Saddest Rap Songs

The Top Ten

1 Stan - Eminem Stan - Eminem Cover Art

Eminem is a great rapper and this is a good storytelling a song but this isn't the saddest rap. I mean if you think about it Eminem is really overrated. Literally most if the songs in here belong to him. His early stuff was good. Not groundbreaking but good. The only reason why he's so popular and known is because he's white. Even he said it himself. " If I wasn't white I wouldn't be half as successful ". I read another rap tens list and it was for greatest rappers of all time and he was number 1 above people like Nas, biggie and Tupac. Eminem's good but not as good as the ones above. He sold himself out, started to make messed up songs and then didn't keep it real. Come on guys. Really? 😑

One of his best. It's sad because the character Stan is trying to get in touch with his daughter after their relationship failed during childhood, and she won't respond. He keeps on trying to keep in touch but every time she fails to respond he keeps doubting what the truth really is by coming up with excuses to back up the lies, when he really knows that she doesn't want him in her life anymore.

Come on really top 4 all Eminem. Really only stan needs to be here and maybe add in rock bottom but all other Eminem songs don't need to be here, mockingbird? Beautiful? They just corney. Brenda's got a baby should be number 1 because its based on a true story then maybe stan or dance wit devil

I wouldn't put Stan as #1 to me personally, but many artists and fans outside of rap and hip/hop appreciate the storytelling, the desperation of people to feel they belong, and of course the dark places that obsession can take a person.

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

Every time I listen to this song I get tears in my eyes when Haley talks to him at the concert in Sweden. It's one of the most emotional songs from Eminem along with Mockingbird that really demonstrate his talent for writing touching lyrics and how much he loves his daughter.

I love the way eminem shows his true dedication to his family and in someways you could say that he questions the critics over how dedicated they are to their family e.g. " have you ever loved someone so much you'd give an arm for, not the expression literally given on for".

Best heart touching song ever... Specially, if you know Eminem well, it will be more heart touching

I almost cried when I heard this song. This song reminds me of when my friend left me for college

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

The only reason this isn't number one is because a lot of people haven't heard it. I can almost guarantee everyone who has heard it, voted for it. I'll never forget the first time I heard this song, it affected me in a way that no song has ever before. You Never Know is another amazingly sad song by Immortal Technique which I would put at number 2.

There is really too much I can say about this song that will take up tons of space but ill just say this: its an EPIC song that if you haven't heard, you NEED to hear. Even if you don't agree with the subject matter, the execution of this story can hook you in just before the first chorus

Immortal has a storytelling ability that's better than anyone I've ever heard. His other song You Never Know is a great story that is just as sad. It should definitely be on this list instead of I Used to love HER.

You really need to listen to this song on YouTube. It would show you so much more meaning than the sample. Immortal Technique has stories in ever song it may not have a chorus but it great. BUY IT!

4 Mockingbird - Eminem Mockingbird - Eminem Cover Art

This song reminds me of my childhood in a way. My mom and dad broke up and she left and never came back. My dad did everything for us and yet, I stilled cryed at night for my mom. He would tell me Jimmy's gonna be alright. This song should be in the top ten

This song is lyrically brilliant and this is so sad that it gets me depressed and thinking whenever I listen to it. somebody made a mix of this song and better days by Tupac and it made me cry.

This song makes me cry every time I hear it, especially when watching the music video. Eminem is amazing, this song is one of my personal favorites of his.

The most overrated song of all time. The worst delivery out of any rap song I have ever heard in my life. Can easily go as top 10 worst Eminem songs of all time. The amount of stans on toptens is retarded.

5 Difficult - Eminem

I listen to this every day. It has such a sad tone that you can tell Eminem is having lots of trouble actually saying the words, his voice is trembling in the whole song. It makes me realize how easy we receive life compared to others like Eminem that had to deal with his father leaving and never coming back when he wasn't even a year old, then Eminem dealing with a abusive mother that made him pay for the house bills even though she would kick him out the house, to being beat up by bullies and transporting schools who knows how many times, finally he had to deal with having his daughter Hailie by working extremely hard.

I know the only reason this isn't number one is because most people haven't heard this. This song was never supposed to be released but was leaked. By far the saddest rap I've ever heard. Please listen to this if you haven't done so.

This is definitely the saddest song by Eminem if not any rapper. I'm a diehard Eminem fan and when I heard this song it blew my mind at the amount of emotion and love he puts in this song for his friend. RIP Proof

This should honestly be number one. If you've never heard it look it up. It hits hard if you ever lost anyone, or just if you have a heart. Can really hear the pain in his voice in this one.

6 Beautiful - Eminem Beautiful - Eminem Cover Art

This song just makes me emotional. The hook speaks to me and probably many others with self confidence issues. It's an intriguing mix because the verses are so sad and the hook is so uplifting. The sampled bit to start and end the song are great as well as well as Em's quote at the end "god gave you them shoes to fit you, so put them on and wear them. Be yourself man, be proud of who you are. Even if it sounds corny don't let no one tell you, you ain't beautiful"

I personally believe this song should be 2 or 3 because Eminem should always dominate not because I'm a crazy fan but because he has edprieienced so many sad feelimg sin his childhood and in his adulthood as well that he should just have so much emotion in is songs. This song is is written beautifully especially in the chorus which is actual insane and he verses make me cry every time.

Not surprised an Eminem song is here, considering how amazing he is lyrically. But this should be number 1, it is the most emotional Eminem song. Then Dance with the Devil should be 2 because Immortal Technique is also very good.

This song is so sad. But I love it. Eminem is the only one that can do this. He just the was he lyrically puts words I don't know. It's not suprising to find this song here honestly, it's one of my very favorite even though it's so depressing.

7 Good Die Young - D12 Good Die Young - D12 Cover Art

It's a really great song with in depth lyrics that allow you to see a different side of the members of D12.

R.I. P Proof and Bugz this should be at least in the top 10 I don't get why it only has 2 percent of people liking this

I can't listen to Kuniva's verse without starting to tear up, when he raps you just feel what he's saying so deeply.

Really makes you shed a tear man... It should be on the first place..

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

This made me stop and think what all these rappers have been through, Eazy-E with the HIV-AIDS, Tupac and Biggie shot to death, it just hit me and all of these rappers I have much respect for.

How is this 61, this is extremely sad. Puffy mourning his best friend, and Faith Evans mourning her husband

A tribute to The Notorious BIG. The song is very emotional and the chorus made me cry.

It makes me cry every time and I don't even like biggie like that

9 My Block - Tupac My Block - Tupac Cover Art

I hate how this whole website of full of Eminem fans, it provides a very bias list.

Tupac is the inspiration of Eminem... Tupac was a legend and Eminem is the living legend

Yeah eminem isn't the best rapper ever just because he is white tupac and biggie were the best

Tupac all the way he is better then Eminem any day

I love Tupac and this song is amazing

10 You Never Know - Immortal Technique You Never Know - Immortal Technique Cover Art

Many songs can touch your heart, but this song just grabs your heart and crushes it such a sad song. On my personal top ten ALL TIME

This song is incredibly sad. I could not stop crying, especially since I had a similar experience

Immortal technique in general touches the heart all his songs have strong meanings.

I honestly think it's absurd this isnr number 1. This is the only song I've listened to and genuinely felt sad.

The Contenders

11 Headlights - Eminem Headlights - Eminem Cover Art

I cried more listening to this song when I was 13 then I cried watching Titanic when I was 9. This is song is about how Eminem belies his mom is dying from because of the effects of Emienms lyrics to songs such as 'Cleanin out my closet'. To me this song is closely followed by Stan and Beautiful. If you listen to the lyrics closely in Beautiful you will realize it's very deep and very well written especially the Chorus.

I think if you are a true Eminem fan and you know his story there's no way this song wouldn't make you cry... He's been around for so long & in so many of his songs he's shared stories of his childhood and his life that for him to rap about forgiveness towards his mom it's so real and emotional... ONE of my favorite tracks ever... I tear up every time...

I wouldn't say that this song is a really sad song but more of a touching one because he forgives his mom for everything she ever put him through. I get goosebumps every time I hear it and if your a real Eminem fan you'll understand why.

Not one song has ever made me cry until I listened to this. I've listened to all the Eminem songs above this and they were no where NEAR the sadness of this one.

12 Rock Bottom - Eminem Rock Bottom - Eminem Cover Art

Just listen to it, it shows how hard it was for Eminem to make it as a rapper. He had such a hard life that is so unimaginable how much he had to go through. This song is the best on The Slim Shady LP and deserves to be higher.

One of the saddest songs. Truly makes me sad to imagine what emi went through in the early dayz of his career. Just listen to this and you'll realize how touching Eminem songs can be

The saddest part about this song is that the same thing the Em talks about in this song happens to a lotof people that don't make it in the rap business. Very emotional song.

Rock Bottom is by far my favorite song on the Slim Shady LP and is on my top ten list of favorite Eminem ranked at number 4.

13 Kurt Kobain - Proof Kurt Kobain - Proof Cover Art

One of the best rappers that's existed but because he's so underrated nobody listens to him anymore. This a amazing song written by him.

Proof is such a underrated rapper. This whole album is dope and this song gets the eeriest things across about him

Such a great song. I tried to make at top ten proof song list and it still hasn't been published.

The deepest personal confession of the greatest man to never see his true potential.

14 Breathin' - T-Rock Breathin' - T-Rock Cover Art
15 Until the End of Time - 2pac Until the End of Time - 2pac Cover Art

Tupac is the greatest until the end of time
And this song is the greatest until the end of time

Great song
Rest in peace 2pac

I just loved adore Tupac. R.I.P MY HOMIE!

Glad it's in top ten:) Tupac is the best rapper of all time.

16 All I Do - Hishaam

I can't find this, does it exist?

Can't find it

17 Sing for the Moment - Eminem Sing for the Moment - Eminem Cover Art

Underrated... easily his best single. It's one of his realest songs he's ever released and so many people can relate to it

This ain’t sad though

18 1 Day - Plies 1 Day - Plies Cover Art
19 Careful What You Wish For - Eminem Careful What You Wish For - Eminem Cover Art

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.

20 Legacy - Eminem Legacy - Eminem Cover Art

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

Easily one of my favorite em songs, and it tells a story

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

21 Do Bad On My Own - Z-Ro Do Bad On My Own - Z-Ro Cover Art

A song about loneliness, sadness, betrayal, and suicide.

22 Blast Myself - Z-Ro Blast Myself - Z-Ro Cover Art
23 Heather Nicole - Hopsin Heather Nicole - Hopsin Cover Art

This is a great song, buut I don't think it should be on top ten. Hopsin is a kind of new rapper who has great potential, but this song just doesn't cut it, there's plenty other sad rap songs that belong in this spot.

I've known this song for so long, dedicated to my relationship with this girl, which ended 11 months ago, listen to it and always think about her.

Old friend by hopsin is more real than any of these others. I don't even care much for rap but couldn't stop the leak before the end of the song

Hopsin is amazing and deserves more credit then he gets. He is an amazing lyrecist and has some sick beats.

24 The Pain - Murs
25 Changes - Tupac Changes - Tupac Cover Art

I cry when I hear the opening piano music. I just break down knowing that he's gone, and it really showed how good a guy Tupac was, and how much of a change he wanted to make. I listen to the song, and I wonder," Why Tupac, of all people, why was Tupac taken from us? " This song is really just his legacy.

Tupac talks of hope, in a tone of hopelessness. The juxtaposition of these two emotions makes for a beautiful song.

This deserves the top 10's. It is about what he has been through and he just wanted peace.

Tupac is the god of rap. He should still be reconized world wide for his inspiring lyrics.

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