Saddest Hip Hop Songs

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The Top Ten

1
Stan - Eminem
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...
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!
[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
More comments about Stan - EminemListen to sample

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
More comments about I'll Be Missing You - Puff DaddyListen to sample

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]
This song gives me chills it's crazy
More comments about Dance With the Devil - Immortal TechniqueListen to sample

4Dance - Nas
"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 :'(
Listen to sample

5When 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.
This is the saiddiest song ver
[newest]
My Favourite & the Saddest One
Make my heart really cry
More comments about When I'm Gone - EminemListen to sample

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
Listen to sample

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.
More comments about Dear Mama - 2pacListen to sample

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.
Eminem CAN SHOW EVERY EMOTION IN HIS RAPPING...
AND THIS SONG IS ONE SUCH EXAMPLE OF THIS...
KEEPING IT REAL!
Listen to sample

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 :'(
More comments about Happy Birthday - FlipsydeListen to sample

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

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
Listen to sample

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

Amshee

Listen to sample

13Like Toy Soldiers - Eminem Listen to sample

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

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

16Hail Mary - 2Pac Listen to sample

17Thank You - Xzibit Listen to sample

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
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.
Saddest song ever not one song can top this as the saddest it's about eminems best friend dying
More comments about Difficult - Eminem

19Where'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
Listen to sample

20Heartless - Kanye West
Why don't you vote dis song... ? That really deserves a lot...
Listen to sample

21Roses - Kanye West Listen to sample

22Hey 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.
Listen to sample

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...
Listen to sample

24Lonely - Akon Listen to sample

25The 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.
Listen to sample

26Kurt Kobain - Proof
This is almost like suicide note and its really sad. Its almost like he knew he was going to get shot.
Listen to sample

27Cleanin' Out My Closet- Eminem
Really? Not even on the list while it should be first?
Listen to sample

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.
Listen to sample

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
More comments about Sing About Me, I'm Dying of Thirst - Kendrick LamarListen to sample

30Slippin' - 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
Listen to sample

31Hands Held High - Linkin Park Listen to sample

32Lost 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
Listen to sample

33Kim - Eminem
just listen to it.. it shows the real roar of person hurt deep..
Listen to sample

34Space Bound - Eminem Listen to sample

35Dead and Gone - T.I. Listen to sample

36Listen to Your Heart - Eminem

37Song 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.
Listen to sample

38So Sick - Ne-Yo Listen to sample

39A Million Lives - Jake Miller Listen to sample

40I Tried - Bone Thugs-N-Harmony Listen to sample

41The Last Emperor - One Life
He's maybe the most underrated mc ever!

42No 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. :')
Best song ever and ik every single word
Listen to sample

43All That I Got Is You - Ghostface Killah Listen to sample

44Kenji - Fort Minor Listen to sample

45I Miss My Homies - Master P Listen to sample

46No More - Will Smith Listen to sample

47Revolutionary - Immortal Technique Listen to sample

48Hope - Twista Listen to sample

49Better On the Other Side - The Game Listen to sample

50Better Days - The Game

51If I Had - Eminem
The best Eminem song and it hits home
The truest song of Eminem
Listen to sample

52I Miss You - DMX Listen to sample

53Dedicated - Linkin Park

54High Voltage - Linkin Park Listen to sample

55Always Be a Friend - Kristoff Krane
Kristoff Krane does a tribute song to his best friend and teacher Eyedea
Listen to sample

56Under Privileged - Dru Blu

57Forgot About Dre - Dr Dre & Eminem Listen to sample

58End of Days - Vinnie Paz Listen to sample

59The 6th Sense - Common Listen to sample

60Ghetto Superstar - Young Buck Listen to sample

61Down So Long - Ya Boy Listen to sample

62See the Joy - RZA Listen to sample

63So Hard to Breathe - B.o.B Listen to sample

64Mrs Pitts - D12

65360 - 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.

66Runaway - Kanye West Listen to sample

67The Prayer - Kid Cudi

68Enth E Nd - Linkin Park Listen to sample

69How to Love - Lil Wayne Listen to sample

70Bye Baby - Nas Listen to sample

71Rebecca - Grieves Listen to sample

72Hate In a Puddle - Illogic

73Leaving the Past - Immortal Technique Listen to sample

74Community Outcast - Devlin Listen to sample

75Jumbled Thoughts - Holmes Da Realist

76N Dey Say - Nelly Listen to sample

77Gangster - Yelawolf

78Don't Need Your Love - The Game Listen to sample

79Heart of the City (Ain't No Love) - Jay-z Listen to sample

80I Need Love - LL Cool J Listen to sample

81I Used to Love H.E.R. - Common Listen to sample

82Little Girl Gone Bad - Devin the Dude Listen to sample

83Right or Wrong - DMX

84Murder Murder - Eminem

85Hell On Earth - Mobb Deep Listen to sample

86Tequila Sunrise - Cypress Hill Listen to sample

87Hard Knock Life (Ghetto Anthem) - Jay-Z Listen to sample

88Tell Me Why - G.A., Mary J. Blige, Tye Tribbett & Will Smith Listen to sample

89The Rise and Fall - Nas

90Micheal - Sadistik
Sadistik's tribute song to his friend Eyedea
Listen to sample

91Bottle Dreams - Eyedea

92Caved In - Atmosphere Listen to sample

9312 Shots - Diabolic Listen to sample

944 Ever - Method Man Listen to sample

95Yesterday - Atmosphere Listen to sample

96My Block - 2Pac Listen to sample

97Razorblade Salvation - Vinnie Paz
This should be in at least the top 15.

98Keep Moving On - Vinnie Paz

99Harlem Streets - Immortal Technique Listen to sample

100Find No Enemy - Akala Listen to sample

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List Info

This list was created 3 years, 314 days ago and has been voted on over 1,000 times. This top ten list contains 114 items, has been remixed 7 times and has been blogged about 1 times.

Updated Sunday, September 21, 2014


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