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17 Sad Songs Every Middle Schooler Cried To In The Early '00s

The early aughts had a ton of weep-worthy tunes.

1. "U Got It Bad" — Usher

2. "Fallin'" — Alicia Keys

3. "This I Promise You" — NSYNC

4. "Breathe (2AM)" — Anna Nalick

5. "Cry" — Faith Hill

6. "Everytime" — Britney Spears

7. "Only Time" — Enya

8. "If You're Gone" — Matchbox Twenty

9. "Never Had a Dream Come True" — S Club 7

10. "Beautiful" — Christina Aguilera

11. "Wherever You Will Go" — The Calling

12. "All You Wanted" — Michelle Branch

13. "Just Like a Pill" — Pink

14. "Cry Me a River" — Justin Timberlake

15. "I'm With You" — Avril Lavigne

16. "Drive" — Incubus

17. "Foolish" — Ashanti

Check out the playlist below:

Music Week is a week of content that celebrates the awesome classic jams, artists, and music videos you grew up with — as well as future classics. Take a step back in time and check out more great music content here.