[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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[Heartrending] Vocaloid break-up songs: classic love tunes that make your chest ache (71–80)
Heartbreak ≈ Blueslistless

It’s a refreshing song that conjures up a scene of a high school girl speeding down a hill on her bike during summer vacation.
The English lyrics are cool, and despite the heartbreak theme, the energetic vibe keeps it from feeling sad.
There’s also a stylish section where the accompaniment shifts to a jazzy feel.
It’s a song I really want you to listen to at least once.
Love for love, by love, of lovePinocchioP

A first love, and a first heartbreak… It’s a Vocaloid song that really hits home and brings back memories of old romances.
It’s by the multi-talented PinocchioP, who also creates the illustrations and videos himself, and it was released in 2019.
The gentle resonance of the synthesizer and the bittersweet lyrics—its impact lies in that gap.
There’s a phrase, “being in love with love,” and this song is exactly that.
Only now do I finally understand the unhealthy way I used to love.
But back then, I was giving it everything I had, loving with all my might.
You shouldn’t deny all of it—accept who you were at that time.
It’s a heartbreak song that makes you feel that way.
Freedom Lolitascrew-type

Screw-style’s “Freedom Lolita” portrays the coexistence of feelings that accept a breakup and feelings that can’t.
Even if you can casually say “Well then, goodbye” at the moment you part, your heart may still be soaked with lingering attachment—harboring emotions that are the complete opposite.
All the more so if the breakup itself, or everything leading up to it, was awful.
You might think, “I’ll be the one to dump someone this terrible,” yet the feeling of “love” doesn’t disappear inside—something that happens often.
It’s a recommended song for those who have broken up but still can’t sort out their feelings.
[Heart-wrenching] Vocaloid Breakup Songs: Timeless Painful Love Classics (81–90)
Bound woundone two three

This song expresses the pain and poignancy of heartbreak.
The lyrics are simple, clear, and deeply relatable.
Complementing those straightforward words are a rock sound—guitars and bass that seem determined to resonate without end—and a vocal delivery so emotive you’d scarcely believe it’s VOCALOID.
It’s the kind of track that has you clenching your fist before you even realize it.
VOiCELovely P

It’s the kind of song that makes tears spill out before you even realize it.
Composed by LovelyP, also known for works like “BRIGHT RAiN,” it was released in 2008.
In 2017, it surpassed one million views on Nico Nico Douga.
It remains one of the beloved Vocaloid classics still listened to today.
Otoshi Tamagokoroninigi
This is the third Vocaloid track by the creator unit ninigi.
GUMI’s vocals match the rock sound perfectly.
The lyrics self-deprecatingly sing about the regret of having ended a relationship because of oneself, making it painfully heart-wrenching.
Love letterTohta Kasamura

This is a Vocaloid ballad that tugs at the heartstrings.
It’s a song by Tota Kasamura, released in July 2023.
The gentle timbre of the piano and the solid, resonant vocals blend beautifully, leaving a strong impression, and the entire piece is moving and sublime.
The lyrics—singing of looking back on life and the longing to meet one’s beloved once more—are so touching they bring you to tears.
Savor it quietly in the still of the night, alone.
I’m sure it will reach you.





