John Held, Jr. (1889-1958) was an illustrator who was very popular during the 1920's, with charming characterizations of jazz-babies and flapper girls. He did many illustrations and covers for Life, Vanity Fair, and the New Yorker, et al.
Hold 'Em, 1925
The Faded Blonde, Life magazine, ca. 1925
The Girl Said No film poster, 1930, Swedish release
The Vegetable (or From President to Postman), F. Scott Fitzgerald, 1923
Freshman Number/Sweet Sexteen, Life Magazine, September 30, 1926
The Girl Who Went for a Ride in a Balloon, Life magazine, January 14, 1926. Love those shoes!