Rap Infamy: Top 10 Worst Rappers Ever

- By Bossip Staff Categories: Entertainment, Multi, New


For every million people who love an artist are a million and three who hate them, and vice versa, but we’re 100% sure all 2 milli and three would agree that these rappers are the absolute worst in modern music history.

Here are the ten worst rappers of all-time. Take a look.


Silkk the Shocker

Words really can’t express how GOD-AWFUL the stuttery bozo was during No Limit’s golden tank era. CD skipping? Naaah, that was just Silkk battling multi-syllable words over bass-heavy production. Bless his talentless lil heart.



Before decomposing right before our eyes on “Love & Hip-Hop: ATL,” the freshly-unwrapped mummy was infamous for giving his own wack albums 5 Mics as owner of the Source. Musically-dreadful, he’ll never win as long as his super-corny single “Boottee” exists.


Lil B

It’s still unknown whether the brain-damaged rapper is really autistic or just pretends to be on records where he repeats celebrity names for several minutes while cooking imaginary food in imaginary pots with imaginary utensils.


Chief Keef

The sewage-marinated moon cricket is everything that’s wrong with Rap in 2013 rolled into a roach infested-ball of pure filth. Free KEEP Keef.

Photo credit: Instagram


Tony Yayo

The 40-something G-Unit security guard/“rapper” never would’ve existed if he didn’t know 50’s dirty little secrets. More of a G-Unit chaperone than anything, he consistently spewed pure struggle like no one would notice and 50 let him. SMH.



He always waited patiently in the shadows to ruin everything that Wyclef and Lauryn accomplished before his obligatory verse on Fugee records. Same flow, same cadence, on every song. That’s Pras—one of the weakest links in Rap group history.



The 67-year-old Rap mogul mumbles incoherently over impeccable production because he can. With the most gigantic of red stars tatted on his head (and zillions in the bank), Baby will never care that he’s 100% trash as a rapper.


Nick Cannon

Mariah’s husband may have won the game of life but that doesn’t make him any less of a terrible rapper. “Shorty call me the Scare Crow, I’m looking for some brain?” Nah, bruh.


Kevin Federline

At some point between “You Got Served,” knocking up Britney and ordering one of everything off fast food menus daily, the celebrity stay-at-home dad recorded the wackest Rap album ever and never apologized.


Kobe Bryant

To this day, no one really knows why the NBA Superstar thought we’d let “K.O.B.E” happen. He’s always been corny but THIS raised his cornball levels to uncharted heights.


  • Keziah

    Tony Yayo don’t belong up there but everyone else does. Y’all forgot Rampage though from flip mode squad. He was terrible.

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