Sugar was the fourth album recorded by Nancy Sinatra in 1966, an uncanny feat considering The Beatles were recording around two albums a year at the time. The iconic Ron Joy cover photo of Nancy in a pink bikini (the first on an album cover!) was a daring move in 1967 that helped propel the album to #18 on the charts (Nancy’s second highest charting album after Boots). It is a peculiar record that pairs one of Nancy’s biggest songs, “Sugar Town,” with mostly 1920s compositions recorded in a contemporary Dixieland jazz pop fusion style that could have only been concocted by producer Lee Hazlewood.

Equal parts strong, sultry, and savvy, Nancy Sinatra has long been ahead of her time—both in her choices as an artist and as a businesswoman. Unapologetically, she established her own path early on and paved the way for decades of female artists to come—all while firmly maintaining control over her career, her image, and her music. In 1965, Nancy Sinatra changed the face of music, fashion, and culture.