[Heart-wrenching] Vocaloid breakup songs. Classic love tracks that make your chest ache
No one chooses to get their heart broken.
No one wants something that leaves a gaping hole in their heart to happen.
Still, sometimes it comes no matter what we do.
This time, I’ve put together a selection of Vocaloid heartbreak songs especially recommended for those who’ve “just gone through a breakup.” There are plenty to pick from, so you’re sure to find something that resonates with how you feel right now.
Let music lend you its strength to reset your mood and move forward toward tomorrow!
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[Heart-wrenching] Vocaloid Breakup Songs: Masterpieces of Love That Make Your Chest Ache (21–30)
15 Years of a Clingy Guy’s Petty ObsessionSunfish P is dead behind the house

At first, it feels like a slightly strange and funny song that makes you chuckle, but by the time you reach the end, it’s guaranteed to make you cry.
Listen to it once, then put it on repeat, and even the lyrics you thought were amusing will start to feel heartbreaking.
When a first love comes to an endsupercell

This is the title track from ryo’s second maxi single, “When the First Love Ends.” The sound is a cool, fast-paced rock number, but the lyrics are incredibly heartrending.
I imagine many people feel their hearts tighten at this contrast.
Loving someone yet having to part is so painful.
.
.
it brings you to tears.
collapse; fainting spell (colloquial/slang)Iyowa

It’s a Vocaloid song with a mysterious charm—cute and pop, yet unstable and artistic.
Created by Iyowa, a Vocaloid producer known for their unique musical style, including “I’ve Lived for 1000 Years,” the track was released in 2021.
A girl’s feelings are sung over dizzyingly shifting sections.
It might sound like a cute love song at first, but in truth… you can’t help but wonder, “What on earth happened to this girl?” It’s an addictive piece that invites deep interpretation.
Transparent Elegyn-buna

This is a song about the sorrow of losing a loved one.
The raw pain of losing someone precious comes through directly.
You can picture them desperately trying to hold together a heart that feels like it’s about to burst.
The melody has a sense of speed and even a touch of exhilaration, but the lyrics are nothing short of agonizing.
Goodbye, Flower ThiefMel

It’s a story about a man who keeps repeating romances that never go anywhere.
He was content just watching the person he liked, but when that person disappears, the everyday life he knew falls apart—this is a sad song about that.
The melody is rhythmic and you can listen with a light heart, but the lyrics themselves are overwhelmingly heavy.
Hostage exchangeDECO*27

This is a mixture number with an urban sound that leaves a strong impression.
Created by DECO*27, a Vocaloid producer who has also written songs for numerous famous artists, it was released in July 2019 and included on the album “Android Girl.” Miku’s cool vocals resonate over a stylish sound infused with elements of funk music.
Depicting dependency and obsession in romantic relationships, as well as the inner conflict leading up to the decision to part ways, this piece is sure to resonate with those who, despite the pain of heartbreak, are trying to move forward.
liarMezame-P

It’s a heartbreak song with a bubbly, cute vibe.
In keeping with the upbeat feel, it sounds like she’s singing straightforwardly and matter-of-factly, but there’s still something that lingers in the heart, and that really hits you.
This content comes precisely from the fact that it’s not something you can just give up on easily.