JakeWoolf

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Jake Woolf is a style writer who loves to talk about (and wear) clothes. Whether it's a pinstripe suit or beat-up pair of boots, he appreciates items that are built to last, both in terms of how they're made and how they defy style trends.

Curated lists

Brooks Brothers Oxford Shirt Men 16 - 4 Blue Long Sleeve OCBD Makers USA VTG

Brooks Brothers Vintage 80s Oxford Broadcloth SS USA Shirt 17.5 Summer Beach

VTG Brooks Brothers Oxford Shirt 16.5 - 35 Blue Formal Dress Outdoor Formal Prep

Ambassador

142 items

Curated by JakeWoolf

$24.99

$46.75

$24.62

Vintage US Army M-1951 Arctic Shell Field Trousers Pants M51 Baggy Medium Short

$74.95

Ray-Ban B&L USA 50[]22 WAYFARER BLACK Vintage Sunglasses G15 LENS BLUES BROTHERS

$98.97

VINTAGE B&L RAY-BAN L1724 G15 UV GLASS GLOSSY BLACK EBONY WAYFARER II SUNGLASSES

$337.49

Vintage Levi's 550 Shorts Men’s 31X11 Denim Jeans Beige USA 1992 Orange Tab

$30.00

Vintage Lacoste Polo Shirt Men's L Size 6 Solid Blue Cotton Short Sleeves

$27.20

Vintage Polo by Ralph Lauren Pleated Shorts Men's Faded Orange Made in USA 36

$24.00

Vintage Polo Ralph Lauren Shorts Mens 38 Khaki Pleated Chino Made in USA 90s

$39.99

Vintage Made in USA Polo Ralph Lauren Pleated Chino Khaki Shorts 38 Dry Goods

$22.99

Vintage 80s Polo Ralph Lauren Shorts Mens 40 Beige Pleated Gurkha Chino USA Made

$49.88

Vintage 80s Polo Ralph Lauren Shorts Mens Size 38 Blue White Stripe Made in USA

$25.49

🚨 VINTAGE ARMANI JEANS RARE SHORTS BEIGE CARGO MULTIPOCKET

$60.00

Pendleton Sport Coat Mens 46 Tweed Jacket Blazer Virgin Wool USA Made READ

$27.99

VINTAGE Pendleton Wool Tweed Fleck Herringbone Blazer Size 40 Sport Coat

$85.00

VTG 80s Brooks Brothers Brown/Blue Tweed Herringbone 100% Wool Sport Coat 40S

$125.99

Brooks Brothers Blazer Mens 38R Brown Herringbone Silk Wool Sport Coat Jacket

$74.99

Brooks Brothers Made in Scotland Grey Herringbone Donegal Tweed Sport Coat 43R

$125.00

Men’s Brooks Brothers 1818 Madison Brown Herringbone Tweed Sport Coat 42L, EUC

$80.00

Vintage Polo Ralph Lauren made in USA 100% Wool Herringbone Sports Coat 41/42

$74.00

RARE RL67 Polo Ralph Lauren Linen Tweed Slim Sport Coat 44 R

$165.00

$1098 Polo Ralph Lauren Herringbone Magee Tweed Sport Coat Farm Olive Men SZ 40L

$499.99

Polo Ralph Lauren Men's Tweed Flannel Sport Coat Two Button Brown Wool Blend 38S

$295.00

Men’s Chemise Lacoste Long Sleeve Polo Rugby Shirt Style Vintage Size 4 (Medium)

$50.00

$9,159.00

Vintage Sugar Cane Chambray Long Sleeve Work Shirt Size M 15 15.5 Blue USA

$99.00

Vintage RRL Chambray Conductor Work Shirt Mens Denim Double RL Ralph Lauren 90’s

$174.99

St. John's Bay Utility Wear Zip off Cargo Pants Mens 36 Blue Outdoors Hiking

$24.97

GUCCI Black Suede Silver Horsebit Slip On Rubber Lug Sole Loafers 8.5 Mens Shoes

$249.99

Supreme 2021 Suede Harrington Jacket – Black – Size

$899.00

$224.99

Nike ACG Woven Cargo Green Pants CD7646-325 Men's Medium

$280.00

VTG Made in Italy Gap Shoes Brown Leather Lace Up Dress Shoes Mens 9.5

$30.00

Apresse A.PRESSE Half Zip Fleece Lined Men's 2 0eac4cacfc126510423715a92a5e846d

$324.70

Levis VTG 557 XX Big E Trucker Jacket Type 3 O Stamp Early 1960s 2 60s Rare

$1,800.00

Polo Ralph Lauren Vintage Jacket Outdoors Work Wear Hunting Sportswear Coat

$500.00

Rare RRL Double Breasted Work Jacket M Coverall 2411549 Men's Vintage Outerwear

$474.61

Vintage 80s Polo Ralph Lauren Fireman Coat Size Medium Clasp Canvas Work Jacket

$500.00

VERY RARE VINTAGE POLO RALPH LAUREN DISTRESSED DENIM WORK JACKET

$750.00

(Germany) 70s Vintage, Full Grain Leather

$62.00

$325.00

Taiga Takahashi 606 Hoodie Logwood Gray 42

$305.00

Taiga Takahashi Hooded Shirt Vintage Processed Hoodie Gray Size 38 Price Revie

$519.17

$350.00

Taiga Takahashi Other Bottoms Cotton White 204 Men Front Pocket Used Size 30

$408.00

Ralph Lauren Crockett & Jones Leather Spectator Loafers Bench Made Size 9 D US

$500.00

BELGIAN SHOES MR CASUAL LOAFERS BURGUNDY SUEDE SLIPPERS BOW TIE 9 MOCCASINS MOCS

$550.00

Taiga Takahashi Other Bottoms 32 Cotton White Plain 204 Used

$424.23

Vintage 50s Hanes Wind Shield Hoodie Size L, RARE

$399.99

Vintage 50s Hanes Wind Shield Sweatshirt Hoodie Talon Zip Jacket Small 19x24

$722.50

Vintage Vans Made In USA Navy Blue Era Sz 9 1990s 1980s Rare Mens

$269.99

Vtg Converse All Star Chuck Taylor High Top Mens size 9 Navy Made In USA

$244.00

1950s L.L. Bean Field Coat Jacket True Vintage 60s 70s 80 Work Hunting Farm Barn

$225.00

The REAL McCOY'S Mcgregor Nylon Antifreeze Black 42 Men's from JAPAN

$468.00

Burberry Balmacaan coat British Tweed Vintage

$982.58

vintage burberry Overcoat alpaca Wool herringbone Tweed Large Lightweight

$500.00

Burberrys Vintage Tweed Coat Wool Overcoat Brown Elbow Sleeve Mens Size 50 REG

$474.05

Vintage Burberry Irish Tweed Wool Coat Multicolor Size 14 Women's

$650.00

VINTAGE BURBERRY LONDON COAT 100% WOOL AUTHENTIC S 48 Reg. 80s!!!

$768.00

Vintage Burberrys Tweed Wool Over Coat - Burberry Prorsum Irish Tweed Sz L - XL

$795.00

Vintage Burberry Irish Tweed Wool Trench Coat Size Small 14 Long 1970s England

$575.00

Vintage 80s Polo Ralph Lauren Western Cowboy Rodeo Trucker Jacket Rare

$699.99

Vintage Very Rare Levis Denim Jacket Mens L Blue Brown Tab Type I Tape II Like

$999.99

Vintage Denim Jacket 1950s 1960s Dickies Trucker Jean Jacket Rare Type II

$325.00

Chaps Ralph Lauren VTG 90s Plaid Anorak Fleece Hoodie Sweatshirt XL

$64.89

The REAL McCOY'S Mcgregor Nylon Antifreeze Red 42 Men's from JAPAN Free Shipping

$497.00

$1,200.00

GIORGIO ARMANI Le Collezioni Tan Striped Shorts 2 Button Medium Original Vintage

$379.00

GIORGIO ARMANI - Tan Linen Shorts Button 32 Made in Italy Le Collezione Vintage

$384.64

VTG Patagonia Khaki Ivory Belted UnLined River Shorts Sz Medium 2002

$110.00

Ralph Lauren Polo Western Shirt Men's Medium Vintage 1970s Chambray Denim *

$499.88

Vintage 1970s 80s Polo Western Ralph Lauren Denim Shirt Sample | xlarge

$400.00

Vintage 50s Hanes Wind Shield Thermal Lined Sweatshirt Hoodie Jacket Gray L

$1,199.99

Vintage Giorgio Armani Long Trench Coat Size 44

$400.00

Nom de Guerre Men’s Jacket, Sz XL, Blue Stripe 100% Cotton, USA

$555.00

Vintage Ermenegildo Zegna for Barneys Mens Coat, Sz 50 Italy, Caramel Pristine

$720.00

Vintage Barneys New York Men's Sweater, Medium, Green/Sand Medley, Italy

$265.00

Cartier Santos Carre 2960 Vintage 18K Gold Automatic White Dial Watch 29mm

$19,995.00

Vasque Vintage Hiking Boots Women 7 M Leather Trail Mountaineering Vibram USA

$19.53

Redwing Irish Setter Sport Boots Hiking Mountaineering Vintage Size 8 Womens

$85.00

VTG McGregor Sweater Mens Extra Large Red Fair Isle Geometric 90s Ski Outdoor

$29.95

VTG 1960S BROOKS BROTHERS SHETLAND ALL WOOL CABLE KNIT CREWNECK SWEATER SIZE 40

$224.99

Vintage Brooks Brothers Men’s Cable Knit Sweater, Shetland Wool, Sz XL Oversized

$245.00

Giorgio Armani Cravatte Silk Tie Red Black Yellow Floral Made in Italy Vintage

$130.00

Vintage Eddie Bauer Quilted Down Puffer Kora Koram Coat Jacket Medium

$299.00

Vintage Polo Ralph Lauren Coat Suede Hooded Duffle Leather Streetwear 🔥 Mens M

$849.99

Vintage Union Made Lee Storm Rider jacket [Discontinued] Alaskan Blanket lining

$457.12

Vintage J Crew Jacket Mens Large Black Leather Full Zip Pockets 90s Biker Gang

$129.95

Vintage Men’s Barbour Lightweight International Jacket Single Crest Size S 60s

$699.95

VINTAGE ORIGINAL BARACUTA G9 PLAID LINED HARRINGTON JACKET faded black XL

$297.49

Vintage Barneys NY Men's Sweater, Sz Large, Zen Stripe 100% Cotton, Italy

$195.00

True Vintage 80s 505 Levi's Denim Jeans 34x32 Blue Jeans Retro Distressed

$199.98

Giorgio Armani Suit Cashmere Wool S110 Sz46 Authentic Original Pinstripe Vintage

$399.00

Brooks Brothers Oxford Shirt Mens 17 33 Blue USA Made Supima Cotton Casual Vtg

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VTG Brooks Brothers Makers Oxford Blue 15.5 32 Button Up Shirt USA Supima 90s

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Brooks Brothers Vintage Blue OCBD Oxford Shirt 17.5 35 USA Made Traditional Fit

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Vtg Brooks Brothers Shirt Mens 17-5 Red Stripe Oxford Button Up USA Made

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VINTAGE 50s Field Trousers M51 Army Military Pants M-1951 size 32”

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Vintage M51 Field Shell Trousers M-1951 Army Military Pants XL RARE NOS ? 50s

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Vintage Ray Ban 5024 Wayfarer Good condition Light Scratches On Lens

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Vintage B&L Ray-Ban Wayfarer 5022 - Blonde Frost - Rare.

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VTG Ray Ban Sunglasses B & L Wayfarer 5022 USA Black 70’s 80’s Risky Business

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VINTAGE Men's Ray Ban 80s Black B&L USA Wayfarer 5022 Sunglasses Risky Business

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VINTAGE B&L RAY-BAN USA THICK TORTOISE G15 UV WAYFARER 5024 SUNGLASSES

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VINTAGE B&L RAY-BAN L2009 BLACK G15 UV CRYSTAL WAYFARERS 5024 SUNGLASSES KILLER!

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Vintage Levis 550 Shorts Men 33 Blue Denim Relaxed Red Tab Dad 90s Y2K Mexico

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Levi’s Jean Shorts Men’s 34 550 VTG 90s Orange Tab Made In USA December 1992

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Levi’s 550 Relaxed Fit Faded Light Wash Blue Denim Jean Shorts Mens 30

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Vintage Levi’s 550 Jean Shorts Men’s Size 31 Relaxed Fit –Blue Denim Made in USA

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Levi's 550 Denim Jean Shorts Mens Size 32 Blue

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Vtg 90s Levis 550 Jean Shorts Mens 32 Blue Denim Relaxed Fit Medium Wash

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Vintage Levi’s 550 Orange Tab Light Wash Denim Shorts Size 34 Blue

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Vintage 90s Levis 550 Mens 30 Distressed Relaxed Fit Denim Jean Shorts Jorts USA

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Vintage 90s Levis 550 Jean Shorts Men’s Actual Size 32 --(tag is 33) Relaxed Fit

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VINTAGE Levi's 550 Men Shorts 32x11 Beige Button Twill Inseam Relaxed 90 USA

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Vintage 90s Levis 550 Shorts Medium Wash Denim '01 Size 33 Relaxed Fit Jorts

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Vintage Lacoste Shirt Medium Gray 100% Cotton Polo Preppy Shortsleeve Alligator

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Izod Lacoste Shirt Mens Medium Blue Vintage Polo Button

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Vintage Lacoste 1/2 Patron Men's Polo Shirt Adult M Blue Made In USA Cotton

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Lacoste Polo Shirt Sz M (7) Lot Of 3 Short Sleeve Classic Fit Black Blue VTG

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Vintage Izod Lacoste Men's Polo Brown Medium 5

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VINTAGE POLO COUNTRY RALPH LAUREN DENIM PLEATED CHINO SHORTS SIZE 34 9" INSEAM

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Vintage Polo Chino Ralph Lauren Shorts 100% Cotton Men’s 36 Pleated Beige USA

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Armani Vintage Jeans Cargo Shorts W34 32 Men's Black Utility

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Abercrombie & Fitch Y2k Vtg Cargo Shorts Mens 31 Green Paratrooper Baggy Skater

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Vtg Abercrombie & Fitch Cargo Shorts Mens 31 Paratrooper Heavy Distressed Y2k

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VTG Harris Tweed Blazer Men’s 38S Herringbone Brown Gray Thick Wool Sport Coat

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Vintage Tweed Blazer Sport Coat Jacket Size 38R Wool Herringbone Elbow Patches

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Lands End Harris Tweed Sport Coat Mens 42R Brown Herringbone Wool

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brown herringbone Orvis Harris Tweed blazer jacket tweed sport coat hacking 46L

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VTG Pendleton Country Traditionals Sport Coat 40R Multi Herringbone Wool Blazer

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Vintage Brooks Brothers Herringbone Tweed Sports Coat 39R/40R

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Brooks Brothers 43L Wool Sport Coat Jacket Blazer Brown Tweed Vintage Italy

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Polo Ralph Lauren Wool Blazer Herringbone Jacket Mens 42R Tweed Blazer Italy

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Vintage Ralph Lauren Polo Sports Coat Blazer Tweed Atomic Fleck 42R Herringbone

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Polo by Ralph Lauren Brown Herringbone Tweed Sport Coat Blazer Jacket 39R

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Vintage 90s Polo Ralph Lauren Men's 34x6" (TAG 36") Pleated Shorts Chino Khaki

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Polo Ralph Lauren Mens Shorts 36 Khaki Andrew Short Mid Rise Pleated 100% Cotton

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🔥 POLO COUNTRY Ralph Lauren® RARE 90s Vintage Blue Denim Zip Work Jacket - XL

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