Men's Vintage Shoes

men's vintage shoes — pre-owned

4,270listings

Browse 4,270 men's vintage shoes — pre-owned on eBay — listings updated every few minutes. All items are pre-owned and sold by eBay sellers directly.

TRUE VINTAGE 1960's confirmed converse made in the USA rare orange color size 9
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TRUE VINTAGE 1960's confirmed converse made in the USA rare orange color size 9

TRUE VINTAGE 1960's confirmed converse made in the USA rare orange color size 9

$275.000
See listingMarietta, US
wa117918
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100.0%Excellent· 5
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Vintage 1980s-90s Polo Country Ralph Lauren Leather Driving Loafers~Size 10~USA
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Vintage 1980s-90s Polo Country Ralph Lauren Leather Driving Loafers~Size 10~USA

Small stain on the side of one shoes, but otherwise Very Good Condition! Made In USA.

$99.99
See listingGlenside, US
rebel_trading_postTOP
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100.0%Excellent· 959
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J C Pennys Air Cooled Vintage 1950s Canvas Athletic Shoes Beige 10.5
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J C Pennys Air Cooled Vintage 1950s Canvas Athletic Shoes Beige 10.5

J C Pennys Air Cooled Vintage 1950s Canvas Athletic Shoes Beige 10.5

$135.00
See listingSandy, US
johndietz1958
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100.0%Excellent· 13
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Antique Victorian Mens' Shoes Size 9-9 1/2  Leather Brogans Wood Sole Clogs
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Antique Victorian Mens' Shoes Size 9-9 1/2 Leather Brogans Wood Sole Clogs

Take a look closely at the photos for the exact condition. They are worn but they would be wearable.

$50.00
+$9.95Toledo, US
minnellideli
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100.0%Excellent· 2.5k
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Tredair Flame Derby Shoes UK 11 Made in England Black Leather Punk Goth Rare Chu
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Tredair Flame Derby Shoes UK 11 Made in England Black Leather Punk Goth Rare Chu

These are classic UK-made alternative shoes with a chunky sole and standout punk/goth aesthetic. Style: Derby / Oxford. Made in England 🇬🇧. Material: Leather upper. Soles are strong with plenty of life left.

$179.00
+$7.68Northridge, US
eleganzia_glass
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named Original Korean war U.S Army Leathe Style Lace-Up Combat Boots Size 11.5
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named Original Korean war U.S Army Leathe Style Lace-Up Combat Boots Size 11.5

overall in good condition, still wearable. Just one tear in the leather on one of the tongues. both are named!

$100.00
See listingMobile, US
lugo4731
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100.0%Excellent· 21
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80s Nike Cortez Vintage Athletic Shoes Blue White 1980s Size 8.5 810507CH
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80s Nike Cortez Vintage Athletic Shoes Blue White 1980s Size 8.5 810507CH

80s Nike Cortez Vintage Athletic Shoes Blue White 1980s Size 8.5 810507CH

$180.00
See listingPortland, US
kiich28
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100.0%Excellent· 72
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Vintage 80s LL Bean Maine Hunting Shoes - Men's 10 W - Made in USA
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Vintage 80s LL Bean Maine Hunting Shoes - Men's 10 W - Made in USA

Classic "Maine Hunting Shoe" (the precursor to the modern Bean Boot) from the 1980s. Fits great with heavy wool socks. (run a bit large). The rubber is supple with no dry rot or cracking. Original chain-link tread shows light wear but still has plenty of life.

$70.00
+$7.11Scottsdale, US
scotcal
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JEEPERS Vintage High Top Canvas Sneakers White Athletic Men's Shoes
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JEEPERS Vintage High Top Canvas Sneakers White Athletic Men's Shoes

JEEPERS Vintage High Top Canvas Sneakers White Athletic Men's Shoes

$80.40
See listingSan Antonio, US
jua-944346
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CONVERSE The Winner Vintage High Top Sneakers White Made In USA 1970s Size 8
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CONVERSE The Winner Vintage High Top Sneakers White Made In USA 1970s Size 8

"I found these vintage Sears 'The Winner' high-tops. They were actually made by Converse in the '70s and are way better quality than shoes in stores now. They’re a rare find and a great investment—what do you think?"

$400.00
See listingSan Antonio, US
jua-944346
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SWEAR Alternative Whirl Blue Gray Black Leather Low Top Chunky Platform Sneakers
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SWEAR Alternative Whirl Blue Gray Black Leather Low Top Chunky Platform Sneakers

This line-referred to as "Whirl"--I obtained through a collector in Germany in the early 2000s. It's not one of the more widely recognized series. Information is scarce with only a handful of references.

$450.00
See listingFort Collins, US
urbanalphanerd
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100.0%Excellent· 26
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SWEAR Alternative Black Leather Platform Ankle Boots Amazon Model
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SWEAR Alternative Black Leather Platform Ankle Boots Amazon Model

• Interior ankle lining has tearing from regular use-doesn't affect exterior look. • Leather upper is intact-no cracks or tears.

$650.00
See listingFort Collins, US
urbanalphanerd
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100.0%Excellent· 26
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Vans Brand -  Tan and White Sneakers men's 7.5 women's 9
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Vans Brand - Tan and White Sneakers men's 7.5 women's 9

Vans brand. Pre-owned. Signs of use and wear. Being sold As-Is.

$20.00
See listingCentral Point, US
brookesialife
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Vintage Carolina 902 Men's Size 10 Black Leather Engineer / Motorcycle Boots – M
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Vintage Carolina 902 Men's Size 10 Black Leather Engineer / Motorcycle Boots – M

Good pre-owned / vintage condition with natural wear and character from use (visible creasing, scuffs, and patina on the leather — typical for well-loved black engineer boots). No major damage, tears, or sole separation. The uppers are still solid, and the soles have decent tread remaining. A thorough cleaning and leather conditioning will make them look even better. These are tough, comfortable boots that many people wear for decades. The Carolina 902 is a longtime favorite among work boot enthusiasts and motorcycle riders for its durability and classic look.

$125.00
Free ShippingNewport, US
auntie_em568
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100.0%Excellent· 148
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Vintage Craddock Terry Black Leather Military Derby Dress Shoes Men's 8R VGUC
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Vintage Craddock Terry Black Leather Military Derby Dress Shoes Men's 8R VGUC

Best for a regular width foot. If you’re between sizes, compare with a similar structured derby. Style: Plain Toe Derby / Service Shoe. Material: Full Grain Leather Upper. Shoe trees shown (if any) are for display only and not included.

$74.50
See listingPrinceton Junction, US
eps3943
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100.0%Excellent· 631
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Vintage Very RARE Pro-League High Top canvas Basketball Shoes. 1950s - 1970s
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Vintage Very RARE Pro-League High Top canvas Basketball Shoes. 1950s - 1970s

Must have for vintage basketball collectors. Can’t find much about these but appear to be from somewhere between the 1950’s to 1970’s. Made in USA. Chuck Taylor Converse style and era. Maybe a size 10 based on a faint 10 on the soles. Extremely good condition. Insert says “Built in Arch”

$99.00
+$15.00Fort Thomas, US
colli.mills
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100.0%Excellent· 93
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White genuine leather shoes from Yugoslavia, 1990s Size 9
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White genuine leather shoes from Yugoslavia, 1990s Size 9

The insole features the classic logo with multicolored stripes (yellow, blue, red, and green), which was used on models from the late 20th and early 21st centuries. Size 42 Excellent condition for its age!

$42.00
+$35.00RS
vintage_antique2604
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Nike Air Jordan 1’s 1985 Vintage  Size 10
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Nike Air Jordan 1’s 1985 Vintage Size 10

850709 : The production date (July 9, 1985).

$1799.000
See listingEagle Mountain, US
vau-827791
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Vintage 1970s-80s men's brown leather oxford dress shoe lot of 4 - as is repair
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Vintage 1970s-80s men's brown leather oxford dress shoe lot of 4 - as is repair

For restoration, repair, or study. Shoes have heavy wear. Two pairs are. marked size 9 and two pairs are an unidentified size.

$5.00
See listingMurrieta, US
theawakeningingenue
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100.0%Excellent· 871
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john fluevog 90s vintage Angels green swirl leather Men’s 7 Read
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john fluevog 90s vintage Angels green swirl leather Men’s 7 Read

Embrace the eclectic charm of the 90s with these John Fluevog Angels green swirl leather casual shoes.

$99.00
+$12.95Saint Petersburg, US
bridgemark-direct
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99.4%Excellent· 17.5k
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RARE 1970's CONVERSE Comfort Cushion Arch High Fastbreak Canvas Sneakers Size 12
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RARE 1970's CONVERSE Comfort Cushion Arch High Fastbreak Canvas Sneakers Size 12

The product is a rare pair of 1970s Converse Comfort Cushion Arch High Fastbreak canvas sneakers in size 12. These white athletic sneakers are original and made in the United States, featuring a classic canvas material.

$115.00
+$15.97Stacy, US
patrbech_58
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99.3%Excellent· 251
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Vintage 80s SEARS KU Engineer Boots Black Leather Motorcycle 8.5E RARE 86506-767
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Vintage 80s SEARS KU Engineer Boots Black Leather Motorcycle 8.5E RARE 86506-767

These boots are a size 8.5 E and were made in the United States.

$125.000
+$26.00Covina, US
mg42gunner
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99.3%Excellent· 3.9k
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VTG Jack Purcell USA Converse Women 7 Men 5.5 White Sneakers Grunge Distressed
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VTG Jack Purcell USA Converse Women 7 Men 5.5 White Sneakers Grunge Distressed

Vintage pre-owned, distressed condition, stored in closet for many many years. Purchased pre-owned in the early 90s, possibly from the 80s. Women's size 7, men's 5.5. Couldn't make out the size, so I compared it to another pair. Made in USA. Insoles are in good vintage shape, always worn with socks. Inside heel linings are worn out, but rubber support is still intact and flexible. Outside blue rubber sole is worn, but still flexible. Red sole tags are worn as well. See photos for more condition details.

$60.00
See listingLake Oswego, US
ripcitykat
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100.0%Excellent· 445
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ORIGINAL 1940s WWII Sneakers WW2 Jungle Shoes Coral Creepers Size 11.5 SALTY
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ORIGINAL 1940s WWII Sneakers WW2 Jungle Shoes Coral Creepers Size 11.5 SALTY

ORIGINAL 1940s WWII Sneakers Shoes WW2 Coral Creepers Size 11.5 SALTY. Very cool!!! These were pulled out a barn an are untouched! I am selling these as display pieces, toe caps are cracking, most of the rubber is hard & brittle and they an overall pretty salty. These would look cool in a footlocker display. Pictures illustrate condition, sold as is. Let me know if you have any questions! I am always open to offers! 😊 Thank you for looking! Please check out the other vintage and military items in my store! *** THANK YOU****

$50.00
See listingChicago, US
josere3270
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98.8%Excellent· 287
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Vintage Converse Jack Purcell PF 70s Sneakers Size 5.5 Made In USA
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Vintage Converse Jack Purcell PF 70s Sneakers Size 5.5 Made In USA

Gorgeous piece! In used condition! All wear and distressing/discoloration can be seen in pictures! Made in the USA! 1970s Size 5.5 What you see is what you get. AS IS

$180.00
See listingPortland, US
plainclothesman
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98.4%Excellent· 189
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VTG Jack Purcell USA Converse Khaki Women 7 Men 5.5 Sneakers Grunge Distressed
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VTG Jack Purcell USA Converse Khaki Women 7 Men 5.5 Sneakers Grunge Distressed

Vintage 90s pre-owned condition. Stored in closet for many years. Men's size 5 1/2 marked on sole. Women's size 7. Made in USA. Khaki colored canvas has naturally faded from age, not sun. Rubber soles have lightly yellowed from age, but are still flexible. Heel lining has worn off, but rubber support is still intact and flexible. See photos for more condition details.

$60.00
See listingLake Oswego, US
ripcitykat
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100.0%Excellent· 445
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Vans Vintage Made In USA Classic Slip On Checkerboard Shoe Men's [9.5] w/Box
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Vans Vintage Made In USA Classic Slip On Checkerboard Shoe Men's [9.5] w/Box

Box is not original to the set however was found together as a lot.

$400.00
Free ShippingPortland, US
whokilledmarilyynTOP
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100.0%Excellent· 3.1k
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Vtg 1940s Engineer Boots Montgomery Ward Blue Band Leather Biker Motorcycle 10.5
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Vtg 1940s Engineer Boots Montgomery Ward Blue Band Leather Biker Motorcycle 10.5

Well worn vintage boots. Size 10.5 Boots have had one coat of leather dressing applied to soften the leather and one coat of Bear grease applied to seal them. Please look closely at the pictures and if you need to see something more clearly please ask BEFORE purchasing.

$1200.00
Free ShippingSeattle, US
smith3177
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98.8%Excellent· 2.0k
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Original 1988 Nike Air Jordan 3 1985 1986 1987 VG+ BOX ONLY ( $199.99 ) firm
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Original 1988 Nike Air Jordan 3 1985 1986 1987 VG+ BOX ONLY ( $199.99 ) firm

1988 Original Air Jordan III Box only VG+ rare color way to find. Mens size 7.5 $199.99 firm, send offer

$225.00
+$20.00Siletz, US
margarza--16
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99.4%Excellent· 291
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TRUE VINTAGE FLAGG BROS SUPER ALL-STAR HIGH TOP SNEAKERS SHOES BASKETBALL RARE
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TRUE VINTAGE FLAGG BROS SUPER ALL-STAR HIGH TOP SNEAKERS SHOES BASKETBALL RARE

HIGH TOP SNEAKERS!!! DON'T LET IT GET AWAY.

$149.000
+$14.00US
stinkingorillavintage
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99.7%Excellent· 3.4k
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Vintage Mexican Leather Shoes Size 8-9 Men’s Mexico Hand Tooled
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Vintage Mexican Leather Shoes Size 8-9 Men’s Mexico Hand Tooled

Vintage leather Mexican hand made shoes. Fit a size 8 to a size 9 men’s. Used a couple times. See all pics. Final sale

$35.00
See listingGresham, US
eddi5428
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100.0%Excellent· 120
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Converse vintage blue heel 9M 10.5W rare 50's 60's
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Converse vintage blue heel 9M 10.5W rare 50's 60's

Converse blue label 9 men's, these I estimate are from the mid-1950s to early 1960s. These are not Chuck Taylors, I am pretty sure they are an early version of the "Coach" line put out by Converse then. VERY RARE. Good condition, definitely alot of miles left on these. Some age discoloration spots but it just gives them more character!! Soles have some marks, no cracks but some knicks & cuts. The rubber looks good. Any questions just ask & check out my other items, I'm selling a huge vintage sneaker collection!!

$250.00
Free ShippingAspen, US
jdwwyatt8sbx
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100.0%Excellent· 575
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VTG German  Engineer Motorcycle Boots Mens Size 44 (10.5-11) Wehrmaght Brand
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VTG German Engineer Motorcycle Boots Mens Size 44 (10.5-11) Wehrmaght Brand

This nice pair of boots came from a local estate. I guess that they are 1990's. They show a normal amount of light wear (please look at the pictures) but have been stored properly and are nice and clean. They are marked Wehrmaght brand and Men's size 44 Euro, which is 10 1/2 to 11 US. The leather is a very good quality and is nice and flexible. I like the "teeth" on the toes. The top buckles are both missing the prong that goes thru the leather strap. Let me know if you have any questions, I will try to answer 'em.

$165.00
See listingFarmville, US
jkocevar2
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100.0%Excellent· 617
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Vintage 1940s Converse Chuck Taylor Athletic Shoes Leather
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Vintage 1940s Converse Chuck Taylor Athletic Shoes Leather

Rare find. Collectible shoes. This is Converse Chuck Taylor from end 1940s. Vintage condition. Please see condition details in the photos.

$300.00
+$9.90Norfolk, US
anar_va
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99.8%Excellent· 1.8k
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Men’s Vintage Nike All Court Shoes 8.5 Made In Taiwan 80s Canvas Blue Prop
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Men’s Vintage Nike All Court Shoes 8.5 Made In Taiwan 80s Canvas Blue Prop

These seem flexible enough to put on your feet but I would not wear them! I did not and will not attempt to bend the soles, as they are dry. There are also no inserts in them.

$55.00
Free ShippingSalisbury, US
affairwithvintage
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99.5%Excellent· 2.4k
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Vtg 70s Frye Campus Banana Boots Mens Sz 11 Black Label Tan Marbled USA
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Vtg 70s Frye Campus Banana Boots Mens Sz 11 Black Label Tan Marbled USA

These boots are preowned and in good condition for their age.

$199.00
+$29.95Jackson, US
stephs_stuff_03
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100.0%Excellent· 957
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Vintage 1980 Nike All Court Low Canvas Mens Size 8
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Vintage 1980 Nike All Court Low Canvas Mens Size 8

Condition is shown in the photos.

$80.00
Free ShippingSan Francisco, US
maranofootwear
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100.0%Excellent· 410
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Vintage Justin Brown Leather Cowboy Boots Mens Size 8.5 D Style 2497
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Vintage Justin Brown Leather Cowboy Boots Mens Size 8.5 D Style 2497

• Style Number: 2497. • Style: Western Cowboy Boots. • Country of Manufacture: USA. • Material: Genuine Leather (upper and outsole). • Color: Brown.

$31.47$69.95-55%

You save $38.48

See listingSan Clemente, US
sanclementelocals
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99.9%Excellent· 8.1k
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Allen Edmonds Polo Saddle Oxfords Shoes Men 10.5 D Burgundy Black Wingtip
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Allen Edmonds Polo Saddle Oxfords Shoes Men 10.5 D Burgundy Black Wingtip

$30.80$35.00-12%

You save $4.20

+$9.35Portage, US
simplypeekTOP
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99.8%Excellent· 23.3k
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Rare Nike Cortez Leather OG Forrest Gump 2016 Retro US 12 White Red Blue READ
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Rare Nike Cortez Leather OG Forrest Gump 2016 Retro US 12 White Red Blue READ

2016 Retro Release: The highly sought-after leather version of the iconic "Forrest Gump" colorway. Model: Classic Cortez Leather. Release Year: 2016. Condition: Good pre-owned - Clean 2016 pair with light signs of wear.

$89.99
See listingAshburn, US
joela574
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99.8%Excellent· 4.2k
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