Songs That Make You Cry: Heart-Wrenching Western Music—from Timeless Classics to the Newest Hits
There are times when, instead of listening to music to get pumped up or fired up, you deliberately want to listen to poignant or slightly sad songs and have a good cry alone, right?
Upbeat tracks that give you a push are great, but in this article we’ve researched and selected timeless, heart-wrenching English-language songs that empathize with listeners’ feelings, both old and new.
From classic standards to recent hits and the latest buzzworthy tracks, we’re bringing you a genre-crossing selection.
Try listening in whatever setting makes you feel most at ease—whether that’s in your bedroom or on a drive!
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Tearjerkers! Heart-wrenching Western songs — from timeless classics to the latest hits — (81–90)
The LovedPaul Weller

The performance is a solo singing with a deep, husky voice, and it sounds really cool.
As the title suggests, it’s a heartbreak ballad.
The tempo gradually picks up, and as you listen, it even feels like a song that somehow lifts your spirits.
California King BedRihanna

It’s a mellow ballad by Rihanna, an artist renowned for working across a wide range of genres like R&B and soul.
Her powerful, clear vocals match the melody perfectly, making it a song that truly resonates with the heart.
Dancing On My OwnRobyn

This electro-pop ballad is the first single from Swedish singer-songwriter Robyn’s fifth studio album, Body Talk Pt.
It sings about the heartache of watching the one you love dance with someone else on the dance floor.
Eternal FlameThe Bangles

It seems it was released in Japan under the title “A Full Heart of Love.” The Bangles are a four-woman girls’ band, and their gentle, feminine melodies are really wonderful.
Pay attention to the cute singing voice of the vocalist, Susanna Hoffs.
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.


