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Saddest Songs of 2000

40+ Songs From the Year 2000 That'll Get You All Up in Your Feels

Saddest Songs of 2000

While the year 2000 is generally defined by Britney Spears and the Backstreet Boys hip-hopping across stages and making listeners want to do the same, there are plenty of songs that topped charts in 2000 that make us want to look out a window on a rainy day and gently touch our hands against the glass, contemplating life. Yes, sad songs certainly did exist in the world of low-rise jeans, velour tracksuits, and denim disasters, and a lot of them are still bops to this day. Here's a compilation of songs that sound sad or talk about sad, sad things to add to your 2020 playlists.

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