[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] Songs so heartrending and sad they make your chest tighten (31–40)
lost itemVaundy

A superbly bittersweet pop song whose melodies and lyrics evoke a powerful sense of nostalgia and empathy.
Released in 2022, it was also featured in a new McDonald’s commercial.
In a long life, there are scenes of tears that stay with you, aren’t there? Sometimes you want to gather up the feelings you’re afraid you might forget.
In those moments, the message—It’s okay to cry your heart out, and if you can smile at the end, that’s enough—brings tears to your eyes.
By the time the song ends, it’s the kind of track that makes you feel like living earnestly in your own clumsy way.
I want to forget.wacci

This is a song by wacci that portrays the aching emotions of clinging to past memories while still carrying the pain of heartbreak and separation.
The lyrics capture the torment of wanting to forget but being unable to.
Released in July 2024, the track also drew attention for its music video starring actress Azumi Makita.
Even while thinking, “If I could erase my memories of that person, I’d feel better,” the inability to let go of precious memories is something many of us have experienced at least once.
For those bearing deep wounds in their hearts, listening may help them feel they’re not alone and take a small step forward.
one side; one of a paireill

Sung by singer-songwriter eill, this track is a bittersweet love song about a one-way romance.
The “Katappo” in the title signifies a relationship that isn’t mutually, straightforwardly loving; only the female protagonist in the lyrics is thinking about the man.
In the song, no matter how earnestly she loves him, he gives her only a hollow, superficial love.
Even though she knows it’s hopeless, she can’t erase her feelings for him—something many listeners may find themselves relating to.
Starry NightYuka

This is a gem of a love song filled with bittersweet longing and heartfelt wishes.
Under the starry sky, the feelings of thinking about someone dear are beautifully expressed through Yuka’s translucent voice.
The straightforward desire to say “I want to see you,” sung in parallel with the sparkle of the stars, really tightens your chest, doesn’t it? Chosen as the theme song for the 2023 TV Asahi drama “Hoshifuru Yoru ni” (“When the Stars Fall”), it captured the hearts of many viewers and was included on Yuka’s first album, “brighter.” The song has received high acclaim, including taking the No.
1 spot in the RecoChoku Awards for singles.
When you feel like looking up at the night sky while thinking of someone special, why not give this song a listen?
crescent moonayaka

This is Ayaka’s famous ballad themed around a long-distance relationship.
It’s a deeply poignant song that links the loneliness of autumn with the loneliness of being apart, and it sings, “Even when we’re far away, the sky connects us; when I look up at the crescent moon, I feel connected to him.” The forward-looking lyrics about staying strong encourage and uplift the listener.
[Tearjerkers] Songs So Bittersweet and Sad They Make Your Chest Tight (41–50)
Once moreTani Yuuki

A heartfelt song that stays close to you through farewells with loved ones and the hardships of everyday life.
Tani Yuuki’s vocals rise above the fears and struggles of the pandemic to sing of hope for the future.
Released in September 2022, the track drew huge attention after its chorus was previewed on TikTok.
In the music video, a story that unfolds from microscopic cells to a grand scale is beautifully synchronized with the song’s message.
The message—“Let’s take each other’s hands once more and move forward together”—will resonate with those who feel lonely or have experienced parting from someone dear.
Listening to this song will gently turn sorrow into a more positive outlook.
forget-me-notAwesome City Club

This is the song that was picked as the inspired track for the film “We Made a Beautiful Bouquet,” becoming the catalyst that brought Awesome City Club’s name into the spotlight.
Featuring modern synth sounds and incorporating strings, it’s a track with a graceful atmosphere where male and female vocals resonate over a beautiful accompaniment.
Inspired by the film’s story, the lyrics depict reflections on memories from a couple’s time together and scenes that evoke a breakup.
The bittersweet narrative that emerges stands in poignant contrast to the song’s beauty, making it all the more deeply moving.



