Saddest Hip Hop Songs


The Contenders: Page 2

21 Heartless - Kanye West

Why don't you vote dis song...? That really deserves a lot...

Wow How could be so Dr. Evil, you bringin' out a side of me that I don't know
I decided we weren't going' speak so
Why we up three A.M. on the phone
Why does she be so mad at me for
Homie I don't know, she's hot and cold
I won't stop, I won't mess my groove up
Cause I already know how this thing go
You run and tell your friends that you're leaving me
They say that they don't see what you see in me
You wait a couple months then you gon' see
You'll never find nobody better than me

22 Lost Ones - J Cole

This song is so beautiful and touching, J Cole always has one of the best lyricists of his generation

This song is so beautiful and touching to the soul

Suppose to be number 2

This should be #1, so relatable

V 2 Comments
23 Where'd You Go - Fort Minor

The music just sets a great tone for the lyrics. Pretty powerful stuff, and is somewhat timeless.

A song that just gets to you no matter what

Its just so touching!

Where'd you go
I miss you so
Seems it's like been forever
That you've been gone
Please come back home...

24 You Never Know - Immortal Technique

It's a beautiful, unconventional track about him falling in love with a girl. What makes it stand out from the usual love song is that he never engages with her sexually. Never makes a move or pushes her to do anything. It's refreshing to hear a track that isn't full to the gills with misogyny. It's a one of a kind song, immortal technique definitely knows how to make fire.

You need to go listen to this song it has so much emotion and a deep sad story this should be up in the top ten

Brings me back..immortal as always telling a story

Should definitely be on top of this list.
Immortal technique is a Great storyteller and its unbelieveable how he can make you focusse on The Lirycs for 8 Minuten or so.
Greets from Germany.
You Gotta a Hufe fanbase out Here.

V 1 Comment
25 Sing About Me, I'm Dying of Thirst - Kendrick Lamar

This song is seriously sad, he wrote the lyrics in perspective of his best friend, and it's a true story..

Amazing, one of the best songs of all time in my opinion

This is unreal, in this song, he changes perspectives from keisha (a murdered prostitute), then the brother of his friend who got murdered, who got murdered himself, and finally to himself.


26 The Crossroads - Bone Thugs-N-harmony

Song is just full of emotions, just makes you think about life, didn't make em cry really but I wouldn't be shocked if it did, overall most beautiful hip hop song ever

This should be up there. This song is a masterpiece. It is very emotional

Should be the top ten one of the saddest songs ever

This song is really touching, specially if you lost some one you love deeply.

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27 Song Cry - Jay-Z

This song makes one wonder if Jay-Z is talking about a random b! Tch he met, or whether he's talking about his true love.. Should be Top 10.

This list is wack, what stan is not sad, its humorous! The saddest songs r missing u, dance, & a bunch of the other Eminem songs & this... Etc. Etc.

28 Kurt Kobain - Proof

This is almost like suicide note and its really sad. Its almost like he knew he was going to get shot.

What I really like about this track is that proof talks about two people here Kurt Cobain and Eminem.its true people he sounds like he knew he was going to die what sad song.this song deserves top3

29 Beautiful - Eminem

This song can help people that get bullied at school just because they are different.

It's very emotional and it makes me cry every time I listen to this song, but it helps me get over being bullied.

Really deep song, the chorus almost makes me tear up.

30 Slippin' - DMX

DMX talks about his mom beating him, being left by his dad, drug addiction and a lot of other stuff.
I don't care what anyone says, best of all time

31 Cleanin' Out My Closet - Eminem

Really? Not even on the list while it should be first?

My favorite Emimem song, and it has been as long as I've listened to Emimem. - theOpinionatedOne

32 Lonely - Akon
33 I Tried - Bone Thugs-N-harmony
34 Hands Held High - Linkin Park
35 All that I Got is You - Ghostface Killah

How the hell on earth is this 41? Definitely top 10. And Eminem's drama is 7? Wow!

This should easily be top ten. Still makes me emotional listening to this. I remember Ghostface himself saying grown men coming up ro hi. Saying the song made them cry.

It should be number 1!

This is song will make the most aggressive thug cry, GFK was coming straight from the heart on this joint.
My moms played this for us when we couldn't sleep at home in the winter since she couldn't afford the gas, and we slept her car with the engine running.
If you can relate to this song, you DEFINITELY know the feels your neighbor or the people in similar situations you were/are in.
I love this song, but man it's something ya can only listen to when ya can't hold it in and when ya need to let it out.
One love, and hope you (the reader) has good day and a better tomorrow.
Peace 😊

V 1 Comment
36 Kim - Eminem

"You loved him, didn't you" This song is one of the saddest and stunning songs I've ever heard, the pure heartbreak in the lyrics and voice is enough to make someone feel broken.

just listen to it.. it shows the real roar of person hurt deep..

37 Space Bound - Eminem

Very touching, relatable, raw song about the harm and evilness behind love and romance. Eminem truly opens up with sentiment in a sad love story ballad.

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38 How Could You Leave Us - NF

Do any of these other songs contain the artist openly crying on the mic? I don't think so. NF's songs always contain raw emotion, and this song is no exception. That emotion, paired with the terribly sad topic of his mother "choosing" pills over him, culminates in a song that easily should at the top of this list.

Every time I listen to this song, I get angry and so sad as if my mom left but she is with me. It gets you. Especially when you know the words

It’s almost impossible to watch the music video without tearing up, and this is the only song that’s powerful like this

39 Listen to Your Heart - Eminem
40 The Last Emperor - One Life

He's maybe the most underrated mc ever!

V 1 Comment
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List Stats

2,000 votes
140 listings
7 years, 104 days old

Top Remixes (8)

1. I'll Be Missing You - Puff Daddy
2. Dear Mama - 2Pac
3. Hail Mary - 2Pac
1. Dear Mama - 2Pac
2. Stan - Eminem
3. When I'm Gone - Eminem
1. Dance - Nas
2. I'll Be Missing You - Puff Daddy
3. Mockingbird - Eminem

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