Saddest Rap Songs

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The Contenders: Page 4

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

This is the saddest song ever in my opinion. The first verse is great, but not sad really, but it's the second verse that really gets you. Too Poetic is rapping about his struggle with cancer, and it's hard to listen to. It's the most haunting verse ever written in my opinion.

62 Crank That - Soulja Boy

It's sad because it exists.

Very moving brought tears to my eyes big Gucci Soulja

This is not sad at all

63 Lams - Bahram V 1 Comment
64 1-800-273-8255 - Logic

Such a powerful message plaguing this song, and people need to hear it. People need to know that suicide is absolutely NOT the right answer, and that life is worth living, and there will always be people who care for them, and this beautiful song does that perfectly. I cry every time I listen to it. No joke. - arthurman101

65 Live 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.

66 Dream Forever - Hopsin

This song paints a vivid imagery of that girl of your dreams that always disappears when you wake up, and the trauma of being lonely. Only song I've ever truly teared up to.

This song is the perfect song for a hopeless romantic just wishing life was as good as their dreams

V 1 Comment
67 U - Kendrick Lamar

Hello? how is this 96? kendrick beats himself up and destroys himself and all his pain and insecurity is so vivid and clear.

68 Keep Ya Head Up - Tupac

This song really help you through if you a single mother or going through abuse you know I love this song

69 Chum - Earl Sweatshirt

Depressing

70 One Man Can Change the World - Big Sean

This song is definitely the most powerful, soulful, and meaningful rap songs by one of the modern artists.

71 No 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 (;

72 Why - Nate Dogg

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

V 1 Comment
73 Crew Love - Drake
74 Goodbye - 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.

75 Letter to My Father - Caskey
76 See You Again - Wiz Khalifa

A very depressing song. It's a really awesome song as well

A tribute to Paul Walker... DO I NEED AN BETTER EXPLANATION?

77 Just a Dream - Nelly

It is one of the most saddest raps I ever heard. Never thought Nelly had a soft side until this song came out

78 Tears to Snow - Hopsin V 1 Comment
79 Lose Yourself - Eminem V 2 Comments
80 Ross Capicchioni - Joyner Lucas

A story about Ross befriending a guy who snaked him and shot him with a shotgun to the dome, arm and stomach for a gang initiation.

And of all that, Ross survived that and told his story which Joyner was inspired and made it into a rap and music video. Dope too

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List Stats

4,000 votes
170 listings
6 years, 278 days old

Top Remixes (13)

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. When I'm Gone - Eminem
2. Mockingbird - Eminem
3. Beautiful - Eminem
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