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 classics that make grown men shed a tear (41–50)

After the FestivalKuwata Keisuke

Keisuke Kuwata – After the Festival (Short ver.)
After the FestivalKuwata Keisuke

I like how it shows a heartbroken man becoming self-destructive or crying alone in his dreams—just the way he is.

When you’re lovesick, sometimes everything feels unbearable, right? The lyrics are really appealing because they strip away pretense and coolness, laying bare the embarrassing parts of oneself.

For men in their 30s: Heart-piercing breakup songs. Timeless tunes that make grown men shed tears (51–60)

Farewell, my lover175R

The lyrics, which plaintively and sadly sing, “I’m the one who’s leaving, yet I’m the one at fault,” are set to an up-tempo track.

I think this further heightens the emotional impact.

It’s a cover of Masakazu Sakai’s “Saraba Koibito,” arranged in their own style, and it became a hit among young men.

I miss youBEGIN

Known as the debut single of the rock band BEGIN, this song is a renowned ballad highlighted by Ei-sho Higa’s heartrending yet beautiful vocals.

In the lyrics, a man who has gone through a breakup pours out his lingering attachment and regrets toward his former partner.

Men who have experienced a heartbreak that still makes them think, “If only I’d done this back then…” will surely relate deeply—and might even be moved to tears.

Be sure to read the lyrics as you listen and overlay them with your own experiences and memories.

Be happy, okay?matsumura kanau

Be Happy. – Kanau Matsumura [Official Music Video]
Be happy, okay?matsumura kanau

Kana’u Matsumura, who has been gaining attention after posting a singing video on TikTok, is in the spotlight.

The heartbreak song he’s known for—one that listeners say moves them to tears—is “You’re Going to Be Happy.” The first half of the song reflects on memories with a former lover from a male perspective, while the latter half expresses wishes for the ex’s future happiness.

It’s a bittersweet and sorrowful piece, yet its appeal lies in the hopeful feeling woven into it.

Although it’s sung mostly in a high tone, the slow tempo should make it easy to sing.

Love songSambomasutā

It’s a song about thinking of a girlfriend who has passed away.

When you think of Sambomaster, you often imagine an up-tempo sound, but they also sang a ballad overflowing with emotion like this.

The vocalist’s tone and delivery further heighten the sense of sorrow.

It’s a song that makes you imagine what it would be like if someone precious to you were to die.

Beyond the goodbyeMatsushita Kohei

Kohei Matsushita – Beyond Goodbye [Official Audio]
Beyond the goodbyeMatsushita Kohei

Some of you may be feeling down after a broken heart.

If so, I’d love for you to listen to “Beyond Goodbye.” It’s a song written by singer-songwriter Kohei Matsushita.

The lyrics portray the sorrow and emptiness of a man who’s parted ways with his lover, while still conveying the belief that a wonderful future awaits.

His gentle vocals soothe the heart and help you look forward, I believe.

Another appeal is that the lyrics are structured like a monologue.

But,Takase Tōya & Ren

Takuya Takase, Ren / Demo, (Official Music Video)
But,Takase Tōya & Ren

A heart-stirring song delicately portraying the pain of parting and lingering feelings, crafted by Toya Takase and Ren.

It carefully expresses deep love for the other person and the inner conflict of being unable to accept the breakup.

Telling yourself “I’ll be okay tomorrow,” yet the lingering scent of perfume in the room brings back memories—capturing emotions that anyone who has experienced heartbreak can relate to.

Featured on the December 2023 album “Ai-Do,” the track blends J-pop with electronic elements, offering a memorable sound that gently encourages you to take a step forward even while carrying the pain of a broken heart.