Roy Orbison in L.A. in Feburary 1988 * Higher Rates Apply * © Anne Summa / RetnaUK Credit all uses

About the song

Roy Orbison’s 1964 hit “Oh, Pretty Woman” is a track that has stood the test of time, embedding itself in the fabric of rock and roll history. With its infectious rhythm, relatable lyrics, and Orbison’s iconic vocals, the song is as captivating today as it was six decades ago. Often celebrated as one of the defining songs of the 1960s, “Oh, Pretty Woman” is more than just a catchy tune—it’s a cultural touchstone that encapsulates a universal experience, the sudden and powerful allure of someone you find irresistibly attractive.

The Making of “Oh, Pretty Woman”

“Oh, Pretty Woman” was released at a time when Roy Orbison was already enjoying significant success in his career. Known for his emotionally rich voice and unique rock-ballad style, Orbison had produced a number of hits, including “Only the Lonely” and “Crying.” However, “Oh, Pretty Woman” would be the song that would come to define his career in a new way.

The song came about in collaboration with songwriter Bill Dees. According to music lore, Orbison’s wife, Claudette, had mentioned that she was going out shopping, to which Orbison spontaneously remarked, “A pretty woman never needs any money.” Dees quickly picked up on the phrase, and together they began crafting a song that captured the mesmerizing effect of a beautiful woman walking down the street.

Within a matter of hours, “Oh, Pretty Woman” was born. With lyrics that felt both conversational and heartfelt, the song struck a chord with listeners almost instantly. The iconic opening riff, instantly recognizable and distinctive, was another stroke of brilliance, as it set the tone for a track that would stand out from the crowd of rock songs being released at the time.

The Lyrics: A Snapshot of Unrequited Desire

At its core, “Oh, Pretty Woman” is a simple song. The lyrics describe a man who spots a beautiful woman walking by and is so captivated by her that he can’t help but sing his admiration. He wonders if she might smile at him, notice him, and perhaps even reciprocate his feelings. The lyrics balance between hope and resignation, as the singer swings from a playful confidence (“Pretty woman, the kind I like to meet”) to a sense of longing and uncertainty.

There’s something incredibly relatable in the simplicity of the lyrics. Who hasn’t, at some point, experienced the thrill of noticing someone so attractive that they stop you in your tracks? “Oh, Pretty Woman” distills that moment into a catchy, concise story that’s easy to understand and almost universally resonant. Even though it’s about a fleeting encounter, there’s an emotional depth that speaks to Orbison’s unique ability to bring genuine emotion into rock music.

The Music: A Fusion of Rock and Romance

One of the reasons why “Oh, Pretty Woman” endures is because of its flawless musical composition. The song opens with a distinctive guitar riff that’s almost as iconic as the song itself. This hook immediately captures the listener’s attention, setting a confident, almost swaggering tone that reflects the singer’s admiration. The riff is so memorable that it’s often recognized within the first few seconds, making it one of those timeless sounds in rock music that feels familiar even to those who might not know much about Roy Orbison.

The musical structure of “Oh, Pretty Woman” is straightforward but incredibly effective. The verses alternate between major and minor chords, giving the song a dynamic feel, as if it’s reflecting the emotional ups and downs of seeing someone you’re captivated by. There’s a playful rhythm to the song, amplified by Orbison’s almost conversational singing style, which transitions smoothly from speaking to singing. His voice ranges from deep, resonant tones to high notes that capture the vulnerability and desire within the lyrics.

Orbison’s vocals are central to the song’s power. Known for his operatic range and emotive delivery, he brings a sense of drama to the song that keeps it from feeling superficial. His voice adds layers to the lyrics, moving between casual flirtation and deeper yearning in a way that makes the listener feel the emotional journey alongside him.

Cultural Impact and Legacy

“Oh, Pretty Woman” became an instant hit upon its release, reaching No. 1 on the Billboard Hot 100 in the United States and topping the charts in multiple countries worldwide. Beyond the charts, it quickly took on a life of its own, becoming a staple of pop culture. From covers by artists like Van Halen to its use in movies and television, the song has become synonymous with the image of a confident, attractive person who commands attention.

The song reached new audiences in 1990 when it was prominently featured in the romantic comedy Pretty Woman, starring Julia Roberts and Richard Gere. The film’s use of the song in a scene featuring Roberts’ character transformed it from a classic tune to a pop culture phenomenon for a new generation. Many fans today associate the song with the film, and it has since become one of the most iconic movie-soundtrack pairings in cinematic history.

Beyond its appearances in pop culture, “Oh, Pretty Woman” also influenced countless artists. Its blend of rock and emotional vulnerability laid the groundwork for future generations of musicians who would explore similar themes. The song’s straightforward yet powerful lyrics, combined with its unforgettable riff, have made it a touchstone for artists across genres. It’s rare to find a song that appeals equally to rock enthusiasts, casual listeners, and musicians, but “Oh, Pretty Woman” manages to bridge those gaps with ease.

Why It Still Resonates

The enduring popularity of “Oh, Pretty Woman” is a testament to its universal appeal. The song speaks to an experience that’s relatable to everyone—the feeling of seeing someone who completely captivates you, even if only for a moment. It’s a brief, exhilarating snapshot of admiration that’s free from complexity or consequence, making it accessible across cultures and generations.

In an era where music production often involves complex layers and high-tech editing, “Oh, Pretty Woman” feels refreshingly straightforward. Its charm lies in its simplicity; it doesn’t need elaborate instrumentation or intricate lyrics to leave an impression. The song’s power is in its authenticity, with Orbison’s unique voice and genuine emotion carrying the song to legendary status.

“Oh, Pretty Woman” remains a timeless track that continues to connect with listeners. It’s a reminder of how music can capture even the simplest moments in life and make them feel grand. In a world that’s constantly changing, “Oh, Pretty Woman” stands as a testament to the enduring power of a well-crafted song, one that will likely charm listeners for decades to come.

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Lyrics

Pretty woman walkin’ down the street
Pretty woman, the kind I’d like to meet
Pretty woman, I don’t believe you, you’re not the truth
No one could look as good as you
Mercy
Pretty woman, won’t you pardon me?
Pretty woman, I couldn’t help but see
Pretty woman, that you look lovely as can be
Are you lonely just like me?
Grrrow
Pretty woman, stop awhile
Pretty woman, talk awhile
Pretty woman, give your smile to me
Pretty woman, yeah, yeah, yeah
Pretty woman, look my way
Pretty woman, say you’ll stay with me
‘Cause I need you, I’ll treat you right
Come with me, baby, be mine tonight
Pretty woman, don’t walk on by
Pretty woman, don’t make me cry
Pretty woman, don’t walk away, hey
Okay
If that’s the way it must be, okay
I guess I’ll go on home, it’s late
There’ll be tomorrow night, but wait
What do I see?
Is she walkin’ back to me?
Yeah, she’s walkin’ back to me
Oh, oh, pretty woman