[Trend] A collection of nostalgic Vocaloid songs we used to listen to a lot
Vocaloid, a synthesized singing technology that feels cutting-edge, actually saw the release of Hatsune Miku back in 2007.
Thinking about that, it feels like quite a lot of time has passed since the scene was established.
There’s even a term for the generation that has been listening to Vocaloid songs since they were little: the “native Vocaloid generation.”
Naturally, the number of Vocaloid tracks that make us think “How nostalgic!” has been growing.
So in this article, we’ve put together a collection themed around “nostalgic Vocaloid songs”!
Let’s trace the history of Vocaloid together!
- [Memories] A Collection of Nostalgic and Classic Popular Vocaloid Songs
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- A Collection of Classic Vocaloid Masterpieces Released in 2010 [Nostalgic]
- [Nostalgic] A Collection of Early Masterpieces from the Vocaloid Scene
- Vocaloid songs recommended for people in their 30s. Classic and popular Vocaloid tracks.
- Summary of Popular and Classic Songs That Colored the Vocaloid Scene of the Heisei Era
- [Standard] Vocaloid masterpieces, recommended popular songs, god-tier tracks
- [Easy to Sing] A Compilation of Recommended Vocaloid Songs for Karaoke
- Melancholic Vocaloid songs: masterpieces that pierce the heart
- [From Classics to the Latest] A Special Feature on Vocaloid Masterpieces and Legendary Tracks!
- [Latest] Fast-tempo Melo & Rapid-fire Vocaloid Song Collection [Classics]
- [The Best!!] A Special Feature on Exciting Vocaloid Songs!
- [Hot] A special feature on cool Vocaloid songs!
[Trending] A Compilation of Vocaloid Songs We Used to Listen To—Nostalgic Classics (61–70)
Cowardly Mont BlancDECO*27

“Wimp Mont Blanc” is a piece that showcases DECO*27’s distinctive wordplay and shining melodies.
While it’s a heartrending love song, its poppy and catchy sound really stands out.
It entered the Hall of Fame in 2010, and in 2022 achieved the remarkable milestone of surpassing 10 million views on YouTube.
It’s a recommended track not only for those troubled by love, but also for anyone who wants to experience DECO*27’s unique world.
Along with the depth of the lyrics, you can enjoy its electronic musicality.
Love wordsDECO*27

It’s a catchy and pop message song that colors a band sound with lively, chiptune-style synths! It wouldn’t be an exaggeration to introduce DECO*27 as a composer for whom “every song released is a hit,” with works like “Mosaic Roll,” “Hibana,” and “Vampire.” This track was released in July 2009.
While the title and lyrics are crafted like a love song, in truth it’s a song of gratitude from DECO*27 to the fans who listen to his work.
The warm atmosphere that comes through the whole track really fills your heart with comfort.
Yoshiwara LamentAsa

Please give this mature, Japanese-style Vocaloid song a listen.
It’s a track by Asa that later inspired a novel and also drew attention when enka singer Sachiko Kobayashi covered it.
The lyrics tell a story, featuring a woman living in the nightlife of the Edo period.
As you listen, the scenes come to life—and it can really bring you to tears.
The song’s worldview pairs perfectly with the arrangement, which incorporates the tones of traditional Japanese instruments.
I hope you take the time to listen closely.
Re-educationNeru

Neru, a Vocaloid producer known for the hit of his signature song “Lost One’s Weeping.” Popular for tracks that leverage a rock sound, his 2012 piece “Re-education” is a sentimental song that portrays facing the worries and anxieties of adolescence.
Over a band performance resonating with passionate guitar riffs, Kagamine Rin and Len deliver cool vocals.
Their mechanical voices, evoking a boy and a girl in their school days, somehow also feel human.
Give this rock number a listen, where fiery passion and bittersweet emotion intertwine.
Ordinary World ConquestPinocchioP

PinocchioP is a Vocaloid producer who creates songs with unique themes and has many signature tracks.
Active since the late 2000s in the early days of Vocaloid, he produced the 2012 song “Arifureta Sekai Seifuku.” It resonates with a sound where electro synths intertwine with passionate guitar riffs.
The song is themed around students in a school classroom, and its message—addressed to a “someone” who exists somewhere—is striking.
It’s a Vocaloid track that conveys emotion through Hatsune Miku’s somewhat wistful vocals, which compellingly express a sense of frustration.
The Tailor of Enbi Hillmothy

This is a highly narrative-driven work that combines a Japanese-style sound with a mad, distorted worldview.
The song is by mothy, also known as Akuno-P, and was released in 2009.
It is one of the Seven Deadly Sins series alongside pieces like “Conchita, the Epicurean Daughter,” and was created with the theme of “envy.” The protagonist, a tailor, becomes jealous when he sees the person he loves walking with a woman who isn’t him… Written like this, it might seem like the theme is “infidelity.” But those who’ve listened know that’s not it, don’t you?
When the con man starts to laughUi Nashimoto
With jagged, distorted guitars, a roaming bass, brisk drums, and a noisy vocal, this rock track’s ensemble is irresistibly cool.
It’s a song by Nashimoto Ui, a Vocaloid producer known for band-driven sound, released in 2009.
Fans of grunge and alternative rock likely found it especially striking.
And that ending.
.
.
it gives you chills.
Back then, a fan-made animated MV based on the song was also widely watched.