Saddest Rap Songs

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The Top Ten

1 Stan - Eminem Stan - Eminem

One of Eminem's best! And it's sad too. So much meaning here. This song deserves number1 - srogers900

The saddest song I, personally have ever heard. The character Stan in the song is an exellent reflection to tell us that we do some crazy things for celebrities.

Brings tears to my eyes every time I listen to it. :(

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.

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

This song always makes me upset every time I hear it but its a great song but its so sad my friend cried when he heard it and his mom wont let him here it any more I mean he's singing about what to do when he's dead how is that not sad

touching song about his family.

Vote it's better than hops in it needs to go up at least one if not more so much meaning

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".

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

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

This song would be first if the sample used the end of the song. Mainstream listeners who haven't heard of IT probably don't see why it is on this list based on the sample this site gives.

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.

Truly shocking and brutally realistic peice that is masterfully breathtaking and horrifying simultaneously

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4 Difficult - Eminem

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.

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.

This song actually made my eyes water when I first heard it. One of my favorite songs by one of my favorite artists.

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.

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5 Mockingbird - Eminem Mockingbird - Eminem

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 Oscar just epic! The only rap smog that made me cry after difficult by em...

The best rap I have ever heard

Fabb...rap...eminem

V 30 Comments
6 Beautiful - Eminem Beautiful - Eminem

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 just think this song really reflect on the people who get picked on at school because they are them self they don't care what everyone thinks.

This song is so good but so depressing

Sad song, but it motivates me to stay strong

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7 Good Die Young - D12 Good Die Young - 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

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

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

I wish D12 made more songs like this

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8 My Block - Tupac My Block - Tupac

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

Best song ever... Touches your core

I love Tupac and this song is amazing

2Pac is the best rapper of all time

V 6 Comments
9 I'll Be Missing You - Puff Daddy I'll Be Missing You - Puff Daddy

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

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

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

Very sad song, should be number 1

V 3 Comments
10 You Never Know - Immortal Technique You Never Know - Immortal Technique

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

I cried when I first heard this track. Saddest song out of all of these.

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

My favorite love song in all of hip hop, and one of the saddest songs ever!

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The Newcomers

? Ross Capicchioni - Joyner Lucas Ross Capicchioni - Joyner Lucas
? I Need a Doctor - Dr. Dre I Need a Doctor - Dr. Dre

Should have been in top 20. The video always gives me chills. The Eminem verses are just awesome! And skylar's voice is tooo sad.

Bruh, does nobody realize what this song is really about? From what I've gathered it's about Dr. Dre going on hiatus from music, social life, and everything because the death of his son, Eazy-E, and Tupac have hurt him so badly. People don't realize this.

The Contenders

11 Rock Bottom - Eminem Rock Bottom - Eminem

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.

Very emotional lyrics, the beat is really depressing.

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

It's so depressing

V 9 Comments
12 Kurt Kobain - Proof Kurt Kobain - Proof

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

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

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.

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

V 1 Comment
13 Headlights - Eminem Headlights - Eminem

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.

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.

This song makes me cry EVERY time...

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14 Until the End of Time - 2pac Until the End of Time - 2pac

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

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

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15 All I Do - Hishaam V 1 Comment
16 Heather Nicole - Hopsin Heather Nicole - Hopsin

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.

This is one of the best sad songs ever I wonder why it is not in the top 10

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

V 4 Comments
17 Sing for the Moment - Eminem Sing for the Moment - Eminem
18 Brenda's Got a Baby - Tupac Brenda's Got a Baby - Tupac

Talks about the issues of an individual, in this case Brenda, and relates it to a wider social problem across ghettos that communities face. Really eye-opening, especially if you're of the type that blame an individual's failures on that one person, rather than regarding the circumstances they were born into

It's the tone of hopelessness in this song that touches me greatly. This song is talking about a real issue, not like Eminem who is rapping about his own troubles. It opened many eyes, including mine whereas listening to, for example, Mockingbird by Eminem just made me pity him and had no real impact on me.

"She sees sex as a way of leaving Hell, it's paying her rent so she really can't complain"
I love the passion Tupac has for women and their liberation. He brought to everyone's eyes the harsh reality of being a young girl in the ghetto with no guidance. Too bad there aren't more rappers this passionate.R.I.P. to the greatest lyricist of all time.

Beautiful song

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19 Changes - Tupac Changes - Tupac

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.

I cried when I first heard this song.

No comment for this song too many words too describe it

V 4 Comments
20 The Pain - Murs
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List StatsUpdated 22 Feb 2017

3,000 votes
161 listings
6 years, 10 days old

Top Remixes (12)

1. Beautiful - Eminem
2. Mockingbird - Eminem
3. See My Tears - Machine Gun Kelly
Duggo38
1. My Block - Tupac
2. All I Do - Hishaam
3. Until the End of Time - 2pac
cleff
1. Fear - Tech N9ne
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