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Annual Ring

Focusing on vintage gentlemen’s wear, every design detail is thoughtfully represented.

54 Results

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Herringbone tweed blazer in dark brown, studio front view with button front and flap pockets
Dark brown herringbone tweed blazer, studio back view with center seam and sleeve cuffs
Sale

Brown Herringbone Tweed Blazer

Annual Ring

$175.84$105.50Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Natural henley t-shirt, short sleeves, 3-button placket, ribbed knit collar
Natural henley t-shirt with plain back, short sleeves, ribbed knit collar
Bestsellers

8.5 oz Organic Cotton Henley T-Shirt

Annual Ring

$37.87

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Dark striped double-breasted tweed suit jacket, front view with buttoned flap pockets
Dark striped tweed suit jacket back view with curved hem and full shoulder seam

Peak Lapel Double Breasted Tweed Suit Jacket

Annual Ring

$270.52

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Brown tweed double-pleated trousers, front view, with side pockets
Brown tweed trousers with double pleats and buttoned side pockets, front view

British Retro Brown Tweed Double Pleated Trousers

Annual Ring

$121.73

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Brown tweed hunting vest with notched lapel, button front, and two chest pockets
Brown tweed hunting vest back view with center seam and yoke at shoulders

Brown Tweed Hunting Vest

Annual Ring

$101.44

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Men's taupe-brown striped sack jacket, laid flat view with button front and flap pockets
Men's taupe-brown striped sack jacket, back laid flat with shoulder yoke
Sale

1900s French Salt & Pepper Striped Chambray Sack Jacket

Annual Ring

$227.23$202.89Sale

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Brown corduroy farmer work trousers, full front view with straight legs
Brown corduroy farmer work trousers, back view with waistband and tie detail

1920s 12 oz Corduroy Farmer Work Trousers

Annual Ring

$114.97

5 sizes
  • W30
  • W32
  • W34
  • W36
  • W38
Black and gray striped tweed trousers, pleated front, straight leg
Black and gray striped tweed trousers with cuffed hems and pleats
Sale

1920s Black & Gray Stripe Tweed Trousers

Annual Ring

$142.02$128.50Sale

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Navy herringbone tweed trousers with waistband button and pressed creases
Navy herringbone tweed trousers, straight legs with cuffed hems

1930s American Style Herringbone Navy Tweed Trousers

Annual Ring

$121.73

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Gray herringbone tweed trousers with pleated front and waistband buttons
Gray tweed trousers with front button closure and side pocket flaps
Sale

1920s Herringbone Tweed Trousers

Annual Ring

$108.21$101.44Sale

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Dark striped sleeveless vest with button front and patch pockets
Dark sleeveless vest back with yoke seam and center-back closure
Sale

1920s French Salt & Pepper Striped Chambray Vest

Annual Ring

$114.97$101.44Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Olive long coat with brown corduroy collar, double-breasted front, and waist belt.
Olive long coat back with brown collar, center seam, and adjustable shoulder straps.

WWII Dispatch Rider’s Coat

Annual Ring

$202.89

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Charcoal gray tweed suit jacket front view with beige lining and button closure
Charcoal gray tweed suit jacket back view with vented hem and buttoned cuffs
Sale

1930s Charcoal Gray Tweed Suit Jacket

Annual Ring

$263.75$184.63Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Blue denim jeans with straight legs, button closure, and belt loops.
Dark indigo selvedge denim jeans with angled front pocket and button waist.
Back in Stock
Bestsellers

1870s 15 oz Herringbone Selvedge Denim Work Jeans

Annual Ring

$135.26

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Navy suit trousers with pleated front, belt loops, and tailored straight legs
Navy pleated suit trousers with belt loops and front fly detail

1930s Herringbone Double-Breasted Suit Trousers

Annual Ring

$135.26

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • 2XL
Charcoal gray tweed pleated trousers with straight-leg fit and front pintucks
Charcoal gray tweed pleated trousers with buttoned waistband and side pockets

1930s Charcoal Gray Tweed Pleated Trousers

Annual Ring

$128.50

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Glen plaid tweed suit trousers in dark grayish brown, pleated front and cuffed hem
Glen plaid tweed suit trousers, dark grayish brown, belt loops and button fly

1930s Glen Plaid Tweed Suit Trousers

Annual Ring

$142.02

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • 2XL
Men's striped work trousers in dark taupe brown with button-front waist and straight legs
Men's striped work trousers in dark taupe brown with button-front waist and straight legs
Sold out

French Salt & Pepper Striped Chambray Work Trousers

Annual Ring

$135.26

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Gray plaid button-up workshirt with chest pockets and pointed collar
Gray plaid workshirt with back yoke and long sleeves
Sold out

1950s Western Shadow Plaid Workshirt - Gray

Annual Ring

$87.92$35.17Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Brown plaid wool cossack jacket with zip front and two chest pockets.
Brown plaid wool cossack jacket back view with stand collar and belt straps.
Sold out

1930s Wool Shadow Plaid Tweed Cossack Jacket

Annual Ring

$338.15$236.70Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Ginger knit polo shirt with collared button placket and short sleeves
Ginger knit polo shirt with textured back and short sleeves
Sold out

1960s Jacquard Slub Cotton Polo Shirt - Ginger

Annual Ring

$60.87

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Indigo corduroy suit jacket with two front pockets and single-breast closure
Indigo corduroy suit jacket with back view and buttoned cuffs
Sold out

1920s French Indigo Corduroy Suit Jacket

Annual Ring

$202.89$182.60Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Dark gray merino wool pullover sweater with high crew neck and ribbed cuffs
Dark gray merino wool pullover sweater back view with high neck
Sold out

Extrafine Merino Wool Pullover Sweater - Dark Gray

Annual Ring

$94.68$37.87Sale

4 sizes
  • S
  • M
  • L
  • XL
Men's dark coffee brown slub cotton polo shirt with button placket and chest pocket
Men's dark coffee brown slub cotton polo shirt, short sleeves, textured knit back
Sold out

1960s Jacquard Slub Cotton Polo Shirt - Coffee

Annual Ring

$60.87

5 sizes
  • S
  • M
  • L
  • XL
  • XXL

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Khaki two-pleated chino pants with waistband, belt loops, and zip fly
Khaki two-pleated chino pants, side view showing front pleats and straight legs
Bestsellers
New

Classic Fit Two-Pleated Chino - Khaki

Time Catcher

$50.00

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
Yellow jacquard short-sleeve polo shirt with button placket and knit collar
Yellow jacquard short-sleeve polo shirt, back view with ribbed hem
New

Lot 926 Jacquard Short Sleeve Polo Shirt - Yellow

Militora

$58.16

5 sizes
  • 36
  • 38
  • 40
  • 42
  • 44
Charcoal honeycomb waffle knit T-shirt flat lay, front view with chest patch pocket
Charcoal honeycomb waffle knit T-shirt flat lay, back view, short sleeves
Bestsellers

Honeycomb Waffle Knit T-Shirt - Vintage Black

Time Catcher

$30.00

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
White fatigue pants with button fly and pleated front, straight-leg silhouette
White fatigue pants with cargo pockets, button waist, and straight-leg fit
Bestsellers

OG-107 Sateen Weave Fatigue Pants - White

Okonkwo

$45.99

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Pink jacquard short-sleeve polo shirt with button placket and knit texture
Pink jacquard short-sleeve polo shirt, ribbed hem and collar
New

Lot 926 Jacquard Short Sleeve Polo Shirt - Pink

Militora

$58.16

5 sizes
  • 36
  • 38
  • 40
  • 42
  • 44
Olive two-pleated chino pants with button waistband and straight legs
Olive two-pleated chino pants rear view with back pockets
Bestsellers
New

Classic Fit Two-Pleated Chino - Olive

Time Catcher

$50.00

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
Sage long-sleeve workshirt with button front, chest pocket, and pointed collar
Sage long-sleeve workshirt, back view

1930s Jaspé Workshirt - Sage

Time Catcher

$50.00

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Indigo denim jacket, flat lay front view with button placket and chest flap pockets
Indigo denim jacket, flat lay back view with yoke seam and buttoned hem

Lot 601 1969 Model 3rd Selvedge Denim Jacket

Non Stock Mfg. Co.

$69.99

6 sizes
  • 36
  • 38
  • 40
  • 42
  • 44
  • 46

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