Saddest Hip Hop Songs


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The Top Ten

Stan - Eminem
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!
This Truely Deserves number 1 spot for the Saddest Rap Songs Ever...
P. S
When I'm Gone, Like Toy Soldiers, Mockingbird ^^ No Love Should be in The Top 10 List...
When I'm Gone made my Aunt Cry...
[Newest]Eminem always makes me cry... He's just so REAL. This song is one of his best songs and definitely is one of the best songs of hip hop

2I'll Be Missing You - Puff Daddy
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
[Newest]I have a 12 year old friend in critical, and he's been there for 6 months in a coma after a drive-by. This soothes me.

3Dance With the Devil - Immortal Technique
This song shocked me when I first heard it, a guy who killed his own mother and then committed suicide. It's so deep.
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.
It makes my cry every time, this has happened to so many little thugs that want be a gangster
[Newest]Horrifying concept but the way this song is executed makes you truly love it

4When I'm Gone - Eminem
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.
[Newest]If this song can make cry you know it's sad. I used these lyrics as suicide note a while back

5Dance - Nas
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 :'(

6Brenda's Got a Baby - 2Pac
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...
It all came from the heart
[Newest]This songs make me cry

7Dear Mama - 2pac
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.
[Newest]This song everyone should listen to

8Mockingbird - Eminem
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.
Love it. felt it

9Happy Birthday - Flipsyde
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.
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 :'(

10Love the Way You Lie - Eminem
makes you feel depressed about your life.
Sad love story.

The Contenders

11Changes - 2Pac
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.
Greatest song of all time <3 the lyrics are powerful and unbeatable like a cross between mohammed ali and mike tyson just WOW

12My Life - The Game
Awesome chorus you can't just stop bieng emotional n' senty


13Like Toy Soldiers - Eminem
My favorite of his songs.


14Runaway Love - Ludacris
I always can listen to this song and help me clear my head
It is so touching.

15Suicidal Thoughts - Notorious B.I.G.
Ill and also sad story

16Hail Mary - 2Pac

17Thank You - Xzibit

18Difficult - 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
Saddest song ever not one song can top this as the saddest it's about eminems best friend dying
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.
[Newest]This should be no1, so much sadder than stan

19Heartless - Kanye West
Why don't you vote dis song... ? That really deserves a lot...

20Hey Mama - Kanye West
I thought this list was about sad songs, stan is good but I don't think it was ever meant to be a 'sad' song. Hey mama is about kanye's mother and after my mother passed away I can start to imagine what kanye went through after it happened. I know I might get a lot of hate for this but I like it better than dear mama, because I can relate to it more (i wasn't raised in the 'projects'). I listen to this song on her birthday every year and it's really sad. If Kanye west ever reads this, I want to thank you for putting this song out there, it really means a lot to me.

21Where'd You Go - Fort Minor
The music just sets a great tone for the lyrics. Pretty powerful stuff, and is somewhat timeless.
Where'd you go
I miss you so
Seems it's like been forever
That you've been gone
Please come back home...
A song that just gets to you no matter what

22Roses - Kanye West

23You Never Know - Immortal Technique
You need to go listen to this song it has so much emotion and a deep sad story this should be up in the top ten
Brings me back..immortal as always telling a story
This is one of all time favorte songs... Analyse and think...

24Lonely - Akon

25Cleanin' Out My Closet- Eminem
Really? Not even on the list while it should be first?

26The Crossroads - Bone Thugs-N-Harmony
Song is just full of emotions, just makes you think about life, didn't make em cry really but I wouldn't be shocked if it did, overall most beautiful hip hop song ever
What ?!? This song and "Life Goes On" By 2Pac are the saddest songs in rap. I cried the first time I heard both.

27Kurt Kobain - Proof
This is almost like suicide note and its really sad. Its almost like he knew he was going to get shot.

28Beautiful - Eminem
This song can help people that get bullied at school just because they are different.
It's very emotional and it makes me cry every time I listen to this song, but it helps me get over being bullied.

29Sing About Me, I'm Dying of Thirst - Kendrick Lamar
This song is seriously sad, he wrote the lyrics in perspective of his best friend, and it's a true story..
This is unreal, in this song, he changes perspectives from keisha (a murdered prostitute), then the brother of his friend who got murdered, who got murdered himself, and finally to himself.
Amazing, one of the best songs of all time in my opinion

30Lost Ones - J Cole
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

31Hands Held High - Linkin Park

32Slippin' - DMX
DMX talks about his mom beating him, being left by his dad, drug addiction and a lot of other stuff.
I don't care what anyone says, best of all time

33Space Bound - Eminem

34Dead and Gone - T.I.

35Kim - Eminem
just listen to it.. it shows the real roar of person hurt deep..

36Song Cry - Jay-Z
This song makes one wonder if Jay-Z is talking about a random b! Tch he met, or whether he's talking about his true love.. Should be Top 10.
This list is wack, what stan is not sad, its humorous! The saddest songs r missing u, dance, & a bunch of the other Eminem songs & this... Etc. Etc.

37Listen to Your Heart - Eminem

38So Sick - Ne-Yo

39The Last Emperor - One Life
He's maybe the most underrated mc ever!
Everyone who knows this song will vote for it... really.

40A Million Lives - Jake Miller

41I Tried - Bone Thugs-N-Harmony

42All That I Got Is You - Ghostface Killah
How the hell on earth is this 41? Definitely top 10. And Eminem's drama is 7? Wow!

43I Miss My Homies - Master P

44No Love - Eminem
All time favourite! This song has helped me through the worst. Helped me hold my head up and move on. It hits the heart. Shows feeling weve all felt. :')

45Hope - Twista

46If I Had - Eminem
The best Eminem song and it hits home
The truest song of Eminem

47Runaway - Kanye West

48Kenji - Fort Minor

49Dedicated - Linkin Park

50Under Privileged - Dru Blu

51No More - Will Smith

52Revolutionary - Immortal Technique

53Forgot About Dre - Dr Dre & Eminem

54End of Days - Vinnie Paz

55The 6th Sense - Common

56Better On the Other Side - The Game

57Better Days - The Game

58I Miss You - DMX

59The Prayer - Kid Cudi

60High Voltage - Linkin Park

61Always Be a Friend - Kristoff Krane
Kristoff Krane does a tribute song to his best friend and teacher Eyedea

62Yesterday - Atmosphere

63Jumbled Thoughts - Holmes Da Realist

64Ghetto Superstar - Young Buck

65Down So Long - Ya Boy

66Right or Wrong - DMX

67Hell On Earth - Mobb Deep

68See the Joy - RZA

69So Hard to Breathe - B.o.B

70Mrs Pitts - D12

71360 - Closer
It is aout suicide and it is a sad song. Should be on the list for people to vote for. It is an Australian hip-hop song and is not mainstream, so more people should listen to it.

72Enth E Nd - Linkin Park

73How to Love - Lil Wayne

74Bye Baby - Nas

75Bottle Dreams - Eyedea

76Rebecca - Grieves

7712 Shots - Diabolic

78Hate In a Puddle - Illogic

79Keep Moving On - Vinnie Paz

80Leaving the Past - Immortal Technique

81Community Outcast - Devlin

82N Dey Say - Nelly

83Gangster - Yelawolf

84Don't Need Your Love - The Game

85Heart of the City (Ain't No Love) - Jay-z

86I Need Love - LL Cool J

87I Used to Love H.E.R. - Common

88Little Girl Gone Bad - Devin the Dude

89Murder Murder - Eminem

90Tequila Sunrise - Cypress Hill

91Hard Knock Life (Ghetto Anthem) - Jay-Z

92Tell Me Why - G.A., Mary J. Blige, Tye Tribbett & Will Smith

93The Rise and Fall - Nas

94Micheal - Sadistik
Sadistik's tribute song to his friend Eyedea

95Caved In - Atmosphere

964 Ever - Method Man

97My Block - 2Pac

98Razorblade Salvation - Vinnie Paz
This should be in at least the top 15.

99Harlem Streets - Immortal Technique

100Find No Enemy - Akala

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This list was created 4 years, 160 days ago and has been voted on over 1,000 times. This top ten list contains 118 items, has been remixed 7 times and has been blogged about 1 times.

Updated Monday, April 20, 2015

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