Tear-jerking unrequited love songs that will break your heart: timeless classics about unattainable love
Have you ever had a night when your chest tightens with the weight of feelings that can’t reach the one you love? The power of bittersweet unrequited love songs is that they gently speak the words you can’t say.
The more you think about the person you like, the more the ache grows—and even knowing the love won’t come true, you still can’t stop your feelings.
Finding a song that stays close to such a wavering heart can quietly give you a push after the tears.
In this article, we’ll introduce a wealth of gems that portray the pain of unrequited love with unflinching honesty.
We hope you’ll find the one song that resonates perfectly with how you feel right now.
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- [Unattainable Love] A love song about two people who feel the same way but can’t be together
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- [Unrequited Love Songs] Recommended for women! Classic tracks that boost your motivation for love
- [Unrequited Love Songs] Lyrics that hit home! A collection of unforgettable, gem-like love songs
Tear-jerking unrequited love songs. Masterpieces about impossible love (101–110)
Time after time ~In the town where flowers dance~Kuraki Mai
This is Mai Kuraki’s 15th single, released on March 5, 2003.
It was the theme song for the animated film Detective Conan: Crossroad in the Ancient Capital.
At the time, Kuraki was a student at Ritsumeikan University and attended the Kinugasa Campus.
The beauty of Kyoto is woven throughout the song.
My nostalgiaNasu Asako
This is Asako Nasu’s major-label debut single, released on October 23, 2013.
Nasu made her debut as a promising newcomer.
The name “Nasu” is her mother’s maiden name.
She has a clear and gentle singing voice.
cherry (sweet cherry; cherry fruit)Otsuka Ai
Ai Otsuka is a singer-songwriter whose energetic charm is irresistible.
The song that catapulted her name into the spotlight is Sakuranbo.
It beautifully captures a girl’s feelings of love, and its lively melody paired with bittersweet lyrics has won great popularity.
La La LaDaikoku Maki
Speaking of Maki Ohguro, she’s a female rock singer who scored numerous hits in the ’90s.
Her husky voice exudes a mature allure.
“La La La” is one of those hits as well, and its chorus—one that makes you want to sing along with everyone—is especially famous.
Baby Sweet Berry LoveOgura Yui
This is the second single by voice actress Yui Ogura, released on May 8, 2013.
It was the ending theme for the TV anime The Hentai Prince and the Stony Cat.
Ogura has also been appointed a tourism ambassador for her hometown, Midori City in Gunma Prefecture.
It’s a very cute love song aimed at hardworking girls.
Tear ducts destroyed by heartbreaking unrequited love songs. Masterpieces that sing of impossible love (111–120)
Falling in LoveKobayashi Akiko
Hearing the name Akiko Kobayashi will likely evoke nostalgia for many older listeners.
Her clear, pure singing voice is remarkably sincere and wonderful.
Her song “Koi ni Ochite – Fall in love” is truly her signature piece and a track that shone in the Showa era.
even ifHirai Ken
This is Ken Hirai’s 11th single, released on December 6, 2000.
Total shipments reached 360,000 copies.
As it was a limited-time release, it is no longer available for purchase.
It’s a song where the lyrics perfectly match Ken Hirai’s vocals.