Introduction

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Roy Orbison’s “Oh, Pretty Woman” isn’t just a catchy tune, it’s a chart-topping classic with a surprisingly simple origin story. Released in August 1964, the song dominated the Billboard Hot 100 for three weeks, solidifying Orbison’s place as a musical powerhouse.

The inspiration for the song came from Orbison’s real life. While writing with long-time collaborator Bill Dees, Orbison’s wife Claudette entered the room and announced she was going out. When Orbison inquired if she needed money, Dees quipped, “A pretty woman never needs any money.” Dees, recognizing the potential of the phrase, suggested it as a song title. Orbison, though initially skeptical, started strumming his guitar while Dees mimicked drums on the table. “Oh, Pretty Woman” was born.

The song itself is a paradox. The upbeat tempo and prominent “yeah, yeah, yeah” backing vocals (possibly inspired by The Beatles) belie Orbison’s signature dramatic baritone. The lyrics paint a picture of a man captivated by a beautiful woman, yearning for her attention. Despite its seemingly simple message of infatuation, the song’s enduring popularity suggests a deeper interpretation. Perhaps it’s the raw emotion in Orbison’s voice, the playful defiance of the melody, or the universality of being struck by someone beautiful.

Whatever the reason, “Oh, Pretty Woman” transcended its origins to become a cultural touchstone. Covered by countless artists and featured in movies like “Pretty Woman” (of course!), the song continues to resonate with listeners today. So crank up the volume and prepare to be swept away by the magic of Roy Orbison’s “Oh, Pretty Woman.”

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