[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?
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[2026] Recommended for men in their 40s! A roundup of classic Japanese breakup songs (91–100)
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.
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.
[2026] Recommended for Men in Their 40s! A Compilation of Classic Japanese Breakup Songs (101–110)
Swan songKinKi Kids
This is a single by KinKi Kids, popular for their overwhelming vocal ability and performances.
The highly narrative lyrics have been highly praised, depicting the pain of heartbreak in a descriptive way.
Its driving melody makes it a beloved heartbreak song among fans.
The Way Back to the FutureKobukuro
A track included on an album by the hit-making duo Kobukuro.
Beloved for their relatable lyrics, this hidden gem is especially popular among Kobukuro fans.
With a universally appealing melody, it’s a well-liked song that expresses regret over being separated.
missingKubota Toshinobu
A massive hit ballad by Toshinobu Kubota, one of Japan’s premier R&B singers.
This soulful love ballad is a classic that has been cherished by many for years.
With lyrics that speak for a man’s feelings after a breakup and a musical style rich in Kubota’s signature, jazz-tinged sensibility, it’s a masterpiece track.
I’m glad I met you.Koizumi Kyoko
When it comes to Kyoko Koizumi’s breakup songs, the first one that comes to mind is “I’m Glad I Met You.” Both the melody and the lyrics are heartrending, and it’s a ballad that men will likely find easy to sing.
It’s also got a good groove, making it a great choice for karaoke.
Graduationsaitou yuki
As a top idol of the 1980s, Yuki Saito captured the hearts of men everywhere.
Her song “Sotsugyo” (Graduation) is a heartbreak tune that sings of parting from someone you loved and setting off on a new journey.
It’s a nostalgic track that strongly evokes the Showa era.