[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!
- [Trend] A collection of nostalgic Vocaloid songs we used to listen to a lot
- From Old-School Hits to Trends: A Collection of Vocaloid Songs Recommended for People in Their 20s
- A Collection of Classic Vocaloid Masterpieces Released in 2010 [Nostalgic]
- [Nostalgic] A Collection of Early Masterpieces from the Vocaloid Scene
- [Standard] Vocaloid masterpieces, recommended popular songs, god-tier tracks
- Summary of Popular and Classic Songs That Colored the Vocaloid Scene of the Heisei Era
- [Easy to Sing] A Compilation of Recommended Vocaloid Songs for Karaoke
- [Hot] A special feature on cool Vocaloid songs!
- [From Classics to the Latest] A Special Feature on Vocaloid Masterpieces and Legendary Tracks!
- Melancholic Vocaloid songs: masterpieces that pierce the heart
- [Hits Home] A Special Feature on Dark/Vent Vocaloid Songs
- [Karaoke] A Special Feature on Vocaloid Songs That Are Easy for Women to Sing!
- [Latest] Fast-tempo Melo & Rapid-fire Vocaloid Song Collection [Classics]
[Memories] A Collection of Nostalgic and Classic Vocaloid Hits (31–40)
Kimiboshi40mP

This is a Vocaloid ballad that gently embraces a bittersweet feeling, tightening your chest with its poignancy.
Released by 40mP in November 2009, it’s included in the album “LIFE SIZE NOTE-40mP-.” Set to a beautiful sound that evokes the arrival of winter, the distance between the two protagonists is portrayed with exquisite balance.
The melodious piano tones and Hatsune Miku’s straightforward voice sink deep into the heart.
If you listen, it will surely kindle a faint warmth in yours.
Double LariatAgo aniki

I bet there were people who tried copying it and went around in circles, right? It’s a signature song by Agoaniki, a Vocaloid producer who’s also active in a band, released in 2009.
Along with the song’s quality, the MV— which kept moving even if you pressed the stop button—became a hot topic (it no longer works now that Adobe Flash Player is no longer supported).
The lyrics, “Even though it felt like I was going around in circles, by working hard I suddenly found myself in a high place,” are truly encouraging, aren’t they?
two-breath walkingDECO*27

DECO*27’s song “Two Breaths Walking” is a 2009 release that depicts the evolution of romance and its complex relationships.
It imbues the time spent with a loved one into the phrase “two breaths walking,” yet also portrays moments when the two hurt each other.
With striking lyrics, it conveys both the desire to be close to someone you love and the process of drifting apart and breaking down.
It gained popularity on Nico Nico Douga and is included in the album “DECO*27 VOCALOID COLLECTION 2008–2012.” It’s a masterpiece I’d recommend to listeners of all generations who appreciate a realistic view of love.
Panda Herohachi

Kenshi Yonezu, known for hit songs like “Lemon,” actually started out not as a singer but as a Vocaloid producer.
Released under his Vocaloid producer name Hachi, “Panda Hero” is characterized by intense, complex song development that connects to the Kenshi Yonezu we know today.
Its groove, with emphasized off-beat rhythms, feels great, and the exhilarating sense of speed keeps you listening straight through to the end.
It’s my top recommendation as a nostalgic Vocaloid track to play on drives!
Butterfly on the Right Shouldernori P
A very cool Vocaloid track that lets you savor the so-called “Komuro sound”! It’s a signature work by Vocaloid producer Nori-P, released in 2009.
The stylish electronic sound pairs perfectly with Rin’s crisp vocals—just following the sound alone is a joy.
However, the lyrics depict a precarious and bittersweet romance…
The video introduced here features Kagamine Rin’s vocals, but a version sung by Len was released later as well.
Be sure to compare the two!
[Memories] A roundup of nostalgic and classic popular Vocaloid songs (41–50)
Huh? Ah, I see.Chōchō P

If you want to listen to a mature-sounding Vocaloid track, this is the one! It’s a signature work by Chouchou-P, a Vocaloid producer who also performs as singer-songwriter Yuu Ichinose.
The band-style arrangement, with waves of piano tones, is stylish and irresistibly cool.
The explosive power of the chorus sweeps you away, and the sexy lyrics make your heart race.
I’ve included a video recommendation as well, and there’s a 10th-anniversary remake released in 2020—if you haven’t heard it yet, definitely give it a listen.
The White Snow Princessnoboru↑P

It’s a grand, fast-paced rock number based on the world-famous classic Snow White.
The song was created by Vocaloid producer Noboru↑, also known for Love Surely Soars☆ and Monochrome ∞ Blue Sky, and was released in February 2010.
The dynamic soundscape pairs perfectly with Miku’s solid, focused vocals.
It packs a variety of charms—cuteness, coolness, and drama.
However, when you delve into the lyrics’ implications, there’s also a touch of eeriness.
It’s a Vocaloid track you can enjoy from multiple angles.


