Saddest Rap Songs

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The Top Ten

1
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. :(
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2Mockingbird - Eminem
Amazing... Just amazing... Makes my heart beats go faster...
I m sure this the best song ever by Eminem... His lyrics are just great... Tis song toally rocks... Seriously... !
This Oscar just epic! The only rap smog that made me cry after difficult by em...
His lyrics are great
Makes me think about what he has gone through
Very sad
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3When I'm Gone - Eminem
touching song about his family.
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
Vote its better than hops in it needs to go up at least one if not more so much meaning
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4Beautiful - Eminem
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
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.
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5Dance 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.
More comments about Dance With the Devil - Immortal TechniqueListen to sample

6My Block - Tupac Listen to sample

7See My Tears - MGK
Such an emotionally inspiring song. Touches my heart every time.
Listen to sample

8All I Do - Hishaam

9You 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.
A story that has a realistic, sad and touching ending
More comments about You Never Know - Immortal TechniqueListen to sample

10Until the End of Time - 2pac Listen to sample

The Contenders

11Heather 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
More comments about Heather Nicole - HopsinListen to sample

12Time After Time - Kid Ink

13Hailie's Song - Eminem Listen to sample

14Dead and Gone - T.I.
Everything & everyone will eventually be dead & gone. Depressing & sad yes but that's how it it.
Listen to sample

15The Pain - Murs

16I Tried - Bone-Thugs-N-Harmony
I love bone thugs n harmony even though it's an oldie song in my eyes it means more to me and I'm 11 years old
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17Changes - Tupac
I cried when I first heard this song.
Listen to sample

18Good 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
The good really do die young Pac, biggie, bugz and proof R.I. P

Norrisofchuck

The best sad song ever! R.I.P.. :(
More comments about Good Die Young - D12 Listen to sample

19Many Men (Wish Death) - 50 Cent Listen to sample

20Soundtrack 2 My Life - Kid Cudi Listen to sample

21Difficult - 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.
This song actually made my eyes water when I first heard it. One of my favorite songs by one of my favorite artists.
I love this song. It was what made me get into Eminem in he first place. By far his saddest and probably his best. More people need to hear this.
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22Brenda's Got a Baby - Tupac
"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.
Already shocked by this song
2pac is the king of rap and this is the saddest song I've ever heard in my life.
Listen to sample

23Too Deep for the Intro - J. Cole

24I'll Be Missing You - Puff Daddy, Faith Evans & 112
The saddest thing about this song is that many people posted it on youtube with pictures of their dead loved ones and family members ):
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25Legacy - Eminem Listen to sample

26Norm Ender - Son Uyku

27My Life - The Game
Can't believe this song wasnt on the list yet.. Its sad but it is so much like my past was... It brings tears to my eyes every time
Listen to sample

28Rock 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
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29I Used to Love H.E.R. - Common Listen to sample

30The Crossroads - Bone Thugs-n-Harmony Listen to sample

31The Book of Soul - Ab-Soul
Really deep song about ab's girlfreind of 7 years commiting scuicide
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32Hands Held High - Linkin Park
Oh how I love mike... He's a very good rapper but when it comes to rapping about wars, he's exceptional... "kenji" is kind of better... But this too is great!
One of the saddest, longest and meaningful rap song. Accept Lnkin Park, there's no band that can rap like Mike Shinoda
It is the World's best sad rap Song performed by world's best band "LINKIN PARK"
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33Watch How It Go Down - Termanology Listen to sample

34Kurt Kobain - Proof
The deepest personal confession of the greatest man to never see his true potential.
Just Connects, must listen
Listen to sample

35Ill Mind of Hopsin 6 - Hopsin
More sad than Heather Nicole, I think this deserves to be in the top 10
Lyrics are very deep and intense about a best friend addicted to drugs and how he deals with his life truly hop should be in top 10.
Have a friend lost to meth.. this song describes what its like perfectly

36Tearz - Wu Tang Clan Listen to sample

37The Noose - Tech N9ne
How does tech not have at least 10 songs on this list do you people even listen to rap at all he raps some of the saddest stuff out there along with a slew of welcome to strange land songs a lot of his sadder kod songs should be on here
Good song sad though might be a song you don't wanna listen to bless
One of the saddest songs ever... Just listen to it.
Listen to sample

38Hold Ya Head - The Notorious B.I.G. & Bob Marley
Remix of suicidal thoughts
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39Otherside - Macklemore
I can't stop bumming this song!
Listen to sample

40One Life - The Last Emperor ft. Too Poetic & Esthero

41So Hard to Breathe - B.o.B Listen to sample

42Dance - Nas Listen to sample

43Happy Birthday - Flipsyde Listen to sample

44Live In the Sky - T.I.
T.I. wrote this song right after his friend Big Phil passed away.T.I. put his heart into this one and I can't believe this ain't Top 10 material.
Tip shows his emotional side in this song. He completely puts his gangster attitude to the side in this song and let's everyone know they lose someone somewy or another, be it jail, the streets, or death.
Listen to sample

45Wings - Macklemore
How is this not on the list?

46Wicked Games - The Weeknd Listen to sample

47No More - Will Smith

SO UNDERRATED JUST LISTEN TO IT. IT IS SO TOUCHING YOU WILL LOVE THE SONG. IT IS KINDA HEARTBREAKING. WILL SMITH IS A GREAT RAPPER DEFINITELY. HE MAKES GOOD SONGS NOT, GANGSTER STUFF. BUT SONGS FOR EVERYBODY THAT'S WHY HE IS WORTH LISTENING TOO. I DIG HIS MUSIC. PEACE OUT TO WILL SMITH BEST FLOW MUCH LOVE (;

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48Airplanes, Pt. II - B.o.B Listen to sample

49Crew Love - Drake Listen to sample

50Last Sad Song - Tech N9ne Listen to sample

51Kenji - Fort Minor
Mike is so good at rapping about wars... This song should have been a single. I almost cried when I first heard this song, and was in thoughts for like 10 minutes... Even now this song touches my heart. And obviously, this song never goes boring. Perfect song for a list like this
This song gives me goosebumps every time I listen to it. It can truly make you cry; can make you think. While listening you can just easily picture it out.
Listen to sample

52Letter to My Father - Caskey

53Choices (A Wave For Alex) - Charles Hamilton

54Why - Nate Dogg
I can't find this song

I'am sure that if any body listen that song will arrange it as nmb one.

55November - Sadistik
This is such a good song should be top 20 at least
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56Same Love - Macklemore
How is this also not on the list.
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57The Prayer - Kid Cudi
Awesome song, very sad, and has a lot if meaning to it!
"And if I die before I wake, I pray to lord my soul to take." Need it say more?

58Going Through Changes - Eminem
Why on earth is this 53 saddesed song ever just listen to the lyrics. Eminem is the best rapper in the game.
His new song "berzerk" is pretty damn good as well
Whoever thinks its bad don't know anything about rap.
Sad and depressing song though👍😢
Listen to sample

59The Message - Grandmaster Flash & The Furious Five
Deep and meaningful, the best and original old school rap song about life in the getto.
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60Rebecca - Grieves
Really great song. You should give it a listen
Such a good song
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61Ashes to Ashley - Sadistik
Lyrics are truly dope and full of meaning! Deserves to be top 10
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62Security - Royce Da 5'9'' Listen to sample

63If I Had - Eminem Listen to sample

64Jonylah Forever - Lupe Fiasco
Just listen, then decide.

65Accept My Flaws - Dizzy Wright

66Goodbye - Slaughterhouse Listen to sample

67Six Feet Deep - Geto Boys Listen to sample

68#LongLiveSteelo - Joey Bada$$
Real sad song about the death of capital steez
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69Dream Forever - Hopsin Listen to sample

70Slippin' - DMX Listen to sample

71Hold On - Rich Homie Quan
This songs about rich homie quans best friend and also mentor who was killed 2 weeks before his album came out, it's from his album I promise I will never stop going in
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72Last Chance - ABK Listen to sample

73How Come - D12 Listen to sample

74Love Comes & Goes - Ed O.G. Listen to sample

75Family Business - Kanye West Listen to sample

76Outta My System - Bow Wow Listen to sample

7716 On Death Row - 2Pac
One of the most underrated songs of tupac, a juvenile narrating his own final demise.
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78Ballad of Worms - Cage
The only song in the top 10 that deserves to be there is dance with the devil. I guarantee Ballad of Worms is sadder than any of the songs on this list.
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79Careful What You Wish For - Eminem
A really sad Eminem song about fame and drugs.
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80Do Bad On My Own - Z-Ro
A song about loneliness, sadness, betrayal, and suicide.
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81Beautiful Pain - Eminem
One of the saddest Eminem song I've heard...
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82The Way I Am - Eminem Listen to sample

83Don't Play This Song - Kid Cudi
This song expresses emotions of humans never told before in such exquisite detail and painstaking reality, this song goes to the depths of cudis mind and brings out his true sorrows within him
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84Bad Guy - Eminem Listen to sample

85Headlights - Eminem
Eminem forgave his mom after all she did to him to the lyrics are so good and sad
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86Cleanin' Out My Closet - Eminem
This song is one of my fauorite saddest rap song
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87Kim - Eminem
It may seem like an anger song but I believe it's a sad song
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88Going Through Changes Listen to sample

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List Info

This list was created 3 years, 66 days ago and has been voted on over 1,000 times. This top ten list has been remixed 3 times.

Updated Sunday, April 20, 2014


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