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Annual Ring

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

54 Results

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Navy double-breasted greatcoat on white background with brass buttons
Navy greatcoat back view with centered seam and waist belt
Sale
Back in Stock
Bestsellers

1940s British Royal Air Force Greatcoat

Annual Ring

$426.07$351.67Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Gray striped wool single-breasted suit jacket with notch lapel and brown buttons
Gray striped wool suit jacket, back view with notch collar and single vent

1940s Gray Striped Wool Single-Breasted Suit Jacket

Annual Ring

$385.49

5 sizes
  • S
  • M
  • L
  • XL
  • 2XL
Gray striped wool suit trousers front view with button waistband and crease
Gray striped wool suit trousers with buttoned waistband and side slant pockets

1940s Gray Striped Wool Suit Trousers

Annual Ring

$169.07

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • 2XL
Navy double-breasted suit jacket with notched lapels, six buttons, and flap pockets
Navy double-breasted suit jacket, back view with center seam and structured shoulders

1930s Herringbone Double-Breasted Suit Jacket

Annual Ring

$311.10

5 sizes
  • S
  • M
  • L
  • XL
  • 2XL
Marled grey wool sweater vest with V-neck and button-front, ribbed hem
Marled grey wool sweater vest with ribbed knit pattern, V-neck and button-front
Sale

Marled Shetland Wool Sweater Vest

Annual Ring

$119.03$101.17Sale

5 sizes
  • S
  • M
  • L
  • XL
  • 2XL
Dark grayish-brown glen plaid tweed suit jacket with notched lapels and button front
Dark glen plaid tweed suit jacket back view with structured shoulders

1930s Glen Plaid Tweed Suit Jacket

Annual Ring

$250.23

5 sizes
  • S
  • M
  • L
  • XL
  • 2XL
Glen plaid tweed suit vest in dark gray-brown with button-front and patch pockets
Glen plaid tweed suit vest in dark gray-brown with center-back buttons

1930s Glen Plaid Tweed Suit Vest

Annual Ring

$114.97

5 sizes
  • S
  • M
  • L
  • XL
  • 2XL
White point-collar dress shirt with textured dobby stripe pattern
White point-collar dress shirt, back view

1920s Point Collar Jacquard Textured Dobby Shirt

Annual Ring

$101.44

5 sizes
  • S
  • M
  • L
  • XL
  • 2XL
Black crew neck t-shirt with diamond jacquard stripe pattern in white
Black crew neck t-shirt with diamond jacquard stripe pattern, back view

Diamond Pattern Jacquard Crew Neck T-Shirt - White/Black

Annual Ring

$67.63

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Cream textured polo shirt with button placket, point collar, and chest pocket.
Cream textured polo shirt with ribbed-knit back and short sleeves.

1960s Jacquard Slub Cotton Polo Shirt - Cream

Annual Ring

$60.87

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Green tweed suit jacket with notched lapel, front buttons, patch pockets, long sleeves
Back view: green tweed casual suit jacket with long sleeves and pleated back

1930s Tweed Casual Suit Jacket

Annual Ring

$243.47

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
1930s tweed casual suit vest, brown-green, V-neck with button front and welt pockets
1930s tweed casual suit vest in brown-green, back with center tie and V-back yoke seam

1930s Tweed Casual Suit Vest

Annual Ring

$94.68

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Men's tweed suit trousers, olive-brown, pleated front, belt loops, button-tab waistband
Men's tweed suit trousers, olive-brown, pleated front with front crease, side pockets

1930s Tweed Casual Suit Trousers

Annual Ring

$121.73

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Black merino wool pullover sweater with crew neck, long sleeves, ribbed hem and cuffs
Black merino wool pullover sweater back view with crew neck and ribbed hem
Sale

Extrafine Merino Wool Pullover Sweater - Black

Annual Ring

$94.68$81.16Sale

4 sizes
  • S
  • M
  • L
  • XL
Ribbed crew neck knit T-shirt in off-white with dark brown contrast trim and pocket
Ribbed crew neck knit T-shirt back in off-white with dark brown contrast hem and sleeves

Contrast Ribbed Crew Neck Knit T-Shirt

Annual Ring

$58.16

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Brown herringbone tweed balmacaan coat with notched lapels and self-belt tie
Brown herringbone tweed balmacaan coat, back view with belt tie and vented back

1920s Brown Herringbone Tweed Balmacaan Coat

Annual Ring

$358.44

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Charcoal gray tweed lapel vest with button front and patch pockets
Charcoal gray tweed vest back with center waist strap

1930s Charcoal Gray Tweed Lapel Vest

Annual Ring

$101.44

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Breton stripe crew neck shirt, cream with navy horizontal stripes; short sleeves and ribbed hem.
Breton stripe crew neck shirt, cream with navy horizontal stripes; short sleeves; ribbed bottom hem.
Final Sale

Crew Neck Stripe Breton Shirt

Annual Ring

$60.87

4 sizes
  • S
  • M
  • L
  • XL
White knitted polo shirt with button placket and textured vertical jacquard stripe pattern
White knitted polo shirt, back view, textured vertical jacquard stripe pattern

Retro Knitted Jacquard Polo Shirt - White

Annual Ring

$60.87

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Light blue and white striped dress shirt with button front and chest pocket.
Back view of light blue and white striped dress shirt with yoke and sleeves.
Sale

1930s 5 oz Yarn-Dyed Striped Dress Shirt

Annual Ring

$94.68$81.16Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Indigo corduroy work vest with V-neck, dark buttons, and two chest pockets
Dark blue corduroy work vest back view with center seam and waistband split
Sale

1920s Indigo Corduroy Work Vest

Annual Ring

$101.44$87.92Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Indigo corduroy work pants, front view with belt loops and button closure.
Indigo corduroy work pants, back view with belt loops and wide back yoke seam.

1920s Indigo Corduroy Work Pants

Annual Ring

$135.26

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Indigo bootcut denim jeans, front view with belt loops and button fly
Indigo bootcut denim jeans, back view with rear pockets and waistband label
Sale

14.5 oz Selvedge Denim Bootcut Jeans

Annual Ring

$128.50$121.73Sale

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Brown tweed half Norfolk jacket with flap patch pockets and interior lining view.
Back view of dark brown tweed half Norfolk jacket with central vent seam.
Sale

Half Norfolk Brown Tweed Jacket

Annual Ring

$256.99$243.47Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Dark brown tweed hunting vest on white background, button-front and chest pocket
Dark brown tweed hunting vest back view with center back closure detail
Sold out

Chocolate Brown Tweed Hunting Vest

Annual Ring

$101.44

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Chocolate brown tweed trousers with pleated front and button waist
Chocolate brown tweed trousers with pleated front and button details

1920s Chocolate Brown Tweed Trousers

Annual Ring

$128.50

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Indigo denim jacket with button front, chest pockets, and metal rivet details
Indigo denim jacket with back yoke, stitched seams, and button tab at hem
Sale

1880 Indigo Dyed 15 oz Selvedge Denim Jacket

Annual Ring

$175.84$155.55Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
White grid dobby dress shirt, long sleeves, spearpoint collar, button front
White grid dobby dress shirt back view with yoke and long sleeves
Sale

1930s Dobby Grid Check Spearpoint Collar Dress Shirt

Annual Ring

$94.68$81.16Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
White cotton-linen button-down shirt laid flat, with collar and front buttons
White cotton-linen button-down shirt back view with yoke and collar tab button
Sale

White Cotton-Linen Button-Down Shirt

Annual Ring

$74.39$67.63Sale

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Dark navy herringbone tweed lapel vest with button front and two flap pockets
Dark navy herringbone tweed lapel vest back view with belt detail at hem

Navy Herringbone Tweed Lapel Vest

Annual Ring

$87.92

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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