GUESS WHO: CHILLIN’ IN MILAN

Guess who was spotted chillin’ in Milan, Italy on Wednesday afternoon? Hint: He was arrested earlier this year for crack possession.

It’s former rapper/actor Coolio! He attended the Paul & Betty fashion brand party at the Sheraton Diana Majestic Hotel and was with Italian model and TV personality Rosy Dilettuso. At one point Dilettuso’s hand “slips” onto Coolio’s pants, and the rapper doesn’t seem to mind one bit.

Back in March, Coolio was arrested at LAX after an undisclosed quantity of crack cocaine and a crack pipe were discovered in his luggage. He was charged with a felony for possession of the drug, a misdemeanour for possession of drug paraphernalia, and battery, for attempting to physically prevent the search of his luggage. He pleaded not guilty at his arraignment back in April.

( Photos: BAUER-GRIFFIN )
Posted in CANDIDS, GUESS WHO Tagged , ,
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93 Responses to GUESS WHO: CHILLIN’ IN MILAN

  1. seriously???????

    straight coonery

    and why does he have on that zoot suit

  2. BCC

    Both of them look like they on coke

  3. BASHYBOO

    I WONDER HOW HE FEELS TO HAVE HIS KIDS KNOW HE IS A FULL BLOWN CRACK HEAD…ONLY A JUNKIE WOULD BRING THEY “STUFF” ON THE PLANE WITH THEM…IDIOT I’VE LOST ALL RESPECT FOR HIM, AND WILL NEVER WATCH HIS SHOW AGAIN

  4. Tashie B

    Boo on chick for wanting to touch anything on Coolio… YUCK!

  5. judah=undercover butt pirate

    EEEEEEEKKKKK!!!!

    mmy eyes my eyes!!!

    def wasnt expectin to see him ugh

    lol@ “former rapper/actor….”

  6. Set it Straight

    Well what kinda event is this?! He’s all suited up and dude behind him is shirtless. Clueless.
    And why is that lady poking Coolio’s erection? Nobody told her to sit on his lap. GNR!

  7. Tamika

    Coolio looks HORRIBLE. Crack is WACK!!! Leave it alone.

  8. just because

    Not the black and white shoes coolio, he might as well get a jheri curl 2 and a snake skin belt

  9. Spotlight

    I wish he would sit his dusty ass down some where, full grown damn crack head, it’s pathetic, got a family show on tv, knowing full well he’s using crack. What in the hell executive was sitting at home wondering what coolio was doing in order to give him a show 15 years after him beingl\ relevant any damn way.

  10. Dude-N-H-Town

    HOTT DAMN he’s ugly. Now CL yall really could have not posted this ish.

  11. Dude-N-H-Town

    And what is that chick doing to him in that 3rd pic??? Now enough is enough.

  12. PYT

    LMAO crack heads are straight comedy!

  13. BrooklynC

    YOOOOOO is it just me or do yall not see the white stuff all in his nose??? Yea he definitly got that Montana swagg on in this flick!

  14. SDR

    Oh No, still rocking those sick looking cornrows. I wonder does he cut them or do they just not grow.

  15. Octavia

    He still got them ridiculous ass braids in his head with his old ass.

  16. South Crack

    sit yo old salt and peppa AZ dwn ! !

  17. This dude needs some Cocoa butter and a neti pot to rinse all that snow out! SMH He is too old to be lookin like that.

  18. BAD BAD BITCH

    ewwwwwwwwwwww

  19. Day-Day-Dc

    Dat dude jus finish snorting some coke check slim nose

  20. jenieycancellieri

    WTF…………i don’t know who’s ashier, Coolio or Akon……..NEXT!!!!!!!!!!

  21. studylongstudywrong

    With them shoes, I knew it was SOMEbody old…

  22. Renae

    Oh, is that what it is? I was looking at his nose in the last picture wondering what’s wrong with him?

    And the white guy, in shades and shirtless, is that a mannequin or a real person, I can’t tell????

  23. shay

    ugh! Coolio looks so raggedy

  24. Dude-N-H-Town

    I didn’t even look at his shoes, I couldn’t get passed that mug…

    PLEASE tell me those shoes aren’t sparkling?? Please

  25. mzrepresented

    OMG THANK YOU CL!!!!

    I REALLY NEEDED A GOOD LAUGH TODAY! LOL

    ILL BE PRAYING FOR YOU COOLIO!

  26. KIDDO

    DAMN COOLIO! KIDS JUST SO NOOOOOO TO DRUGS!

    This NI**A is a MESS!

    WHAT THE HELL HAPPENED?

  27. hood_shit

    he ashy in the face and partcularly around the mouth area

  28. peacekeeper

    He look a stankin mess!!!!

  29. LadyA

    He is high as a kite on that last pic. He looks SOOOOO out of place. The only good thing I can say is that his braids aren’t stick up anymore like it did in his “tarantula” looking days.

  30. LadyA

    TAKE THAT BACK… I just looked at the pics again and that “braids all over the place stuff” isn’t even played out. It was never IN!

    Such a disappointment.

  31. joer

    what a way to represent being someone’s fater.

  32. S. Dot

    I can clearly see that he still smoking that stuff. She must be too. Guilty by association. She can kiss her dignity and looks goodbye. Messing around with crack!? It’s so sad to see people in this state.

  33. Nikki B.

    UGLY !!!! just UGLY!

  34. sonjaz

    LmAo… Im sittin here laughin so hard …my baby boy came over to see what was so funny… we’re both here ctfu @ ol’ Coolio… and the comments… lmAo…. and yes the shoes ARE sparklin….

  35. sonjaz

    LmAo… Im sittin here laughin so hard …my baby boy came over to see what was so funny… we’re both here ctfu @ ol’ Coolio… and the comments… lmAo…. and yes the shoes ARE sparklin….

  36. Chris

    This nigga has blow all up in his nose!!! Look!!!!!!!!!

  37. Its Britney b*&^%

    This “man” is pathetic, he reminds me of those guys who are in their 30s/40s but still thnk they’re pimps. He needs to grow up and do something constructive with his life, he’s a Z list celeb who seems to think he’s “cool”. Its sad

  38. lew

    COCAINE IS A HELLOFA DRUG!

  39. H-Town Chic***

    CRACK HEAD!!!

  40. sunlight

    That’s pix,looks like coke up his nostrils. Drugs will kill. He looks wasted.

  41. sunlight

    I meant to say the last pix looks like he’s got cok up his nose, but acly there are two pixs that looks like coke up his nose. Damn Coolio, you too old for that shit.

  42. Hey hold that though

    I agree with # 4 only a JUNKIE would bring those items alone,,,,,

  43. h8ted on

    I GOT THAT RIGHT UNFORTUNATELY…i really was rooting for hoolio and his show..until he got busted with crack..atleast my girl whitney said she dont smoke crack..its for cheap mutha f()ckas like hooli clearly..no wonder that hard headed as son of his dont listen to him..i wouldnt listen to my dad either if he was a crackhead..smh!!

  44. tsk..tsk

    he look dead….

  45. Brezzy bre

    he look like a crackhead

  46. Juicy SuperStar

    CRACK is wack

  47. JUDAH

    If he is on coke and smoking crack, he would just be one of all of them, because every last one of the so-called celebrities i.e. Beyonce, Jay-Z, Rihanna, Chris Brown, Pharrell, Snoop, Fabolous, Jennifer Lopez, that frequent these fashion shows and industry parties are massive cokeheads. From what I understand, the man gets 1 million dollars per show from many of the bigwigs out in Europe, particularly Russia, to perform so I don’t believe that the man is broke. He probably just happens to prefer crack rock.

  48. Lanice

    That hint definitely gave it away. SMH at the outfit, the chick, and the atmosphere

  49. tha aRAb buNNy

    @3 .. so y did u comment.

    and they do look like they on coke.

  50. my2cents

    this is so disgusting…smh at this old crackhead wearing extentions. braids are out for men as it is. and what’s up with the white nostrils? i am so throwing up in my mouth right now! :(

  51. Ara

    Lmao @ comments, whew!!!!!

  52. CamilleStarr

    I hope he gets the help he needs – DRUG Addition is slow suicide if you’re fortunate. This is someone’s son and father – so we really dont need to go there. How old is he? In these pics he looks around late 40′s. Come to think of it he looked kinda old during Gangsta’s Paradise days.

  53. N.O.Finest504

    Coolio probably been on CRACK,it’s a shame though bc from the looks of his nose in THIS picture, it looks like coke! LMAO
    But that is such a shame, he and Charlie Wilson, for some reason, you can tell that the use/used hard drugs……. but I see the white women still love him, I suppose bc they see him still on the “white horse”

  54. Nia

    Love how everyone is either topless or wearing something revealing and his corny behind is a black suit.

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