Playmates (1941)

"See Kay go Shakespearean and Ginny go for Kay! See Barrymore get amorous and Lupe go berserk! The happiest, tuniest romantic rumpus the Old Professor ever cavorted in!"

Lulu Monahan, the press agent for John Barrymore, is attempting to get a sponsor for a radio program. To that end, she and the agent for bandleader Kay Kyser, plant a story that the great Shakespearean actor, over his heartfelt objections, will teach Kyser how to play Shakespeare, which isn't the same as playing Paducah, which soon becomes evident.