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Vintage Square Toe Shoes

CHANEL 1990s Watersnake Square-toe Flats
CHANEL 1990s Watersnake Square-toe Flats

CHANEL 1990s Watersnake Square-toe Flats

By Karl Lagerfeld for Chanel, Chanel

Located in Genève, CH

These rare Chanel square-toe flats are crafted from watersnake skin and leather, and are in very good condition for a piece from the 1990s era. The design features a unique 'space ag...

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1990s Italian Vintage Square Toe Shoes

Chanel CC Black Silk Square Toes Heels
Chanel CC Black Silk Square Toes Heels

Chanel CC Black Silk Square Toes Heels

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black silk square toes heels. - CC silver hardware. - Size 37.5.

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1990s French Vintage Square Toe Shoes

Late 1990's Prada Black Nylon Square Toe Loafers
Late 1990's Prada Black Nylon Square Toe Loafers

Late 1990's Prada Black Nylon Square Toe Loafers

By Prada

Located in Toronto, Ontario

Made from durable nylon. These shoes blend timeless design with modern edge. The square toe, 2" block heel and structured silhouette lend a refined, tailored finish.

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1990s Italian Vintage Square Toe Shoes

Chanel Green Suede Square Toe Ankle Strap Heels
Chanel Green Suede Square Toe Ankle Strap Heels

Chanel Green Suede Square Toe Ankle Strap Heels

By Chanel

Located in Sheung Wan, HK

- Timeless and classic 90s Chanel green suede square toe heels with gold hardware ankle strap closing. - "CC" stitching logo on the front. - Size 38.5. - Made in Italy. - New...

Category

1990s Italian Vintage Square Toe Shoes

Gianni Versace Neon Green Leather Square Toe Heels
Gianni Versace Neon Green Leather Square Toe Heels

Gianni Versace Neon Green Leather Square Toe Heels

By Gianni Versace

Located in Sheung Wan, HK

- Vintage 90s Gianni Versace neon green leather square toe heels with buckle details in front. - Size 38. - Made in Italy. - Newly replaced rubber sole

Category

1990s Italian Vintage Square Toe Shoes

Gucci Classic Green Leather Square Toe Strap Pumps
Gucci Classic Green Leather Square Toe Strap Pumps

Gucci Classic Green Leather Square Toe Strap Pumps

By Gucci

Located in Sheung Wan, HK

- Gucci by Tom Ford classic green leather square toe pumps with strap. - Featuring Gucci classic and signature silver toned hardware horsebit. - Rectangle high heels. - Made in...

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1990s Italian Vintage Square Toe Shoes

S/S 1998 Gucci x Tom Ford Runway Croc Crystal Logo Heel Square Toe Pumps Mules
S/S 1998 Gucci x Tom Ford Runway Croc Crystal Logo Heel Square Toe Pumps Mules

S/S 1998 Gucci x Tom Ford Runway Croc Crystal Logo Heel Square Toe Pumps Mules

By Tom Ford for Gucci, Gucci

Located in BELLEVUE HILL, NSW

Designed by Tom Ford for Gucci's legendary S/S 1998 collection, these crocodile slingback pumps embody the sophisticated sensuality that defined one of fashion's most influential era...

Category

1990s Italian Vintage Square Toe Shoes

Gucci by Tom Ford Black Leather Square Toe Ankle Boots
Gucci by Tom Ford Black Leather Square Toe Ankle Boots

Gucci by Tom Ford Black Leather Square Toe Ankle Boots

Located in Sheung Wan, HK

- Gucci by Tom Ford black leather square toe ankle boots in excellent condition. - Featuring gold toned hardware "Gucci" buckle side zip closure. - Made in Italy. - Size 38.

Category

1990s Italian Vintage Square Toe Shoes

Fendi Black & Grey Zucca Monogram Peep-Toe Flats Circa Y2K
Fendi Black & Grey Zucca Monogram Peep-Toe Flats Circa Y2K

Fendi Black & Grey Zucca Monogram Peep-Toe Flats Circa Y2K

By Fendi

Located in Scottsdale, AZ

The contrasting piping outline and front band are made of black patent leather, accented with a contrasting orange-brown stitching that lines the silhouette of the shoe. The squared ...

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Late 20th Century Italian Vintage Square Toe Shoes

Classic Chanel Black Caviar "CC" Square Toe Shoes
Classic Chanel Black Caviar "CC" Square Toe Shoes

Classic Chanel Black Caviar "CC" Square Toe Shoes

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black caviar square toe shoes. - Featuring a "CC" logo in front

Category

1990s French Vintage Square Toe Shoes

Recent Sales

Chanel 1998 AW Slingback Classic Brown Square Toe Heels
Chanel 1998 AW Slingback Classic Brown Square Toe Heels

Chanel 1998 AW Slingback Classic Brown Square Toe Heels

By Chanel

Located in Los Angeles, CA

Brand : Chanel Condition Rank : - Exterior : 7/10 (There's a few scratches, some discolorations and some signs of wear) - Soles : 9/10 - Tips : 9/10 Heel Height : 3.5" Material : Lea...

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1990s European Vintage Square Toe Shoes

John Galliano leather and canvas square toe 'Fallen Angels' boots, ss 1986
John Galliano leather and canvas square toe 'Fallen Angels' boots, ss 1986

John Galliano leather and canvas square toe 'Fallen Angels' boots, ss 1986

By John Galliano

Located in London, London

John Galliano x Patrick Cox 'hobo' boots. Black leather with stripped cotton canvas, open heel with flap, and leather lace fastening. 'Designer Mud' - Just before the show started ...

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1980s British Vintage Square Toe Shoes

Vintage Manolo Blahnik Shoes Black & White Polka Dot Pumps w Low Heels & Buckles
Vintage Manolo Blahnik Shoes Black & White Polka Dot Pumps w Low Heels & Buckles

Vintage Manolo Blahnik Shoes Black & White Polka Dot Pumps w Low Heels & Buckles

By Manolo Blahnik

Located in Portland, OR

These fun Manolo Blahnik shoes are black with white polka dots. The shoes have tan insoles, leather trim and a gently squared toe.

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Late 20th Century Italian Vintage Square Toe Shoes

Chanel Black Patent Silver "CC" Logo Square Toe Shoes
Chanel Black Patent Silver "CC" Logo Square Toe Shoes

Chanel Black Patent Silver "CC" Logo Square Toe Shoes

By Chanel

Located in Sheung Wan, HK

- Vintage 90s classic Chanel black patent with silver "CC" logo square toe shoes in low heels. Very Mary Jane x Chanel style shoes.

Category

1990s French Vintage Square Toe Shoes

Chanel Black Silk Mary Jane Shoes
Chanel Black Silk Mary Jane Shoes

Chanel Black Silk Mary Jane Shoes

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black silk Mary Jane square toes shoes with silver CC logo. - Height : 10cm( 5cm heels).

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1990s Italian Vintage Square Toe Shoes

Dolce & Gabbana Black Leather Squared Point Toe Lace Up Dress Shoes
Dolce & Gabbana Black Leather Squared Point Toe Lace Up Dress Shoes

Dolce & Gabbana Black Leather Squared Point Toe Lace Up Dress Shoes

By Dolce & Gabbana

Located in San Francisco, CA

Dolce & Gabbana dress shoes come in black smooth leather with a streamline design and tapered square point toe.

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Late 20th Century Italian Vintage Square Toe Shoes

Chanel Bi Tone Metallic Silver with Black Patent Square Toe Slingback Shoes
Chanel Bi Tone Metallic Silver with Black Patent Square Toe Slingback Shoes

Chanel Bi Tone Metallic Silver with Black Patent Square Toe Slingback Shoes

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel bi tone metallic silver with black patent leather square toe slingback shoes. This is a classic Coco Chanel style, elegant and chic summer shoes

Category

1990s Italian Vintage Square Toe Shoes

Gucci black square-toe leather pumps
Gucci black square-toe leather pumps

Gucci black square-toe leather pumps

By Gucci

Located in New York, NY

These Gucci black calf-skin square-toe pumps has a 3 1/2" heel. Size 5.

Category

1990s Italian Vintage Square Toe Shoes

Chanel Black Suede Square Toe Ankle Strap Heels
Chanel Black Suede Square Toe Ankle Strap Heels

Chanel Black Suede Square Toe Ankle Strap Heels

By Chanel

Located in Sheung Wan, HK

- Timeless and classic vintage 90s Chanel green suede square toe heels with gold hardware ankle strap closing. - "CC" stitching logo on the front. - Size 38.5. ...

Category

1990s Italian Vintage Square Toe Shoes

S/S 1999 Prada Canvas Square-Toe Platform Loafers Size 40
S/S 1999 Prada Canvas Square-Toe Platform Loafers Size 40

S/S 1999 Prada Canvas Square-Toe Platform Loafers Size 40

By Miuccia Prada, Prada

Located in Berlin, BE

Presenting Spring Summer 1999 Prada brown canvas square-toe lace-up platform loafers. The S/S 1999 collection stands for Miuccia Prada's own wilful and ironic commentary on hippie st...

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1990s Italian Vintage Square Toe Shoes

Chanel Bi Tone Metallic Blue with Black Patent Square Toe Mary Jane Slingback
Chanel Bi Tone Metallic Blue with Black Patent Square Toe Mary Jane Slingback

Chanel Bi Tone Metallic Blue with Black Patent Square Toe Mary Jane Slingback

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel bi tone metallic blue with black patent leather square toe Mary Jane slingback shoes. This is a classic Coco Chanel style, elegant and chic summer shoes

Category

1990s Italian Vintage Square Toe Shoes

Chanel Bi Tone Metallic Gold with Black Patent Square Toe Mary Jane Slingback
Chanel Bi Tone Metallic Gold with Black Patent Square Toe Mary Jane Slingback

Chanel Bi Tone Metallic Gold with Black Patent Square Toe Mary Jane Slingback

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel bi tone metallic gold with black patent leather square toe Mary Jane slingback shoes. This is a classic Coco Chanel style, elegant and chic summer shoes

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Chanel Bi Tone Metallic Orange with Black Patent Square Toe Mary Jane Slingback
Chanel Bi Tone Metallic Orange with Black Patent Square Toe Mary Jane Slingback

Chanel Bi Tone Metallic Orange with Black Patent Square Toe Mary Jane Slingback

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel bi tone metallic orange with black patent leather square toe Mary Jane slingback shoes. This is a classic Coco Chanel style, elegant and chic summer shoes

Category

1990s Italian Vintage Square Toe Shoes

Church's Dress Shoes - Black Patent Leather Lace Up Derby
Church's Dress Shoes - Black Patent Leather Lace Up Derby

Church's Dress Shoes - Black Patent Leather Lace Up Derby

By Church's

Located in San Francisco, CA

CHURCH'S derby dress shoes come in black patent leather with a tapered square toe.

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Late 20th Century English Vintage Square Toe Shoes

1996 NIB Chanel Black Leather Loafers Shoes w/Gold Metal CC Logo & Square Toe
1996 NIB Chanel Black Leather Loafers Shoes w/Gold Metal CC Logo & Square Toe

1996 NIB Chanel Black Leather Loafers Shoes w/Gold Metal CC Logo & Square Toe

By Chanel

Located in Studio City, CA

A pair of 1996 Chanel never-been-worn black kid leather loafers with oversized CC gold tone metal logo. They are marked size 37 1/2 B which translates to approximately a women's size...

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1990s French Vintage Square Toe Shoes

Chanel Classic Black Leather Square Toe Heels
Chanel Classic Black Leather Square Toe Heels

Chanel Classic Black Leather Square Toe Heels

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel classic black leather Mary Jane style square toe heels. - Featuring gold hardware "CC" logo on the strap fastening . - Made in Italy. - Size 37.5. - Newl...

Category

1990s Italian Vintage Square Toe Shoes

Chanel Classic Black Leather Square Toe Heels
Chanel Classic Black Leather Square Toe Heels

Chanel Classic Black Leather Square Toe Heels

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel classic black leather Mary Jane style square toe heels. - Featuring gold hardware "CC" logo on the strap fastening . - Made in Italy. - Size 37.5. -Please...

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1990s Italian Vintage Square Toe Shoes

Chanel Classic Black Leather Square Toe Heels with Gold CC Logo
Chanel Classic Black Leather Square Toe Heels with Gold CC Logo

Chanel Classic Black Leather Square Toe Heels with Gold CC Logo

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel classic and timeless black leather "CC" logo square toe heels. - Size 38.5. - Made in Italy

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1990s Italian Vintage Square Toe Shoes

Chanel Black Leather Square Toe "CC" Logo Ankle Boots
Chanel Black Leather Square Toe "CC" Logo Ankle Boots

Chanel Black Leather Square Toe "CC" Logo Ankle Boots

By Chanel

Located in Sheung Wan, HK

- Vintage 90s Chanel black leather square toe "CC" logo ankle boots. This item is chic, durable and highly collectable. - Made in Italy. - Size 38.5.

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1990s Italian Vintage Square Toe Shoes

Louis Vuitton Womens Chain Link Heels US 7 EU 37 Gray Monogram Pumps Square Toe
Louis Vuitton Womens Chain Link Heels US 7 EU 37 Gray Monogram Pumps Square Toe

Louis Vuitton Womens Chain Link Heels US 7 EU 37 Gray Monogram Pumps Square Toe

By Louis Vuitton

Located in Miami, FL

- Gray canvas exterior with black leather - Tagged size 37 - Comes with box and dustbag Condition: The heels are in overall great condition with no major imperfections Mea...

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20th Century Vintage Square Toe Shoes

Vivienne Westwood 1995 hammerhead shoes with square toe, Sz. 10
Vivienne Westwood 1995 hammerhead shoes with square toe, Sz. 10

Vivienne Westwood 1995 hammerhead shoes with square toe, Sz. 10

By Vivienne Westwood

Located in Berlin, DE

This is the second edition of this shoe, the first was introduced in 1980's. Has all the classic details on an english brogue, with the twist only Westwood can accomplish. Made in It...

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1990s English Vintage Square Toe Shoes

1990s Prada Black Lace-up Shoes
1990s Prada Black Lace-up Shoes

1990s Prada Black Lace-up Shoes

By Prada

Located in Lugo (RA), IT

Prada black technical fabric and leather lace-up shoes, square toe, black rubber sole with Prada Linea Rossa logo.

Category

1990s Italian Vintage Square Toe Shoes

1990s Prada Low Heel Loafers
1990s Prada Low Heel Loafers

1990s Prada Low Heel Loafers

By Prada

Located in Lugo (RA), IT

Prada brown leather heeled loafers. Square toe and low heel. The shoes show signs of wear and wrinkles on the leather, as shown in the pictures.

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1990s Italian Vintage Square Toe Shoes

1990s Prada Block Heel Square Toe Shoes Black Loafers With Silver Buckles
1990s Prada Block Heel Square Toe Shoes Black Loafers With Silver Buckles

1990s Prada Block Heel Square Toe Shoes Black Loafers With Silver Buckles

By Prada

Located in Portland, OR

These classic black patent leather Prada loafers are from the 1990's. The shoes have a low angled block heel and a square toe.

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1990s Italian Vintage Square Toe Shoes

1990s Prada Shoes Pumps in Black Patent Leather with Square Toes
1990s Prada Shoes Pumps in Black Patent Leather with Square Toes

1990s Prada Shoes Pumps in Black Patent Leather with Square Toes

By Miuccia Prada, Prada

Located in Portland, OR

These iconic Prada black leather shoes have the signature square Prada toes, "pleated" leather details, and a 3" heel.

Category

1990s Italian Vintage Square Toe Shoes

1990s Miu Miu Vintage Red Patent Leather Square Toe Mary Jane Shoes Heels 38
1990s Miu Miu Vintage Red Patent Leather Square Toe Mary Jane Shoes Heels 38

1990s Miu Miu Vintage Red Patent Leather Square Toe Mary Jane Shoes Heels 38

By Miu Miu, Miuccia Prada

Located in Portland, OR

These red patent leather Miu Miu shoes have chunky heels and Mary Jane style straps. They are labeled a size 38 which is a US size 7.5. Other than minor sole scuffs, they show no s...

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1990s Italian Vintage Square Toe Shoes

90s Black Leather Laceup Square Toe Boots
90s Black Leather Laceup Square Toe Boots

90s Black Leather Laceup Square Toe Boots

By Prada

Located in San Francisco, CA

1990s black leather lace square toe boots. 2 1/2" heel.

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1990s Italian Vintage Square Toe Shoes

Mens Martin Margiela Square Toe Chelsea Boots
Mens Martin Margiela Square Toe Chelsea Boots

Mens Martin Margiela Square Toe Chelsea Boots

By Maison Martin Margiela

Located in New York, NY

These boots dating from the 1990's have the label of Line 10, which is the mens equivalent of Line 1 in Margiela's design timeline. They are a classic chelsea boot with a side zip an...

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1990s Italian Vintage Square Toe Shoes

Chanel Vintage Peep Toe Double Strap Two Tone Beige and Black Shoes 37.5
Chanel Vintage Peep Toe Double Strap Two Tone Beige and Black Shoes 37.5

Chanel Vintage Peep Toe Double Strap Two Tone Beige and Black Shoes 37.5

By Chanel

Located in Portland, OR

The shoes have square toes, 3" heels, measure 3 and 1/8" at the widest part of the sole, and 9 and 3-4 inches on inside from toe to heel.

Category

1980s Italian Vintage Square Toe Shoes

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These 100% authentic Chanel classic pumps in black leather embody timeless elegance. They feature a high stiletto heel adorned with a gold-tone CC detail and rounded toes, making the...

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Located in Sheung Wan, HK

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Located in Beverly Hills, CA

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By John Galliano

Located in Berlin, BE

This black silk evening gown by John Galliano, from his Fall/Winter 08/09 Collection is one of those moments: a love letter to the art of couture at its most theatrical and refined. ...

Category

Early 2000s French Vintage Square Toe Shoes

Gianni Versace F/W 1993 Runway Couture Sheer Knit Mesh Lace Evening Dress Gown
Gianni Versace F/W 1993 Runway Couture Sheer Knit Mesh Lace Evening Dress Gown

Gianni Versace F/W 1993 Runway Couture Sheer Knit Mesh Lace Evening Dress Gown

By Gianni Versace Couture

Located in Englishtown, NJ

Gianni Versace F/W 1993 Runway Couture Sheer Knit Mesh Lace Bustier Black Evening Dress Gown IT 44 Excellent Condition!

Category

1990s Vintage Square Toe Shoes

Hermes Kelly Depeches 38 Briefcase Electric Blue Palladium Hardware
Hermes Kelly Depeches 38 Briefcase Electric Blue Palladium Hardware

Hermes Kelly Depeches 38 Briefcase Electric Blue Palladium Hardware

By Hermès

Located in Miami, FL

Mightychic offers an Hermes coveted Kelly Depeches 38 briefcase. Very rare in Electric Blue. Epsom leather with Palladium hardware. Two large accordion compartments. Front wall ha...

Category

21st Century and Contemporary French Vintage Square Toe Shoes

1999 Salvatore Ferragamo Limited Edition Marilyn Monroe Red Swarovski Heels 6B
1999 Salvatore Ferragamo Limited Edition Marilyn Monroe Red Swarovski Heels 6B

1999 Salvatore Ferragamo Limited Edition Marilyn Monroe Red Swarovski Heels 6B

By Salvatore Ferragamo

Located in West Hollywood, CA

This Ferragamo pump is a limited edition release from 1999, recreating the heels that Salvatore Ferragamo designed exclusively for Marilyn Monroe. The iconic actress wore the origina...

Category

1990s Italian Vintage Square Toe Shoes

Roberto Cavalli 2003 Runway Cut-Out Silk Gown Showstopper Dress
Roberto Cavalli 2003 Runway Cut-Out Silk Gown Showstopper Dress

Roberto Cavalli 2003 Runway Cut-Out Silk Gown Showstopper Dress

By Roberto Cavalli

Located in Berlin, BE

Holy Grail Archival Cavalli Gown (The corset shown on some images is not included ) Thie beautiful Roberto Cavalli’s Spring/Summer 2003 gown is an exquisite statement in feminine all...

Category

Early 2000s Italian Vintage Square Toe Shoes

Vintage Alexander McQueen Bat Wing Knit Top
Vintage Alexander McQueen Bat Wing Knit Top

Vintage Alexander McQueen Bat Wing Knit Top

By Alexander McQueen

Located in West Palm Beach, FL

The Vintage Alexander McQueen Bat Wing Knit Top would be an exciting addition to any wardrobe, especially for someone who enjoys pieces that combine boldness, sophistication, and art...

Category

Late 20th Century Vintage Square Toe Shoes

New Gucci Runway Python Gold Heeled Mules Sz 9.5
New Gucci Runway Python Gold Heeled Mules Sz 9.5

New Gucci Runway Python Gold Heeled Mules Sz 9.5

$1,462Sale Price|25% Off

Size: 9.5

New Gucci Runway Python Gold Heeled Mules Sz 9.5

By Gucci

Located in Conroe, TX

Gucci Horsebit Heels Brand New * Stunning in Black Snakeskin * Studded Gold Heel * Size: 9.5 * Leather Insole * Open toe * 4.5" Heel * With Box, Dust Cover and Extra Heel Tips * Impo...

Category

21st Century and Contemporary Italian Vintage Square Toe Shoes

Vivienne Westwood Gold Metallic Lace Corset, fw 1993
Vivienne Westwood Gold Metallic Lace Corset, fw 1993

Vivienne Westwood Gold Metallic Lace Corset, fw 1993

By Vivienne Westwood

Located in London, GB

▪ Archival Vivienne Westwood Corset ▪ Fall-Winter 1993 ▪ Gold metallic lace ▪ Ivory cotton mesh side panels ▪ Built-in boning ▪ Zip closure at the centre-back ▪ Size: UK10 - US6...

Category

1990s British Vintage Square Toe Shoes

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Vintage Square Toe Shoes For Sale on 1stDibs

On 1stDibs, there are many options to choose from in our collection of vintage square toe shoes. Our collection of vintage square toe shoes includes a variety of colors, spanning Black, Gray, Brown and more. The ideal items for you are waiting among the distinctive accessories we have available, which include versions made as long ago as the 20th Century as well as those produced as recently as the 20th Century. Vintage square toe shoes such as these have likely been a part of the legacy of many fashion designers, but those produced by Chanel, Prada and Gucci are consistently popular. When shopping for these accessories, you’ll find that there are less available pieces for men or unisex today than there are for women.

How Much are Vintage Square Toe Shoes?

On average, vintage square toe shoes on 1stDibs sell for $764, while they’re typically $195 on the low end and $6,027 for the highest priced versions of these items.

Finding the Right Shoes for You

Whether they’re Hermès sandals, black Jimmy Choo boots, ivory-leather-and-pink-daisy heels by sublime shoemaker Manolo Blahnik or Christian Louboutin platform pumps, you can find your next pair of legendary luxury vintage and designer shoes today on 1stDibs.

Shoes offered by the likes of Versace, Chanel, Charles Jourdan or Prada are integral to completing your carefully orchestrated street-style or evening ensemble these days, but footwear wasn’t always the big deal it is for your average Adidas enthusiast.

The decorative floor-length gowns that upper-class women of the 18th century wore meant that their shoes, then likely featuring high curved heels finished with woven or embroidered silks — a sharp contrast to the heavy, rudimentary form of the era’s footwear for men — were partially or entirely obscured by the base of their ornate dresses. What good is fashion if it’s tucked away?

Our modern age’s legions of sneakerheads might have trouble tracking down a pair of black-and-gold vintage Jordans but can at least fill their dream closets with original Adidas Gazelles or 1980s New Balances if they put the time in, while 1990s-era Prada pumps or a good pair of mid-20th-century jewel-tone heels in satin or silk haven’t lost their allure with today’s nostalgic fashionistas.

A pair of shoes can commemorate an achievement, mark an important trip overseas and is sometimes a rich manifestation of a hard-won physical feat. On 1stDibs, find Chanel flats or two-tone heels, Christian Dior pumps, vintage Margiela Tabi boots and many more designer shoes today.

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