RAG MusicHeartbreak Songs
A wonderful heartbreak song

[2026] Recommended for Men in Their 40s! A Collection of Classic Japanese Breakup Songs

When you go through a heartbreak, it can feel like there’s a gaping hole in your heart.

Little moments can bring those memories rushing back, leaving you with a pang of sadness.

In this article, we’ve gathered Japanese breakup songs released from the 1990s to the mid-2000s—the soundtrack to the youth of those who are now in their 40s.

The nostalgic melodies you used to listen to back then and the lyrics that resonate in your chest may hit even deeper now.

As you look back on past loves, why not find a small push to move forward, together with these timeless songs that stay close to your heart?

[2026] Recommended for men in their 40s! A roundup of classic Japanese breakup songs (91–100)

winter againGLAY

An adult heartbreak ballad.

For those who can’t forget someone even after breaking up, I hope this song lets you sink even deeper into those feelings—and helps you somehow make it through the cold winter.

It’s not exactly that kind of song, but it’s one you can immerse yourself in, reminiscing about those happy days, so please take your time and sing it.

Sly womanSha ran Q

Sharan Q “Sly Woman” OFFICIAL MUSIC VIDEO
Sly womanSha ran Q

This is a hardcore heartbreak song, so I want you to sing it while deliberately facing reality.

In the end, the song concludes with a lingering desire to see her again, so it’s a perfect recommendation for someone who still can’t get over his ex.

Sing it and give her a call.

GoodbyeGAO

GAO – Sayonara [OFFICIAL MUSIC VIDEO]
GoodbyeGAO

GAO’s signature song “Sayonara” is also a track that became a big hit in the ’90s.

Its charm lies, above all, in GAO’s vocals.

The husky, raspy voice beautifully carries the heartrending melody.

Even listening now, it’s a masterpiece that feels fresh.

Moon Song[Alexandros]

[Alexandros] – Moon Song (MV)
Moon Song[Alexandros]

A smash unrequited-love song by [Alexandros], the artist leading today’s Japanese rock scene with a captivating high-tone voice and breathtaking live performances.

It’s a heartbreak number that conveys the feeling of being at a loss after losing someone you loved dearly.

Christmas songback number

back number – “Christmas Song” Music Video
Christmas songback number

A hugely popular unrequited-love song by back number, an artist that represents today’s Japanese rock scene with a powerful husky voice that captivates listeners and overwhelming live performances.

It’s a heartbreak ballad that portrays the pain of one-sided love and the inability to forget, no matter how much it hurts.