[So touching it makes you cry] A heartbreakingly wistful and sad song that tightens your chest
A feeling like your chest is being tightly squeezed…
Heartbreak, parting from someone precious, the daily pains…
Here are some heartbreaking songs that will bring tears to your eyes when you listen.
We’ve gathered tracks for those who want to have a good cry or be comforted by songs that share the same feelings.
From timeless classics to the latest releases, we’re covering a wide range—so be sure to read to the end.
Even with sad songs, finding ones you can relate to helps you realize you’re not alone.
By the time you finish listening, your sadness and heartache might just turn a little more positive.
Let these wistful songs guide you, and allow yourself to honestly let out your weakness and pain as your emotions lead you.
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[Tearjerker] Heart-wrenchingly bittersweet and sad songs (201–210)
I miss youHayashibe Satoshi

Tomofumi Hayashibe, who made his debut thanks to an audition show, released his first single “Aitai.” It’s a ballad that expresses feelings for a precious person one can no longer meet.
Since the specific situation isn’t clearly stated, it’s a song that’s easy to relate to your own experiences.
Also pay attention to his conversational singing style and high-tone voice.
The sound itself is soothing.
And if you like it, there are multiple versions available, so try comparing them.
White LoversKuwata Keisuke

This is a song that offers comfort to those who have experienced a breakup.
Released by Keisuke Kuwata in 2001, it delicately portrays the sorrow of walking alone through a snowy town.
Chosen for a Coca-Cola commercial, the piece moved many listeners, winning a Japan Record Award Gold Prize and becoming a major hit with 520,000 copies sold in its first week on the Oricon weekly chart.
It’s best enjoyed on a quiet winter night while gazing out the window.
Let yourself be wrapped in its heartwarming melody, which beautifully evokes memories of a love that has passed.
I won’t fall in love anymore.Makihara Noriyuki

We often hear stories like, “Only after someone is gone do you finally realize how precious they were.” In Noriyuki Makihara’s smash hit ‘Mou Koi Nante Shinai’ (“I Won’t Love Again”), the feelings of a man who can’t help but regret are depicted as he realizes that life was fun and comfortable precisely because his partner was there in his everyday life.
Few people probably think, while their partner is still by their side, about what it would be like if they were gone.
But when you listen to this song, many will likely feel inspired not to take day-to-day moments for granted and to appreciate the person who spends those moments with them.
It hurts.Kiyoshi Ryujin

This is a single released in 2010 by singer-songwriter Ryuji Kiyoshi.
The song moves from piano-centered sounds into a grand, expansive atmosphere that truly stirs the heart.
While it can be seen as expressing the pain of unrequited love, the fact that the lyrics never explicitly state this makes it feel more like an expression of deeper, inner hurt.
The meticulous portrayal of feelings toward the person they love and the strained, wrung-out vocals make it a track that feels like an outpouring of emotional anguish.
PerfumeEito

This is the song that triggered Eito’s breakthrough and can be considered his signature track.
It was born almost improvisationally during a session with friends, so the accompaniment is kept simple with just an acoustic guitar.
Precisely because there are so few instruments, you can really savor the vocals and the lyrics.
The lyrics are based on Eito’s real experiences, expressing the emotions tied to them—a heartrending breakup song.
Scents can act as triggers that bring back memories; at times, they can also lead to pain.



