1920s Dress Shirt

This 1920s Dress Shirt is a men's shirt, not a dress: a long-sleeve button-front with a woven self-stripe that gives a fine, tone-on-tone pinstripe effect. The collar points button down with small buttons, the front closes with small dark buttons, and the barrel cuffs can be worn straight or turned back. It makes a solid base for anything in our 1920s mens fashion.

Cream or Black Pinstripe: Choosing Your Dress Shirt

Cream pinstripe is ivory with white stripes, the softer daytime option: pair it with brown tweed trousers, a flat cap and braces for a garden party or a vintage car show. Black pinstripe has a subtle sheen in the stripe; under a charcoal vest with a pale gray tie it suits a speakeasy night or a Gatsby party.

What Men Wore in the 1920s, and Where This Dress Shirt Fits

Men of the decade wore a shirt and tie, usually with a vest or braces, and trousers cut high at the waist. That is the outfit in our photos, but the tie, suspenders, trousers and watch are styling only: you receive the shirt.

1920s Dress Shirt FAQ

How does the sizing run?

Small. Sizes go from M to 3XL, and the chart gives height and weight rather than garment measurements: M suits about 5'1" to 5'5" (155-165 cm) and 99-121 lb (45-55 kg), 3XL about 5'11" to 6'3" (180-190 cm) and 171-187 lb (77.5-85 kg). We recommend one size up from your usual.

What should a man wear to a 1920s party?

Start with this shirt, then add high-waisted trousers, suspenders or a vest, a bow tie or narrow tie and a newsboy cap or fedora.

Can I wear it without a tie?

Yes. Keep the collar points buttoned, leave the top button open and turn the cuffs back once for a relaxed swing dance or casual Friday look.