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Classic Western songs to listen to when you want to cry: the world’s tearjerker songs and popular tracks for shedding tears

From among the world’s most iconic Western songs to listen to when you want to cry, our studio staff introduces recommended masterpieces and popular tracks.

This is a tear-jerking playlist that will have the tears flowing the moment you press play!

Classic Western songs to listen to when you feel like crying. The world’s sob-inducing songs and popular tearjerkers (1–10)

It’s So Hard to Say Goodbye to YesterdayBoyz II Men

Boyz II Men – It’s So Hard To Say Goodbye To Yesterday
It’s So Hard to Say Goodbye to YesterdayBoyz II Men

After parting with someone dear, have you ever felt your chest tighten with the thought that you can never return to the joyful “yesterday”? The song “It’s So Hard to Say Goodbye to Yesterday” by the American R&B group Boyz II Men is a classic that sings of longing for the past and the pain of farewell.

Precisely because it’s performed a cappella, without any instruments, the warmth and poignancy of their voices seep directly into the heart.

It’s as if the beautiful harmonies gently embrace the sorrow that overflows no matter how hard you try to hold it back.

This song feels like a warm presence that quietly stays close to a heart that has experienced a painful parting, allowing the tears to flow.

I Don’t Want to Miss a ThingAerosmith

Aerosmith – I Don’t Want to Miss a Thing (Official HD Video)
I Don't Want to Miss a ThingAerosmith

This ballad, which sings of boundless feelings for a loved one, is a moving piece that expresses deep affection for moments you never want to let slip by—not even for an instant.

The pure desire to keep gazing at someone, even at the expense of sleep, resonates through the powerful vocals of the American rock band Aerosmith.

Released in 1998 as the theme song for the film Armageddon, it became the band’s first U.

S.

No.

1 hit, holding the top spot for four consecutive weeks.

Its emotional connection with the film’s portrayal of a father–daughter bond gives it a universality that can be felt not only as romantic love but also as love for family.

It’s a song I highly recommend to anyone who wants to savor time with someone precious or who is approaching a milestone in life.

Stop crying your heartOasis

Oasis – Stop Crying Your Heart Out (Official Video)
Stop crying your heartOasis

Oasis, from Manchester, England.

As a band representing Britpop and rock, they became popular in the 1990s.

This song, released in 2002, is a ballad included on the album Heathen Chemistry.

Classic Western songs to listen to when you want to cry: The world’s tearjerker songs and popular tearful tracks (11–20)

Love Is a Losing GameAmy Winehouse

Amy Winehouse – Love Is A Losing Game
Love Is a Losing GameAmy Winehouse

This is an achingly poignant masterpiece by Amy Winehouse, the singer from England.

True to its title, “Love Is a Losing Game,” it sings of the futility of a love you know will never be rewarded, no matter how hard you try.

Even after giving everything, you’re left behind in the end, with a crushing sense of defeat and helplessness.

Anyone who’s worn themselves down in a barren, one-sided love will feel the sting of this hopeless situation all too well.

Her voice—deep and tinged with resignation—doesn’t console so much as it quietly stays beside the pain.

It’s a song that seeps into your heart on nights when you’re burdened with sorrow that has nowhere to go.

CreepRadiohead

Creep, sung by Radiohead, a band active in the UK since the 1990s.

This song, delivered with emotional vocals, was released in 1993 and is included on the album Pablo Honey.

As an alternative band, Radiohead captivates with their distinctive lyrics and melodies.

Summertime SadnessLana Del Rey

Lana Del Rey – Summertime Sadness (Official Music Video)
Summertime SadnessLana Del Rey

“Summertime Sadness,” a signature song by American singer-songwriter Lana Del Rey.

It’s an achingly beautiful track that sings of the radiant days of summer and the sense of loss brought on by a friend’s tragic end.

Lana Del Rey’s languid, dreamlike vocals match the song’s melancholic atmosphere perfectly.

The chorus, pleading “Kiss me hard before you go,” feels like the climax of a tragic film.

As you listen, happy memories resurface even as you’re confronted with the reality that there’s no going back—you may find yourself unable to hold back tears.

Tears in heavenEric Clapton

Eric Clapton – Tears In Heaven (Official Video)
Tears in heavenEric Clapton

Eric Clapton, a musician from the United Kingdom who is also famous as a guitarist.

Released in 1992, this song is about reuniting with someone who has passed away in heaven.

While Clapton is known for many blues- and rock-style melodies, this is one of his beautiful ballads.