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

"I Hope You Dance" by Lee Ann Womack
"Breathe" by Faith Hill
"I Knew I Loved You" by Savage Garden
"He Wasn't Man Enough" by Toni Braxton
"There You Go" by Pink
"Doesn't Really Matter" by Janet Jackson
"Back at One" by Brian McKnight
"Incomplete" by Sisqo
"I Try" by Macy Gray
"That's the Way It Is" by Celine Dion
"Show Me the Meaning of Being Lonely" by Backstreet Boys
"Be With You" by Enrique Iglesias
"No More" by Ruff Endz
"Most Girls" by Pink
"Wonderful" by Everclear
"He Can't Love U" by Jagged Edge
"Separated" by Avant feat. Kelly Rowland
"I Wish" by Carl Thomas
"Case of the Ex (Whatcha Gonna Do)" by Mya
"From the Bottom of My Broken Heart" by Britney Spears
"Crash and Burn" by Savage Garden
"Cowboy Take Me Away" by Dixie Chicks
"Lucky" by Britney Spears
"Never Be the Same Again" by Melanie C
"Walking Away" by Craig David
"Yellow" by Coldplay
"If Only" by Hanson
"I'm Movin' On" by Rascal Flatts
"Caught Out There" by Kelis
"Silence" by Delerium feat. Sarah Mclachlan
"Again" by Lenny Kravitz
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