Taylor Swift’s Teenage Admirer Reveals the Time She ‘Cornered Him’ in an Adorable Encounter on Stage

Published 03/28/2025, 2:34 PM EDT

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Taylor Swift rules the hearts of millions. Her successful career that stretches across two decades has garnered numerous fans who worship her. But there was a time when she was an emerging star, right on the cusp of becoming a globally celebrated singer. That time may have been long ago, but during her initial teenage years, she was a lesser-known country singer who just started her journey and carried secret admirations in her heart.

One such performer for Swift from her past has recently shed light on how, after an adorable meeting with her, he became a fan of her unique talent during her early days.

Taylor Swift once made an undeniable request to fellow singer and her big idol

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'Tim McGraw' was Taylor Swift's earliest hit that not only credited her as a talented writer but also made her an emerging sensation when she was 15 years old. And it also managed to impress singer/songwriter Tyler Hilton. Talking to US Weekly, Hilton revealed that when he first heard the song, it left him very impressed, and during his interview with a country magazine, he commended Swift's brave choices for the song. He was to soon find out that Swift was a big fan of him. 

Upon hearing her name by Hilton, Swift was utterly excited, and her people reached out and invited him to her show in a Southern California country bar. There, seizing the golden opportunity, Swift made him a request he could not deny. He shared, “She literally corners me on stage and goes, ‘I didn’t want to ask you backstage ’cause I was afraid you’d say no, but would you be in my next music video?’” That is the story of how he was seen in the ‘Teardrops On My Guitar’ music video. But their collaboration did not end there.

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Swift again reached out to him and requested if he could do the opening for her in her upcoming shows. After that, he saw Swift's popularity reaching the sky and saw her go on to become one of Hollywood's most powerful women. In time, Hilton became a witness to her rising career and a family friend.

How Tyler Hilton became family friends with the Swifts?

After their initial acquaintance, Taylor Swift's family and Tyler Hilton maintained their friendship, as per the male singer. When he moved to Nashville, her family invited him to stay with them on their boat. He stayed with them for a few weeks, during which Swift would play songs like ‘White Horse’ for him. 

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Admiring her passion and her longevity, Hilton added, “It’s not an act. She’s actually that much of a nerd, and it’s so endearing.” Hilton, who is currently busy promoting his new children's book, shared this detailed description of the meet-cute with Swift, whose talents and smart moves left him dazzled.

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Did you know this anecdote about Taylor Swift's early days? Tell us in the comments below.

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Shafaque Taha

17 articles

Shafaque Taha has been writing for more than half a decade now, and her passion for literature of any form is an early life habit. With more than 700 published articles in the sportainment, she is now armed with vigor to bring the same enthusiasm as an Entertainment Writer at Netflix Junkie. For her, entertainment provides a liberty to further explore the humanities with the forum of music and shows/movies in a world of ever-evolving art.

Edited By: Hriddhi Maitra

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