RAG MusicHeartbreak Songs
A wonderful heartbreak song

For men in their 30s: Heart-touching breakup songs—masterpieces that can move grown men to tears

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

Even as you’re swept up in work and everyday life, many of you may find your chest tightening in unexpected moments.

At times like these, when you just want to fully sink into the feeling, heartbreak songs that seep into your soul can be a comforting companion.

In this article, we’ll introduce songs that gently portray emotions like sadness, regret, and lingering attachment.

On nights when you can’t sort out your feelings, try pressing play softly.

For men in their 30s: Heart-piercing breakup songs. Timeless tracks that make grown men tear up (21–30)

HaruHaru-Japanese VersionBIGBANG

BIGBANG – HARU HARU PV Japanese version. This is a song/PV that makes you cry.
HaruHaru-Japanese VersionBIGBANG

The Japanese version of HaruHaru, which was a hit in Korea, was included on THE BEST OF BIGBANG, released in Japan in 2011.

It’s a song that portrays the pain of parting with someone you love.

The music video also unfolds like a movie about love and friendship, ending with a heartrending conclusion.

Live, Benjamin (ver. H. Matsumoto)Matsumoto Hitoshi

It’s a deeply evocative song that portrays heartbreak through the motif of a houseplant.

The lyrics mirror a man’s emotions after a breakup in the image of a potted plant standing quietly in the corner of a room.

In the silence after returning from a lively place, the way he speaks to the weakened plant feels as if he’s gently caring for himself.

Rather than simply offering encouragement, the song’s warmth lies in how it softly stands by you and whispers, “Live.” It was released as a single simultaneously with Masatoshi Hamada’s version in February 1991.

If you listen to it alone on a quiet night, you may find yourself deeply drawn into its world.

[For Men in Their 30s] Heartfelt Breakup Songs: Timeless Tracks That Make Grown Men Tear Up (31–40)

tear(s)Ketsumeishi

Ketsumeishi’s 9th single, released in 2004.

The music video features the comedians Dainoji and Masashi Kumada and is styled like a drama.

It’s a song you’ll want to listen to when you’ve had your heart broken or experienced setbacks.

Letting your tears flow is important, isn’t it?

366 daysHY

A band from Okinawa consisting of four men and one woman.

“366 Days,” sung with both poignancy and power by keyboardist and vocalist Izumi Nakasone, is included on their fifth album, “Hearty,” released in 2008.

The song was used as the theme for a Fuji TV drama and film.

It’s a heart-wrenching ballad about longing for someone you can’t forget.

I love you. ~100 Regrets~Sonar Pocket

Sonar Pocket “I Love You. ~100 Regrets~” [MV Spot 1]
I love you. ~100 Regrets~Sonar Pocket

A single by Sonar Pocket released in 2011.

A love I tried to forget again and again.

This work, which portrays the feelings of regret in a raw and realistic way, reaches listeners’ hearts directly and brings tears to their eyes.

It’s something many of us have experienced at least once in our long lives, isn’t it?

MissingKubota Toshinobu

Released in 1986.

“Missing,” sung by Toshinobu Kubota—who had a huge hit with “LA・LA・LA LOVE SONG”—is a heartrending ballad.

Its painfully sorrowful lyrics have even led some to suggest it depicts a forbidden love.

The song has been covered by many artists and continues to be sung across generations.

I won’t fall in love anymore.Makihara Noriyuki

[Official] Noriyuki Makihara “I Won’t Fall in Love Again” (Music Video) [5th Single] (1992) Noriyuki Makihara / Mou Koi Nante Shinai
I won't fall in love anymore.Makihara Noriyuki

Singer-songwriter Noriyuki Makihara.

His 1992 release “Mou Koi Nante Shinai” realistically portrays life after a breakup and expresses the poignant feelings of being alone.

It’s a timeless classic that has been covered by artists such as AAA and BENI.