Hipster (1940s subculture)

Thelonious Monk, Howard McGhee, Roy Eldridge, and Teddy Hill, in front of Minton's Playhouse in New York City, wearing zoot suits.

The terms hipster or hepcat, as used in the 1940s, referred to aficionados of jump blues and jazz, in particular bebop, which became popular in the early 1940s. The hipster subculture adopted the lifestyle of the jazz musician, including some or all of the following features: Conk hairstyles, loose fitting suits with loud colors, jive talk slang, use of tobacco, cannabis, and other recreational drugs, relaxed attitude, love for Jazz or Jump blues music, and styles of swing dancing, especially Lindy hop.

The zoot suit was the popular style amongst hepcats. It incorporated baggy blazer jackets with pants, bright colors, thick chalk stripes, floppy hats, and long chains. Many zoot suiters would often wear a fedora or pork pie hat, color-coordinated with the suit. Occasionally they would have a long feather on the fedora or pork pie hat as decoration.

When conversing, hepcats would communicate in jive talk. Jive talk (also known as Harlem jive or simply Jive) is an African-American Vernacular English slang or vocabulary that was developed in urban African American communities. It was adopted more widely in African-American society and then later into the mainstream. This style of English dialect peaked in the 1940s.

In 1938, jazz bandleader and singer Cab Calloway published the first dictionary by an African-American. This dictionary was specified for jive talk and other phrases that were popular amongst African-American youth.