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Melancholic Vocaloid songs: masterpieces that pierce the heart

This time, we’re introducing a collection of poignant, heart-piercing Vocaloid songs.

From love-themed tracks to ones that embrace feelings of loneliness, as well as deeply moving pieces, we’ve picked selections from many genres—so if you look, you’re sure to find a song that resonates with your heart.

These are all perfect for when you want to have a good cry or face your worries head-on.

Take your time to savor the story woven into each track, and be sure to check them out.

Heart-wrenching Vocaloid songs: unforgettable tracks that pierce the heart (21–30)

Eulogy of Starry TearsMIMI

Stellar Tears Elegy / MIMI feat. Hatsune Miku
Star Tears Elegy MIMI

A Vocaloid producer known for poignant piano sounds, MIMI released this track on the December 2023 album “Yorutsumugi,” with its music video premiering in December 2025.

While confronting self-denial and the difficulties of living head-on, it gently offers a faint hope through images like moonlight and blossoms of light in the night sky.

Its MIMI-esque structure is compelling, carefully weaving delicate emotional shifts within a soft, subdued soundscape.

It’s a work where tenderness and bittersweetness coexist—like someone quietly sitting beside you, listening.

Remnants of FlowersPikon

Picon – Remnants of Flowers ft. Seikai
Fading Traces of Flowers, Picon

Time gone by, wounds unhealed, emotions in flux…

This work delicately portrays parting and loss through the motif of flowers.

Created by Picon and released in August 2024, it layers Seikai’s clear vocals over a distinctive sound that fuses electronica and ambient, yielding a listening experience that seems to seep into the depths of the heart.

The poetic lyrics and ephemeral melodies evoke the feeling of slowly spinning a story, one chapter at a time.

As you listen, bittersweet memories within you may resurface.

sugarNEW!Secret Piercing

It’s a highly addictive rock track where sweetness and pain intertwine.

The song is by Naisho no Pierce, the Vocaloid producer known for “Proposal,” and its music video was released in December 2025.

Created as an image song for the manga “And Then the Hero Lies,” it also aired in a TV commercial in October, so many of you may have heard it already.

KAF’s emotional vocals brilliantly capture the feelings of a protagonist seeking love while carrying trauma.

The worldbuilding, swaying between conflicting emotions, is quintessential Naisho no Pierce.

It’s a must-listen for anyone grappling with the complex feeling that “the more you love, the more it hurts.”

One more time.Jun Jun

[Hatsune Miku] Once Again. [Jun Jun]
Once more. Junjun.

Feelings of regret resound, carried by a crystalline melody.

Produced by the Vocaloid creator Junjun, this work is a track released in September 2024.

Known for hits like “Ja ne” and “Are You Managing to Live?”, Junjun reveals a new side in this piece.

It expresses the desire to redo a past romance, employing the metaphor of a reset button to depict lingering regret and attachment.

Anyone who’s experienced heartbreak will likely find it deeply moving.

Sayeru StarVivid Lila

[Lyric Video] Vivid Star / Vivid Lila feat. Tsukine (Lunon)
Vivid Lila of the Clear-Yuru Star

A heartrending love story spun beneath a starry sky.

A work by Vivid Lila, its allure lies in the ethereal soundscapes, delicate lyrics, and Tsukine’s crystal-clear vocals.

Unspoken true feelings and a single-hearted love for someone are overlaid with the starry heavens, stirring the listener’s heart.

Best listened to alone while gazing up at the night sky.

If you’ve just had your heart broken, you’ll probably find yourself crying uncontrollably.

Sad MachineNEW!Porter Robinson

Porter Robinson – Sad Machine (Lyric Video)
Sad MachineNEW!Porter Robinson

This is a duet song between a human and a robot, where warm synthesizers intertwine with a digital singing voice.

Created by US-based Porter Robinson, it blends his own vocals with the English VOCALOID AVANNA to tell a story that feels futuristic yet somehow nostalgic.

Featured on the acclaimed album “Worlds,” the track captivated listeners across borders upon its May 2014 release, reaching No.

29 on Billboard’s Dance/Electronic Songs chart.

It’s an emotional and beautiful number that’s perfect for those who want to feel the earnest emotions embedded in mechanical timbres, or who are interested in the overseas Vocaloid scene.

Nibble on me with a cute act.Gray Slumber

It’s a bittersweet breakup song where a chill vibe is tinged with unease.

Created by Nemuri Haiiro, the track was released in September 2024.

It features a floating, airy soundscape and the raw, wrung-out vocal work of Nurse-Robo_Type T and Nejem.

The protagonist’s determination to end a relationship born from a fleeting emotional connection is heart-wrenching.

Beneath the surface-level “cuteness,” complex emotions are portrayed alongside an electropop sound.