[Masterpiece] Tear-jerking Western songs. The tears won’t stop… truly sad songs [2025]

Happiest YearJaymes Young

Jaymes Young – Happiest Year [Official Music Video]

A song that portrays the feelings of someone who has experienced a broken heart, with a beautiful, heartrending melody that resonates deeply.

Looking back on a love that has ended, it sings of gratitude for the happiest moments.

Released in January 2019, the track is included on the album “Feel Something.” Jaymes Young’s clear, translucent vocals beautifully convey both the pain of heartbreak and the gratitude for the days spent together.

It’s a recommended song for those who have gone through a breakup and are struggling to sort out their feelings, or for anyone who wants to express gratitude to someone important.

Standing StillJewel

Jewel – Standing Still (Official Music Video)

Jewel is a singer-songwriter from the United States, and her debut album, Pieces of You, sold 12 million copies.

This song was released as a single from the 2001 album This Way.

It was featured in the American teen drama Dawson’s Creek and became a big hit.

goodbyeKelly Clarkson

Kelly Clarkson – goodbye (Official Lyric Video)

A powerful song by Kelly Clarkson that resonates with anyone who’s experienced heartbreak or betrayal.

Centered on self-worth and strength, it captures the sense of liberation after overcoming trials and hardships.

Included on the deluxe edition of the album “Chemistry,” it was released in September 2023.

Clarkson’s vocal prowess—backed by over 25 million albums sold and three Grammy Awards—further elevates the song’s appeal.

It’s highly recommended not only for those who’ve endured a painful breakup, but also for anyone who needs the courage to step into a new stage of life.

Breaking PointLogan Michael

Logan Michael – Breaking Point (F U) [Official Video]

A piercing song that captures a farewell where sadness and anger collide.

Carried by Logan Michael’s vocals, the bittersweet emotions tighten the listener’s chest.

Released in October 2023, this work lays bare the pain of heartbreak.

The image of the protagonist spending sleepless nights with whiskey in hand will resonate with many.

Lyrics depicting the moment of deciding “I’ve had enough” may encourage those who want to end an unhealthy relationship.

It’s a song that gives you the courage to value yourself.

This Used To Be My PlaygroundMadonna

Madonna – This Used To Be My Playground (Video)

This is the theme song for the film “A League of Their Own,” starring Madonna alongside Tom Hanks, Geena Davis, and Rosie O’Donnell.

It’s a slow ballad about being unable to let go of the past because the present isn’t going so well.

Due to licensing issues, the song was not included on the movie’s soundtrack.

Used To Be YoungMiley Cyrus

Miley Cyrus – Used To Be Young (Official Video)

A bittersweet pop ballad that looks back on youth and younger days.

The lyrics, filled with nostalgia for one’s former self and the strength to accept who one is now, are deeply moving.

As she retraces memories from ten years ago, Miley Cyrus’s powerful vocals stand out as she sings of love for the person she’s become.

Released in August 2023, this track is included on the special edition of her eighth studio album, Endless Summer Vacation.

When you need courage to look back while moving forward, this song will make you feel as if it’s giving you a gentle push.

Last NightMorgan Wallen

Morgan Wallen – Last Night (One Record At A Time Sessions)

A gem of a ballad filled with aching feelings of not being able to give up, even when forced to say goodbye to someone you love.

The image of a man and woman baring their true feelings with the help of a few drinks is striking.

Morgan Wallen’s husky vocals resonate deep in the heart.

Released in March 2023, the song became a hot topic, spending an extended period at No.

1 on the Billboard charts.

Announced during his first-ever stadium tour, it sent fans into a frenzy.

Perfect for when you want to soothe the pain of heartbreak or are struggling with an important relationship.

By the time it ends, you’ll likely feel the importance of honestly sharing how you feel.