Saddest Rap Songs

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The Contenders: Page 5

81 See You Again - Wiz Khalifa See You Again - Wiz Khalifa V 1 Comment
82 Chum - Earl Sweatshirt Chum - Earl Sweatshirt
83 Just a Dream - Nelly 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

84 Solace - Earl Sweatshirt V 1 Comment
85 Ashes to Ashley - Sadistik 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

86 Same Love - Macklemore Same Love - Macklemore

Why is this on here this is not rap

V 1 Comment
87 The Message - Grandmaster Flash & the Furious Five The Message - Grandmaster Flash & the Furious Five

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

88 #LongLiveSteelo - Joey Bada$$ #LongLiveSteelo - Joey Bada$$

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

V 1 Comment
89 16 On Death Row - 2Pac 16 On Death Row - 2Pac

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

V 1 Comment
90 Dear Old Nicki - Nicki Minaj Dear Old Nicki - Nicki Minaj

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

V 1 Comment
91 Old Friend - Hopsin 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

92 Crank That - Soulja Boy Crank That - Soulja Boy V 2 Comments
93 Baby Don't Cut - Bmike Baby Don't Cut - Bmike
94 Perfect Couple - Fozzey & Vanc Perfect Couple - Fozzey & Vanc
95 Everything Will Be Ok - G-Eazy 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

V 1 Comment
96 Smiley Face - Spose Smiley Face - Spose

Just listen close to the lyrics.

97 Gone - Machine Gun Kelly Gone - Machine Gun Kelly
98 Security - Royce Da 5'9'' Security - Royce Da 5'9''
99 Jonylah Forever - Lupe Fiasco

Just listen, then decide.

100 Accept My Flaws - Dizzy Wright
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List StatsUpdated 16 Jan 2017

3,000 votes
160 listings
5 years, 338 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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