Taylor Swift’s Tearjerkers: Best Sad Songs and Most Popular Tracks Ranked [2025]

Even women who are usually giving it their all have times when they just want to cry.

Here, we’re introducing a selection of Taylor Swift’s most popular songs—beloved by many women—that are especially moving and guaranteed to bring on the tears.

Playlist

Taylor Swift’s Tearjerkers: Best Sad Songs and Most Popular Tracks Ranked [2025]
	Title	Playlist	One point
1	White horseTaylor Swift		Taylor Swift's classic song about heartbreak
2	fifteenTaylor Swift		The iconic song “Fifteen,” which depicts Taylor Swift’s youth
3	We Are Never Ever Getting Back TogetherTaylor Swift		A song about breaking up with a selfish man
4	Back To DecemberTaylor Swift		Taylor apologizes to Taylor Lautner in a song
5	Love StoryTaylor Swift		Shakespeare’s “Romeo and Juliet”…
6	RedTaylor Swift		Taylor Swift is about to write a breakup song...
7	Long LiveTaylor Swift		A singer-songwriter who is gaining worldwide popularity…
8	Blank SpaceTaylor Swift		Taylor’s self-deprecating song that laughs off heartbreak
9	Never Grow UpTaylor Swift		An American country-pop singer and vocalist…
10	Cruel SummerTaylor Swift		Depicting the fervor and anguish of a secret love
11	Down BadTaylor Swift		A breakup song from The Tortured Poets Department
12	lomlTaylor Swift		Taylor Swift’s heartbreak ballad
13	Snow On The BeachTaylor Swift ft. Lana del Rey		Snowy coast, the masterpieces of Swift and Del Rey