About the song
Roy Orbison – Oh, Pretty Woman (from Black & White Night) is one of the most legendary performances of a timeless classic by the iconic American singer-songwriter Roy Orbison. Originally released in August 1964, the song became an instant hit, topping the Billboard Hot 100 chart for three weeks in the United States. Written by Orbison and Bill Dees, "Oh, Pretty Woman" showcases Orbison’s distinctive vocal style and emotional depth, solidifying his position as one of the most influential artists of all time.
The 1988 version of "Oh, Pretty Woman" performed during Black & White Night, a critically acclaimed Roy Orbison concert film, breathes new energy into the classic. The performance was part of a star-studded event, recorded at the Coconut Grove nightclub in Los Angeles on September 30, 1987. It featured a band of legendary musicians, including Bruce Springsteen, Elvis Costello, and k.d. lang, who all paid tribute to Orbison’s artistry. Amplified by an extraordinary live band, the performance from Black & White Night elevated the song to new heights, making it a cherished moment in the singer’s career.
Winning the Grammy Award for Best Male Pop Vocal Performance in 1991 posthumously (for another rendition of a Roy Orbison song performed by his peers), Orbison’s influence extended beyond his lifetime. The original 1964 version of "Oh, Pretty Woman" has also been inducted into the Grammy Hall of Fame, cementing its status as a pop culture landmark.
With its infectious rhythm, unforgettable guitar riff, and Orbison’s astounding voice, "Oh, Pretty Woman" remains a defining moment in music history. Whether from the original recording or the spectacular Black & White Night performance, the song continues to resonate with audiences, bridging generations. Its success on the Billboard charts and enduring acclaim highlight its universal appeal and showcase Roy Orbison’s extraordinary legacy as a musical icon.
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