Aileen Pringle and Valentino, of which Mencken wrote an account, some weeks after Valentino had died. Mencken does not name her but describes her as "discreet as she is charming." Ralph Barton, American artist, was also a devoted friend and used her as the model for "Dorothy" in his illustrations for "Gentlemen Prefer Blondes" by Anita Loos. Another admirer was George Gershwin who met her in Hollywood and wrote much of the Second Rhapsody at her Santa Monica, California, home. Her wit, keen intellect and sparkling personality made her a sought-after companion. After her 1926 divorce from Charles Pringle, Aileen Pringle further
Gentlemen Prefer Blondes (musical) a film of the same name in 1953, starring Jane Russell and Marilyn Monroe. The popular songs "Bye Bye Baby" and "Diamonds Are a Girl's Best Friend" were introduced in this musical. In the 1920s, Lorelei Lee, a blonde from Little Rock, Arkansas, and her friend Dorothy Shaw board the ocean liner "Ile de France", to embark for France ("It's High Time"). Lorelei and her boyfriend (who is her "sugar daddy"), Gus Esmond, are parting for a while ("Bye, Bye Baby"); Gus is going to Little Rock, and Dorothy is Lorelei's chaperone. On the ship, Lorelei has many admirers, including