The American Pie singer, 76, and his model girlfriend, 28, kept it casual as they explored the city hours before Don was set to take to the stage as part of his 50th Anniversary of American Pie Tour.
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Dylan accessorized the ensemble with a thin gold chain with dangling charms, which she wore loosely around her waist.
Harrell appeared to be in character, sporting a 70s style button-down shit with wide lapels and snap buttons.
Supportive relationship: It comes after McLean, 75, revealed that he has no plans to ever break up with the Dylan, as he opened up to People about how she supports and inspires him
Serving body: The 27-year-old showed off her taut midriff in the top, which was tied below her chest, featuring long flowy sleeves
Blue jean baby: She complemented the look with a pair of high-waisted bell bottom jeans and some brown leather open-toe chunky platform heels
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The track has seen covers from the likes of Perry Como, Harry Connick Jr and Elvis Presley, who was known to sing it in many of his live shows.
McLean explained that love is what s helped him through the hard times in his life, adding: You have to be in love with something. When I have had bad times in my life, I always loved my guitar. And now, I have Paris.
Their song: She is the most wonderful person that I have ever known. I think of her when I sing a lot of my songs, he said, adding of his song And I Loved You So from his 1970 debut album Tapestry: But I especially think of her when I sing that song