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*2024*21 Comfortable Vintage shoes heels *8 types!*

*2024*21 Comfortable Vintage shoes heels *8 types!*

Looking for some aesthetic yet comfortable vintage shoe heels for your coming retro party?

I got you sis.

As a self-proclaimed vintage fashion girl since 15 years old, I’ve been trying out all kinds of vintage shoes for over a decade now, and here’s my conclusion:

Some of the cutest vintage heels can also be the most uncomfortable shoes ever.

The struggle is real 🥹

If you are reading this post, you are in luck as I’ve gathered 8 types and 21 pairs in a total of retro shoe heels that are actually comfortable.

Enjoy!

Trust me, there’s definitely NOT ENOUGH content for vintage fashion these days

If you are the retro girlies, there’s one thing for sure – you have impeccable taste.

If you find this recommendation useful – please kindly share and pin some of the shoes so more vintage girls like you can enjoy the info!

1. Ribbon & bow retro shoe heels

Guess what, bows are for grown-ups too.

When it comes to vintage looks, a glamorous pair of bow pumps boosts the aesthetic of the looks tenfold.

For an ultra-feminine style, delicate floral white lace tights and shimmery statement bow heels are here to make sure all eyes are on you.

Ribbon & bow retro shoe heels
Shop these ribbon mules on REVOLVE
(Homepage has sold out)

For me, I usually avoid the super retro-looking shoes as they can be hard to mix and match in daily life.

My recent favorite brand is Jeffrey Campbell, I think their design is somewhere in between so I can max out the times I wear the shoes.

Another big plus is they are very comfortable given this price range!

Ribbon & bow retro shoe heels
Shop COPINES on Jeffrey Campbell (Not affiliate link)

Black sheer tights and little bow pointy heels kinda night.

How romantic.

2. Retro & comfy: Mary Jane

Mary Janes is the never-ending appeal, there’s something whimsical about it.

For a classic combo, get dressed up in a preppy schoolgirl in solid white tights and red Mary Janes.

Whether you match it with a pleated skirt or an LBD, the possibilities are literally endless.


Need I say more? This pair will work wonders with a nice tea dress.

brown vintage block heels
Get this Mary Jane Pump on Nordstorm

These classy pairs of Nordstrom are really comfy.

Disclaimer: I don’t have wide feet so I can’t say for all.


I love everything from this look from the retro eye makeup to green and blue stripe socks to the sassy pointy shoes.

Obsessed.

For more Mary Jane outfit combos, check out my dedicated articles down below, see you loves!

3. Floral & print vintage shoes

Of course, floral prints are always one of the most used elements when it comes to vintage heels.

And we are talking about all kinds of styles.

high platform vintage block sandals floral
Get these Dolly heels on REVOLVE


These groovy pairs of meaty floral high platforms just scream full attitude.

These heels are 100% perfect for a nostalgic disco party – bold, fun, and whimsical.

vintage shoes for weddings
Source: Pinterest

I am not sure whether this pair is still on sale or not but it’s too darling to not include – this is such a nice vintage pair for the wedding.

If you want to do it on a budget, it seems there are many brands doing similar designs these days, dig them out!

floral block heels vintage
Get this floral retro heels on Amazon

This floral pattern just can’t be any more retro.

It’s giving cottagecore and I bet it will look amazing with a baby blue gingham dress.

4. Metallic vintage heels

Let’s be real, it’s hard to deny the appeal of metallic heels – they just naturally add an extra pop of fun to the dress-up.

Again, I am picking shoes that can look retro when you pair the right dress but are modern enough to wear with normal outfits.


Thin straps just somehow look so sassy and feminine.

metallic vintage heels
Get this Maxos Heel on REVOLVE

High platforms with four metallic color blocks = ultimate mood booster.

I can tell it will look perfect with a cute top and boot-cut jeans.

high platform vintage block heels
Get these high-platform heels on Uniquevintage

metallic block retro heels
Source: Pinterest

A white tee and jeans look too casual, throw these tasteful pairs on and people will instantly feel like you’ve given serious thought to your look.

You’re welcome sis.

5. When in doubt, Polka dot

Anna Kendrick said, “You can’t have a bad day in polka dots.”

and I agree with my whole heart.

Polka dots are just deliciously fun to wear!

If an all-over polka-dot dress looks too overwhelming for you, well, I’d say taste the water with polka-dot heels.

Source: Pinterest

To make a statement, go matchy matchy in a cute pouch and heels!

Source: Pinterest

Seriously, regardless of the seasons, polka dots literally can be spotted everywhere.

Source: Pinterest

Or else, style your regular heels with polka-dot socks to freshen things up!

6. Preppy retro loafer heels

Fashion comes and goes but preppy fashion is here to stay.

Especially these days, the old money /quiet luxury style is taking a MAJOR moment.

A wild floral pants and loafer heels anyone?

preppy retro loafers
Shop this loafer heels on Joanie

It gives a wonderful mix of nostalgic disco feel.

Oh the good old 80s.


These pairs are one of my proudest finds these days – they are just as comfy as it’s versatile.

Imagine how darling to match it with a sleeveless polo and mini platted skirt.

brown loafer vintage preppy outfit
Get these pairs on MYTHERESA

Plus, the pointy toe design just create a V shape and helps elongate your legs visually.

As a 5”3 girl, I do spot the difference!


comfortable loafer vintage shoes
Source: Pinterest

To spice things up, again, go experiments with all kinds of socks.

7. Play with colors & patterns

From frame stitch to checkered to houndstooth, you can play with all kinds of prints in the retro heels department.

Manolo Blahnik comfortable retro heels
Source: Pinterest

The candy cane-inspired red and white buckle mule heels are from one of my favorite shoe brands Manolo Blahnik.

Just lovely.

Manolo Blahnik purple pumps
Get these MANOLO BLAHNIK heels on Mytheresa

Just one-of-a-kind.

8. T-bar shoe heels

For a 1940s and 1950s look, consider slipping on the graceful t-bar shoe heels!

With a distinctive strap forming a graceful “T” shape across the foot and an elegant silhouette overall, it boasts a refined charm that complements a wide range of outfits.

T-bar shoe heels
Get these retro heels on Etsy

These refined pairs are perfect for a Swing Dancing party!

Source: Pinterest

To highlight your shoes, style it with a pair of solid white socks to pop things up!

FINAL THOUGHTS:

So there you go – the 8 types and 21 comfortable Vintage shoes heels to get inspired.

What are your thoughts on that? I hope you’ve pinned down some cute looks and it’s time to start styling!

Looking for more vintage outfit ideas? Check out these popular posts down below – see you there loves!

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