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 (71–80)

I miss you so much, I want to see you.Nishino Kana

Kana Nishino 'I Miss You, I Miss You (short ver.)'
I miss you so much, I want to see you.Nishino Kana

A sad love song by Kana Nishino that conveys, painfully and directly, the feelings of a girl plunged into the depths of despair by heartbreak.

The way you can practically picture a girl lowering her head and quietly crying in a dark room feels so real, likely because Nishino’s own experiences are reflected in the lyrics.

For anyone who’s been through a breakup, it’s a song that squeezes your heart, but it might also be the spark that makes you think, “I’m not the only one suffering.”

ALONEB’z

This is a massively popular breakup song by B’z that has been loved by listeners across generations.

They have many hit songs, but this one definitely stands out as a signature track.

Its poignant melody and powerful vocals give courage to those who listen.

Inaba’s distinctive singing style further brings out the song’s charm.

The gentle tone is very soothing, and alongside the loneliness of heartbreak, it seems to shine a light on a brighter future.

The guitar solo in the interlude is cool, too.

LOVE LOVE LOVEDREAMS COME TRUE

DREAMS COME TRUE「LOVE LOVE LOVE」
LOVE LOVE LOVEDREAMS COME TRUE

Not only in the 1990s but even today, this heartbreak song is loved by many.

Surpassing double million sales, it became the best-selling single by DREAMS COME TRUE.

Miwa Yoshida’s vocal prowess conveys the song’s poignancy, and the feelings of a girl in love come through so clearly within the short lyrics.

It’s a track that makes you want to close your eyes and listen.

A heartbreak song, yet also a love song.

You could even call it the ultimate love song.

Time goes byEvery Little Thing

「Time goes by」MUSIC VIDEO / Every Little Thing
Time goes byEvery Little Thing

Every Little Thing’s biggest hit is this heartrending breakup song.

It was a massive success in the ’90s and became a million seller.

When they debuted, the vocalist Kaori Mochida exuded the vibe of a modern young woman, but with this eighth single she delivers a refined, adult kind of wistful sorrow.

The opening lines instantly captured listeners’ hearts.

She has said that at the time she sang without even understanding the meaning of the lyrics, but everyone was captivated by her voice and delivery, and countless people found themselves humming along.

366 daysHY

When it comes to breakup songs, this one is practically unmissable—the iconic heartbreak anthem “366 Days.” Included on the 2008 album “HeartY,” it’s a track that has been covered by many artists.

The lyrics vividly capture the painful realization of someone you love gradually drifting away, with such realism that it tightens your chest—something many listeners can surely relate to.

Even knowing those feelings won’t be returned, the desire to keep loving them anyway brings tears to your eyes.

Glass BoyKinKi Kids

Glass Boy – KinKi Kids (Full)
Glass BoyKinKi Kids

Released when KinKi Kids were still just boys making their debut, this song immediately captured everyone’s attention.

They sing so poignantly and coolly about a boy’s dilemma of not being able to win the love he wants, conveying the pure heart of teenagers.

It’s the ultimate heartbreak song.

The fact that it’s a Tatsuro Yamashita composition also drew major attention.

The duo’s bittersweet harmonies still resonate, and many people continue to sing this song at karaoke.

As a breakup song, it remains a popular favorite to this day.

Poem of SunlightLe Couple

Hidamari no Uta / Le Couple (OFFICIAL MUSIC VIDEO)
Poem of SunlightLe Couple

This is a breakup song by the unit group Le Couple, known for their gentle vocals and soothing melodies.

It was also featured as an insert song in the drama “Under One Roof 2,” and thanks to the show’s popularity, the track became widely known and turned into a long-selling hit.

Though it’s a breakup song, it has a mysterious charm that moves many listeners to tears just by hearing it.

Many women likely resonated with the lyrics about having lost a romance, yet feeling that the time they were loved was warmly wrapped in sunshine.