Saddest Eminem Songs

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The Top Ten

1 When I'm Gone

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

Song from curtain call: the hits album

Great song he always talks about child he a real family man

Emotional song that hit at the heart

V 5 Comments
2 Stan

Almost cried

The best story telling In a song ever.

Very sad song indeed

Great story shares the sadness of suicide that many of us excpierence

V 6 Comments
3 Mockingbird

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.

In this song he talks about how hard he tries to keep his daughter happy

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.

So sad

V 7 Comments
4 Difficult

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 think this song should be on Top..I'm sure Em will agree too

I have never heard this before until I searched it up. Wow. Such emotion. Unbelievably sad.

Saddest song eminem ever wrote made love my close friends more
R.I.P proof

V 4 Comments
5 Beautiful

This should be number one or at least When I'm Gone, you could really feel his emotion in this song. - Riz123

A great song to be honest, its hard in feels

Song from relapse album

Most relatable em song

V 2 Comments
6 Like Toy Soldiers

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

Song from encore album

How can it be about proofs death if it was made two years before he died? smh

7 Rock Bottom

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

100% the saddest song in hip hop history!

Song from slim shady lp

8 Cleanin' Out My Closet

Song from the Eminem show album

9 Lose Yourself

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

10 Space Bound

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

This is one of the greatest Eminem love songs ever

This song should be higher on the list.

So sad I nearly cried this song is by far his saddest song😭😭

The Contenders

11 Headlights

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*

Saddest song I heard I cried the first time I heard some reason it touches my heart

This song is a masterpiece

V 8 Comments
12 Going Through Changes

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.

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

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!

13 Arose Arose

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

A feeling of fulfillment for core fans.

I cried listening to this and castle

SAD

V 14 Comments
14 Hailie's Song

He sure does think he owes his fame to his daughter

15 The Way I Am
16 No Apologies
17 Love the Way You Lie

This is one of my favourite songs ever.

18 You're Never Over

Honest talk, brutal if you understand the words.

19 Sing for the Moment

Talks about real life issues without a father

20 25 to Life
21 Legacy

"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

Talks about bullying and bad home life, hits home hard

22 Stronger Than I Was

This song is just as sad as a funeral song I can't stop crying when I hear it but the problem is that this is also the most underrated Eminem song ever have a heart people at least it has a meaning

23 Fack

Haha what nice one bro

Tragic and emotional. Gorgeous song.

Powerful lyrics, sad yet flawless peformance. COME ON, PEOPLE! - benjigoo

This is clearly sarcasm. He just sings about "c*mming" and it's so gross I like Eminem but this is just dumb.

24 Kim

Actually insanely depressing. Look up the lyrics

25 Rap God

Wow! This is the most saddest eminem song! Talks about life struggle and being poor and his dead best friend. This song makes me cry.

Cause I'm an idiot

26 It's Been Real
27 No Love
28 Love You More

Song from encore album

The melody...

29 Not Afraid

If you can understand the true meaning of this song, then you'd know.
Song from recovery album

AMAZING WHEN IT IS REVERSED!

awesome

30 Careful What You Wish For
31 Beautiful Pain

You people clearly aren't eminem fans if this song isn't number 1.

32 Deja Vu

The chorus says it all.

33 Die Alone
34 Best Friend

Okay so maybe it is maybe it isn't valid due to the fact that it's really a Yelawolf song with an Eminem feature. But the "Best Friend" by Yelawolf with the Eminem guest verse has always seemed quite emotional to me.

35 Say Goodbye Hollywood

In this song Eminem list many devastating moments

36 Bad Guy

İ cried on the 4 verse

37 I Need a Doctor

How can anyone not find this sad? R.I.P Dr. Dre

38 If I Had
39 Spend Some Time

Song from encore album

40 97 Bonnie and Clyde
41 Guts Over Fear

Just listening to this song makes you think that Eminem is going to retire soon
What can get more sad than that?

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Related Lists

Best Eminem Songs Best Songs From Eminem's The Marshall Mathers LP 2 Best Songs From Eminem's Recovery Top Ten Songs From The Eminem Show Best Songs From Eminem's The Marshall Mathers LP

List Stats

700 votes
41 listings
4 years, 325 days old

Top Remixes (7)

1. Stan
2. Mockingbird
3. When I'm Gone
freefall
1. Stan
2. When I'm Gone
3. Beautiful
DK
1. Stan
2. When I'm Gone
3. Beautiful
grove

WRemix
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