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[2025] A Collection of Dark Western Songs Middle Schoolers Should Hear

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.

[2025] A roundup of dark Western songs for middle schoolers to listen to (1–10)

life, i’m over youNEW!Zevia

Zevia – life, i’m over you (Official Lyric Video)
life, i’m over youNEW!Zevia

Singer-songwriter Zevia gives voice to the complex emotions of adolescence.

In this track from the February 2022 album “we’re all sad here,” it portrays the despair felt at eighteen and the faint hope that something might change at nineteen.

The song conveys a heartfelt conflict of “wanting to stay but needing to leave,” along with a longing to be saved by someone.

With minimalist piano and synthesizers, the emotive vocals strike a deep chord.

It’s a song I especially recommend to junior high school students who feel anxious about the future and frustrated with their present selves.

pretend to like meNEW!renforshort

renforshort – pretend to like me (official music video)
pretend to like meNEW!renforshort

Singer-songwriter renforshort from Toronto, Canada.

Born in 2002, she has earned support from young people around the world by candidly singing about the anxieties and conflicts unique to adolescence.

Released in March 2025, this track portrays an earnest wish: “I want you to see the real me,” and “Even if it’s a lie, I want you to love me.” Its distorted guitar sound and raw vocals vividly express the pain of unrequited love and the wavering of self-esteem.

The anecdote that she rewrote the verse seven times also conveys how serious she is.

The impatience of feeling stuck in a one-way street, not knowing how the other person feels; the frustration of wanting validation but being unable to be honest—middle schoolers who’ve felt this way will surely find it deeply resonant.

would’ve been youNEW!sombr

sombr – would’ve been you (official video)
would've been youNEW!sombr

Somber, a singer-songwriter from New York who broke through globally thanks to TikTok, delivers a standout track released in November 2023.

The song is marked by dreamlike, floating guitar tones and layers of ethereal, multi-tracked sounds.

The lyrics convey a poignant sentiment: “If anyone could have saved me, it should have been you,” evoking a powerful sense of regret and lingering attachment to lost possibilities.

It has surpassed 100 million streams on Spotify and resonates deeply, especially with Gen Z listeners.

This is a piece that gently accompanies you on nights when you look back thinking what might have been, or when a relationship with someone important has come to an end.

[2025] A Collection of Dark Western Songs for Middle Schoolers to Listen To (11–20)

BAD FEELINGSNEW!BLÜ EYES

BLÜ EYES – BAD FEELINGS (Official Music Video)
BAD FEELINGSNEW!BLÜ EYES

This song carefully portrays the pain of suppressing emotions and the inner turmoil of feeling pressured to stay positive.

Katie Stamp, also known as Blue Eyes, is a singer-songwriter gaining attention in the indie pop scene, and she released the album “The Last Songs I’ll Write About You” in May 2023.

This piece was released in August 2025 and was created from the perspective of what she would tell her 10-year-old self about emotions.

It teaches the importance of truly feeling your feelings instead of forcing a smile when you’re sad.

If you’re a middle schooler struggling with friendships or your future, be sure to check out the Japanese translation as well.

Alley RoseNEW!Conan Gray

Conan Gray – Alley Rose (Official Lyric Video)
Alley RoseNEW!Conan Gray

Conan Gray, whose father is Irish American and mother is Japanese, also spent part of his childhood living in Hiroshima, and his later years in Texas shaped his musical style.

This track from his April 2024 album Found Heaven is a piano rock ballad reminiscent of Elton John in the ’80s.

Written about his experience of being broken up with via text while in London, Gray himself calls it his “first love song,” and it’s a warm, heartfelt piece.

If you’re a middle schooler nursing a broken heart, give it a listen.

Won’t OverdoseNEW!Lil Xan

Lil Xan – Won’t Overdose (Official Video)
Won't OverdoseNEW!Lil Xan

Lil Xan, who emerged from the SoundCloud scene and became known as a torchbearer of emo rap, takes his stage name from the anti-anxiety drug Xanax and has candidly expressed his own experiences with substance dependency.

In this track, released in September 2024, he parts ways with that past, declaring a firm resolve to “never overdose again.” It’s a highly message-driven work aimed at a generation seeking recovery from addiction, featuring introspective lyrics laid over a dark trap beat.

Teaming up with producer Kinfolk Jon, they’ve crafted an airy, floating sound.

It’s a song that will likely resonate deeply with middle schoolers buffeted by today’s ailing society and the age of social media, as well as with anyone grappling with loneliness or a sense of emptiness.

PsychoNEW!Maisie Peters

Maisie Peters – Psycho [Official Video]
PsychoNEW!Maisie Peters

Maisie Peters is a singer-songwriter from England.

Signed to Ed Sheeran’s label, she captivates young listeners with emotionally charged pop songs.

Featured on her debut album, “You Signed Up for This,” this track depicts a toxic relationship with an ex who repeatedly gaslights and cheats.

While he calls her a “psycho,” the irony is that he’s the one who is self-centered and cold, a theme delivered over a catchy pop sound.

Despite its bright melody, the song tackles heavy subject matter.

As Peters herself has said, “everyone in the world can relate to people who hurt others and feel nothing,” making it a piece that will deeply resonate with middle schoolers who have experienced unfair treatment.