[2026] A roundup of dark Western songs I'd like middle schoolers to listen to
When we’re weighed down by melancholy, it’s the power of music that gently wraps around our hearts.
Sometimes we feel deep empathy by laying bare the darkness inside; other times we find encouragement amid despair—here are some classic Western songs that do just that.
Focused mainly on Gen Z artists, we’ve selected tracks that can stand beside the many kinds of emotional pain today’s middle schoolers (as of 2025) may face—heartbreak, friendship troubles, anxieties about the future, and more.
Listening while understanding the lyrics will make them resonate even more deeply.
Just be careful not to get swallowed by darkness that’s too deep—and by all means, try listening as you read the lyrics.
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[2026] A Compilation of Depressing Western Songs for Junior High Students to Listen To (51–60)
Fake My Own DeathSUM41
Once you get into punk rock, you can’t help looking for similar bands.
If you like Green Day or the Pistols, the next one to check out is Sum 41.
Their sound is the kind of rock that even middle schoolers love, and I think it can be a real vitamin boost for boys bursting with energy!
New RomanticsTaylor Swift
You start getting into Western music around middle school, right? And you naturally look up to grown-ups like Taylor Swift.
This song was, of course, a huge hit, so I think everyone knows it by now, but if you don’t, you can get a feel for a new side of Taylor.
ViennaBilly Joel
It’s a beautiful song featuring Billy Joel’s supple, far-reaching vocals and a wistful, emotional melody.
The accordion that comes in partway through is great, too! I’d also highly recommend the lyrics to middle school students—they’re the kind of words that can give you the courage to take on a challenge.
1901Birdy
In this song, with its poignant piano timbre, the lyrics depict the moment just before parting.
In the few remaining moments, they struggle to see if anything can be done.
In summer they slept together, but when autumn comes… Mm, it’s heartbreaking.
I truly hope junior high school students will savor this poetic imagery.
[2026] A Compilation of Dark/Depressing Western Songs for Middle Schoolers to Listen To (61–70)
The Lazy SongBruno Mars
Bruno Mars is popular all over the world, so some middle schoolers might already know him.
Among his songs, this number is perfect for autumn.
His smooth, soaring vocals ring out over a relaxed beat, leaving you with an indescribably gentle feeling.
How LongCharlie Puth
Charlie Puth has become popular mainly in the United States and is gradually gaining popularity in Japan as well.
His clear, wistful voice perfectly suits the autumn atmosphere.
Among his songs, this particular hit makes you feel stylish just by listening to it on an autumn night.
Autumn LeavesChris Brown ft. Kendrick Lamar
This song, created with Kendrick Lamar as a guest alongside Chris Brown, was released as a single from the album.
The depiction of autumn and a lover trying to distance themselves matches beautifully.
The sparse instrumentation of the track also effectively expresses the emotions.