Saddest Rap Songs

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The Contenders: Page 4XW

61Keisha's Song (Her Pain) - Kendrick Lamar
62Keep 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

63No 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 (;

64Crew Love - Drake
65Goodbye - 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.

66Like Toy Soldiers - Eminem

This song is great, but is so much better once you know the whole story behind it (Google helps)

It's about how Bugz died because of rap beef, Em feels responsible. Fun fact: Proof portrays Bugz I'm the video, and is later killed

V2 Comments
67One 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.

68Tears to Snow - HopsinV1 Comment
69Airplanes, 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.

70Choices (A Wave For Alex) - Charles Hamilton
71Why - Nate Dogg

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

V1 Comment
72November - Sadistik

This is such a good song should be top 20 at least

73Last 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.

74The Prayer - Kid Cudi

"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)

V1 Comment
75Family Business - Kanye West
76Rebecca - Grieves

Really great song. You should give it a listen

77Letter to My Father - Caskey
78Biggie Smalls vs Kanye West - Suicidal Thoughts

Its probably the best you can get should be top 10

Why isn't this #1? What?!

79U - 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.

80See You Again - Wiz KhalifaV1 Comment
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List StatsUpdated 5 Dec 2016

3,000 votes
160 listings
5 years, 296 days old

Top Remixes (12)

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. I'll Be Missing You - Puff Daddy
2. Difficult - Eminem
3. Good Die Young - D12
Mumbizz01

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