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Best American music of the last 25 years?

What songs and artists best represent American music over the past 25 years?

I am making a mega playlist for my friend immigrating to the States next month. She loves English music but it's heavily censored where she is from. What are the best songs to help her catch up to date on popular genres and show her the best songs of the last 25 years?

Bonus points for songs that cover the plight of generations or relevant sociopolitical situations at the time.

leon471

Showing 2 responses by edcyn

edcyn
1,876 posts
 

John Mellencamp for lifetime achievement.

edcyn
1,876 posts
 

Sturgil Simpson

Emmylou Harris

But mostly the one everybody's seemingly forgotten -- John Stewart. I listened to the guy for years. Saw him live at the Troubadour, as well as other venues. I learned a bunch of his songs and sang them in a gruff John Stewart-esque folk singer bass-baritone. I was first introduced to him when I won his California Bloodlines LP when I rated the record on a Dick Clark dance TV show.

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