[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 (131–140)
Blue BenchSasuke
This song brings back memories of a bittersweet love from my school days.
It sings about not being able to fully express those feelings of love in the end.
The lyrics are heartrending, but the overall tone of the music is upbeat, so it’s a great one for everyone to sing along and get excited.
I can’t think about anyone but you.Sambomasutā
A song that portrays a heartfelt wish to reclaim a lost love.
Released by Sambomaster as a single in June 2012, it was produced using a piano recovered from the rubble in Ishinomaki after the Great East Japan Earthquake.
Issued as the lead single from the album “Rock’n’Roll Is Not Dead,” it also marked their first release after moving to Victor Entertainment.
This work stands beside those carrying the pain of heartbreak and the sorrow of parting.
Lyrics that sing of deep affection and the hope of reunion tighten the listener’s chest.
Powerful vocals and an intense rock sound convey the poignant story all the more vividly.
makeupNakajima Miyuki
This is a song about a woman’s feelings as she breaks up because her partner has fallen for someone new.
When they meet one last time, she wants to wear makeup—something she doesn’t usually do—to look beautiful, which is heartbreakingly poignant.
The song also conveys how, in that moment, she realizes anew that she truly loved him.
Dried flowersYuuri
This is a song that depicts the after-story of Yuuri’s signature track “Kakurenbo.” In “Kakurenbo,” the lyrics are written from the perspective of a man abandoned by a woman, but in this song, “Dry Flower,” we hear from the perspective of the woman who left him.
Listening to both makes it clear what happened between the two and why they ended up missing each other.
In particular, this song conveys the woman’s feelings—how much she loves the man, and how that very love makes it painful to stay by his side—tightening your chest as you listen.
Unchanging ThingsOku Hanako
This is an insert song from the 2006 animated film The Girl Who Leapt Through Time.
Hanako Oku is known for her piano-and-vocal performances, and she especially excels at poignant love songs from a girl’s perspective.
Among them, this particular song not only feels heartrending but also conveys a sense of beauty.
It might naturally bring to mind the face of someone you loved back in your school days.
A midsummer passing showerUtada Hikaru
Like the sound of rain that brings back memories of someone gone, this song seeps into the heart.
It was included on Hikaru Utada’s album “Fantôme,” released in September 2016, and was also used as the theme song for Nippon TV’s “NEWS ZERO.” The delicate tones woven by piano and strings gently wrap the pain of loss.
Utada’s clear, transparent vocals convey the strength to move forward alongside sorrow.
It’s a song I especially recommend to those who have lost someone dear, or who wish for companionship in deep grief.
How about listening to the rain and facing the emotions that lie deep within your heart?
When Someone’s Wish Comes TrueUtada Hikaru
A song that evokes the emotions sleeping deep in the heart, portraying a poignant love.
Released by Hikaru Utada in 2004, it was used as the theme song for the film “CASSHERN.” A simple, piano-centered accompaniment blends with Utada’s clear, translucent vocals to deeply move the listener.
The pain of heartbreak and the ache of yearning for someone special resonate alongside the gentle, embracing tones.
It’s a song you’ll want to hear on nights when you’re thinking of someone and facing your own feelings.
Why not let Utada’s voice soothe you as you quietly shed a tear?