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[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 Collection of Classic Japanese Breakup Songs (41–50)

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.

somedaySaucy Dog

Saucy Dog "Someday" MUSIC VIDEO
somedaySaucy Dog

A straightforward, honest love song that brings the ache and poignancy of heartbreak right to your chest.

Through real-life scenes—like the deserted park at Tawarayama and the sloping road where you can see the starry sky—the memories woven together vividly portray feelings for a precious person you can never meet again.

Released in May 2017 as a track on the album “Country Road,” this piece gently embraces an unforgettable love with warm lyrics that blend in the local Shimane dialect.

Its softly resonant melody offers quiet comfort to those who want to hold their one-sided love close, and to those who can’t quite put an end to a past romance.

Goodbyeofukōsu

This is a pure love ballad that poignantly portrays the end of a romance, released as an Off Course single in December 1979.

With Kazumasa Oda’s warm yet translucent vocals and a heart-stirring melody, the song richly conveys the sorrow of parting.

Its gentle, relatable lyrics—about a first heartbreak or a bittersweet farewell to someone dear—have made it a beloved classic that quietly resonates with listeners.

It was also featured as an insert song in the first season of the TBS drama “Mr.

Kinpachi in Class 3B” and later included on the album “SELECTION 1978-81.” As a song that stands by you through the poignant end of love that comes with winter’s chill, it’s especially recommended for those facing a farewell with someone important.

Rainy Amusement ParkSasuke

This is a ballad that poignantly depicts memories of a couple’s date at an amusement park and their bittersweet parting.

It weaves together contrasting scenes: a past moment of riding a carousel in the rain, and the present, where the narrator catches sight of a former lover with shorter hair, looking happy.

The lingering attachment the protagonist still feels, along with a quiet resolve to face forward and live on, gently presses on the heart.

A warm sound centered on acoustic guitar and piano highlights the story-rich lyrics.

Included on Sasuke’s album “Smile,” the piece was released in October 2004, reached No.

3 on the Oricon charts, sold over 450,000 copies, and was certified Platinum.

It’s a song you’ll want to listen to on a rainy day, especially when you’re trying to heal the pain of a broken heart.

Before you become a memoryCYCLE

A heart-wrenching masterpiece about deciding to part ways after being separated from the girl he loved.

Masamune Kusano’s delicate, boyish vocals convey the fleeting nature of love.

The gently enveloping melody is beautiful and incredibly soothing.

The lyrics depict their final visit to a place full of shared memories, bringing tears to your eyes.

Love songSambomasutā

A poignant, straightforward breakup song about the inability to accept a sudden farewell.

The raw, masculine yet tender vocals resonate in your chest and bring tears to your eyes.

Pay attention to the direct lyrics as well.

It’s a beloved classic by Sambomaster.

An uncool way of getting dumpedŌe Senri

Uncool Way of Getting Dumped (Senri Oe) / Takahashi Kosuke @ Aoyama RizM (2018/6/14) @takahashi_kosuke
An uncool way of getting dumpedŌe Senri

This is a signature song by Senri Oe, who enjoyed immense popularity as a singer-songwriter in the 1980s and 1990s.

It was also the theme song for the drama “Men Who Want to Get Married,” and it became a hot topic because Oe himself, who was active as an actor in the show, appeared in it as well.

His character is bright, funny, a bit uncool yet kind of cool—and the lyrics, which seem to reflect that persona, resonated with listeners.

Boys who heard this song surely shed tears, overlaying it with their own heartbreak.