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.
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[For Men in Their 30s] Heartfelt Breakup Songs: Timeless Classics That Move Grown Men to Tears (91–100)
half of meHirai Ken

It might evoke an even stronger image of romance since it was also used as the theme song for the drama “Twilight Meteor Shower: Falling in Love at Midlife.” Just from Ken Hirai’s way of savoring each word and the gentle tone of the piano, you already feel tears welling up.
The time the two shared is truly irreplaceable, isn’t it? It feels like a wish to slowly reclaim the hollowed-out heart right after a breakup.
“half of me” was performed only at live shows and remained unreleased for ten years, but it was finally released as a single in 2018.
Love SongShimizu Shota

This is a song by Shota Shimizu, whose vocals leave a strong impression with a sense of wistfulness that seems to express regret.
It depicts a love that ended without coming to fruition, and from the lyrics you can feel the pain of wanting to forget yet being unable to let go.
While the sound carries a calm atmosphere, the lyrical content also seems to convey a sense of inner emptiness and futility.
The expressions of how the self changed through falling in love, and then changed again when the love ended, likewise evoke feelings of regret.
For Men in Their 30s: Heartfelt Breakup Songs. Timeless Classics That Make Grown Men Tear Up (101–110)
Self and others are alikesawada sorari

A love song by Sorari Sawada whose aching tenderness born from pure love tugs at the heart.
Released in February 2024 as his second major work, this piece depicts two people who, little by little yet surely, grow out of sync.
I think many listeners will be moved by the beautiful yet fragile lyrical world it creates.
This song, which stays close to those carrying the pain of heartbreak and feelings of regret, is perfect to listen to quietly on a night when you find yourself thinking of someone dear.
PerfumeEito

A LINE message from an ex-girlfriend and the scent of perfume bring back memories of those days…
This song, which captures those feelings, is by the singer-songwriter Eito.
It was released in April 2019, but it went viral on TikTok in 2020 and made a comeback.
The man in the lyrics tries to act tough, but he still has lingering feelings for his ex.
When he meets her, the smell of her perfume triggers memories of the past and the emotions he felt back then.
Yet, believing he’ll probably be rejected again, he can’t take a step forward—painting a poignant story of hesitation and heartache.
periodIshizaki Hyuui

This song, which delicately portrays the feelings of a heartbroken man, is sung by singer-songwriter Huwie Ishizaki.
In the lyrics, joyful memories intertwine with the stark reality that his girlfriend is no longer there, creating a tightening feeling in the chest as you listen.
Released in March 2018, the track is included on Ishizaki’s first best-of album, “Huwie Best.” It depicts a determination to look forward despite the pain of heartbreak, making it a perfect song for those who can’t let go of a past love.
You’ll surely find moments that overlap with your own experiences and make your heart clench.
Why feat. Emimi NodaTakase Tōya

It’s a classic song that captures the ache of heartbreak.
It delicately portrays a man who can’t forget the lover he parted with and still longs to see her.
The lyrics, which express his inability to let go, convey a piercing sense of lingering attachment to a love that has ended.
The seamless harmonies of Toya Takase and Manami Noda further heighten the song’s poignancy.
Released in December 2022, the track went viral on TikTok and garnered over a million streams on Spotify, resonating with many listeners.
It’s a song that offers solace to those enduring the pain of a breakup or anyone who has experienced the loss of someone dear.
Sly womanSha ran Q

This is a hardcore heartbreak song, so I want you to sing it while deliberately facing reality.
In the end, the song concludes with a lingering desire to see her again, so it’s a perfect recommendation for someone who still can’t get over his ex.
Sing it and give her a call.


