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 Tracks That Make Grown Men Tear Up (31–40)
Goodbye Busyuzu
A folk duo from Yokohama, Kanagawa Prefecture.
Their fifth single, “Sayonara Bus,” released in 1999, featured an Enoden bus on the CD jacket and a Tokai Bus in the music video.
Despite its upbeat rhythm, the lyrics tell a bittersweet story of heartbreak.
Love’s Melody and Rainy SkiesAAA
A six-member co-ed music group.
Their 38th single, released in 2013, had its music video posted on YouTube ahead of the release, surpassing 30 million views the following day.
The song won the Excellence Award at the 55th Japan Record Awards.
Why did I end up falling in love with you?Tōhōshinki
Their 23rd single released in Japan in 2008.
They were originally a five-member vocal group from South Korea, but currently Yunho and Changmin continue as a duo.
This song is a classic from the era when TVXQ had five members, and it’s a poignant ballad.
The music video also has a narrative and a heartrending storyline.
After a broken heartCHIHIRO
A song about the feelings right after a heartbreak.
Why did I have to be the one to get my heart broken? Even if I can’t accept it, I have to face reality.
But my head is still full of the person I love, and there’s no way I can forget them anytime soon.
It captures the sadness, the pain, and the exhaustion of unrequited love not coming true.
The straightforward, down-to-earth wording invites empathy.
With a 100% tear-jerking, heartrending atmosphere, just listening to it makes your chest feel tight.
Love DrizzleShonan no Kaze
Shonan no Kaze is a four-member Japanese reggae group.
Their eighth single, “Koi Shigure,” vividly portrays, in its lyrics, the raw feelings, actions, and everyday life of a man who regrets a breakup and struggles with his lingering feelings.
Pay attention to the powerful vocals and the heartrending lyrics.
For men in their 30s: Heart-piercing breakup songs. Timeless classics that make grown men shed a tear (41–50)
You’re no longer here.FUNKY MONKEY BABYS
The sixth single by FUNKY MONKEY BABYS, released in 2007.
Actress Erika Toda appears in both the music video and on the cover.
It’s a work that vividly portrays the realization of how precious a loved one is after losing them—a breakup song that resonates straight to the listener’s heart.
youKōda Kumi
Kumi Koda’s 19th single, released in 2005.
It’s the first song in the unprecedented series of 12 consecutive weekly single releases in Japanese music history.
The music video features actor Takashi Tsukamoto and portrays a bittersweet love that the two couldn’t reconcile.