[Memories] A Collection of Nostalgic and Classic Popular Vocaloid Songs
It’s no exaggeration to say that Vocaloid grew up alongside internet culture.
Sparked by the release of the MEIKO library in 2004, countless masterpieces have continued to be created up to the present day.
Especially after Hatsune Miku’s debut in 2007, there are surely people who devoted their entire youth to the explosive Vocaloid boom centered on Niconico Douga.
In this article, we’ve put together a collection of nostalgic Vocaloid songs that helped shape that scene.
It’s a playlist perfect for diving into memories or discovering something new!
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[Memories] A Collection of Nostalgic and Classic Vocaloid Hits (91–100)
Check and chaseKarasuya Sabou × Yaori

Karasuyasabou, who keeps producing Hall-of-Fame-worthy tracks one after another.
The piece he created together with composer Yauri is “Check ‘n’ Chase.” It’s a rock song themed around chess.
Set to a buoyant, springy guitar sound, it portrays a woman who advances things with chess-like strategy and planning.
The expressions interwoven with chess terminology are stylish and cool.
Another highlight is how Kagamine Rin delivers a high, powerful vocal performance.
Lili Lili Burning Nightsamfree
Let’s pump up the energy with a hype, upper-tempo Eurobeat vibe! Produced by Vocaloid producer samfree, “Riririri★Burning Night” was released in 2010.
It’s an electric tune that follows in the footsteps of “Luka Luka★Night Fever,” which came out in 2009.
As the title suggests, the track features the Lily voice library, and in 2014 it became the first original Lily song to surpass one million views, drawing lots of attention.
The cool tone of the vocals fits the style of the track perfectly.
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.
Monotone CollectorORYO

ORYO, who is in charge of music for FAULHEIT.
He is also known for “Monotone Collector,” the work with which he first entered the Hall of Fame.
It appears on the compilation album “EXIT TUNES PRESENTS GUMism from Megpoid (Vocaloid)” and features an exhilarating, fast-paced sound.
With its classic rock feel, it’s perfect for lifting your spirits.
Give it a listen while paying attention to the meaning of the title.
from Y to YJimmySam-P
A Vocaloid song that portrays a breakup with a lover, tightening your chest with emotion.
It’s a track by Vocaloid producer JimmyThumb-P, who also created hits like “Calc.” and “No Logic,” released in 2009.
A heart-stirring ballad that wraps a bittersweet piano rock sound in gentle strings.
While the lyrics carry the sadness of a “farewell song,” a sense of hope comes through in the end—perfect for when you want to move on from a broken heart.
Conchita, the Devourer (The Gluttonous Daughter Conchita)mothy

This is the first MEIKO original song on Niconico Douga to reach one million views.
The track, released in 2009, is by mothy—also widely known as Akuno-P—and is part of the “Seven Deadly Sins” series.
It’s a dark piece starring Banica Conchita, a woman with an extraordinary obsession with “food.” As the description notes “medieval tale style,” the exotic, old-world sound arrangement is a major draw.
mothy’s works are best enjoyed by listening through the series, aren’t they?
Heartbreak SummitDECO*27

The lyrics’ message questioning one’s way of being really makes you think.
It’s a track by the popular Vocaloid producer DECO*27, known for numerous hits like “Vampire” and “Salamander,” released in 2009.
A mid-tempo mixture rock song, its wistful vocals and melodic lines linger in your ears.
The catchiness makes it very easy to listen to, and that’s precisely why each word seems to pierce the heart.
The self that lives within yourself… have you ever felt it?





