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! Heartbreaking Western Songs — From Timeless Classics to the Newest Hits — (71–80)
Love Is A BattlefieldPat Benatar

A heartbreak song written by Mike Chapman and Holly Knight.
It was released as a single in 1983 from Pat Benatar’s live album “Live from Earth.” The song became a hit in countries around the world, including the United States, Australia, Canada, and the United Kingdom.
CryingRoy Orbison

A song depicting a reunion that came too late with a woman he still loves.
It carries the message that crying is not a weakness but a sign of sensitivity.
The song was begun by Roy Orbison for a country singer named Don Gibson, and its working title was “Once Again.”
Cut You OffSelena Gomez

Selena Gomez is known for having many lyrics that feel very real.
Her song “Cut You Off” is a work where that characteristic of hers stands out prominently.
The melody is mechanical and rhythmic, but the lyrics shape it into a rather cold breakup song.
SonnetThe Verve

Originally, it seems that the band The Verve mainly focused on psychedelic music.
Although this song has the feel of a slightly pop-leaning ballad, their spirit of taking on various musical genres is truly admirable.
I Still…Backstreet Boys

Pivoting toward a rock sound and captivating fans with a more mature allure, the Backstreet Boys reached a new chapter in their music.
Featured on their 2005 album Never Gone, this song symbolizes that fresh direction.
Even though the relationship is over, the other person still feels vivid and present—that painfully bittersweet lingering attachment is sung through the group’s beautiful five-part harmonies.
It’s also a memorable track for fans, as Kevin temporarily left the group after this song.
When you’re carrying the ache of an unforgettable love, this is a song that quietly stays by your side.


