But the frivolous image from May 1916 soon gave way to weightier subjects.
He marked the financial turmoil of the Great Depression with a portrait of a crowd huddled around a "Stock Exchange Quotations" sign. Images in later years of a wounded World War II veteran, President John F. Kennedy and a young black girl integrating a school showed a growing artistic interest in politics, war, civil liberties and other issues of the time.
A new exhibit at the National Museum of American Illustration traces Rockwell's career over six decades, showing how he evolved from an artist fond of painting dogs, children, seniors and other sentimental subjects into a social commentator keen on documenting the world around him.
"I think (visitors are) going to have a greater understanding and appreciation of who Norman Rockwell was in his artistic career, certainly, and then within the context of American history," said Judy Goffman Cutler, an art dealer who designed the exhibit and founded the museum in 1998 with her husband, Laurence Cutler, to house their illustration art collection.
The exhibit "Norman Rockwell: American Imagist" opens Saturday and runs through Aug. 31.
Rockwell is the most celebrated of American illustrators - 20th-century artists whose paintings were intended for reproduction in newspapers, magazines and advertisements.
The prolific artist designed more than 4,000 works before his death in 1978 and is best known for his slice-of-life American snapshots, often of ordinary subjects: a young valedictorian with a bow in her hair; an elderly man playing solitaire in bed; a choirboy combing his hair for Easter.
The Newport exhibit coincides with a growing critical appreciation for Rockwell and for the American illustration genre, which was long derided as excessively sappy and commercial.
"There has been some new critical consideration so that the art of Norman Rockwell and other illustrators has certainly made strides in the marketplace," said Stephanie Plunkett, deputy director and chief curator of the Norman Rockwell Museum in Stockbridge, Mass.
"But in addition, there are scholars and arts writers who are talking about it more. That has sort of raised the level of discourse."