Style

1920s Mens Fashion Style Guide – A Trip Back In Time

Shirt cuffs included French and double.

Collar pins which were quite popular during the 1920s, were placed through eyelet holes.

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See the best dress shirts for men here.

 

2. Hats

Upper Class: Top hat and homburg hat.

Middle Class: Bowler Hat, trilby hat, and fedora.

Summer (Middle and upper class): Straw boater

Working-Class: Flat cap and newsboy cap.

Hats in the 20s depended largely on which class you belonged to. Remember the movies about page boys and factory workers from that time? Working class men wore the “page boy” style hats, called newsboy caps or flat caps.

If you were solidly middle class, you would have owned a fedora hat. Those fedoras were holdovers from the gangster styles, working class or middle class men coming into sudden money, but keeping the style associated with their own class.

Fedora style was also accompanied by bowler hats, another 20s movie staple. These ubiquitous styles belonged to fashion conscious middle class fellows, looking to shake up fashion. It was the first time that middle class citizens were able to use material goods to express who they were. Fashion became a statement for the first time for regular people.

During summer vacations, you would wear a straw hat.

If you were upper class, you retained the top hat style. Another type of upper class hat is something called a Homburg, a felt hat with a single crease at the crown and a rolled edge. If you look at pictures of past presidents, a few wore this style even up to the 1950s.

Regardless of style, the one common denominator is wearing a hat. Mastering 20s style is essential to bringing back the class and dignity of that era of dress. Although hats have fallen out of favor in recent years, wearing a well-fitting, well-made hat will make or break your look.

 

3. Suits

Listen close: another secret to mastering the style and grace of 20s fashion is the suit. Men’s fashion today is a combination of athletic clothing and ill fitting jeans. You need to step far away from such casual menswear and begin to take pride in your suit fittings.

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