Top 55 Sad Songs That Will Make You Cry Playlist

Top 55 Sad Songs That Will Make You Cry Playlist

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43Cyndi Lauper - Time after Time

Did you know?

Lauper has indicated that much of the lyrics were written about occurrences in the studio and her life at the time. The line, "the second hand unwinds," refers to producer Rick Chertoff's watch, which was winding backwards.

Moment you'll tear up:

After my picture fades and darkness has 
Turned to gray 
Watching through windows, you're wondering 
If I'm OK 
Secrets stolen from deep inside 
The drum beats out of time

42Death Cab For Cutie - I Will Follow You Into the Dark

Did you know?
Surprisingly, I Will Follow You Into the Dark was not written about anyone in particular, but rather about Ben Gibbard’s obsession over death. This was after his realization that at 29, he had not lost anyone really special in his life. Knowing that he was being comfortable and death would eventually strike made him take stock of how important everyone around him truly is. The solo was recorded in mono with just one microphone and almost no editing.

Moment you'll tear up:
Love of mine
Someday you will die
But I'll be close behind
I'll follow you into the dark

41Alter Bridge - In Loving Memory

Did you know?
In Loving Memory is about lead guitarist Mark Tremonti’s mother. The track was never released as a single despite it being the most popular in Alter Bridge’s repertoire.

Moment you'll tear up:
You were as kind as you could be
And even though you're gone
You still mean the world to me

40Amy Winehouse - Back to Black

Did you know?

The music video features a funeral procession in which Winehouse mourns over a grave that reads "R.I.P. the Heart of Amy Winehouse." This song is sadder still, considering the recent events that enlisted her as a member of the tragic 27 Club.

Moment you'll tear up:

And I tread a troubled track
My odds are stacked
I'll go back to black


39The Beatles - Yesterday

Did you know?

Yesterday is a melancholy acoustic guitar ballad about a break-up.

Moment you'll tear up:

Why she had to go I don't know, 
She wouldn't say. 
I said something wrong, 
Now I long for yesterday


38Eminem - Stan

Did you know?
Despite popular belief, Eminem’s character Stan is purely fictional. Eminem has admitted that he gets a lot of fan mail and people take his words too literally — that is what Stan is based on. The referenced story from In The Air Tonight by Phil Collins is also an urban legend.

Moment you'll tear up:
And even if I could it'll all be gray
Put your picture on my wall
It reminds me, that it's not so bad
It's not so bad

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Did we miss a track? Tell us what your favorite sad songs are.