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Vintage Dancer | 1920s Fashion & Clothing | Roaring 20s Attire | 1920s Men’s Dress Shirts, Casual Shirts

1920s Men’s Dress Shirts, Casual Shirts

Men’s dress shirts of the 1920s were anything but boring white. Pastel colors in solids and clashing vertical stripes were what fashionable men wanted (including the Peaky Blinders). Contrasting with a high white club collar / penny collar or classic pointed collar, the look is unmistakably twenties. Add a fancy collar bar or pin to the white collar and you will look like a high class gentleman. White-collar shirts can be tricky to find. Solid color or striped shirts with matching collars came into style in the late 1920s, so you have that option too.

Many poor men or casual dressers opted to wear shirts without collars (mandarin or granddad style shirts) just as working classes turned to blue, brown or grey cotton shirts. Small plaids were also worn in the later years. Short sleeve shirts were not in style yet, so men rolled up their sleeves in the summertime.  Shop new 1920s style dress shirts and casual shirts below.

Learn more about the history of 1920s fashion with our articles on men’s shirts and sweaters. 

 1920s Men’s Shirts

New 1920s Men's Dress Shirt Colors. Find them at VintageDancer

1920s Men’s Dress Shirt Colors

1920s Men’s Dress Shirts, Casual Shirts Brooks Brothers Mens Stretch Soho Extra-Slim Fit Dress Shirt Stripe $68.60 AT vintagedancer.com
BrooksBrothers
$68.60
1920s Men’s Dress Shirts, Casual Shirts Relaxed-fit shirt with garment-washed finish $128.00 AT vintagedancer.com
HugoBoss
$128.00
1920s Men’s Dress Shirts, Casual Shirts Brand new Starched Stiff Detachable Shirt Collar DOUBLE ROUNDED. (Collar ONLY) $23.27 AT vintagedancer.com
Etsy
$23.27
1920s Men’s Dress Shirts, Casual Shirts Coulter Edwardian Club Collar Dress Shirt $59.95 AT vintagedancer.com
Amazon
$59.95
1920s Men’s Dress Shirts, Casual Shirts Round Tip Detachable Stiff Collar Sizes 15
Etsy
$24.00
1920s Men’s Dress Shirts, Casual Shirts Amazon Brand - Goodthreads Mens Long-Sleeve Slub Thermal Henley $17.40 AT vintagedancer.com
Amazon
$17.40
1920s Men’s Dress Shirts, Casual Shirts Jack Martin London Peaky Blinders - Collarless/Grandad Collar - Tan Brown Two Tone Stripe Slim Fit Shirt $39.00 AT vintagedancer.com
Amazon
$39.00
1920s Men’s Dress Shirts, Casual Shirts Scully Rangewear Mens Rangewear Stripe Long Sleeve Shirt - Rw292-Blu $58.75 AT vintagedancer.com
Amazon
$58.75
1920s Men’s Dress Shirts, Casual Shirts Historical Emporium Mens Pleated Edwardian Round Club Collar Dress Shirt $59.95 AT vintagedancer.com
Amazon
$59.95
1920s Men’s Dress Shirts, Casual Shirts 1933 Chamois Shirt $59.95 AT vintagedancer.com
LLBean
$59.95
1920s Men’s Dress Shirts, Casual Shirts Brooks Brothers Mens Stretch Soho Extra-Slim-Fit Dress Shirt Non-Iron Pinpoint Contrast Ainsley Collar French Cuff $68.60 AT vintagedancer.com
BrooksBrothers
$68.60
1920s Men’s Dress Shirts, Casual Shirts Jack Martin - Club/Penny Collar - Black Bengal Stripe Slim Fit Shirt. Mens 1920s Blinders Gang Shirts $39.00 AT vintagedancer.com
Amazon
$39.00
1920s Men’s Dress Shirts, Casual Shirts Paul Fredrick Mens Slim Fit Cotton Broadcloth White Spread Collar Dress Shirt $39.00 AT vintagedancer.com
Amazon
$39.00
1920s Men’s Dress Shirts, Casual Shirts Mens Muscle Fit Grandad Collar Long Sleeve Shirt - White $18.00 AT vintagedancer.com
boohooMAN
$18.00
1920s Men’s Dress Shirts, Casual Shirts Cubavera Mens Banded Collar Double Pocket Popover Long Sleeve Shirt in Bright White Size XL Cotton Blend $29.99 AT vintagedancer.com
PerryEllis
$29.99
1920s Men’s Dress Shirts, Casual Shirts Lucky Brand Mens Long Sleeve Button Up Two Pocket Santa Fe Western Shirt $33.16 AT vintagedancer.com
Amazon
$33.16
1920s Men’s Dress Shirts, Casual Shirts Amazon Brand - Goodthreads Mens Standard-Fit Long-Sleeve Band-Collar Oxford Shirt $25.00 AT vintagedancer.com
Amazon
$25.00
1920s Men’s Dress Shirts, Casual Shirts COOFANDY Mens Casual Blazer Jacket Slim Fit Vintage Multi-Color Suit Sport Coat Lightweight Cotton Jackets $25.99 AT vintagedancer.com
Amazon
$25.99
1920s Men’s Dress Shirts, Casual Shirts Dobell Mens White Tuxedo Dress Shirt Regular Fit Wing Collar Double Cuff Plain Fly Front £19.99 AT vintagedancer.com
AmazonUK
£19.99
1920s Men’s Dress Shirts, Casual Shirts Pendleton Mens Long Sleeve Classic-fit Board Shirt $149.00 AT vintagedancer.com
Amazon
$149.00
1920s Men’s Dress Shirts, Casual Shirts Armband Sleeve Garter CTM Satin Elastic Solid Color Adjustable $14.94 AT vintagedancer.com
Amazon
$14.94
1920s Men’s Dress Shirts, Casual Shirts Jack Martin - Club/Penny Collar - Black Bengal Stripe Slim Fit Shirt. Mens 1920s Blinders Gang Shirts $39.00 AT vintagedancer.com
Amazon
$39.00
1920s Men’s Dress Shirts, Casual Shirts Amazon Brand - Goodthreads Mens Long-Sleeve Slub Thermal Henley $17.40 AT vintagedancer.com
Amazon
$17.40
1920s Men’s Dress Shirts, Casual Shirts Scully Western Shirt Mens Long Sleeve Print Button Stone F0_RW296 $58.76 AT vintagedancer.com
Amazon
$58.76
1920s Men’s Dress Shirts, Casual Shirts Revival Authentic 1920s30s40s Style White Club Collar Shirt $60.34 AT vintagedancer.com
Etsy
$60.34
1920s Men’s Dress Shirts, Casual Shirts Gheri Mens Button Down Striped Grandad Nepalese Shirts £17.99 AT vintagedancer.com
AmazonUK
£17.99
1920s Men’s Dress Shirts, Casual Shirts Mens Retro Peaky Blinders Removable Collar Stripe Grandad Nehru Collarless Shirt - Light-Blue S(36-38
AmazonUK
£28.99
1920s Men’s Dress Shirts, Casual Shirts Scully Western Shirt Mens Long Sleeve Print Button Black F0_RW331 $58.75 AT vintagedancer.com
Amazon
$58.75
1920s Men’s Dress Shirts, Casual Shirts Tab collar shirt | Lilac tab collar shirt for man $61.10 AT vintagedancer.com
Etsy
$61.10
1920s Men’s Dress Shirts, Casual Shirts 20s 30s striped shirt LONDON grey/white round collar and cuff links 1920 1930 $181.62 AT vintagedancer.com
Etsy
$181.62
1920s Men’s Dress Shirts, Casual Shirts Virgil Club Collar Dress Shirt $59.95 AT vintagedancer.com
Amazon
$59.95
1920s Men’s Dress Shirts, Casual Shirts Spearpoint Collar Dress ShirtHistorical Emporium Mens  Victorian $59.95 AT vintagedancer.com
Amazon
$59.95
1920s Men’s Dress Shirts, Casual Shirts Open collar shirt shark collar / FREE SHIPPING $117.00 AT vintagedancer.com
Etsy
$117.00
1920s Men’s Dress Shirts, Casual Shirts Traditional Collarband Tunic Shirt for your Detachable Stiff collar $71.00 AT vintagedancer.com
Etsy
$71.00
1920s Men’s Dress Shirts, Casual Shirts Mens Peaky Blinders Shirt Removable Collar Penny Button Check Nehru Collarless £28.99 AT vintagedancer.com
AmazonUK
£28.99
1920s Men’s Dress Shirts, Casual Shirts Beaumont 1930s 1940s Style Revival Blue Stripe Shirt With Club Collar $63.02 AT vintagedancer.com
Etsy
$63.02
1920s Men’s Dress Shirts, Casual Shirts Alimens & Gentle French Cuff Regular Fit Contrast White Collar Stripe Dress Shirts (Cufflink Included) $19.99 AT vintagedancer.com
Amazon
$19.99
1920s Men’s Dress Shirts, Casual Shirts Wing Tip Detachable Stiff Collar Sizes 15-19 1/2
Etsy
$24.00
1920s Men’s Dress Shirts, Casual Shirts Traditional Collarband Tunic Shirt for your Detachable Stiff collar $71.00 AT vintagedancer.com
Etsy
$71.00
1920s Men’s Dress Shirts, Casual Shirts Scully Mens Wahmaker by Striped Button Long Sleeve Western Shirt Big - Rw221-Blk-B $56.94 AT vintagedancer.com
Amazon
$56.94
1920s Men’s Dress Shirts, Casual Shirts Penny Collar Mens Shirt Self White Steps Dobby Design Peaky Blinders Long Sleeves Single Cuff Gents $99.99 AT vintagedancer.com
Amazon
$99.99
1920s Men’s Dress Shirts, Casual Shirts Club Collar Dress Shirt $59.95 AT vintagedancer.com
Amazon
$59.95
1920s Men’s Dress Shirts, Casual Shirts Scully Mens Yarn Dyed Corduroy Plaid Shirt $145.90 AT vintagedancer.com
Amazon
$145.90
1920s Men’s Dress Shirts, Casual Shirts Tab collar shirt | White tab collar shirt for man $61.10 AT vintagedancer.com
Etsy
$61.10
1920s Men’s Dress Shirts, Casual Shirts  Long-sleeve Banded Collar Shirt - Many Colors Available $20.95 AT vintagedancer.com
Amazon
$20.95
1920s Men’s Dress Shirts, Casual Shirts Pendleton Mens Long Sleeve Board Shirt $104.25 AT vintagedancer.com
Amazon
$104.25
1920s Men’s Dress Shirts, Casual Shirts Front and Back Collar Studs for Tunic Shirts (One Pair) $18.50 AT vintagedancer.com
Etsy
$18.50
1920s Men’s Dress Shirts, Casual Shirts Jack Martin London Peaky Blinders - Club/Penny Collar - Pink Herringbone Slim Fit Shirt $39.00 AT vintagedancer.com
Amazon
$39.00
1920s Men’s Dress Shirts, Casual Shirts Linen Amazon Brand - Goodthreads Mens Slim-Fit Long-Sleeve Linen and Cotton Blend Shirt $30.00 AT vintagedancer.com
Amazon
$30.00
1920s Men’s Dress Shirts, Casual Shirts Mens Retro Peaky Blinders Removable Collar Stripe Grandad Nehru Collarless Shirt - Light-Blue S(36-38
AmazonUK
£28.99
1920s Men’s Dress Shirts, Casual Shirts AnotherKiss Mens Silver Tone and Gold Tone Tie Collar Bar Pin Set - 4 Pcs $13.99 AT vintagedancer.com
Amazon
$13.99
1920s Men’s Dress Shirts, Casual Shirts Mens Retro Peaky Blinders Removable Collar Stripe Grandad Nehru Collarless Shirt - Light-Blue S(36-38
AmazonUK
£28.99
1920s Men’s Dress Shirts, Casual Shirts Mens Coulter Edwardian Club Collar Dress Shirt $59.95 AT vintagedancer.com
Amazon
$59.95
1920s Men’s Dress Shirts, Casual Shirts White Collarless Shirt 1920s 30s 40s Vintage Style Peaky Blinders Downton
Etsy
$41.53
1920s Men’s Dress Shirts, Casual Shirts Field Flannel Shirt $98.00 AT vintagedancer.com
Filson
$98.00
1920s Men’s Dress Shirts, Casual Shirts WhitePilotShirts Mens Club Collar Shirt Peaky Blinders Cream Penny Round Single Cuff Gents 500-15 $59.99 AT vintagedancer.com
Amazon
$59.99
1920s Men’s Dress Shirts, Casual Shirts Grandad Nehru Collar Mens Sky Blue White Stripes Shirt Band Mandarin Collar for Gents 200-06 $59.99 AT vintagedancer.com
Amazon
$59.99
1920s Men’s Dress Shirts, Casual Shirts NITAGUT Men Henley Neck Long Sleeve Daily Look Linen Shirts $25.99 AT vintagedancer.com
Amazon
$25.99
1920s Men’s Dress Shirts, Casual Shirts Mens Retro Peaky Blinders Removable Collar Stripe Grandad Nehru Collarless Shirt - Light-Blue S(36-38
AmazonUK
£28.99
1920s Men’s Dress Shirts, Casual Shirts Wing Tip Detachable Stiff Collar Sizes 15
Etsy
$29.00
1920s Men’s Dress Shirts, Casual Shirts Traditional Collarband Tunic Shirt for your Detachable Stiff collar $71.00 AT vintagedancer.com
Etsy
$71.00
1920s Men’s Dress Shirts, Casual Shirts Peter Millar Mens Cashmere-Silk Turtleneck - British Grey L $348.00 AT vintagedancer.com
PeterMillar
$348.00
1920s Men’s Dress Shirts, Casual Shirts Moleskin Seattle Shirt $195.00 AT vintagedancer.com
Filson
$195.00
1920s Men’s Dress Shirts, Casual Shirts Mens Benson Moleskin Chore Jacket $117.00 AT vintagedancer.com
NORDSTROMcom
$117.00
1920s Men’s Dress Shirts, Casual Shirts Pendleton Mens Long Sleeve Fitted Board Shirt $149.00 AT vintagedancer.com
Amazon
$149.00
1920s Men’s Dress Shirts, Casual Shirts Penny Collar Mens Shirt Blue White Stripes Peaky Blinders Round Club 100% Cotton 200-06 $89.99 AT vintagedancer.com
Amazon
$89.99
1920s Men’s Dress Shirts, Casual Shirts Signature 1933 Chamois Cloth Shirt Slim Fit $69.95 AT vintagedancer.com
LLBean
$69.95
1920s Men’s Dress Shirts, Casual Shirts Bib Wing Collar Tuxedo Shirt Pique Bib Front 65% Polyester 35% Cotton Neil Allyn $59.95 AT vintagedancer.com
Amazon
$59.95
1920s Men’s Dress Shirts, Casual Shirts LOCALMODE Men Linen and Cotton V Neck Short Sleeve T Shirts Casual Tee $17.99 AT vintagedancer.com
Amazon
$17.99
1920s Men’s Dress Shirts, Casual Shirts Scully One of Our Best Selling Shirts - White $49.99 AT vintagedancer.com
Amazon
$49.99
1920s Men’s Dress Shirts, Casual Shirts Mens Vintage 1946 Mens Negative Slub Henley Size X-Large - White $39.50 AT vintagedancer.com
NORDSTROMcom
$39.50
1920s Men’s Dress Shirts, Casual Shirts Mens Blinders Shirt Removable Collar Penny Button Check Nehru Collarless £28.99 AT vintagedancer.com
AmazonUK
£28.99
1920s Men’s Dress Shirts, Casual Shirts Scully Western Shirt Mens Pull Over L/S Button Front F0_RW031 $58.75 AT vintagedancer.com
Amazon
$58.75
1920s Men’s Dress Shirts, Casual Shirts Brooks Brothers Mens Collar Pin $68.60 AT vintagedancer.com
BrooksBrothers
$68.60
1920s Men’s Dress Shirts, Casual Shirts Mens FR Plaid Jacket $155.00 AT vintagedancer.com
Wolverine
$155.00
1920s Men’s Dress Shirts, Casual Shirts Lucky Brand Mens Clean Button Up Two Pocket Workwear Shirt $58.96 AT vintagedancer.com
Amazon
$58.96
1920s Men’s Dress Shirts, Casual Shirts Cubavera Mens Long Sleeve Popover Xx-large  White $33.74 AT vintagedancer.com
JCPenny
$33.74
1920s Men’s Dress Shirts, Casual Shirts NITAGUT Men Henley Neck Long Sleeve Daily Look Linen Shirts $25.99 AT vintagedancer.com
Amazon
$25.99
1920s Men’s Dress Shirts, Casual Shirts CTM Satin Elastic Solid Color Adjustable Armband Sleeve Garter $14.94 AT vintagedancer.com
Amazon
$14.94
1920s Men’s Dress Shirts, Casual Shirts BYLUNTA Men Regular Fit Band Collar 100% Cotton Pinstripe Long Sleeve Daily Office Casual Business Shirt $29.99 AT vintagedancer.com
Amazon
$29.99
1920s Men’s Dress Shirts, Casual Shirts Paul Fredrick Mens Non-Iron Cotton Pinpoint Snap Tab Collar Dress Shirt $39.00 AT vintagedancer.com
Amazon
$39.00
1920s Men’s Dress Shirts, Casual Shirts DAmante Banded-Collar Dress Long Sleeves Shirt - Big  Tall 20 34-35 White $22.49 AT vintagedancer.com
JCPenny
$22.49
1920s Men’s Dress Shirts, Casual Shirts Perry Ellis Mens Untucked Total Stretch Slim Fit Banded Collar Shirt in Bright White Size 2XL 100 Polyester Solid Long Sleeves $39.99 AT vintagedancer.com
PerryEllis
$39.99
1920s Men’s Dress Shirts, Casual Shirts Pendleton Mens Long Sleeve Button Front Driftwood Shirt $159.00 AT vintagedancer.com
Amazon
$159.00
1920s Men’s Dress Shirts, Casual Shirts Pendleton Mens Quilted CPO in Wool Shirt Jacket $151.06 AT vintagedancer.com
Amazon
$151.06
1920s Men’s Dress Shirts, Casual Shirts Origional  AT vintagedancer.com
LLBean
1920s Men’s Dress Shirts, Casual Shirts White Grandad Collarless Shirt Cotton Sizes Small to 2XL £23.99 AT vintagedancer.com
AmazonUK
£23.99

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