Saddest Taylor Swift Songs

Taylor Swift was born in 1989 in the United States. The successful singer, who started her music career at a young age, released her first professional album in 2006 when she was only 17 years old. She became popular enough to release 7 more albums in the following period. The female singer, who has many different awards, also has a Grammy award, which is considered very prestigious by the music industry. While she sometimes produces fun and upbeat songs, some of these songs are sad. Here are some of the saddest Taylor Swift songs:

White Horse

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In 2008, Taylor Swift released her album Fearless and was highly appreciated for the song White Horse from this album. The song expresses with a poetic metaphor that true love is a lie. It is among the saddest Taylor Swift songs with Swift’s unique vocals. Taylor Swift’s music career, which has fans not only in America but all over the world, has even been the subject of some documentaries. With this song, Taylor Swift motivates young women to realize their ideals on their own and not to wait for men with a white horse.

All Too Well

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The 2012 album Red was a turning point in Taylor Swift’s career. The beloved song All Too Well from this album has a melancholic atmosphere. We have to appreciate Taylor Swift’s vocal talent in the song. This unique song should be counted among the saddest Taylor Swift songs. Taylor Swift continues her music career and live concert performances today.

my tears ricochet

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Taylor Swift released an album called Folklore in recent years. One of the successful songs of the album, which was listened to by millions of people on music platforms, was “my tears ricochet”. This song expresses the sadness of an old relationship very well. A good example of the indie-folk genre, “my tears ricochet” is one of the favorite saddest Taylor Swift songs. This popular song has become one of the unforgettable Taylor Swift songs with its dramatic textures.

Dear John

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One of the most beloved sad Taylor Swift songs, featured on Taylor Swift’s third studio album, Speak Now (2010), Dear John is a poignant ballad that addresses a past relationship with John Mayer. The song showcases Swift’s emotional songwriting as she reflects on heartbreak, regret, and the pain caused by a tumultuous romance.

With its raw and honest lyrics, Dear John highlights Swift’s ability to convey personal experiences through her music. This song can be remembered with this lyrics:

“Dear John, I see it all now that you’re gone
Don’t you think I was too young to be messed with?
The girl in the dress, cried the whole way home
I should’ve known”

Soon You’ll Get Better

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Taylor Swift, a successful artist who has produced a lot in her music career, released an album in 2019. One of the most memorable songs of the album named Lover was Soon You’ll Get Better. This song has a special meaning among the saddest Taylor Swift songs because it tells about her mother’s struggle with cancer. This piece, in which the singer tells the story of her mother, touched her fans. Today, Taylor Swift is considered one of the artists with the longest music career, and her journey inspires many young artists. This song, written during his mother’s struggle with cancer, makes listeners cry all the time.


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Breathe captures the complexities of relationships and the importance of forgiveness. That’s why we can list this song among popular sad Taylor Swift songs. Breathe is a collaboration between Taylor Swift and Colbie Caillat, appearing on Swift’s second studio album, Fearless (2008). The song explores themes of friendship and the process of healing after a falling out.

The gentle acoustic arrangement, combined with Swift and Caillat’s harmonies, creates a soothing atmosphere that complements the reflective nature of the lyrics.

You’re Not Sorry

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In 2008, when the artist was still very young, she released an album called Fearless. The album consisted of fun pop songs and the song You’re Not Sorry was not that fun. The song about a breakup is quite sad. The song, which contains tonnes from pop and country genres, is among the favorite saddest Taylor Swift songs. Taylor Swift, the creator of the songs that have become legendary, has created very impressive songs with her raw vocals.

Last Kiss

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Another great choice for our list of sad Taylor Swift songs is Last Kiss. From the album Speak Now (2010), Last Kiss is a poignant ballad that delves into the aftermath of a breakup. Taylor Swift’s expressive storytelling and emotional vocals paint a vivid picture of heartache and nostalgia. The song reflects on the bittersweet memories of a past relationship and the lingering emotions associated with a farewell. With its heartfelt lyrics and melodic composition, Last Kiss showcases Swift’s ability to capture the essence of love and loss in her music.

Come Back… Be Here

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In 2012, while still in her twenties, Taylor Swift released the album Red. Come Back… Be Here, a song with poetic lyrics, became one of the saddest Taylor Swift songs of this album. The melancholic atmosphere in the song was very impressive with Taylor’s unique vocals. Since Taylor Swift has been pursuing her music career since she was young, there are many differences between her first albums and her latest albums. Sometimes it is realized that the artist has matured in her genre and sometimes in her lyrics.

The Moment I Knew

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The song The Moment I Knew from successful pop singer Taylor Swift’s fourth studio album has been around since 2012. The lyrics are about a breakup that happened on the woman’s birthday. This dramatic song is conveyed in an emotional atmosphere with Swift’s vocals. It is among the saddest Taylor Swift songs with both the lyrics and the artist’s vocal technique. American artist’s popular songs are still listened to at the top of music platforms even today.

Jonathan Flint

Jonathan is a DJ with years of experience in the field. He has been creating and playing music his entire life, but he really found his passion for DJ when he was introduced to Logic Pro at age 10.

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