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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- Top Cry-Inducing Western Songs Ranking [2025]
- Beautiful, lovely Western music. A roundup of recommended classic songs.
- Ranking of Melancholic Western Songs [2025]
- A Collection of Heart-Touching Western Ballads — From Classics to the Newest Hits
- Really dark... Classic Western songs | So dark that it may trigger depression—proceed with caution!
- Western songs used in commercials — tear-jerking classics and popular tracks
- A collection of emotionally resonant dark-themed Western songs—tracks with lyrics that deeply echo in the heart
- Emotional Western Music Special | Handpicked from All Generations
Tearjerkers! Heartbreaking Western Songs — From Timeless Classics to the Latest Hits — (161–170)
Fall On MeA Great Big World, Christina Aguilera

Fall On Me is a collaboration between Christina Aguilera and A Great Big World.
It showcases an emotional side of Christina, different from her usual, full-throttle R&B intensity.
Highly recommended for those who enjoy tear-jerking R&B.
In conclusion
From timeless classics that have been loved for years to the latest tracks likely to become future standards, we’ve brought you a selection of tear-jerking, heart-wrenching songs.
Did you discover a new favorite bittersweet song among the ones introduced in this article? When you feel sad or weighed down, let it all out and detox by having a good cry while listening to your favorite tunes!






