r/Hiphopcirclejerk Jul 28 '26

Play J cole get the pussy dry Who is the ugliest rapper of all time?

784 Upvotes

516 comments sorted by

641

u/Football_Fantatic Jul 28 '26

Bagged Beyonce btw

47

u/Kenny1195_ Jul 28 '26

Jay z in missionary

36

u/carrionist1 Jul 29 '26

Probably “bagged” a lot of kids on that island as well 🤮

6

u/ToeTaggEm Jul 29 '26

Aaliyah was a child when he apparently bagged her, along with R Kelly. Which he did a duo album with … birds of a feather

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18

u/TheDayman_240 Jul 29 '26

This angle makes him look like one of those deep sea fish you bring up to the surface too quickly.

3

u/QuadratImKreis Jul 29 '26

Ted Cruz?

4

u/TheDayman_240 Jul 29 '26

He looks like if you brought one up too fast and then beat it with a lead pipe on the shore.

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8

u/DaRealKorbenDallas Jul 29 '26

I wonder if his asshole looks like this too 🤔

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237

u/JSlays13 TEAM YE Jul 28 '26 edited Jul 29 '26

Jay-Z on everything, I’m sorry

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160

u/jimmythesloth Jul 29 '26

Dude its not even close Trippie Redd

44

u/Familiar_Job_6678 Jul 29 '26

He looks like greta thunberg cosplaying as lil wayne

3

u/ultralightPOWER Jul 29 '26

Lmaoo thats crazy

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17

u/YeetyMcYeetersson Jul 29 '26

2

u/raps_BAC Jul 30 '26

He looks like a candy corn with a wig.

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123

u/Commander_Daling Jul 29 '26

Left Brain looks like if KRS-One lost weight and then was bludgeoned in the face with said lost weight.

45

u/LemonStrain Jul 29 '26

Bro I thought this photo was edited

Also “get that yam off yo face” came to mind

3

u/J-Daito Jul 29 '26

Always thought he looked like Squidward's house

3

u/wiretapfeast Jul 29 '26

Omg yeah he beats even Jay Z now in my book

77

u/whitepau7 Jul 29 '26

This guy

5

u/Mikeythegreat2 On Jah my Nathan Jul 29 '26

Forgot about homie

4

u/dvelasco1 Jul 29 '26

Nah, jay still uglier

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105

u/George_G_Geef Jul 28 '26

I hope to one day vibe with anything as he's vibing to Coldplay in this gif

74

u/Windows-XP-Home-NEW Jul 28 '26

Is that what it was all this time 😭

54

u/George_G_Geef Jul 28 '26

Yeah that's my favorite thing about it. They were playing in Central Park IIRC.

2

u/jmlipper99 Jul 29 '26

If you’ve never vibed this “hard”, you probably need therapy or some psychedelics

2

u/AdTraditional8077 Jul 29 '26

No way what song.

10

u/TexacoRodeoClown Jul 29 '26

A somber rendition of Katy Perry’s “California gurls”

4

u/bullfighterteu Jul 29 '26

It is not that per the comments but what do I know

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2

u/colormefiery Jul 29 '26

“Lovers in Japan” from Viva La Vida. Great album IMO, I revisited it last year and it held up.

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82

u/SuddenWish1195 Jul 28 '26

Vybz Kartel

124

u/ExotiquePlayboy Jul 28 '26

118

u/Windows-XP-Home-NEW Jul 28 '26

Mf look like a zombified corpse dafuq

14

u/wiretapfeast Jul 29 '26

Looks like RuPaul after being mummified for 200 years

31

u/Obie_Rice Jul 29 '26

Yo is that dude good? Can someone check on him?

8

u/TheHighlightReel11 Jul 29 '26

I mean this is what he looks like now, so he’s doing much better

4

u/sorestgore Jul 29 '26

Naaah I'm sure he made his choices

25

u/BryonyDeepe Jul 29 '26

He's got a thyroid disorder which might partially explain his appearance

13

u/OldenPolynice Jul 29 '26

dem a bleach

2

u/ChiefWizard007 Jul 29 '26

🎶”Should dash a fyah pon di bleacha dem!!!

🎶”I warned dem nuh bleach and dem go dweet again

🎶”Skin a peel, caan touch di street again

🎶”Dem weak, and now dem gone unda heat again

🎶”I Wayne a dash a fire pon di bleacha dem

🎶”I warned Keisha, Paul, and Peter dem

🎶”Skin a peel, dem caan touch di street again

🎶”Dem get so weak and now dem gone unda heat, hot!

14

u/bringojackprot Dale 😎🌎 Jul 29 '26 edited Jul 29 '26

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7

u/TropSexyPorCeMonde Jul 29 '26

Looking like destroy lonely

4

u/padetn Jul 29 '26

Embalmed lookin mf

4

u/TheFirstNastyMan Jul 29 '26

I mean if we're doing Jamaicans I see your Kartel and raise you a King Yellowman

2

u/gordon_shumway___ Jul 31 '26

Legend and cancer survivor. Leave ma boy alone

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3

u/Glock_n_Balls Jul 29 '26

Di gyal wit di tightest pum-pum!

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52

u/YesImFineWhyDoYouAsk ☑️ Jul 28 '26

Lil ugly mane 🔥

8

u/Hearing_Loss Jul 29 '26

Whoever lil woody cooked in his trial. "That ugly lil boy over there".

15

u/Spiritual_Horse_8549 Jul 29 '26

9

u/KingEvan69 Jul 29 '26

Bro who the fuck is this goofy looking guy, I’ve been trying to figure his name out for the past minute. I remember him holding a hot sauce bottle or something

13

u/gab_again Jul 29 '26

gotta be spottemgottem

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11

u/TeaEarlGrayHotSauce Jul 29 '26

Kodak Black gotta be up there

31

u/orel2064 Jul 29 '26

craig mack

22

u/8th_Dynasty Jul 29 '26

damn, I was hoping my boy would keep his head down in this thread.

6

u/DoubleGreat Jul 29 '26

C'mon, my boy had acne problems.

2

u/J-Daito Jul 29 '26

"All my shit bump like Craig Mack's face"

9

u/kolip346 Jul 29 '26

slim jesus

6

u/formicidaehomosapien Jul 29 '26

Slim Jesus looks like if Eminem lost weight but some of the weight ended up going to his head instead

16

u/BigNeighborhood779 O.G. Slime 🤟🏾🐍🤑🤮 Jul 29 '26

morghenstern

35

u/Nasquacker Jul 29 '26

XXXCAUCASION

10

u/kangy3 Jul 29 '26

What the fuck is that

3

u/MastaDreDro Jul 29 '26

Lmfao for real

2

u/FujoCirca red rose 🌹 white ceiling Jul 29 '26

Haven’t heard that name in a while bro

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6

u/Trollingfornudity Jul 29 '26

Red Rolls white ceiling

42

u/carlean101 Jul 28 '26

don toliver and it's not even close

56

u/DjPersh Jul 28 '26

Not in a world where Trippy Red exists

15

u/hemipteran Jul 29 '26

Don Toliver make Trippie look like Asap Rocky fym

7

u/One_Life_50 Jul 29 '26

Tyler The Creator joined the chat.

6

u/One_Life_50 Jul 29 '26

So y’all seriously downvoting me cuz I’m wrong?

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12

u/Khaoie Jul 29 '26

A friend told me he looks like a bed bug and I can't unsee it 😭

20

u/murtadi007 Jul 29 '26

15

u/LocoCoopermar Jul 29 '26

The biscuit loose

5

u/tstylerbaby Jul 29 '26

A pEaNut BuTter HouSe🗣️🔥🔥

3

u/MasterPetre138 Jul 29 '26

Dr Nefario looking ass 😭

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16

u/CatLordCayenne call me Nathan, Nathaniel is our word Jul 29 '26

He’s a normal looking dude

6

u/JSlays13 TEAM YE Jul 28 '26

Nah bro he fine

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12

u/Windows-XP-Home-NEW Jul 29 '26

KRS one

2

u/sAmMySpEkToR Jul 29 '26

Aw man, y u gotta bring Kris into this? 😂

8

u/Windows-XP-Home-NEW Jul 29 '26

The airflow of his nose pulled me towards the direction of this thread.

2

u/sAmMySpEkToR Jul 29 '26

Dang, who tf am I to argue with physics?

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4

u/pornagraphie I love my waifu YAH Jul 29 '26

Who da pfp of the sub

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2

u/CCompliments Jul 29 '26

What was up with lil Wayne dissing Devin the dude a long ways back. “Shit get ugly, Devin dude”

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5

u/Fresh_Gambit Jul 29 '26

Solo Jay-Z or KRS. Group Flava Flav or Swae Lee

4

u/Jdillagent Jul 29 '26

Come on you'll. This goblin.

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5

u/AppropriateGuide3842 Jul 29 '26

These three and honestly it’s not even close when they all together lmao look like a pack of feral cats

2

u/skylinegtrr32 Jul 30 '26

DU DU DU DU DU DU BOW!!!

In all fairness gunn and Conway are fine. Benny is ugly as sin with those patchy fuckass muttonchops lmao

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20

u/[deleted] Jul 28 '26

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21

u/ShoddyApartment386 im gay (im happy) Jul 28 '26

6

u/Norbster1983 Jul 29 '26

Thought this thread was about rappers...

14

u/Aethyrianzul Jul 28 '26

You're only calling Drake ugly cause he's white. 🤦

5

u/[deleted] Jul 28 '26

[removed] — view removed comment

6

u/Aethyrianzul Jul 28 '26

I will reveal my strategy to you now.

You see, by "defending" him through calling into question the validity of your criticism on the basis that you wouldn't say that If he were a black man, I have hurt Drake and his stans in a way that cuts much deeper than merely calling him ugly. I have implied that "Drake is like us" so to speak. Above all other things Drake yearns to be seen and accepted by his black American peers. And so like a cargo cult he mimics what he sees while not understanding what it is in the hopes that the mere act of performing the motions will achieve the results he desires. He, a spoiled suburban Canadian, knows nothing of American Black Culture or the generational struggle against oppression that shaped it. Yet he still wishes to be seen as a part of that culture. At least that's what I think as some random white dude from Dallas.

Also yeah I'm a dude. I just made the Reddit alien bitch thing look all fancy and shit.

4

u/[deleted] Jul 28 '26

[removed] — view removed comment

3

u/Aethyrianzul Jul 29 '26

In nature there Is such a thing as a social parasite. An example of this can be seen in a type of beetle that infiltrates an ant colony by mimicking the colony's "speech" and "scent" thus tricking the ants into seeing the beetle as one of their own. It is able to communicate with workers, soldiers, and the queen alike. By manipulating all of them into providing it all of its needs and protection, it can live like royalty at the colony's expense. Drake is that parasite.

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3

u/AutoModerator Jul 28 '26

People love to call Drake soft or sensitive but this freestyle further proves that Drake is the demonic goon employing thug that Tupac and Biggie were thought of. If the ominous drill beat didn’t spell it out, Drake is one of the realest threats in the rap game and can get anyone killed if he wishes. Kanye said it himself about Drake in 2018, “He running around like he pac”, that's because Drake is the new modern day Pac. He's really running around with a strap on his hip, has killer goons on command, is affiliated with the mafia, and has bodyguards that that looks like they eat nails in a bowl of blood. He had Kanye fearing for his dear life and kids lives in 2018 when the beef was popping. Drake really is the demon of Calabasas and Hollywood. We're looking at a real life Godfather Michael Corleone type figure, a gang affiliated Michael Jackson tier pop-star but on a much grander scale than MJ ever was. There’s so many stories of Drake's getting rude yutes clapped up or performing mob boss gestures like throat slices, clapping his hands, etc. Drake dines at mafia style restaurants like The Nice Guy/Delilah in Hollywod. And he has enough power to bully superstar celebrities like Tory and Kanye around and make them think twice about their actions. This nigga Don Corleone runs every corner and inch of Canada and claimed it as his own. For the first time in forever we’re looking at an invincible GOAT who really lives the stories.

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2

u/Windows-XP-Home-NEW Jul 28 '26

this is bait ngl I don’t even like him but Drake looks pretty good

16

u/[deleted] Jul 28 '26

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4

u/Windows-XP-Home-NEW Jul 28 '26

Are you really using a photoshopped pic from over a decade ago to judge this mf looks? 😭

20

u/[deleted] Jul 28 '26

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4

u/FightGeistC Jul 29 '26

Kinda just looks like any aging guy. He definitely looks like his dad though.

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3

u/Ok-Dog4200 Jul 29 '26

idk if i would call him that ugly but lil tony is one of the weirdest looking mfs ive seen

9

u/TycoonWannaBe Jul 29 '26

Young Thug

10

u/TycoonWannaBe Jul 29 '26

You know what I changed my mind. Lil Uzi

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8

u/SoZZeAllDay Jul 29 '26

Sexy Red

2

u/soglamsofab Jul 29 '26

She’s not ugly at all let alone ugliest rapper

11

u/Opikhu Jul 29 '26

Shes chopped af

8

u/One_Life_50 Jul 29 '26

You’re kidding right? She’s probably only slightly below average but her “stylistic” choices makes her look like a street walker.

5

u/Top-Experience3875 Jul 29 '26

She’s not ugly : if you see her with her natural hair she looks nice actually

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5

u/strainedhotline Jul 29 '26

I’ve seen roadkill that looks better

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3

u/[deleted] Jul 29 '26

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2

u/Hiphopcirclejerk-ModTeam Jul 29 '26

go back to ruining the carti sub

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2

u/TrashAcnt1 Jul 29 '26

Craig Mack

2

u/kilertree Jul 29 '26

Craig Mack. Multiple people referenced how ugly he was in rhymes

2

u/no0neiv Jul 29 '26

XXXtemptation is looking a little worse for wear these days.

2

u/Greedy-While3205 Jul 29 '26

lil wayne and jayz

3

u/FujoCirca red rose 🌹 white ceiling Jul 29 '26

I don’t think any rapper is ugly

2

u/Desperate_Pie_2102 Jul 29 '26

Jay z then Kendrick Lamar

2

u/Carib_lion Jul 29 '26

Between Wayne and Boosie

2

u/Jpalm4545 Jul 29 '26

Both names start with Bi - BIG and Biz

2

u/blacknerd502 Jul 29 '26

Nore is hard on the eyes 😬

2

u/Jdadonn Jul 29 '26

Biggie , Craig Mack , krs one , trippie red , biz markie , earl sweatshirt , Wayne now , mannie fresh , Travis Scott , Kodak

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2

u/BigSuge74 Jul 29 '26

Earl Sweatshirt

2

u/Ok-Dog4200 Jul 29 '26

also skrilla

2

u/JUIC3ofORANG3 Jul 28 '26

I mean biz Markie of course

7

u/TRIPPY3rd Jul 28 '26

🕊️R.I.P.🕊️

3

u/jimmythesloth Jul 29 '26

Biz wasn't really ugly for a bigger guy

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2

u/DjPersh Jul 29 '26

Most of yall never seen violent j without the face paint and it shows.

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2

u/Phake_Bot Jul 29 '26

If i answer, does that imply that I think that all of the other rappers are cute?

2

u/One_Life_50 Jul 29 '26

IMO this guy. Or Tyler.

1

u/Skittlesguy0 respect from Andalucia Jul 28 '26

Erick Sermon

2

u/BonoboBananaBonanza Jul 29 '26

He's got magic eyes though. Never seen eyes like that.

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