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)

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.

I got a boyfriend/girlfriend.My Hair is Bad

My Hair is Bad – I Got a Girlfriend (Official Music Video)
I got a boyfriend/girlfriend.My Hair is Bad

When you want to hear a heartbreak song that really grabs your heart, I recommend this track by My Hair is Bad.

Just as the title “Koi-bito ga Dekitan da” (“I Got a New Girlfriend/Boyfriend”) suggests, the lyrics read like a man speaking to his ex, now that both of them—once a couple—have found new partners.

He says things like, “I’ve got a new girlfriend who’s a different type from you, and things are going well—how about you? I hope you’re happy,” putting on a brave face, but his lingering feelings for his ex seep through.

When you want to cut those lingering feelings and move forward—or when you’ve started to move on but still can’t forget your ex—try listening to this song while reading the lyrics.

You’re not here.Soucy Dog

Saucy Dog “Kimi ga Inai” Music Video <5th Mini Album “Lazy Sunday” Released on 2021.8.25>
You’re not here.Soucy Dog

This is a song by Soucy Dog, a rock band known for many love songs, and true to their style, its relatable lyrical worldview is especially appealing.

In the first half, we see a loving couple, but as the song progresses, it becomes clear that the woman breaks up with the man, who remains unable to let go.

The male narrator, weakened by being dumped, might mirror how you feel if you’ve just gone through a heartbreak yourself.

rendezvousshaitoopu

Shytoop – Rendezvous (Official Music Video)
rendezvousshaitoopu

Released by Shy Top, this song portrays the sorrow of heartbreak, delicately expressing the emotions of a man looking back on a past relationship.

Released in April 2023, it became a massive hit, surpassing 100 million streams.

It depicts someone reflecting on memories with a loved one, offering comfort to those bearing the pain of a breakup.

The lyrics feel as if they could be your own experience, and the catchy melody lingers in your ears—highly recommended for anyone struggling with love.

Rainy Amusement ParkSasuke

This is a ballad that poignantly depicts memories of a couple’s date at an amusement park and their bittersweet parting.

It weaves together contrasting scenes: a past moment of riding a carousel in the rain, and the present, where the narrator catches sight of a former lover with shorter hair, looking happy.

The lingering attachment the protagonist still feels, along with a quiet resolve to face forward and live on, gently presses on the heart.

A warm sound centered on acoustic guitar and piano highlights the story-rich lyrics.

Included on Sasuke’s album “Smile,” the piece was released in October 2004, reached No.

3 on the Oricon charts, sold over 450,000 copies, and was certified Platinum.

It’s a song you’ll want to listen to on a rainy day, especially when you’re trying to heal the pain of a broken heart.

Bye For NowT-BOLAN

A gem of a ballad etched in the hearts of many as a supportive anthem about a beautiful farewell.

Released by T-BOLAN in November 1992, this song was used as the theme for Woman Dream and went on to become a million-seller.

Its powerful message—singing of the courage and hope to move toward one’s dreams after overcoming the loneliness of parting—deeply resonates with listeners.

It remains a beloved choice for moments like parting from someone dear, graduation ceremonies, and new beginnings, retaining its luster more than 30 years after its debut.

Featured on the albums HEART OF STONE and SINGLES, it shines brightly as one of T-BOLAN’s signature songs.