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21 Songs To Listen To When You Just Want To Be Sad And Drink Wine And Have A Really Good Cry

So many Drake tears.

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Sometimes it just feels good to have a good cry. You put on your favorite emotional tunes, pour a glass of wine, and let the feelings flow all night. If you’re in the mood to cry tonight check out the Spotify playlist or peruse the videos below.

1. Rilo Kiley – “Pictures Of Success”

2. MØ – “New Year’s Eve”

3. The Smiths – “I Know It’s Over”

4. Lykke Li – “Sadness Is A Blessing”

5. Phantogram – “Bill Murray”

6. Nada Surf – “Blankest Year”

7. Portishead – “Roads”

8. The Weeknd – “Echoes Of Silence”

9. FKA twigs – “Two Weeks”

10. Sky Ferreira – “Everything Is Embarrassing”

11. Radiohead – “Paranoid Android”

12. Bon Iver – “Blood Bank”

13. Birdy – “Skinny Love”

14. Meg Myers – “Morning After”

15. Frightened Rabbit – “Keep Yourself Warm”

16. Bright Eyes – “Land Locked Blues”

17. Cat Power – “Good Woman”

18. Smashing Pumpkins – “Blank Page”

19. Desire – “Under Your Spell”

20. Lana Del Rey – “Last Girl On Earth”

21. Drake + Rihanna – “Take Care”

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About the author

Koty Neelis

Former senior staff writer and producer at Thought Catalog.

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Your Daily Devotional 6/5/2025: Trust First, Understand Later

Devotional Message There is always a temporary mystery in God’s actions in our lives. When life feels challenging, we struggle to comprehend why certain things are happening in the way that they are. We find ourselves feeling confused, angry, and disheartened, unsure of how God could allow such pain and suffering into our lives, especially […]

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