[Vocaloid] Heartbreak Song Ranking [2025]

Crybaby BoyfriendHONEY WORKS64rank/position

[Kagamine Len · Hatsune Miku ┗|∵|┓] Crybaby Boyfriend [Original PV]

“Riajuu bakuhatsu shiro!” is a phrase often used on the internet, but this song by the two of them makes you feel you never wanted them to blow up.

The part at the end where they sing almost like murmuring a cappella is unbearably poignant.

It’s also nice to see the growth of the boy who used to be a crybaby.

It gives you chills in the best way.

Hostage exchangeDECO*2765rank/position

DECO*27 – Hostage Exchange feat. Hatsune Miku

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.

cutting line40mP66rank/position

[GUMI (40mP)] Kiritorisen [Original]

It’s an upbeat breakup pop song featuring bright brass sounds and innovative lyrics.

The sound is catchy and classic.

The music video is crafted like a flipbook, with the story unfolding along with the song.

And the image changes centered around the cut line—what a great idea.

It’s also fun how the illustrations express the imagery of the lyrics.

Samidare Love SongKagura P67rank/position

[Hatsune Miku] Early-Summer Rain Love Song [Original] (Subtitled)

It’s a Japanese-style heartbreak song.

The gentle, beautiful melody mixed with the sound of rain is soothing.

The lyrics are filled with feelings that even the rain can’t wash away, making your heart flutter while leaving you with a bittersweet ache.

It’s a song you’ll want to listen to again and again.

The Little Mermaid412468rank/position

[The Little Mermaid] Megurine Luka

A work by 4124, sung by Luka.

It is inspired by Andersen’s fairy tale “The Little Mermaid.” The quiet, music-box-like melody and Luka’s calm, understated vocals are striking.

The lyrics are heartrending, promising to keep watching over you forever, even if I turn into foam.

CampanellaSasakure-P69rank/position

sasakure.UK – For Campanella feat. GUMI / Campanella

The song’s transparent, fragile atmosphere pairs perfectly with its distinctive lyrics, leaving a strong impression.

It’s inspired by Kenji Miyazawa’s Night on the Galactic Railroad, so if you know the story, you can enjoy it on another level.

If you haven’t read Night on the Galactic Railroad, I highly recommend experiencing it alongside the song.

confessionIori Kanzaki70rank/position

Confession/Hatsune Miku

Set to a heartrending melody, feelings of farewell are sung.

Released in 2018 as a song by Kanzaki Iori and later included on the album “Hakushi,” it poignantly voices regret over a past romance and emotions for days that can never return.

The piano-centered arrangement unfolds dramatically toward the latter half, making it feel as though every note carries emotion.

It’s a work that blends gentleness with sorrow—one I’d like those suffering from the pain of parting to hear.