Saddest Rap Songs

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The Contenders: Page 2

21 Many Men (Wish Death) - 50 Cent Many Men (Wish Death) - 50 Cent

Sad since its true about how he got shot

V 2 Comments
22 Legacy - Eminem Legacy - Eminem

A song about Eminem's struggle.. makes every true fan going through bad times.. cry

Amazing song, reaches deep into my soul every time I listen to it.

A song about his struggle as a kid to where he is now, sad song

V 2 Comments
23 Dance - Nas Dance - Nas V 1 Comment
24 I Tried - Bone-Thugs-N-harmony I Tried - Bone-Thugs-N-harmony

I love bone thugs n harmony even though it's an oldie song in my eyes it means more to me and I'm 11 years old

I can't believe "that crossroads" isn't in top ten! This list is wrong as hell!

25 See My Tears - Machine Gun Kelly See My Tears - Machine Gun Kelly

Such an emotionally inspiring song. Touches my heart every time.

So depressing. My life in a nutshell.

26 The Message - Nas The Message - Nas
27 The Crossroads - Bone Thugs-n-Harmony The Crossroads - Bone Thugs-n-Harmony

Yeah! Didn't expect this song so high but my faith restored! This was my jam!

The video messed me up as a child.

The Eminem dickriders are the reason why this is so low on the list.

V 1 Comment
28 Hailie's Song - Eminem Hailie's Song - Eminem

Great song! Eminem expresses the love and gratitude for his daughter! Just plain beautiful!

Only hailie song I like

29 Too Deep for the Intro - J. Cole
30 Careful What You Wish For - Eminem Careful What You Wish For - Eminem

Eminem explains his struggles while he was in rehab, doing drugs, and finally recovering. He shows the hard points of being that famous it is just amazing.

A really sad Eminem song about fame and drugs.

31 Suicidal Thoughts - The Notorious B.I.G.

Lol get this Feminem and Tuwack bs off the list and get Biggie the don up there

V 2 Comments
32 Dead and Gone - T.I. Dead and Gone - T.I.

Everything & everyone will eventually be dead & gone. Depressing & sad yes but that's how it it.

This is also almost the saddest song Justin Timberlake has ever made. - Sjinkiie

V 1 Comment
33 All That I Got Is You - Ghostface Killah All That I Got Is You - Ghostface Killah

Seriously, number 12? Ghost's childhood was way harder then Em's.

This can bring a tear to my eye, better than all Eminems songs on here. dickriders

V 1 Comment
34 My Life - The Game My Life - The Game

Love this song but if you want to hear more sad songs by him listen to bloody moon bonus track, monsters in my head and some others

This song should be number one. My Life by the game packs so much behind it, absolutely amazing.

Music video is sad. Lyrics are emotional as well

35 I Miss My Homies - Master P I Miss My Homies - Master P
36 Norm Ender - Son Uyku
37 Beautiful Pain - Eminem Beautiful Pain - Eminem

One of the saddest Eminem song I've heard...

V 1 Comment
38 Tearz - Wu Tang Clan Tearz - Wu Tang Clan

RZA's verse is what makes this song way more depressing than you would expect. Not just because of the death of his brother, witch is already depressing enough on it's own, but because of the way he presents the story. Like when he doesn't want to say that his brother is dead, so he stops and yells AW MAN!. But the really haunting part is his voice, because it doesn't sound sad or anything like that, it sounds like ha has difficulty breathing and like he is losing his mind, or has already gone insane, and the part where you can really notice that is when he starts laughing like a maniac for a moment. Oh and the song might just have the best production for a depressing track ever!

39 Going Through Changes - Eminem Going Through Changes - Eminem

Why isn't this in the top 10? I think it's better than mocking bird if you looked into the lyrics you'd actually cry or something no matter what I'd never stop listening to this

The lyrics are really emotional. In the song, he raps about how he lost his friend Proof, and despite the fact that he divorced with Kim, he would still do anything for her. - ethanmeinster

V 1 Comment
40 The Book of Soul - Ab-Soul The Book of Soul - Ab-Soul

Ab-soul goes through his tragic life story in the most real way possible

V 1 Comment
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List StatsUpdated 22 Feb 2017

3,000 votes
161 listings
6 years, 10 days old

Top Remixes (12)

1. Beautiful - Eminem
2. Mockingbird - Eminem
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3. Until the End of Time - 2pac
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