What Is Wrong With This Picture???

- By Bossip Staff

Been living most of life, with his hairline receding and his braids too tight.

Dear Coolio,

Coolio, Coolio, Coolio…what ARE you doing homie? We loved you for you classic family friendly hip-hop in the early 90’s, but this look isn’t good for your legacy. To be perfectly honest, it kinda makes us sad. Just cut it all off man, please and thank you. We don’t want any trouble, but we couldn’t go on if we didn’t tell you the truth.


P.S. We’d also encourage you to get a stylist, or a least a girlfriend with fashion sense that will tell you the truth about wearing jeans with crowns on them. Just sayin, roll along homie, roll along…


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    Looks like a monster.

    • Salina

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      nice experience——-

    • chaka1

      I blame white people for his continued existence. I haven’t uttered his name is 20 years.

    • Greeneyez0712

      Whats Right about this pic?? First off he needs to get a mature look…He needs to dress his age… The hair is gone…make peace with it and move on bruh!!! Smh

    • Mac the Knife

      There is no longevity for rap artists. Should have learned to play an instrument

    • Mac the Knife


    • Freddy

      What’s that red swastika in the shape of a running man on his arm?

    • E.C. from D.C.

      This should be What’s NOT WRONG with this Picture lol

  • kelli

    let it go, its over dog and what the hell is that in the middle of his head ?

    • rene

      A Tattoo.

    • ee


  • kissthisars


  • ray

    you shooooo is UGLY!!!

    • Im ReALiST Momma...Romper la Cabeza putas ?

      i know you not talking to me ho!

  • chicamami69

    bossip stays with da exclusive! NICKI MINAJ SEX TAPE LEAKED!! WWW.LOOT6.COM

  • Im ReALiST Momma...Romper la Cabeza putas ?

    he been smoking that gangster paradise!..i love him he smoking them ready rocks like moi!

  • clarissa

    Double cosign

  • Bunny(formerly Angel/UrHeiness)

    What a mess of a man,ugh!!! Let it go already bruh! SMDH

    • Bebop84

      I totally co-sign!! Let go and let God Coolio!!

  • Toni

    That’s one ugly negro!!! Cut that hair!!

  • G.M.

    the style reminds me of that episode of “My Wife and Kids” where Michael got these pills from a character played by David Allen Grier, to make his hair grow back…the sh1t looked a lot like coolio’s lol XD

  • brit

    OMG A TRACTION ALOPECIA TRAGEDY. SHAME. he’s too old to be rockin that. when i met him 5 years ago he had more hair now he just needs to cut that

  • Kat

    I think someone left one of the cages open at the L.A Zoo.

  • Naaa

    He looks like an insect!

  • JayJay Growlings

    whats wrong??
    EVERY-DAMN-THING in this pic!!!

  • Really

    crack is wack!

  • ThaTruth

    O DAMN!!! Does the people of California know something like this is running loose in their state?? Be careful NY..I’m sure ur on his radar

  • lisa cole


  • Sanriobaby =^.^=

    Nothing sadder than a man who just can’t say goodbye to his hair. Have some danm dignity and let it go. RIP to the departed hairline….

  • Mememe


  • YouSho'IzzUgly!!!!!!!!!

    You wrong for this, just plain gawd-d%mn wrong.!!!umph umph umph


    GM stop,I almost spit out my tea…loooooooooooooooool

  • Nephew Ruckus....

    What’s wrong with this picture??? HE’S in it!

  • Turd Ferguson

    Obvious FAIL when you have to wear a shirt with your own damn name and 20 year old song title on it.

  • dragongirl

    Coolio would look so much better if he cut his hair completely off…I mean he’s in his 40’s now..he isn’t old but he is older!! It’s time to leave the past in the past..

  • Mrs Steez4Steez

    What in tha’ hell? I’ve heard of a part but what is that mega chasm in the middle of his head? Fire your stylist…eee-mee-jut-lee!

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