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Harry Edward Styles is born in Redditch, Worcestershire, England, to Anne Twist and Desmond Styles.
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Taylor Alison Swift is born in New York City, US, to Andrea and Scott Swift.
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Taylor starts doing ballet at Ballet Academy East (BAE).
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Taylor learns to play the guitar.
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Aged 15, Taylor signs a contract with Republic Records.
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Aged 15, Taylor releases her first single ‘You Belong To Me’, reaching the Billboard Hot 100 and peaking at fifth position.
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Taylor works on her debut album, Teenage Dream with top pop producers.
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Taylor releases debut album "Teenage Dream," a hit that debuted in the Billboard Top 10 at third position, with several tracks on the Hot 100. The lead single "Teenage Dream" debuted in the top 5 at fourth place.
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Harry auditions for the seventh series of The X Factor, singing Train's 'Hey, Soul Sister' and later Stevie Wonder's 'Isn't She Lovely'. He advances to bootcamp but does not progress further.
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After being eliminated from The X Factor, Harry is grouped with four other contestants to form One Direction. Styles suggests the name for the band, which quickly gains popularity in the UK.
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Taylor Swift dates actor Taylor Lautner.
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Taylor turns sixteen.
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One Direction signs a recording contract with Simon Cowell's label, Syco Records.
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Taylor wins AMAs for New Artist of the Year and Favorite Pop Artist.
Wins the VMA for Best New Artist.
Wins Top New Artist at the Billboard Music Awards. -
At the 53rd GRAMMY Awards, Taylor wins three Grammys: Best Pop Solo Performance for "You Belong With Me," Best Pop Vocal Album for Teenage Dream, and Song of the Year for "You Belong With Me." She also receives a nomination for Record of the Year for the same song.
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One Direction released their first single, "What Makes You Beautiful". It peaked at Number 4 on the Billboard 100 Chart and won a BRIT award for Best Single.
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Their relationship stirs controversy due to their 14-year age difference.
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One Direction releases their debut album "Up All Night" after a successful first single. The album is led by a tour through the UK and Ireland, later adding Australia and North America
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In January 2012, Harry Styles' relationship with television presenter Caroline Flack ended. The relationship had been controversial due to their significant age difference.
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Harry and Taylor meet at the Grammys, where she accidentally gets drunk and makes fun of the way he talks. She is later mortified to remember this, unaware that Harry has become smitten with her.
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Taylor's first tour as a headliner
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Taylor dates the singer Nick Jonas
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The tour ends.
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Taylor breaks her four months relationship with Nick Jonas.
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They release their second studio album, Take Me Home, featuring hits such as 'Live While Were Young", "Kiss You", and "Rock Me". This album won awards like Favorite Pop/Rock Album and Artist of the Year.
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Taylor releases her second studio album, "Speak Now." The album was a resounding success, surpassing the singer's first. Speak Now spends fourteen weeks at number one on the billboard, and the entire Billboard top 10 was occupied at once by the singer. Furthermore, all of the album's songs entered Billboard's Hot 100; All singles have been Billboard Top 10 or Top 5 at some point.
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Taylor wins three Grammys, including the biggest of the night, Album of the Year ("Speak Now"), Best Pop Vocal Album ("Speak Now") and Song of the Year ("Enchanted"). She was also nominated for Best Pop Solo Performance ("Mean"). Taylor and Harry meet again at the After Party and she finally has the opportunity to apologize for the other Grammy. Harry now finds himself, already forming his bad boy persona, an opportunity to flirt with Taylor. Sparks fly between them.
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Taylor begins her second tour.