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Oh, Pretty Woman: A Love Song Born from Everyday Conversation
Roy Orbison’s iconic “Oh, Pretty Woman,” released in 1964, transcends generations with its catchy melody and lyrics that capture a universal moment of attraction. But the song’s origins lie not in some grand romantic gesture, but in a casual conversation between Orbison and his co-writer, Bill Dees.

The inspiration struck while Orbison was discussing finances with Dees. Orbison’s wife, Claudette, entered the room and announced she was going out. Inquiring if she had enough money, Orbison received a playful retort from Dees: “A pretty woman never needs any money.” This seemingly simple remark sparked the song’s central theme – a man captivated by a beautiful woman.

Orbison and Dees channeled this spark into “Oh, Pretty Woman.” The song opens with the narrator, transfixed by a woman walking down the street. Her beauty seems almost unreal – “Pretty woman, I don’t believe you / You’re not the truth / No one could look as good as you.” He musters the courage to approach her, complimenting her looks and wondering if she’s lonely “just like me.”

The song’s charm lies in its simplicity. Orbison’s signature baritone, both powerful and vulnerable, perfectly conveys the narrator’s mix of awe and desire. The lyrics, repetitive yet effective, create a sense of urgency as the narrator pleads for the woman’s attention – “Pretty woman, stop a while / Pretty woman, talk a while / Pretty woman, give your smile to me.”

“Oh, Pretty Woman” wasn’t an immediate success. However, its infectious melody and Orbison’s passionate performance propelled it to the top of the charts in 1964. The song transcended genres, finding a home on pop, rock, and R&B stations. Its cultural impact grew further with its inclusion in the 1990 film of the same name, solidifying its place as a timeless classic.

Though born from a casual conversation, “Oh, Pretty Woman” captures the universal experience of being struck by someone beautiful. It’s a song that celebrates the power of attraction, the vulnerability of approaching someone new, and the enduring hope of connection – all wrapped in a melody that lingers long after the last note fades.

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