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The lead single from the album, "Love Story", was released in September 2008 and became the second best-selling country single of all time, peaking at #4 on the Billboard Hot 100 chart.
Four more singles were released throughout 20: "White Horse", "You Belong with Me", "Fifteen" and "Fearless".
Here’s what you need to know: Swift and Alwyn, 28, were first linked in 2016.
At age 11, after many attempts, Taylor won a local talent competition by singing a rendition of Le Ann Rimes' "Big Deal", and was given the opportunity to appear as the opening act for Charlie Daniels at a Strausstown amphitheater.
This interest in country music isolated Swift from her middle school peers.
She traveled regularly to New York City for vocal and acting lessons.
However, after a few years of auditioning in New York and not getting anything, she became interested in country music.