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Vintage Square Toe Shoes

CHANEL 1990s Watersnake Square-toe Flats
By Chanel, Karl Lagerfeld for Chanel
Located in Genève, CH
These rare Chanel square-toe flats are crafted from watersnake skin and leather, and are in very
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1990s Italian Vintage Square Toe Shoes

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

Vintage Chanel CC Black Silk Square Toes Heels
Chanel CC Black Silk Square Toes Heels
$736 Sale Price
46% Off
Size: 37.5
Late 1990 s Prada Black Nylon Square Toe Loafers
By Prada
Located in Toronto, Ontario
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 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
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1990s Italian Vintage Square Toe Shoes

Vintage Chanel Classic Black Leather Square Toe Heels
Chanel Classic Black Leather Square Toe Heels
$528 Sale Price
44% Off
Size: 37.5
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
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1990s Italian Vintage Square Toe Shoes

Vintage Chanel Classic Black Leather Square Toe Heels
Chanel Classic Black Leather Square Toe Heels
$504 Sale Price
48% Off
Size: 37.5
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
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

S/S 1998 Gucci by Tom Ford Green Alligator Crystal G Square Toe Kitten Heels NWT
By Tom Ford for Gucci, Gucci
Located in West Hollywood, CA
a pointed toe made of green crocodile or alligator. A clear crystal "G" is also placed on the back
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1990s Italian Vintage Square Toe Shoes

Chanel Winter 1998 Runway White Black Leather Square Toe Western Boots Size 5.5
By Chanel
Located in Boca Raton, FL
White and black leather Chanel square-toe knee-high boots with interlocking CC accents at sides and
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1990s French Vintage Square Toe Shoes

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
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1990s Italian Vintage 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. - Square
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1990s French Vintage Square Toe Shoes

Recent Sales

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
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
By Manolo Blahnik
Located in Portland, OR
trim and a gently squared toe. These great shoes have a low heel and attached black buckles. These come
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Late 20th Century Italian Vintage 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
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1990s French Vintage Square Toe 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
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1990s Italian Vintage Square Toe Shoes

Dolce Gabbana Black Leather Squared Point Toe Lace Up Dress Shoes
By Dolce Gabbana
Located in San Francisco, CA
square point toe. Made in Italy. Good Pre-Owned Condition. Marked: UK 6.5
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Late 20th Century Italian Vintage Square Toe 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
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1990s Italian Vintage Square Toe Shoes

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.
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

S/S 1999 Prada Canvas Square-Toe Platform Loafers Size 40
By Prada, Miuccia Prada
Located in Berlin, DE
Presenting Spring Summer 1999 Prada brown canvas square-toe lace-up platform loafers. The S/S 1999
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

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. With shoe trees
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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
By Chanel
Located in Studio City, CA
attached to shoes) - 3 6/8" Width (at broadest portion of sole) - 3" Metal CC Logo - 2" high, 3" wide
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1990s French Vintage Square Toe Shoes

Vintage 90d Chanel Patent Leather Square Toe Mary Jane Heels Pumps
By Chanel
Located in Sheung Wan, HK
- Vintage 90s Chanel patent leather square toe Mary Jane pumps. - Size 38.5.
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1990s French Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

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
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1990s English Vintage Square Toe 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
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

1990s Prada Block Heel Square Toe Shoes Black Loafers With Silver Buckles
By Prada
Located in Portland, OR
block heel and a square toe. These stylish shoes have a silver buckle on the upper, with two silver
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1990s Italian Vintage Square Toe Shoes

1990s Prada Shoes Pumps in Black Patent Leather with Square Toes
By Prada, Miuccia Prada
Located in Portland, OR
These iconic Prada black leather shoes have the signature square Prada toes, "pleated" leather
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1990s Italian Vintage Square Toe Shoes

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
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1990s Italian Vintage Square Toe Shoes

Vintage Prada Shoes W/ Square Toes Block Heels in Ivory Patent Leather
By Prada
Located in Portland, OR
These vintage Prada shoes are in ivory patent leather have great squared toes and wood block heels
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1990s Italian Vintage Square Toe Shoes

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
By Maison Martin Margiela
Located in New York, NY
1 in Margiela's design timeline. They are a classic chelsea boot with a side zip and square toe.
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1990s Italian Vintage Square Toe Shoes

Chanel Vintage Peep Toe Double Strap Two Tone Beige and Black Shoes 37.5
By Chanel
Located in Portland, OR
square toes, 3" heels, measure 3 and 1/8" at the widest part of the sole, and 9 and 3-4 inches on
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1980s Italian Vintage Square Toe Shoes

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Pierre Cardin Haute Couture Green Silk Crepe Sequined Cocktail Dress ca. 1967
By Pierre Cardin
Located in Studio City, CA
A circa 1967 Pierre Cardin haute couture green sequined silk crêpe cocktail dress that features a keyhole opening at the back. The main draw of this slinky silk cocktail dress are t...
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1960s French Vintage Square Toe Shoes

1990s Ralph Lauren Pink Silk Maxi Dress with Crystal Straps
By Ralph Lauren
Located in London, GB
This Y2K Ralph Lauren silk maxi dress is just about the closest design we have ever seen to the brand's custom made gown for Gwyneth Paltrow to attend the 71st Academy Awards where s...
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1990s American Vintage Square Toe Shoes

1990s Bob Mackie Size 10 Black Crepe Sexy 90s Vintage High Slit Evening Gown
By Bob Mackie
Located in San Diego, CA
Sexy, yet sophisticated 1990s BOB MACKIE black crepe bodycon evening dress! Features an elegant sweetheart neckline, with satin trim. Figure flattering silhouette that hugs the body ...
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1990s Vintage Square Toe Shoes

Nude Net and Panné Velvet Tiered Flock of Seagulls Ruffle Dress- XXS, Late 1920s
Located in Tucson, AZ
Fully restored, this breathtaking dress recalls the ethereal evening gowns designed by Jeanne Lanvin and Coco Chanel in the late 1920s. Using a skin-tight nude net body stocking as i...
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1920s Unknown Vintage Square Toe Shoes

Vintage Azzedine Alaia 1980s Black + Nude Viscose 80s Mini Sweater Dress Tunic
By Azzedine Alaïa
Located in San Diego, CA
Sexy vintage 1980s AZZEDINE ALAIA black and nude viscose micro mini sweater dress / tunic! Features the most luxurious soft viscose rayon that drapes the body so beautifully. Dolman ...
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1980s Italian Vintage Square Toe Shoes

John Galliano Lace Cardigan and 2 Camisoles Set
By John Galliano
Located in Water Mill, NY
A fabulous cardigan and camisole set in black knit lace plus an additional matching red camisole all from John Galliano. The set consists of 2 flower pattern lace knit camisoles one ...
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1990s French Vintage Square Toe Shoes

Convertible Yellow Floral Circle Dress w Rhinestone-Studded Shelf Bust-S, 1950s
Located in Tucson, AZ
Wearable with a halter or strapless neckline, this romantic sundress would be the perfect ensemble for a breezy garden party or summer wedding. Ideal for larger busts, the ample shel...
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1950s Unknown Vintage Square Toe Shoes

F/W 2002 Gucci by Tom Ford Runway Black Silk Tie Crop Top
By Tom Ford for Gucci, Gucci
Located in West Hollywood, CA
Presenting a fabulous kimono-inspired black silk backless top designed by Tom Ford for Gucci's Fall/Winter 2002 collection. Debuting as part of look 11 on Carmen Kass, this piece fea...
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Early 2000s Italian Vintage Square Toe Shoes

Thierry Mugler Pink Dress
By Thierry Mugler
Located in Amsterdam, NL
Thierry Mugler Dress We offer more exclusive vintage items, view our frontstore This vintage spaghetti strapped pink tailored mini dress consists of satin inserts as well as cross ...
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20th Century French Vintage Square Toe Shoes

Thierry Mugler Pink Dress
Thierry Mugler Pink Dress
$852 Sale Price
20% Off
L 31.89 in
S/S 2001 Gucci by Tom Ford Print Liquid Logo Print Backless Tank Top
By Gucci, Tom Ford for Gucci
Located in West Hollywood, CA
Presenting a striking liquid-effect logo print tank top from Gucci’s Spring/Summer 2001 collection, designed by Tom Ford. Crafted in a lightweight stretch mesh, this backless top fea...
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Early 2000s Italian Vintage Square Toe Shoes

Prada Black Patent Block Heel Buckle Toe Loafer Pumps – 38.5, 2006
By Prada
Located in Tucson, AZ
Hard to find a pump dainty enough to wear with a dress but substantial enough to pass as a loafer. These block heels fit the bill and feature a signed silver buckle that catches the ...
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Early 2000s Italian Vintage Square Toe Shoes

Vintage 1990s Moschino by redwall bowling bag
By Redwall, Moschino
Located in LAGNY-SUR-MARNE, FR
Beautiful and rare Vintage 1990s Moschino by redwall bowling bag. This piece was previously owned and gently worn you can see little signs of use or show signs of fading barely notic...
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1990s Italian Vintage Square Toe Shoes

Chic 1950s Pale Blue Couture French Lace Taffeta Avant Garde Vintage 50s Blouse
Located in San Diego, CA
Chic early 50s demi couture pale blue French Lace wrap blouse top! Features a chiffon backing, with taffeta covered button. Attached taffeta ribbon ties multiple times around the wai...
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1950s Vintage Square Toe Shoes

Alexander McQueen New Pink Skirt Suit S/S 1999
By Alexander McQueen
Located in Water Mill, NY
A gorgeous pink wool skirt suit by Alexander McQueen' from his 1999 Spring/Summer Collection. It is comprised of a blazer style jacket with peaked lapels, front welt flap pockets, pr...
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1990s Italian Vintage Square Toe Shoes

Vivienne Westwood pink and red checked cotton skirt suit, ss 1994
By Vivienne Westwood
Located in London, GB
Vivienne Westwood pink and red checked cotton skirt suit comprising: button up shirt with embroidered orb, and high waisted mini skirt. Spring-Summer 1994
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1990s British Vintage Square Toe Shoes

Bill Blass Pink White Polka Dot Hand Painted Fit and Flare Vintage Dress, 1990
By Bill Blass
Located in San Diego, CA
Chic 90s BILL BLASS pale pink and white hand painted polka dot fit n' flare cocktail silk taffeta dress! Features large handpainted polka dots throughout. Attached white lace underla...
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1990s American 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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