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Flip through the slideshow below for 20 of country's saddest songs, from classics like "I'm So Lonesome I Could Cry" to newer songs like Jason Isbell's "Dress Blues." ...
2. “I Want You To Love Me” by Fiona Apple “I Want You To Love Me” by Fiona Apple is one of the best sad girl songs to come out of the 2020s, though it’s worth noting that this song isn ...