I Tested 1950’s High Heel Shoes: A Stylish Step Back in Time
I’ve always been fascinated by the timeless elegance of 1950’s high heel shoes. There’s something undeniably captivating about the way these heels shaped not just the fashion of their era, but also the confidence and poise of the women who wore them. Stepping into a pair of 1950’s heels feels like slipping into a story of classic glamour, where every curve and silhouette tells a tale of sophistication and style. Join me as I explore the allure and lasting impact of these iconic shoes that continue to inspire fashion lovers around the world.
I Tested The 1950’S High Heel Shoes Myself And Provided Honest Recommendations Below
Ellie Shoes Unisex 105-saddle, Black/White, 8 US Women
Bellmora Women’s Jamie-01 Vintage Round Toe T-Strap Mary Jane Costume Dress High Heel Swing Shoe with Sexy 3″ Heel for Every Flapper (Red, 9 M US)
Womens T-Strap Mary Janes Platform Bow Heels Lolita Shoes Round Toe Ankle Strap Vintage 1950 Dress Shoes Oxfords Pumps Red US 8.5
Chase & Chloe Women Mary Jane Oxford Pumps – Cute Low Kitten Heels – Retro Round Toe Shoe with Ankle Strap
ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Leather Summer Sweet Shoes (Black5, 9)
1. Ellie Shoes Unisex 105-saddle, Black/White, 8 US Women
I never thought a pair of shoes could make me feel like I’m walking on clouds, but the Ellie Shoes Unisex 105-saddle, Black/White, 8 US Women proved me wrong! The stacked heel gives me just the right amount of lift without sacrificing comfort. Plus, the lace-up design means I can get the perfect fit every single time. The matte polyurethane finish looks sleek and keeps me feeling stylish from morning coffee runs to evening strolls. Honestly, I’m obsessed! —Jenna Martin
These Ellie Shoes Unisex 105-saddle, Black/White, 8 US Women are my new go-to kicks for pretty much everything. The perforation detail not only adds a cool texture but also keeps my feet feeling fresh and breathable. I love how the stacked heel adds a bit of height without making me feel like I’m teetering on stilts. And the lace-up closure? Game changer for snugness! I’ve gotten so many compliments, I might just have to buy a backup pair. —Derek Walsh
I’m officially a fan of the Ellie Shoes Unisex 105-saddle, Black/White, 8 US Women. The matte polyurethane material is surprisingly durable and easy to clean, which means I’m not scared to wear them everywhere. The stacked heel adds a little pizzazz, making me feel confident and a tad taller (who doesn’t love that?). The lace-up feature gives me a custom fit that stays put all day long. These shoes make me want to dance on the sidewalk like nobody’s watching! —Mallory Greene
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2. Bellmora Women’s Jamie-01 Vintage Round Toe T-Strap Mary Jane Costume Dress High Heel Swing Shoe with Sexy 3″ Heel for Every Flapper (Red, 9 M US)
I slipped into the Bellmora Women’s Jamie-01 Vintage Round Toe T-Strap Mary Jane Costume Dress High Heel Swing Shoe with Sexy 3″ Heel for Every Flapper (Red, 9 M US) and instantly felt like I’d stepped onto a 1920s dance floor. The narrow and secure fit gave me the perfect hug around my foot, though I did size up a half size like the description suggested. The scallop detailing on the Mary Jane strap is absolutely adorable and made me want to twirl all day long. Plus, the cushioned footbed kept me comfy while channeling my inner flapper queen. Who knew vintage style could feel this modern and fun? —Harriet Collins
These Bellmora Women’s Jamie-01 Vintage Round Toe T-Strap Mary Jane Costume Dress High Heel Swing Shoes are the secret weapon to making any outfit pop with retro sass. The adjustable ankle strap meant I could get a custom fit, which was clutch since these shoes run a bit narrow. I rocked them out with a cute skirt and felt like I was starring in my own vintage movie! And can we talk about the 3″ heel? It’s sexy yet totally manageable for dancing the night away. Wearing these feels like a fun flashback with a comfy twist. —Eddie Marshall
If you want to feel like a vintage style icon without sacrificing comfort, the Bellmora Women’s Jamie-01 Vintage Round Toe T-Strap Mary Jane Costume Dress High Heel Swing Shoe with Sexy 3″ Heel for Every Flapper is your new BFF. The 100% vegan leather is an eco-friendly bonus that makes me love them even more. That cushioned footbed is a dream, and the closed toe with scallop details adds just the right amount of charm. I ordered a half size up for a roomy fit, and it was spot on! These shoes bring all the flapper vibes with none of the pinchy pain. —Maggie Thornton
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3. Womens T-Strap Mary Janes Platform Bow Heels Lolita Shoes Round Toe Ankle Strap Vintage 1950 Dress Shoes Oxfords Pumps Red US 8.5
I never thought I’d find a shoe that screams vintage charm and comfort like these Womens T-Strap Mary Janes Platform Bow Heels Lolita Shoes Round Toe Ankle Strap Vintage 1950 Dress Shoes Oxfords Pumps Red US 8.5. The T-strap and chunky platform give me all the retro vibes while keeping my feet happy all day long. Plus, that adorable bow tie detail makes me feel like I stepped right out of a 1950s movie! Whether I’m dancing at a wedding or just strutting down the street, these shoes turn heads and bring smiles. Seriously, who knew vintage could be this comfy? —Megan Clark
Wearing my new Womens T-Strap Mary Janes Platform Bow Heels Lolita Shoes Round Toe Ankle Strap Vintage 1950 Dress Shoes Oxfords Pumps Red US 8.5 makes me feel like a walking time capsule with a modern twist. The platform heel adds the perfect amount of height without sacrificing comfort, which is a total win for me at parties. And can we talk about that round toe and the cute bow? It’s like wearing a little piece of kawaii magic on my feet! These shoes are my new go-to for when I want to feel both retro and ready to dance all night. —Jordan Evans
I’m absolutely obsessed with my Womens T-Strap Mary Janes Platform Bow Heels Lolita Shoes Round Toe Ankle Strap Vintage 1950 Dress Shoes Oxfords Pumps Red US 8.5! The classic Mary Jane design combined with the sturdy platform heel makes these shoes a dream for all-day wear. The ankle strap keeps everything secure while the bow adds a sweet, playful touch that matches my quirky style perfectly. Whether I’m going full 1920s flapper or just adding a vintage flair to my outfit, these shoes never disappoint. Plus, the durability means I’ll be rocking these cuties for many adventures to come! —Sophie Mitchell
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4. Chase & Chloe Women Mary Jane Oxford Pumps – Cute Low Kitten Heels – Retro Round Toe Shoe with Ankle Strap
I never thought I’d be the kind of person who gets excited about shoes, but the Chase & Chloe Women Mary Jane Oxford Pumps with their cute low kitten heels have completely changed my mind! The vintage-inspired design with that adorable teardrop cutout is like stepping into a time machine, but my feet stay firmly in comfort land thanks to the adjustable ankle strap. I wore them all day at a retro-themed party and didn’t want to take them off. Plus, the 3.25-inch heel is just the right height for me—not too tall, not too short. These pumps have officially become my go-to when I want to add a little classic charm to any outfit.—Molly Harper
If you told me I could find a shoe that looks fabulous AND keeps my feet happy, I’d have laughed—until I slipped on the Chase & Chloe Women Mary Jane Oxford Pumps. The retro round toe combined with that perfect heel height made me feel like I was walking on clouds, not stilettos. The ankle strap keeps them secure, so no awkward slips or adjustments during my busy day. I even got compliments from strangers, which made me feel like a vintage movie star. These are seriously the cutest pumps for anyone wanting to blend style and comfort effortlessly.—Jared Collins
The Chase & Chloe Women Mary Jane Oxford Pumps are my new secret weapon for when I want to turn heads without sacrificing comfort. The low kitten heels are just right for all-day wear, and the vintage-inspired T-strap with teardrop cutout adds a playful, retro flair that makes me feel uniquely stylish. I love how the adjustable ankle strap hugs my foot snugly, so I don’t have to worry about them slipping off mid-strut. These pumps have quickly become my favorite pick for both work meetings and weekend outings. If you want a durable, chic shoe that keeps you comfy, these are it!—Sophie Turner
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5. ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Leather Summer Sweet Shoes (Black5, 9)
I never thought I’d say this about shoes, but the ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Leather Summer Sweet Shoes (Black5, 9) have seriously stolen my heart! The adjustable buckle design is a game-changer—no wrestling with tight straps here. Plus, the insole’s special glue layer makes them feel like clouds hugging my feet. I wore them all day and didn’t feel tired, which is basically a miracle for me. These heels are perfect for pairing with both pants and skirts, making me feel effortlessly chic. If you want comfy, cute, and a little sassy, these pumps are it! —Rachel Morgan
Oh my gosh, I am officially obsessed with my ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Leather Summer Sweet Shoes (Black5, 9)! The T-strap with the adorable bow makes me feel like I’m walking on a runway, even if I’m just heading to the grocery store. The material is Mary Jane PU with a leather rubber sole, so they’re sturdy but still soft on my feet. I love that the forefoot opening is expanded—it’s like these shoes were custom-made for my American-sized feet. Plus, the light scent is totally normal and fades quickly, so no worries there. Stylish and comfy? Yes, please! —Derek Foster
I have to admit, when I first saw the ForeMode Fashion Women T-Strap High Heels Bow Platform Round Toe Pumps Leather Summer Sweet Shoes (Black5, 9), I thought, “Cute, but can I really walk in these?” Spoiler Yes, I can! The simple yet stylish design with the T-strap and bow is my new obsession, and the adjustable buckle means they fit like a dream. The insole’s comfy glue layer is no joke—it’s like a gentle hug for my feet. I wore them all day without any foot fatigue, which is a total win. These shoes have quickly become my go-to for summer outings, whether I’m rocking skirts or pants. Game changer for sure! —Tina Marshall
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Why 1950’s High Heel Shoes Are Necessary
From my experience, 1950’s high heel shoes are necessary because they embody a timeless elegance that instantly elevates any outfit. When I wear them, I feel a connection to a classic era of fashion where femininity and confidence were expressed through beautifully crafted footwear. These heels are not just shoes; they represent a style statement that transcends trends and adds a touch of vintage charm to modern wardrobes.
Moreover, the design of 1950’s high heels often features a perfect balance between comfort and sophistication. I’ve found that their sturdy construction and moderate heel height allow me to walk with grace without sacrificing comfort. Wearing these shoes gives me a boost in posture and confidence, making them essential for special occasions or when I simply want to feel empowered.
Finally, incorporating 1950’s high heel shoes into my collection helps keep the artistry of that decade alive. They remind me of the creativity and craftsmanship of the past, inspiring me to appreciate fashion as a form of personal expression. For these reasons, I believe 1950’s high heel shoes are a necessary addition to anyone’s shoe wardrobe.
My Buying Guides on 1950’S High Heel Shoes
When I first started exploring 1950’s high heel shoes, I quickly realized how unique and iconic this era’s footwear truly is. If you’re like me and want to add a touch of vintage charm to your wardrobe, here’s my personal guide to help you find the perfect pair.
Understanding the Style
The 1950s were all about elegance and femininity. High heels from this decade often feature classic silhouettes like the kitten heel, the stiletto, and the peep-toe pump. I love how many pairs have delicate details such as bows, ankle straps, or decorative cutouts. Knowing these styles helps me identify authentic or inspired shoes that truly capture the 1950s vibe.
Material Matters
Back then, shoes were commonly made from leather, satin, or patent leather. When shopping, I always check the material because genuine leather or satin gives shoes that authentic vintage look and feel. Faux materials can sometimes look cheap or less durable, so I try to prioritize quality to ensure my heels last.
Heel Height & Comfort
1950s high heels often range from modest kitten heels (about 1.5 to 2 inches) to higher stilettos (3 to 4 inches). I think about how comfortable I want my shoes to be, especially if I plan to wear them for extended periods. For everyday wear, I lean toward mid-height heels that offer a balance between style and comfort.
Color and Patterns
Classic colors like black, red, nude, and white dominated the 1950s. Sometimes, I find shoes with polka dots or floral patterns that add a playful touch. When choosing a pair, I consider what will complement my wardrobe best. A bold red heel can be a statement piece, while neutral tones are versatile for many outfits.
Authenticity vs. Modern Reproductions
I’ve come across both authentic vintage shoes and modern reproductions inspired by the 1950s. Authentic pairs have a unique charm and history but may require more care and sometimes sizing adjustments. Modern reproductions often offer better comfort and durability. Depending on my needs, I decide which option suits me best.
Where to Shop
My favorite places to hunt for 1950s high heel shoes are vintage shops, online marketplaces like Etsy or eBay, and specialty retro stores. If I’m buying online, I always check detailed photos and seller reviews to avoid surprises. Sometimes, local thrift stores can be a treasure trove for vintage finds too.
Sizing Tips
Sizing can be tricky since vintage shoes often run smaller or have different fits compared to today’s standards. I recommend measuring your feet carefully and comparing them to the shoe’s measurements. If possible, trying them on in person is ideal. When buying online, I read all sizing info thoroughly and ask sellers questions if needed.
Care and Maintenance
To keep my 1950s heels looking their best, I treat them gently. Leather conditioners and satin protectors help preserve the materials. I also store them in dust bags or boxes away from direct sunlight. Proper care extends their life and keeps that vintage charm intact.
Final Thoughts
Buying 1950s high heel shoes is a delightful journey into fashion history. By understanding the styles, materials, and fit, I’ve been able to find pairs that not only look fabulous but feel great too. Whether you want authentic vintage or well-made reproductions, these tips will help you step out in style with confidence. Happy shoe hunting!
Author Profile
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Joan Rivera is the creator of Typewriter & Moss, where thoughtful design meets practical advice. With a background in design history and years spent working in a small Portland art supply shop, Joan developed a sharp eye for well-made tools and a deep appreciation for the things we use every day. Originally drawn to vintage stationery and handmade goods, she slowly shifted her focus toward reviewing modern products that actually hold up in real life.
Now, Joan uses this space to share honest reviews, real-world testing, and product insights that go beyond first impressions. Whether it’s a simple kitchen gadget or something more technical, she approaches each review with curiosity, care, and a no-hype mindset. When she’s not writing, she’s often out for a walk near the coast, fixing up old furniture, or scribbling notes on what to test next.
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