Saddest Hip Hop Songs

anthonybecerra831

The Top TenXW

1Stan - Eminem

This might be the most obvious #1 in this whole website. No joke this is really emotional and I think it is the 2nd best song Eminem has ever written. And a shout out to No Love. I think that should be right up here with Stan.

Damn, he's irreplaceable. Best of the best! Speechless about lyrics, speechless about his manner of rapping, about his talent. May God bless and keep you, 'cause Em, you're the one!

This Truely Deserves number 1 spot for the Saddest Rap Songs Ever...
P. S
When I'm Gone, Like Toy Soldiers, Mockingbird ^^ No Love Should be in The Top 10 List...
When I'm Gone made my Aunt Cry...

Anytime Eminem uses his Marshall Mathers persona, it's usually sad - KrazzyMadd

V19 Comments
2I'll Be Missing You - Puff Daddy

So emotional, especially to anybody that has lost someone that they truly love. This is also Puff Daddy's most popular song

This song is really sad when you understand the true meaning of it... After you have lost someone that you truly love.

Great song. This song is way sadder than Stan. Stan is about a made up character but this song came from the death of notorious big one of Puff Daddy's best friends

I have a 12 year old friend in critical, and he's been there for 6 months in a coma after a drive-by. This soothes me.

V6 Comments
3Dance With the Devil - Immortal Technique

This song shocked me when I first heard it, a guy who killed his own mother and then committed suicide. It's so deep.

It makes my cry every time, this has happened to so many little thugs that want be a gangster

This song is phenomenal. The first time time you hear it, it just leaves there thinking. Maybe you are shocked that is why, at the begining, you think like "Wow, this terrifying! ", but then you start to grasp the message conveyed through the song and you appreciate it.

This is the realist song I've ever heard. I cried like 5 times

V12 Comments
4Dance - Nas

This song will always mean so much to me! I do have a mother but I can only imagine the pain and nas made this song so good!

"makes me think about how long I got my mother and what I couldve done to make her life easier "

Damn, when I heard this song I was speech less. I recently lost a person I loved and this song opend me up.

V2 Comments
5When I'm Gone - Eminem

The first hip-hop song to make me cry.. Even my mom cried

"Now go out there and show em' that you love em' more than us"... Enough said.

Truly one of Eminem's greatest. It is true-All the fame and wealth means nothing without one's family. Even the video's heartrending.

One of the saddest song by the rap god. The lyrics are so great.

V8 Comments
6Brenda's Got a Baby - 2Pac

2pac-based on a true story-real life.

More than twenty years old, and I'm still shocked... It's on the greatest hits album but most times I skip it because I can't take it...

In this song Pac proves that in rap you can have success by telling a story. it's sad when you really think about it, the things that Brenda girl had to do and go through, I recommend hearing this song. - chocodilesforlife

V2 Comments
7Dear Mama - 2pac

Dear mama should be number 1 why? Cause he expresses his feelings and appreciate his mother for all she done for him with honor #1 2Pac-Dear Mama

It's the most moving rap song of all time. Plain and simple. It is also one of the best rap songs of all time

This is list is by far wrong, this song should be here though.

It 2pac he pours his heart and soul into his music what else is there to say

V7 Comments
8Mockingbird - Eminem

All the longings of a separated father and a daughter more than justified. A beautiful rap, I remember my dad every time I listen to this. Its is partially applicable to my life.

This is one of the saddest songs of all time in my opinion.

I love this song it unlike most raps it has a lot of emotion in it

V3 Comments
9Happy Birthday - Flipsyde

Song is touching. Abortion is just as mentally deteriorating for would've been fathers and it's great to hear a song from a would've been father's point of view. A really good song.

Not sure if I agree, but this comment does sound interesting but I can't stand rap music so I will probably never have the guts to type this song into YouTube and search for it and then listen to it. So sorry! - JamiePrice

Song about a man who paid for his baby mama's abortion and how much he regrets it.

most amazing & saddest song I've ever listened to :'(

Talking bout his baby who he never got to see cause his girl had a miscarriage. Love slim shady but this has got to be one

10Changes - 2Pac

This song deserves to be number 1. 2pac has made a huge impact not just in hip hop, but in the world. Taking hip hop to a diferent level and make his words and thoughts reach other peoples lifes. 2pac, the greatest of all time.

Greatest song of all time <3 the lyrics are powerful and unbeatable like a cross between mohammed ali and mike tyson just WOW

The Contenders

11My Life - The Game

One of the tightest songs on here

V1 Comment
12Suicidal Thoughts - Notorious B.I.G.

It is a great song and it came great with the album

Song really relatable and it really helps me.

And as a matter of fact, I'm sick of talking. - Bboymakinwitthefrekfreak

The best song about suicide out there

V2 Comments
13Love the Way You Lie - Eminem

makes you feel depressed about your life.
Sad love story.

V4 Comments
14Runaway Love - Ludacris

I can't remove this song + brenda got a baby from playlist, this is what I always see in community.

I always can listen to this song and help me clear my head
It is so touching.

15Like Toy Soldiers - EminemV2 Comments
16Thank You - Xzibit
17Hail Mary - 2Pac
18Difficult - Eminem

Eminem uses all of his forces to make this ultimate tribute to his best friend, Proof. Matter of fact he isn't even Eminem in this song, he is Marshall Mathers.
Saddest song I've heard

Should be a little higher than #18 on this list. You could hear the true, fresh, raw pain coming out of Em in this track as he mourns the death of his best friend, Proof. R.I.P.

What? This is one of the saddest. Em can barely even make out some words. He puts so much emotion in this song, way more than some of his other songs. Great song dedicated to his best friend.R.I. P Proof.

Even Eminem had trouble recording it because he was too sad when he recorded it. He sounds like his crying while rapping

V7 Comments
19Hey Mama - Kanye West

I thought this list was about sad songs, stan is good but I don't think it was ever meant to be a 'sad' song. Hey mama is about kanye's mother and after my mother passed away I can start to imagine what kanye went through after it happened. I know I might get a lot of hate for this but I like it better than dear mama, because I can relate to it more (i wasn't raised in the 'projects'). I listen to this song on her birthday every year and it's really sad. If Kanye west ever reads this, I want to thank you for putting this song out there, it really means a lot to me.

20Roses - Kanye West
PSearch List

Related Lists

Best Hip Hop Songs of All Time Top Ten Hip-Hop/Rap Songs Best Hip Hop & R&B Songs Top Hip Hop Songs of 08 Best Songs On Vh1's List of Best Hip Hop Songs

List StatsUpdated 31 May 2016

1,000 votes
133 listings
5 years, 202 days old

Top Remixes (8)

1. Dance - Nas
2. I'll Be Missing You - Puff Daddy
3. Mockingbird - Eminem
SonOfABuisinessMan
1. I'll Be Missing You - Puff Daddy
2. Dear Mama - 2pac
3. Hail Mary - 2Pac
bo7anon
1. Dear Mama - 2pac
2. Stan - Eminem
3. When I'm Gone - Eminem
DK

WRemix
View All 8

Posts

Add Post

Error Reporting

See a factual error in these listings? Report it here.
P