saddest and deepest taylor swift songs to cry to

Playlist · curated by mal · 52,737 followers · 146 songs

Tracks

1. my tears ricochet - the long pond studio sessions — Taylor Swift, Taylor Swift, Taylor Swift
2. Would've, Could've, Should've — Taylor Swift, Taylor Swift, Taylor Swift
3. Soon You’ll Get Better (feat. The Chicks) — Taylor Swift, The Chicks, Taylor Swift
4. Never Grow Up (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
5. Nothing New (feat. Phoebe Bridgers) (Taylor’s Version) (From The Vault) — Taylor Swift, Phoebe Bridgers, Taylor Swift
6. Castles Crumbling (feat. Hayley Williams) (Taylor’s Version) (From The Vault) — Taylor Swift, Hayley Williams, Taylor Swift
7. The Archer — Taylor Swift, Taylor Swift, Taylor Swift
8. Ronan (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
9. happiness — Taylor Swift, Taylor Swift, Taylor Swift
10. Is It Over Now? (Taylor's Version) (From The Vault) — Taylor Swift, Taylor Swift, Taylor Swift
11. Haunted (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
12. tolerate it — Taylor Swift, Taylor Swift, Taylor Swift
13. Say Don't Go (Taylor's Version) (From The Vault) — Taylor Swift, Taylor Swift, Taylor Swift
14. exile (feat. Bon Iver) — Taylor Swift, Bon Iver, Taylor Swift
15. hoax — Taylor Swift, Taylor Swift, Taylor Swift
16. Forever Winter (Taylor's Version) (From The Vault) — Taylor Swift, Taylor Swift, Taylor Swift
17. Cornelia Street - Live From Paris — Taylor Swift, Taylor Swift, Taylor Swift
18. this is me trying — Taylor Swift, Taylor Swift, Taylor Swift
19. The Moment I Knew (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
20. champagne problems — Taylor Swift, Taylor Swift, Taylor Swift
21. epiphany — Taylor Swift, Taylor Swift, Taylor Swift
22. mirrorball — Taylor Swift, Taylor Swift, Taylor Swift
23. coney island (feat. The National) — Taylor Swift, The National, Taylor Swift
24. evermore (feat. Bon Iver) — Taylor Swift, Bon Iver, Taylor Swift
25. peace — Taylor Swift, Taylor Swift, Taylor Swift
26. right where you left me - bonus track — Taylor Swift, Taylor Swift, Taylor Swift
27. Innocent (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
28. The Lucky One (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
29. Cold As You — Taylor Swift, Taylor Swift, Taylor Swift
30. marjorie — Taylor Swift, Taylor Swift, Taylor Swift
31. my tears ricochet — Taylor Swift, Taylor Swift, Taylor Swift
32. The Last Time (feat. Gary Lightbody of Snow Patrol) (Taylor’s Version) — Taylor Swift, Gary Lightbody, Taylor Swift
33. Back To December (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
34. Now That We Don't Talk (Taylor's Version) (From The Vault) — Taylor Swift, Taylor Swift, Taylor Swift
35. it’s time to go - bonus track — Taylor Swift, Taylor Swift, Taylor Swift
36. You’re Not Sorry (Taylor’s Version) — Taylor Swift, Taylor Swift, Taylor Swift
37. Better Man (Taylor's Version) (From The Vault) — Taylor Swift, Taylor Swift, Taylor Swift
38. Don’t You (Taylor’s Version) (From The Vault) — Taylor Swift, Taylor Swift, Taylor Swift
39. All Too Well (Sad Girl Autumn Version) - Recorded at Long Pond Studios — Taylor Swift, Taylor Swift, Taylor Swift
40. illicit affairs — Taylor Swift, Taylor Swift, Taylor Swift
41. Carolina - From The Motion Picture “Where The Crawdads Sing” — Taylor Swift, Taylor Swift, Taylor Swift
42. Forever & Always (Piano Version) (Taylor’s Version) — Taylor Swift, Taylor Swift, Taylor Swift
43. cardigan — Taylor Swift, Taylor Swift, Taylor Swift
44. A Place in this World — Taylor Swift, Taylor Swift, Taylor Swift
45. Dear Reader — Taylor Swift, Taylor Swift, Taylor Swift
46. Breathe (Taylor’s Version) [feat. Colbie Caillat] — Taylor Swift, Colbie Caillat, Taylor Swift
47. Out Of The Woods (Taylor's Version) — Taylor Swift, Taylor Swift, Taylor Swift
48. Bigger Than The Whole Sky — Taylor Swift, Taylor Swift, Taylor Swift
49. august — Taylor Swift, Taylor Swift, Taylor Swift
50. The Outside — Taylor Swift, Taylor Swift, Taylor Swift

Recent changes

• 2026-11-02: + Babylon (Taylor Swift) at position 142
• 2026-11-02: + Patient Zero (Taylor Swift) at position 143
• 2026-11-02: + Patient Zero (Piano Version) (Taylor Swift) at position 144
• 2026-11-02: + Patient Zero (Acoustic Version) (Taylor Swift) at position 145
• 2026-06-25: + I Knew It, I Knew You (Piano Version) (Taylor Swift) at position 141

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