Saddest Rap Songs


The Contenders: Page 5

81 Choices (A Wave For Alex) - Charles Hamilton
82 November - Sadistik

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

83 Last 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.

84 The 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)

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85 Family Business - Kanye West
86 Rebecca - Grieves

Really great song. You should give it a listen

87 Biggie Smalls vs Kanye West - Suicidal Thoughts

Its probably the best you can get should be top 10

Why isn't this #1? What?!

88 97 Bonnie & Clyde - Eminem

This almost made me cry

This is about Kim

89 Bastard - Tyler the Creator

Very sad song. His storytelling at its finest and he is expressing all his emotion. I personally think this is top 10 material for this list. Give it a listen. Really sad

I'm confused why this it not here

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90 Song Cry - Jay-Z V 1 Comment
91 Everything Will Be Ok - G-Eazy

Props to G. He has guts to never tell this story to anyone, and then just walk in the booth and record it in front of all those people. I can relate to this song a lot. - JL_JonLach

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92 Solace - Earl Sweatshirt V 1 Comment
93 Ashes to Ashley - Sadistik

This song is truly an amazing and sad song needs to be higher up

Lyrics are truly dope and full of meaning! Deserves to be top 10

94 Same Love - Macklemore

Why is this on here this is not rap

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95 The Message - Grandmaster Flash & the Furious Five

Deep and meaningful, the best and original old school rap song about life in the getto.

96 #LongLiveSteelo - Joey Bada$$

One of the most heart felt songs ever. Joey moarns the death of his best friend and mentor by laying it all out there.

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97 16 On Death Row - 2Pac

One of the most underrated songs of tupac, a juvenile narrating his own final demise.

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98 The Way I Am - Eminem

It sounds like Kim but extremely sadder than that one

99 Dear Old Nicki - Nicki Minaj

How come this isn't on the list? You guys have to listen to this one.

Very very sad song

100 Old Friend - Hopsin

One off the saddest songs I've ever heard.

Ill mind of hopsin 6 but still great it was actually on knock madness
love this song

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List Stats

4,000 votes
170 listings
6 years, 251 days old

Top Remixes (13)

1. Beautiful - Eminem
2. Mockingbird - Eminem
3. See My Tears - Machine Gun Kelly
1. My Block - Tupac
2. All I Do - Hishaam
3. Until the End of Time - 2pac
1. When I'm Gone - Eminem
2. Mockingbird - Eminem
3. Beautiful - Eminem

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