Saddest Eminem Songs

The Top Ten
1 When I'm Gone When I'm Gone Cover Art

Always singing about his family, and how much he loves them. What music should really be about

The saddest song but the most loved songs I listen to.

This is a very sad story telling song but it at least has a happy ending

Very sad and good songs.

2 Stan Stan Cover Art

The best story telling In a song ever.

It's a great song
Beautiful how he turns the words of letters into songs

Very sad song indeed

3 Mockingbird Mockingbird Cover Art

This is literally one of the saddest songs by eminem. He talks to his daughter about his life mostly before fame and how much he tries to be a good father, and it almost made me cry.

This is the saddest song Eminem every made How in the world Stan is above Mockingbird I don't know but this is the saddest song.

How is Stan above Mockingbird? When I first listened to Stan, I didn't cry but when I heard Mockingbird good lord I was sobbing.

One of the best, his bars where on point and the story was one of the saddest songs I ever heard.

4 Difficult

If everyone knew and actually listened to this song before, it would definitely be #1. This song is about his best friend from childhood that died. I just listened to it too lol but before I listened to it I thought that there was no way that this song could be sadder than mockingbird, but I was wrong.

This is the saddest song Eminem ever wrote. It wasn't even meant to be released - It shows that Em did this for himself and that he actually uses music as a release.

Unlike When I'm Gone this song has no happy ending its just pure devastation but most people never heard if it because it is an unreleased track but it can be found on bad meets evil the shady project the song is about proofs death R.I. P big proof

I've never heard this song until tonight, I'm literally crying in bed. its such a shame it's unreleased, but I understand that maybe em wanted to keep it as a more personal track. damn, this should be number 1. rip big proof

5 Beautiful Beautiful Cover Art

To me, this song is rather underrated on this list. Pa'ps, it's cause I can relate to it than almost any of Em's songs. Yeah, Rock Bottom's great too almost as much as When I'm Gone is.

This should be number one or at least When I'm Gone, you could really feel his emotion in this song.

Song from relapse album

Most relatable em song

6 Like Toy Soldiers Like Toy Soldiers Cover Art

I don't understand how people comment things that aren't even true, and you could easily find the right answer with a google search. Never even heard this song but it's NOT taking about PROOF'S death. It's talking about a man named BUGZ who died in 1999, the song being released in 2005. For real people...

The music video made me tear up. That's progress, because I NEVER cry! How is this Number 7?

The most underrated Eminem song!

This song has a great meaning its about proofs death and the events that lead to it

7 Cleanin' Out My Closet Cleanin' Out My Closet Cover Art
8 Rock Bottom Rock Bottom Cover Art

This song tops Stan in sadness because you feel this is what Marshall actually went through. At least in my opinion

This is one of the most devastating rap song if all time Eminem sounds hopeless about money troubles

Song from slim shady lp

9 Lose Yourself Lose Yourself Cover Art

Woah, lose yourself isn't sad, is it?

10 Headlights Headlights Cover Art

I thought that Eminem would never say that he was sorry to Debbie Mathers (He even said her name and felt guilty after all of the shade he through at her.), but I spoke too soon. I literally cried on the first time I listened to this.

I truly love this song! This song actually has a purpose instead of a stupid song. The song is about an apology to his mom *cough* Cleaning Out My Closet *cough*

None of the songs above are even CLOSE to how sad this song is. None of the ones above made me cry. This one did.

None of the songs above are sad. This is the only truly sad one.

The Contenders
11 Going Through Changes Going Through Changes Cover Art

I cannot believe that this song is in 12th place on this list. It is literally one of the saddest things he has written. The music, the emotion, the delivery and the melancholy you can hear in his voice are almost incomparable to any other song he has released. He talks about what he has been through, the changes he went through, and the impact of fame on his personal life and the relations with his friends, daughter, and ex-wife. It is a story that would make anyone with a tiny bit of emotion tear up or sit for a moment and think.

Easily that saddest song he has. Finds a way to rap about all the bad stuff that's happened to him, and makes it relatable to anybody (which is a true gift to do).

This one is just AMAZING! It's sad but gives so much motivation.
The part where Hailie cries: Daddy, don't die on me, when Em is down would make anyone cry!

In this song Eminem states a variety of the saddest things that have happened to him

12 Arose

Describes what would've happened if he had stuck to drugs. But makes an amazing comeback in the last verse, which is a real-written version of the previous track's last verse "Castle."

This song made me cry so many times! Something that separates Em from most artists is his willingness to sink into a dark and painful place within himself so the emotion is raw

This song makes me feel things. The words hit me and makes me cry.

A feeling of fulfillment for core fans.

13 Space Bound Space Bound Cover Art

I can't in any way relate to this song but it makes me cry. It's so sad.

This song should be higher on the list.

So sad, so real

14 Hailie's Song Hailie's Song Cover Art
15 The Way I Am The Way I Am Cover Art

Be honest, when someone is willing to accept that what ever you say he is, is what he is, must be totally beaten down. The meaning behind this song passes over the head of most listeners.

16 No Apologies No Apologies Cover Art
17 Love the Way You Lie Love the Way You Lie Cover Art

Ok how is this so low. Have you seen the video. Yeah When I'm gone is sad but I never cried with mockingbird and that's number 3. This is such a sad song that I wonder why it's so low down. It used to always make me cry

This is so sad. Why is mockingbird higher this song is one of the saddest songs I've ever heard

This is one of my favourite songs ever.

18 Sing for the Moment Sing for the Moment Cover Art
19 You're Never Over You're Never Over Cover Art

Honest talk, brutal if you understand the words.

20 Kim Kim Cover Art

Actually insanely depressing. Look up the lyrics

21 Fack Fack Cover Art

So beautiful. It talks about depression, pure emotion, financial difficulties, substance difficulties, his daughter Hailie, and everything of the above. It definitely doesn't talk about sex fetishes and shoving gerbils up one another ass, just no. It's such a beautiful song, and should be number 1. Who here agrees with me? /s

This is so damn beautiful. Put Stan and when I'm gone together and you wouldn't be able to top this masterpiece. 10/10.. Em I'm in tears.

The most brutally heartbreaking song that I've heard in years.

It's sad to see how much Em's skill deteriorated and diminished.

22 Legacy Legacy Cover Art

"I had a bad day at school, so I ain't talking...", I always listen to this song after a bad day at school or just a bad day in general

23 Deja Vu Deja Vu Cover Art

The chorus says it all.

24 Stronger Than I Was Stronger Than I Was Cover Art

This sympathetic song provides an insight into Eminem's relationship with ex-wife Kim, and how he apologizes for acting how he did towards her particularly on The Marshall Mathers LP 1. It's the polar opposite of the track "Kim" from the original MMLP.

Honestly I didn't like the lyrics to this song, they were sort of weak.

25 No Love No Love Cover Art
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