Bolton went on to write more than fifty stage works, mainly in collaboration with others. By 1934 he had made twelve shows with Kern and seven with Gershwin. Besides Wodehouse, his frequent writing partners were the American, George Middleton, with whom he wrote ten shows, and the Englishman, Fred Thompson, with whom he wrote fourteen. His collaborations with Middleton were non-musical comic plays, produced with success on both sides of the Atlantic. Their "Polly With a Past" (1917) was a success in both New York and London, where its cast included Edna Best, Noël Coward, Edith Evans, Claude Rains and C. Aubrey Smith. Their "Adam and Eva" was another favourite that was adapted for film and frequently revived by smaller theatres. He adapted a French comedy to create the book for "The Hotel Mouse" in 1922. With Thompson, he wrote the book for early musicals by George and Ira Gershwin, "Lady, Be Good" (1925) and "Tip-Toes" (1926). With the Gershwins and Wodehouse, he wrote "Oh, Kay!" (1926). Among his other collaborators in Britain were George Grossmith Jr., with whom he worked on "Primrose" (1924), Ian Hay with whom he co-wrote "A Song of Sixpence" (1930) and Weston and Lee, who joined him for "Give Me a Ring" (1933). In the US, he worked with Oscar Hammerstein II on "Daffy Dill" (1922), and with Kalmar and Ruby on "The Ramblers" (1926) and "She's My Baby" (1927). An occasional collaborator in later years was "Stephen Powys", a pseudonym of Bolton's third wife, Virginia. "Girl Crazy" (1930) was a musical, with songs by the Gershwins, starring Ginger Rogers and featuring the debut of Ethel Merman. It was later adapted by Ken Ludwig as the sensation "Crazy for You".