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Ranking of Heart-Wrenching Songs by Male J-Pop Singers [2026]

What kind of music do you all like?

There are many types—fun songs, refreshing songs, and more—but I think many people also like “heart-wrenching” songs.

Among those bittersweet songs, here are recommended tracks sung by male vocalists, presented in a ranking format.

This list is updated regularly, so check back from time to time.

Top 2026 Rankings: Melancholic Songs by Male Japanese Artists (71–80)

Farewell, my loverSakai Masaaki71rank/position

Masakazu Sakai’s “Saraba Koibito” (“Farewell, My Love”) is a breakup song that beautifully captures the sorrow of parting.

The lyrics depict the regret of overlooking everyday happiness and realizing it only afterward.

Kyōhei Tsutsumi’s beautiful melody and Osamu Kitayama’s delicate lyrics blend perfectly, while Masakazu Sakai’s expressive vocals resonate deeply with listeners.

Released in 1971, this song has remained beloved as a classic covered by many artists.

It’s recommended for moments when you want to reminisce about past romances or when you’re trying to overcome a farewell with someone important.

Older listeners, too, are sure to enjoy it along with memories of their youth.

JuggernautNatsushiro Takaaki72rank/position

Juggernaut / Takaaki Natsushiro MV
JuggernautNatsushiro Takaaki

This is a song by Vocaloid producer Takaaki Natsushiro, who is active in a wide range of fields, including launching a fashion brand alongside his music career.

Released in 2019, it became a hot topic and is now one of his signature tracks.

The lyrics bare the inner self that has grown through various experiences—aching yet passionate.

The chorus has an exhilarating drive that will have you hitting repeat.

If you like that kind of guitar rock, definitely give it a listen.

By the way, the video features a version sung by Takaaki Natsushiro himself.

A critical hit!Amatsuki73rank/position

Critical Hit! / Amatsuki [Original]
A critical hit!Amatsuki

A love song that’s the very essence of youth: “A Critical Hit!” Its pop melody and lyrics that capture emotions swirling like a typhoon are sure to resonate with anyone experiencing unrequited love.

It’s a must-listen for those thinking of confessing on White Day, and if you play it when you feel like giving up, it will surely give you courage.

Just listening to it will lift your spirits, thanks to the excitement of romance it conveys.

Even if you’re not in love yet, you might find yourself thinking, “Love sounds fun!”

Ruby RingTerao Akira74rank/position

Akira Terao’s “Ruby no Yubiwa” (Ruby Ring), released in 1981, is one of his signature songs—a superb ballad that poignantly captures the bittersweet emotions of an adult man after a broken romance.

The lyrics use the image of a ring to striking effect, portraying a man who wanders the city to ease his loneliness, clinging to memories and lingering feelings for a former lover.

Although sales were slow at first, the song gradually gained popularity and became a major hit.

It spent 12 consecutive weeks at No.

1 on The Best Ten and won the 23rd Japan Record Award.

Revered across generations, it has been used in commercials and even as an entrance march at the National High School Baseball Championship.

It remains an enduring classic that resonates with anyone who has experienced loss or parting—a song well worth listening to.

Until we meet againOzaki Kiyohiko75rank/position

Kiyohiko Ozaki’s “Mata Au Hi Made” is a masterpiece that portrays parting with aching sadness, lingering regret, and yet a certain freshness.

The image of two people caring for each other and facing forward is striking.

Choosing to part ways while wishing happiness for one another—that mature form of love is warmly embraced by Ozaki’s rich, velvety voice.

Since its 1971 release, the song has garnered numerous awards and been featured in many films and TV dramas, remaining beloved across generations.

Listening to it will likely bring back memories from those days and leave you with a sense of your heart being cleansed.

One more time,One more chanceYamazaki Masayoshi76rank/position

Masayoshi Yamazaki – “One more time, One more chance” MUSIC VIDEO [4K Quality]
One more time,One more chanceYamazaki Masayoshi

This is the song used to accentuate the calm atmosphere in the Suntory Maker’s Mark commercial, which portrays the unchanging deliciousness of the whiskey through a character played by Shun Oguri who is immortal.

The track is also famous as the theme song for the feature-length anime 5 Centimeters per Second, and it conveys a bittersweet sentiment over the sound of an acoustic guitar.

The lyrics honestly express memories of the past and the regrets tied to them, as well as the pain of wishing for “just one more time,” even while knowing it can never come true.

The part about instinctively looking for someone’s figure somewhere—a feeling many can relate to—also heightens the sense of poignancy.

I am here.Yamazaki Masayoshi77rank/position

With a pleasant melody and vocals, it’s a song you can listen to with ease.

At first, I find myself thinking it’s from the perspective of a guy who’s dating her, but it actually feels like it’s about unrequited love or a relationship where the man’s feelings are stronger.