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: Heartfelt breakup songs. Masterpieces that make grown men shed a tear (71–80)

petalback number

back number – Hanabira (Short ver.)
petalback number

With its thoroughly dramatic yet warm vocals and band sound that will move you to tears, this is a heart-wrenching love song by back number that tightens your chest.

It beautifully captures the lonely side of spring, the season of partings, and paints it over a rock sound.

Even among back number’s many tear-jerkers, this is an especially moving, quintessentially them, classic track.

I like you, but it seems you don’t really like me.back number

Bokuwa Kiminokotoga Sukidakedo Kimiwa Bokuo Betsuni Sukijyanaimitai
I like you, but it seems you don't really like me.back number

This is one of back number’s signature songs, written straight from the heart about the ache of unrequited love.

Even the long title conveys the protagonist’s painful feelings as their love goes unanswered.

In the chorus, the powerlessness of facing the reality that the other person doesn’t have feelings for them is expressed in plain, direct words.

This track was included on the album Chandelier, released in December 2015.

It’s recommended for those who’ve experienced heartbreak or are currently in one-sided love.

If you listen when you want to revisit painful memories of love, you’ll likely find many parts to empathize with.

springreGretGirl

reGretGirl “Spring” Official Music Video
springreGretGirl

A reGretGirl song that vividly portrays the pain of heartbreak.

As spring arrives, memories of love fade away, expressed through bittersweet lyrics and a catchy melody.

The contrast between the girl, who moves on to the next stage after their breakup, and the protagonist, who remains stuck and unable to let go, is striking and poignantly heartbreaking.

Released in January 2021, the track is also included on the album Curtain Call.

It’s a song that supports anyone who’s experienced heartbreak—those who want to take a new step but can’t, or those who’d rather wait until their heart has settled before moving forward.

For men in their 30s: Heart-piercing breakup songs. Timeless masterpieces that make grown men tear up (81–90)

whiteoutreGretGirl

reGretGirl "Whiteout" Official Music Video
whiteoutreGretGirl

This song, which candidly captures the feelings of a man whose girlfriend has had a change of heart, is one of reGretGirl’s signature tracks, Whiteout.

The word LINE appears in the lyrics, and choices like these—familiar, everyday terms—make the lyrics feel more real and relatable.

The song depicts the emotions of a man told by the woman he loves that she has fallen for someone else.

With lyrics that shamelessly lay his feelings bare, you’ll no doubt find yourself deeply moved.

misfortuneren

Ren – Unhappiness (Lyric Video)
misfortuneren

Layered over lyrics that poignantly portray a breakup, Ren’s clear, airy vocals create a song that truly resonates.

It delicately captures the tug-of-war between lingering attachment and bravado, striking a chord with many listeners.

Released digitally in May 2023, the track drew attention as one of Ren’s signature works.

It’s recommended for anyone who has gone through a separation or wants to soothe the pain of heartbreak.

A song that stays close to the listener’s heart, offering empathy and comfort.

family nameorenji supainikurabu

ORANGE SPINY CLUB “Myōji” Music Video
family nameorenji supainikurabu

This is a song by ORANGE SPINY CLUB that gives the impression of pouring out regrets over a love that ended without ever coming to fruition.

Even after learning that the person they cared for has married someone else, they still can’t forget them; the lyrics depict an obsessive attachment that even feels a bit frightening.

Deep down they know it’s over, yet they don’t want to admit it—that feeling really comes through.

The way the sound shifts dramatically in the middle of the track also seems to express a jumble of emotions and a sense of emotional instability.

National Route 2gagaga supi

This song by Gagaga SP lays bare the pain of heartbreak.

Released in August 2002 as their fourth single, it became a turning point that broadened the band’s musical scope.

Beyond Kozak Maeda’s warm voice and the wistful guitar riff, the lyrics—wishing the other person happiness while being unable to let go—are sure to hit you hard.

Truly a classic breakup song that’ll have any man in tears.