Saddest Rap Songs


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The Top Ten

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


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. :(
[Newest]I used to do online gaming and I fell in love with this one kid who always played this song and it reminds me of him... :(

2Mockingbird - 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
[Newest]This song reminds me of my child hood so I cry every time

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
[Newest]Love this song, one of the best, and one of the saddest

4Beautiful - 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

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.
[Newest]Saddest song I've truly ever herd makes you thing twice about things

6Brenda'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.
Shut up idiot Eminem is number one not because your black he is not number 1 I'm black and I know this I Crazy but some black people thinks Eminem is Number one even my friend is black he thinks he number one and a lot of white people thinks Eminem is Number one cause I just ask White Girls I know who is number 2 mac miller-star room
Already shocked by this song

7Hailie's Song - Eminem

8Good Die Young - D12
The good really do die young Pac, biggie, bugz and proof R.I. P


The best sad song ever! R.I.P.. :(
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
[Newest]Thi should be in top 4

9My Block - Tupac
I hate how this whole website of full of Eminem fans, it provides a very bias list.
I hate that you don't see that statement was based. if you choose to disregard Eminem then that's your loss, don't push your insecurities onto us.
Tupac all the way he is better then Eminem any day
Lovely song and deep

10Heather 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

The Contenders

11You 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
I honestly think it's absurd this isnr number 1. This is the only song I've listened to and genuinely felt sad.

12All That I Got Is You - Ghostface Killah
Seriously, number 12? Ghost's childhood was way harder then Em's.

13The Crossroads - Bone Thugs-n-Harmony
Yeah! Didn't expect this song so high but my faith restored! This was my jam!
The video messed me up as a child.

14All I Do - Hishaam

15Dead and Gone - T.I.
Everything & everyone will eventually be dead & gone. Depressing & sad yes but that's how it it.
This is also almost the saddest song Justin Timberlake has ever made.


Best one on this list.

16Until the End of Time - 2pac
Glad it's in top ten:) Tupac is the best rapper of all time.

17I Miss My Homies - Master P

18Time After Time - Kid Ink
Listen to this it makes me think about my ex

19Difficult - 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.
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
[Newest]Would definitely be #1 if more people heard of it.

20Many Men (Wish Death) - 50 Cent

21The Pain - Murs

22One Day - UGK

23Slippin' - DMX

24Tearz - Wu Tang Clan

25Legacy - Eminem
A song about Eminem's struggle.. makes every true fan going through bad times.. cry
Best sad song ever

26Soundtrack 2 My Life - Kid Cudi

27Going Through Changes - Eminem
Why isn't this in the top 10? I think it's better than mocking bird if you looked into the lyrics you'd actually cry or something no matter what I'd never stop listening to this
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👍😢

28Norm Ender - Son Uyku

29Careful What You Wish For - Eminem
A really sad Eminem song about fame and drugs.

30Rock 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
[Newest]Just listen to it and you'll get very depressed for a few minutes. (Or that's what I had)

31Too Deep for the Intro - J. Cole

32Headlights - Eminem
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.
Eminem forgave his mom after all she did to him to the lyrics are so good and sad
How is this not number one?! It is the saddest song ever. If you now anything about Eminem, you know how hard it must have been to forgive her.

33My Life - The Game
Love this song but if you want to hear more sad songs by him listen to bloody moon bonus track, monsters in my head and some others
This song should be number one. My Life by the game packs so much behind it, absolutely amazing.
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

34See My Tears - MGK
Such an emotionally inspiring song. Touches my heart every time.
Gay ass song. It makes me wanna blow off my head and skin a cat.


35Do Bad On My Own - Z-Ro
A song about loneliness, sadness, betrayal, and suicide.

36Hands 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!
It is the World's best sad rap Song performed by world's best band "LINKIN PARK"
One of the saddest, longest and meaningful rap song. Accept Lnkin Park, there's no band that can rap like Mike Shinoda

37The Book of Soul - Ab-Soul
Really deep song about ab's girlfreind of 7 years commiting scuicide

38Ill Mind of Hopsin 6 - Hopsin
The saddest thing about this song is that many people posted it on YouTube with pictures of their dead loved ones and family members ):
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.
More sad than Heather Nicole, I think this deserves to be in the top 10
[Newest]Saddest song by the realest rapper

39If I Had - Eminem
It is nice... sad... at all if you listen to it with high volume it will make you berserk... love it...

40Kurt Kobain - Proof
The deepest personal confession of the greatest man to never see his true potential.
Just Connects, must listen

41Hold Ya Head - The Notorious B.I.G. & Bob Marley
Remix of suicidal thoughts

42Watch How It Go Down - Termanology

43The 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.

44You Got Me - The Roots

45So Hard to Breathe - B.o.B

46Wicked Games - The Weeknd

47Otherside - Macklemore
So sad that Macklemore is known for his overplayed radio hits rather than songs like Otherside. Definitely one of my favorite songs by him.
I can't stop bumming this song!

48Dance - Nas

49One Life - The Last Emperor ft. Too Poetic & Esthero

50Live 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.

51Happy Birthday - Flipsyde
This song that reminds me on sad times...

52Crew Love - Drake

53Kenji - 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.

54Like Toy Soldiers - Eminem
This song is great, but is so much better once you know the whole story behind it (Google helps)

55No More - Will Smith

56Airplanes, Pt. II - B.o.B
Fantastic song. Eminems verse was my real eye opener about life. It taught me that if I ever want to accomplish my goals, I have to work for them, they wont just come to U. Seriously worth listening to, and deserves to be higher.

57November - Sadistik
This is such a good song should be top 20 at least

58Last Sad Song - Tech N9ne
Very good song about Tech N9ne thinking about his singing and how people like his sad songs and how itll be his last one.

59The 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?
Good enough to match up to Eminems best (This is comming from a die hard em fan)

60Rebecca - Grieves
Really great song. You should give it a listen
Such a good song

61Letter to My Father - Caskey

62I'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

63Life Goes On - 2Pac
This is the saddest song ever made! Makes me so up set

He talks about his own death and how he wants to be buried

64Choices (A Wave For Alex) - Charles Hamilton

65Why - Nate Dogg
I can't find this song

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

66Same Love - Macklemore
How is this also not on the list.

67Family Business - Kanye West

68Goodbye - Slaughterhouse
Deep R.I.P. song. Each rapper from the group slaughterhouse had lost someone recently so they made this very emotional song in homage.

69The Message - Grandmaster Flash & The Furious Five
Deep and meaningful, the best and original old school rap song about life in the getto.

70#LongLiveSteelo - Joey Bada$$
Real sad song about the death of capital steez

71Dream Forever - Hopsin

72Ashes to Ashley - Sadistik
Lyrics are truly dope and full of meaning! Deserves to be top 10

73Security - Royce Da 5'9''

74Jonylah Forever - Lupe Fiasco
Just listen, then decide.

75Accept My Flaws - Dizzy Wright

76Six Feet Deep - Geto Boys

77Ballad 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.

78The Way I Am - Eminem

79Hold 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

80Bad Guy - Eminem

81Dear Old Nicki - Nicki Minaj
How come this isn't on the list? You guys have to listen to this one.
Very very sad song

82Biggie Smalls vs Kanye West - Suicidal Thoughts
Its probably the best you can get should be top 10
Why isn't this #1? What?!

83Last Chance - ABK

84How Come - D12

85Love Comes & Goes - Ed O.G.

86Outta My System - Bow Wow

8716 On Death Row - 2Pac
One of the most underrated songs of tupac, a juvenile narrating his own final demise.
Such a sad song

88Beautiful Pain - Eminem
Super meaningful Eminem song.


One of the saddest Eminem song I've heard...

89Don'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

90Leave Me Alone - Tech N9ne

91Sing About Me, I'm Dying of Thirst - Kendrick Lamar
One of the saddest most descriptive songs of all time, best rap song in a while in my opinion
Oh my god this is amazing

92Where'd You Go - Fort Minor

93Old Friend - Hopsin
One off the saddest songs I've ever heard.

94Write Your Name - Yelawolf

95Take Me Away - Big Scoob

96Fear - Tech N9ne

97The Message - Nas

98I Gave You Power - Nas

99Deja Vu - Eminem

100Stronger Than I Was - Eminem

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This list was created 3 years, 352 days ago and has been voted on over 1,000 times. This top ten list contains 117 items, has been remixed 7 times.

Updated Saturday, January 31, 2015

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