Classic Western songs to listen to when you want to cry: the world’s tearjerker songs and popular tracks for shedding tears
Have you ever had times when you’re carrying sadness and just want to cry your heart out? In those moments, rather than forcing yourself to cheer up, letting your emotions flow out with your tears can sometimes ease your heart.
In this article, we’re sharing plenty of Western songs that will stay by your side when you feel like crying.
Tender, beautiful melodies and voices that resonate will gently hold your feelings.
When you want to let your emotions go, or quietly let the tears fall, give these a listen.
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Western music masterpieces to listen to when you want to cry: The world’s sob-inducing songs and popular tear-jerkers (51–60)
No SurprisesRadiohead

It’s a song about death, which you wouldn’t imagine from its gentle sound and vocals.
It’s by the popular British rock band Radiohead, included on their 1997 album OK Computer.
It seems to convey the chilly feeling of autumn.
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.
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.
When your goneAvril Lavigne

It’s said to be one of Avril’s breakup songs, but depending on how you interpret it, it can also be taken as a song about losing someone important to you.
Even after that precious person is no longer right in front of you, the song powerfully expresses the enduring feelings you have for them, and Avril’s strong vocals resonate deeply in the chest.
Under the bridgeRed Hot Chili Peppers

Released in 1991, this song is included on their fifth album, known under the name Red Hot Chili Peppers (RHCP).
While the quietly sung vocals are striking, the chorus that comes in midway—combined with its melancholy melody—makes it an unforgettable track.


