About
Early Life
William John Cunningham Jr.—March 13, 1929—was born into an Irish Catholic family in Boston, Massachusetts. The second eldest in a family of four, having two sisters and an older brother, he grew up in a strict religious household. Attending church every Sunday, his interest in fashion began as he said he “could never concentrate on Sunday church services because I'd be concentrating on women's hats."
After graduating from high school, he attended Harvard University on a scholarship for two months, where he dropped out in 1948 moving to New York City at the age of 19. After leaving a couple jobs, Cunningham decided he would work for himself making hats under the name “William J”. However, that didn’t last long either as he was drafted into the Korean War and stationed in France. It was there where he had his first exposure to French fashion.
Completing a tour in the U.S. Army, he returned to New York in 1953 and resumed his work as a milliner. In 1958, a New York Times critic wrote that he had "cornered the face-framing market with some of the most extraordinarily pretty cocktail hats ever imagined." Some of his clients in the 1950’s included Marilyn Monroe, Katharine Hepburn, and future First Lady Jaqueline Bouvier. Closing his hat shop in 1962, he followed the encouragement of his clients and started writing—first for Women’s Wear Daily and then for the Chicago Tribune.