Saddest Rap Songs

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The Contenders: Page 5XW

81Lose Yourself - EminemV2 Comments
82Solace - Earl SweatshirtV1 Comment
83Ashes 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

84Same Love - Macklemore

Why is this on here this is not rap

V1 Comment
85The Message - Grandmaster Flash & The Furious Five

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

86#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.

V1 Comment
8716 On Death Row - 2Pac

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

V1 Comment
88Dear Old Nicki - Nicki Minaj

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

V1 Comment
89Old 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

90Crank That - Soulja BoyV2 Comments
91Baby Don't Cut - Bmike
92Perfect Couple - Fozzey & Vanc
93Song Cry - Jay-Z
94Everything 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

V1 Comment
95Smiley Face - Spose

Just listen close to the lyrics.

96Gone - Machine Gun Kelly
97Security - Royce Da 5'9''
98Jonylah Forever - Lupe Fiasco

Just listen, then decide.

99Accept My Flaws - Dizzy Wright
100Six Feet Deep - Geto Boys
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List StatsUpdated 3 Dec 2016

3,000 votes
160 listings
5 years, 294 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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