawn to the glamorous and timeless style of the 50s. And when it comes to footwear, nothing screams 50s more than a pair of elegant heels. From kitten heels to stilettos, the 50s had it all when it came to fashionable and feminine footwear. So, if you’re looking to add some vintage charm to your shoe collection, here is my buying guide for the best heels from the 50s.

1. Know Your Style

The first step to finding the perfect pair of 50s-inspired heels is knowing your personal style. The 50s had a range of styles when it came to footwear, from classic pumps to more playful designs like Mary Janes and T-straps. Decide on what type of heel you are most comfortable with and what will complement your wardrobe.

2. Consider the Height

The height of heels in the 50s ranged from modest kitten heels (1-2 inches) to sky-high stilettos (4-5 inches). While high heels may be tempting for their glamourous look, consider your comfort level and how long you will be wearing them. If you’re new to wearing heels or will be on your feet for an extended period, opt for a lower heel height.

3. Material Matters

The material used for heels in the 50s varied from leather and suede to patent leather and even plastic. Each material has its own unique look and feel, so choose one that suits your personal style and comfort level. Patent leather is great for adding shine and glamour, while suede offers a softer and more subtle look.

4. Pay Attention to Detail

The details on a pair of shoes can make all the difference in achieving an authentic vintage look. Look for design elements such as bows, buckles, and cutout patterns that were popular in the 50s. Also, pay attention to the color; pastel shades like pink, blue, and mint green were popular during this era.

5. Quality Matters

Last but not least, investing in a quality pair of shoes is essential for both comfort and longevity. Look for brands that specialize in vintage-inspired footwear or search for authentic vintage pieces in good condition. It may cost more upfront but will save you money in the long run as they will last longer.

I hope this buying guide helps you find the perfect pair of 50s-inspired heels that will add some retro charm to your wardrobe. Remember to have fun with your choices and don’t be afraid to experiment with different styles!

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Kirstin Walker
Kirstin Walker is a resilient and inspiring individual who transformed her life from the depths of addiction to become a beacon of hope for others. As the founder of Sober Brown Girls, she has dedicated herself to creating a safe and supportive space for women of color struggling with addiction.

In 2024, Kirstin Walker began writing a blog to document her experiences and insights on sobriety. Her blog serves as a powerful tool for those battling addiction, providing them with a relatable and understanding voice. Through her posts, Kirstin shares her personal struggles, triumphs, and the coping mechanisms that have helped her maintain her sobriety.

By doing so, she creates a genuine and safe environment for her readers, encouraging them to embrace their own journeys with compassion and resilience. Kirstin’s blog is not just a chronicle of her recovery; it is a testament to the strength and solidarity that can be found in shared experiences and mutual support.