Saddest Hip Hop Songs

The Top Ten

Stan - Eminem Stan - Eminem Cover Art

In my opinion this song causes you to be more shocked than it makes you emotional. For me you feel no sympathy for this fictional character created by Eminem, I can see why some people might feel sorry for him, his parents and overall childhood has made him the aggravated and destructive person that he has turned into when reaching adulthood. However I don't feel sorry for him, his death was deserved because of all the things he did that could have been avoidable, like cutting himself because it gives him adrenaline, not understanding that Eminem is a very busy and popular rapper, it was a surprise he even had time to answer Stan's letters, and of course his rage leading to the death of his girlfriend and unborn baby. I think songs like "Dear Mama" or "Mockingbird" have more of an effect, mainly because everything that they are is saying is relatable. With Pac's song expressing his love for his mum, and how she got him through his childhood despite all the difficulties that he faced. ...more

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!

Yet again another rap list with Eminem at the top. How shocking!

I'll Be Missing You - Puff Daddy I'll Be Missing You - Puff Daddy Cover Art

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

Everything about this song is emotional, the lyrics, the beat, the sound of pain in his voice and especially the chorus. This song deserves to be number 1

Dance - Nas Dance - Nas Cover Art

Nas is a powerful artist, I have to hold back tears listening to this song. I still have my mother and it makes me wanna go give her a hug and a kiss on the cheek.

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 :'(

Dance with the Devil - Immortal Technique Dance with the Devil - Immortal Technique Cover Art

This has gotta be number 1. I mean Eminem's Stan is pretty sad too but no other Hip Hop song can beat Immortal Technique's Dance With The Devil. Even 4 is too low for this. Get it to number 1.

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.

When I'm Gone - Eminem When I'm Gone - Eminem Cover Art

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.

If this song can make cry you know it's sad. I used these lyrics as suicide note a while back

Dear Mama - 2Pac Dear Mama - 2Pac Cover Art

this song is deeper than you think the more you listen the more you learn

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.

Happy Birthday - Flipsyde Happy Birthday - Flipsyde Cover Art

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

Mockingbird - Eminem Mockingbird - Eminem Cover Art

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.

Regret and no way back, no replay option. The saddest of the sad.

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

Brenda's Got a Baby - 2Pac Brenda's Got a Baby - 2Pac Cover Art

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...

Shockingly real, and brilliantly effective on the listener, the video is equally sad.

It all came from the heart

My Life - The Game My Life - The Game Cover Art

One of the tightest songs on here

Awesome chorus you can't just stop bieng emotional n' senty

The Contenders

Like Toy Soldiers - Eminem Like Toy Soldiers - Eminem Cover Art

The story of Eminem 50 cent and dre beefs with Eminem having enough of his people dying or getting hurt

Eminem is telling a story, clear and direct story of events, but the chorus hits hard

My favorite of his songs.

Story about increasing violence in hip hop

Changes - 2pac Changes - 2pac Cover Art

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.

Guys this isn't a 2pac forum. It's not even talking about which songs are the best, it's the saddest songs. Nothing to do with the quality of the song. Jeez, at least Eminem fans get their shut down fast. 2pac just flood the area and don't get told off

This song gives me chills.

Super strong lyrics, very powerful

Runaway Love - Ludacris Runaway Love - Ludacris Cover Art

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.

Thank You - Xzibit Thank You - Xzibit Cover Art
Breathin' - T-Rock Breathin' - T-Rock Cover Art
Blast Myself - Z-Ro Blast Myself - Z-Ro Cover Art
Suicidal Thoughts - Notorious B.I.G. Suicidal Thoughts - Notorious B.I.G. Cover Art

Ill and also sad story

Song about being depressed and is what it's a meant to be

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

Song really relatable and it really helps me.

Hail Mary - 2Pac Hail Mary - 2Pac Cover Art

This is a great song and what not but how the hell is it sad?

How is this sad?

1 Day - Plies 1 Day - Plies Cover Art
Difficult - 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

Love the Way You Lie - Eminem Love the Way You Lie - Eminem Cover Art

This sucks. Stop worshiping and spamming Eminem on every list!

Love this song with passion

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

This isn't sad, just angry

Gone Bad (American Horror Story) - Boosie Badazz Gone Bad (American Horror Story) - Boosie Badazz Cover Art
Pain No More - SNO Pain No More - SNO Cover Art
Hurt Me Soul - Lupe Fiasco Hurt Me Soul - Lupe Fiasco Cover Art

Best rap song of all time

Lost Ones - J Cole Lost Ones - J Cole Cover Art

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

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