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The Best '90s Breakup Songs

List RulesVote up the breakup songs that are better than a full pint of Ben & Jerry's.

It's hard to get over an ex, but the best '90s breakup songs can get you through like few other eras of music. What better place could there be to look for angry breakup songs than the age of grunge? Who better to reinvent yourself (or wallow) with than '90s it-girls like Britney Spears? 

Whether you favor R&B, alternative rock, or country, this list of good '90s breakup songs has something to help heal your ailing heart. 

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  • 1

    You Oughta Know

    Alanis Morissette
    39
    9
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  • 2

    Nothing Compares 2 U

    Sinead O'Connor
    47
    18
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  • 3
    No Doubt
    45
    17

    AlbumsTragic Kingdom

    ComposerGwen Stefani, No Doubt, Eric Stefani

    ProducerMatthew Wilder

    Length (seconds)4:23

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  • 4

    Torn

    Natalie Imbruglia
    33
    12
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  • 5
    Counting Crows
    29
    10

    AlbumsRecovering the Satellites

    ComposerAdam Duritz, David Bryson

    Length (seconds)4:57

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  • 6
    29
    11

    AlbumsPieces of You

    ComposerJewel

    Length (seconds)5:40

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  • 7
    Boyz II Men
    31
    16

    AlbumsCooleyhighharmony, Plztinum Collection

    ComposerBabyface, L.A. Reid, Daryl Simmons

    ProducerL.A. Reid, Daryl Simmons, Babyface

    Length (seconds)5:47

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  • 8
    Aerosmith
    30
    18

    AlbumsGet a Grip

    ComposerSteven Tyler, Joe Perry, Taylor Rhodes

    ProducerBruce Fairbairn

    Length (seconds)5:9

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  • 9
    31
    20

    AlbumsThe Sign

    ComposerDiane Warren, Albert Hammond

    ProducerPer Adebratt, Tommy Ekman

    Length (seconds)3:48

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  • 10
    Lisa Loeb, Nine Stories
    31
    21

    AlbumsTails

    ComposerLisa Loeb

    ProducerJuan Patiño

    Length (seconds)2:58

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  • 11
    Toni Braxton
    24
    14

    AlbumsSecrets

    ComposerDiane Warren

    Length (seconds)4:5

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  • 12
    Chris Isaak
    26
    18

    AlbumsHeart Shaped World

    ComposerChris Isaak

    ProducerErik Jacobsen

    Length (seconds)4:47

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  • 13

    Always

    Bon Jovi
    22
    14
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  • 14

    Nobody Knows

    The Tony Rich Project
    15
    9
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  • 15

    You Oughta Know

    FORK
    16
    12

    AlbumsCover to Cover, Helsinki

    ComposerAlanis Morissette, Glen Ballard

    Length (seconds)4:9

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  • 16

    Ex-Factor

    Lauryn Hill
    14
    9

    AlbumsThe Miseducation of Lauryn Hill

    ComposerLauryn Hill

    ProducerLauryn Hill

    Length (seconds)5:27

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  • 17

    Albums...Baby One More Time

    ComposerEric Foster White

    ProducerEric Foster White

    Length (seconds)4:34

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  • 18

    Without You

    Mariah Carey
    23
    24

    AlbumsMusic Box

    ComposerPeter Ham, Tom Evans

    ProducerWalter Afanasieff, Mariah Carey

    Length (seconds)3:31

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  • 19

    Damn, I Wish I Was Your Lover

    Sophie B. Hawkins
    16
    15
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  • 20
    Fiona Apple
    15
    15

    AlbumsTidal

    ComposerFiona Apple

    Length (seconds)4:8

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  • 21

    Miss World

    Hole
    15
    15
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  • 22

    Never Ever

    All Saints
    17
    20
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  • 23
    Garbage
    10
    11

    AlbumsVersion 2.0

    ComposerGarbage

    ProducerGarbage

    Length (seconds)3:40

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  • 24

    Try

    Macy Gray
    18
    23
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  • 25

    Insensitive

    Jann Arden
    11
    15

    AlbumsLiving Under June

    ComposerAnne Loree

    Length (seconds)4:14

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List Rules: Vote up the breakup songs that are better than a full pint of Ben & Jerry's.