Willem de Kooning–“Woman and Bicycle”

Willem de Kooning was a Dutch-born, American artist who worked in the Abstract Expressionist style. During the 1940s and 50s, he and many other abstract expressionist artists like Jackson Pollock frequented the Cedar Tavern, where many Beat writers also drank.
This painting was created amidst the Beat Movement in 1952-3.
Source:
National Gallery of Art:
http://www.nga.gov/content/ngaweb/Collection/artist-info.1220.html?artistId=1220&pageNumber=1

Larry Rivers–“Washington Crossing the Delaware”

Larry Rivers

When artist Larry Rivers’ first art show opened in New York City in 1949, Clement Greenberg called him an “amazing beginner. . . a better composer of pictures than was Bonnard himself.” His work influenced and was inspired by his relationships with Beat Generation writers, particularly Frank O Hara, who wrote a poem as a response to this painting. It can be read here: http://www.poets.org/viewmedia.php/prmMID/20379

Sources:

The Larry Rivers Foundation: http://www.larryriversfoundation.org/collaborations.html