Saddest Hip Hop Songs


July 29, 2015 - Don't agree with the list? Vote for an existing item you think should be ranked higher or if you are a logged in, add a new item for others to vote on or create your own version of this list.

The Top Ten

Stan - 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...
[Newest]Eminem always makes me cry... He's just so REAL. This song is one of his best songs and definitely is one of the best songs of hip hop

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
[Newest]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.

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.
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.
It makes my cry every time, this has happened to so many little thugs that want be a gangster
[Newest]Horrifying concept but the way this song is executed makes you truly love it

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 "
Nas! You made me cry hard :'(
[Newest]Such deep meaning to the song!

5Brenda'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...
It all came from the heart
[Newest]This songs make me cry

6When 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.
[Newest]One of the saddest song by the rap god. The lyrics are so great.

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.
[Newest]Who can't resist this song you only hate it if you hated your mom

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

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.
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 :'(

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

11Love the Way You Lie - Eminem
makes you feel depressed about your life.
Sad love story.

12My Life - The Game
Awesome chorus you can't just stop bieng emotional n' senty


13Runaway Love - Ludacris
I always can listen to this song and help me clear my head
It is so touching.

14Like Toy Soldiers - Eminem
My favorite of his songs.


15Suicidal Thoughts - Notorious B.I.G.
Ill and also sad story

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
Saddest song ever not one song can top this as the saddest it's about eminems best friend dying
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.
[Newest]This should be no1, so much sadder than stan

19Roses - Kanye West

20Hey 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.

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This list was created 4 years, 260 days ago and has been voted on over 1,000 times. This top ten list contains 120 items, has been remixed 7 times and has been blogged about 1 times.

Updated Wednesday, July 29, 2015

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