[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 Bittersweet and Sad They Make Your Chest Tight (41–50)
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.
[Tearjerkers] Songs so heartrending and sad they make your chest tighten (51–60)
The Story You Don’t Knowsupercell
This song was used as the ending theme for the first season of the anime Bakemonogatari.
It’s famous as the breakout work of the creator unit supercell.
The clear, transparent vocals that match the song’s atmosphere and lyrics are very pleasant to listen to.
Although it gives a refreshing impression, it’s actually a song about heartbreak.
The lyrics from the second chorus onward are especially tear-jerking.
Lostyama
A song filled with bittersweet sorrow that portrays the painful inner struggle of living while bound to joyful memories with a loved one.
It’s a track by yama, featured as an insert song in the film “The Lines That Define Me,” starring Ryusei Yokohama.
Many of us have experienced despair at a present that won’t move the way we wish, even when we know there’s no going back, and we can’t help but cling to the past.
Memories we want to forget yet don’t want to let go—doesn’t everyone carry one or two of those in their heart?
balladKetsumeishi
Ketsumeishi’s “Ballad” is a song about overflowing emotions and a heartrending farewell.
Released in 2011 as their 21st single, it reached No.
5 on the Oricon Singles Chart.
It’s a gentle ballad that forgoes their signature rap style, packed with a fresh side of Ketsumeishi’s appeal.
The music video, which portrays a parting from a loved one, is also beautifully heartbreaking—please give it a watch.
It will help you appreciate the song even more.
tearful nightmisekai
Misekai is a mixed-gender vocal unit that works under the concept of “creating songs inspired by visuals.” Their 8th digital single, “Sairuiya” (Tearful Night), is a track born from a photograph by the popular photographer tomosaki, whose work went viral on social media.
The lyrics, woven from a single image and rich with depth, evoke the presence of someone you can never meet again, leaving a painful ache in the chest.
The contrast between the two voices that broaden the worldview and the sentimental strings makes this a heartrending ballad that stirs the soul.
Night journeyYorushika
A quintessential Yorushika song that captures the end of summer—refreshing yet tinged with a certain melancholy.
It’s a featured track in the film “A Whisker Away.” The lyrics evoke the close of summer and the parting of people, tightening something deep in your chest.
They carry a nostalgic feel that recalls memories from student days—experiences everyone has had.
What’s more, suis’s vocals are even more powerful than usual in the chorus, heightening the sense of bittersweetness.
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?