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[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!

[Memories] Collection of Nostalgic and Classic Popular Vocaloid Songs (81–90)

Deep Sea City UndergroundTanaka B

[Kagamine Rin] Deep-Sea City Underground [Original PV]
Deep Sea City Underground Tanaka B

This is a guitar rock track that draws you into a decadent, downer world.

Vocaloid producer Mr.

Tanaka B’s signature song “Shinkai City Underground” was released in 2011.

Its cool tone, marked by resonant distortion, is striking, and Kagamine Rin’s somewhat innocent vocals amplify the song’s uncanny atmosphere.

The chorus makes you want to sing along yourself.

When people think of a “cool Rin song,” this work is likely one that comes to mind.

DrainELECTROCUTICA

"Drain" ELECTROCUTICA ft. Vocaloid Hatsune Miku
DrainELECTROCUTICA

A hauntingly beautiful track where a fantastical melody intertwines with mysterious lyrics.

Created by the unit ELECTROCUTICA and released in September 2009, it features a delicate sound that fuses electronica and ambient, with Hatsune Miku’s fragile vocals enhancing the work’s unique atmosphere.

The abstract lyrics invite individual interpretation, drawing listeners into a deeply immersive experience.

It’s a mature Vocaloid song, perfect for pensive nights or quiet moments.

roadblockwowaka

wowaka “Tosenbo” feat. Hatsune Miku / wowaka – Tosenbo (Official Video) ft. Hatsune Miku
Toosenbo wowaka

It’s a stylish, fast-paced rock tune! The song is by wowaka, a Vocaloid producer who also served as the frontman of the band Hitorie, and it was released in 2009.

The crisp, shimmering high tones and Miku’s voice that flips into a falsetto are so characteristically wowaka.

The sheer momentum of the chorus sweeps away both your ears and your heart.

Why not take this chance to rediscover a glimpse of that incredible musicality which later had a huge influence on many active Vocaloid producers?

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.

KokoroTravolta-P

This piece conjures a grand, expansive world by blending electric sounds with the tones of traditional Japanese instruments.

Created by the popular Vocaloid producer Toraboruta-P—also known for hits like “Toeto” and “Four-Leaf Clover”—it was released in 2008 and included on compilation albums such as EXIT TUNES PRESENTS Vocalostar feat.

Hatsune Miku.

The story-driven lyrics, centered on a robot with a heart, deliver an achingly poignant finish.

Some listeners may have found themselves in tears the very first time they heard it.

[Memories] A Collection of Nostalgic and Classic Vocaloid Hits (91–100)

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.