[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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[Tearjerkers] Songs so heartrending and sorrowful they make your chest tighten (141–150)
Sad love songatarayo
As the title suggests, this song is a sad love story sung from the perspective of the woman in a couple.
The man she’s dating seems a bit insensitive and kind to everyone.
Feeling that he doesn’t look only at her, the protagonist gradually starts to drift away from him.
In the latter half of the song, she grows fed up and tries to break up with him…
but at that moment, she realizes all over again that she still loves him.
It’s a heartbreaking portrayal of a love she knows isn’t good for her, yet she can’t bring herself to leave.
SAKURAikimonogakari
Ikimono-gakari’s major-label debut single “SAKURA” is a song that enjoys great popularity as a graduation anthem.
It tells the story of two people who decide to pursue their dreams and end up apart.
While thinking of the loved one who left their hometown, the song portrays a tender inner feeling of loneliness—wondering if, with time, they’ll eventually be forgotten.
Perhaps when the sadness fades and the memories can be recalled as purely beautiful, that will be the moment one can truly move on to the next step.
Never Grow Upchanmina
Chanmina is a trilingual rapper who speaks Japanese, English, and Korean.
Her 2019 release “Never Grow Up” was chosen as the theme song for the drama Hell Girl Friend.
Its hip-hop-tinged sound is paired with heartrending lyrics.
Beyond her skills as a rapper, she conveys shifting emotions by deftly switching between soaring highs and rich lows in her singing.
When you’re faced with a reality that makes you want to cry, her voice will resonate with you.
It’s a song you’ll want to play on nights when you feel lonely after parting with someone special.
Camera Rolltota
Tota’s “Camera Roll” expresses heartbreak through the camera roll in the smartphones we all carry.
It’s a digital single from Tota, who’s gaining attention as a bedroom artist completing their music at home.
The lyrics—“When I look at the photos of us left in my camera roll, I’m reminded of the happy times with my lover”—are deeply heartrending.
The music video, featuring a woman riding the train alone while scrolling through her camera roll, perfectly matches the song’s worldview.
Unfit to be a loverMiyuhan
Miyuhan is a singer-songwriter from Kagawa Prefecture who has gained popularity, especially among women of her generation.
Her 2019 release “Koibito Shikkaku” (Disqualified as a Lover) is an answer song to fellow singer-songwriter Koresawa’s signature track “Tabako” (Cigarette).
While “Tabako” depicts the woman’s feelings, “Koibito Shikkaku” is written from the man’s perspective, so try comparing the lyrics.
Your TraceMomoiro Kurōbā Zetto
A heartfelt ballad that portrays sorrow and growth.
Through a parting with a loved one, it expresses the act of looking inward, carried by a beautiful melody and profound lyrics.
Featured on their 1st album “Battle and Romance,” this track has remained beloved among fans as a work that showcases the breadth of their musicality and the emotional depth of their message.
It’s a healing number that offers comfort to those who’ve experienced heartbreak or farewells, and to anyone struggling with important relationships.
Listening to this piece may help you reframe painful experiences in a more positive light.
emptyyuzu
Yuzu’s music is known for its delicate, soul-stirring lyrics and beautiful harmonies.
Their third single, “Karappo,” released in November 1998, is notable for its lyrics that depict heartbreak and a sense of emptiness.
Written and composed by Koji Iwasawa, the song was also used as the ending theme for NHK-FM’s “Music Square.” The lyrics, which portray small moments of everyday life and shifting emotions, convey the fragility of human relationships and profound emotional changes.
It’s a sentimental number that resonates with those who have felt the pain of heartbreak or experienced parting from someone dear.