Sean Combs Gives Conan A Makeover – “Late Night With Conan O’Brien”

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Published on May 15, 2021

(Original airdate: 5/15/02) Sean Combs helps Conan elevate his style by outfitting him in Sean John. Watch more classic clips @ http://conanclassic.com.

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46 comments

  • gorpand 3 years ago

    Puffy Vater!

    Reply
  • shubham sachan 3 years ago

    Try all you want his hairstyle won’t change

    Reply
  • Matt Chen 3 years ago

    hi

    Reply
  • Juko Tuko 3 years ago

    2:36 wtf is going on with conans feet hahahaha

    Reply
  • Guy Fawkes 3 years ago

    I don’t even know what to call that guy anymore he changes his name so often. He did his best work with Notorious BIG. After that, he’s been straight forgettable

    Reply
  • Peter A 3 years ago

    This video is 19 years old…

    Reply
  • verdatum 3 years ago

    I am literally wearing those socks right now.

    Reply
  • John Smith 3 years ago

    He has his own clothing line?
    Dammit, what didn’t Diddy do?!

    Reply
  • noirettebeauty 3 years ago

    3:19 Conan became the elevator man at Christmas

    Reply
  • chris anthony 3 years ago

    sean combs you one of the OGs but come on lets be social and respectful bruh and this was 02 that was hella attitude

    Reply
  • jayspeed32 old-school 3 years ago

    P Diddy is so “under cover”

    Reply
  • Dasher Beats 3 years ago

    if 2002 was clothes then Puffy is wearing it

    Reply
  • Monica F 3 years ago

    Diddy is such a loser

    Reply
  • MikeH3853 3 years ago

    Conan doing the world’s worst robot
    “Break it down white boy!”
    Lmao

    Reply
  • Slamz Dunk 3 years ago

    it should be the Cone man giving Diddy fashion tips,,,

    Reply
  • sharathkumar26 3 years ago

    “Get a tan ,good God man..”

    Reply
  • Kuro Hikes 3 years ago

    Looks like chairman Kaga from iron chef Japan.

    Reply
  • Andrew Panganiban 3 years ago

    I’ve been searching for this video for almost 20 years!

    Reply
  • euanuglowisdead 3 years ago

    “P Diddy, are you in show business still? I didn’t know wearing a suit was a skill!?”

    Reply
  • kawaiiafangirl 3 years ago

    Call him Puffy, Puff Daddy, or Diddy, but Sean Combs ain’t gonna bring clicks outside of Conan fans.

    Reply
  • Stev0 kinev0 3 years ago

    How puffy p diddles whatever ya wana call him got away w hiring gang bangers to murder pac is beyond me..is he still in the closet or did he come out yet

    Reply
  • Christoph Becker 3 years ago

    That guest person looks familiar; who is it?

    Reply
  • Tyler 3 years ago

    That last outfit is what an anime Hugh Hefner would wear

    Reply
  • Tatiana Geronimo 3 years ago

    Conan continues to bless us with these throwback clips

    Reply
  • K W 3 years ago

    Sean Combs was an idiot then ,an idiot before and an idiot now. Made some pretty cool songs tho, but so did a lot of people. Not in my artist category #righteoussalt

    Reply
  • Daniel Cordoni 3 years ago

    Is the first outfit still for sale?

    Reply
  • D T 3 years ago

    Conan is awesome

    Reply
  • Mustafa 3 years ago

    Why is P Diddy acting like a jerk?

    Reply
  • Mammon Tustado 3 years ago

    “P, welcome to my dressing room. You can call me C if you want.”

    Reply
  • Jared Knapp 3 years ago

    Conan borrowed feet from a crow.

    Reply
  • Mr _Malaki 3 years ago

    I don’t even know what to call that guy anymore he changes his name so often. He did his best work with Notorious BIG. After that, he’s been straight forgettable

    Reply
  • M7MD 3 years ago

    Sean, your clothesline sucks.

    Reply
  • Sophie Bailey 3 years ago

    We all know diddy is old news but we have to agree that his cameo in It’s Always Sunny was *chef’s kiss*

    Reply
  • Vivek Gupta 3 years ago

    Conan doesn’t run out of old videos lol

    Reply
  • freshcleave 3 years ago

    Hey remember when people were cool and not all woke offended by everything. Yeah that was awesome.

    Reply
  • Paulette Peace 3 years ago

    Puffy has NO comedic skills at all. No matter how hard he tried. Thank GOD Conan i sooooo good at Improv.

    Reply
  • KiloOscarZulu 3 years ago

    Man, his feet were whiter than the white trousers!

    Reply
  • Prince Edmund, Duke of Edinburgh 3 years ago

    why would anyone wear sunglasses indoors?

    Reply
  • ralph holiman 3 years ago

    I was never a fan of Sean Combs until I saw him in “Get Him To The Greek” and he was great in that.

    Reply
  • Onan. O 3 years ago

    omg this is the origin of the Dapper Dan video

    Reply
  • Mohamed Farouk 3 years ago

    No wonder he’s so rich.

    Reply
  • Tracy언니 In NewYork 3 years ago

    Cute feet!

    Reply
  • Whatever Happened To Fun? 3 years ago

    Takin’ advice from somebody that can’t even choose the right size for himself doesn’t seem smart….

    (before you erupt in a riot… it’s a joke…ok?)

    Reply
  • Angry Silence 3 years ago

    Conan looking like Count Dracula at the end.

    Reply
  • John Crichton 3 years ago

    my god those clothes are terrible but i get it, 19 years ago

    Reply
  • Sick Muse 3 years ago

    Sean Combs is so effing funny!! I’ve said it since Get Him To The Greek, he could carry a movie. Or he should do stand up!! I was laughing just from the looks on his face & pointing for Conan to go change. OMG! A buddy movie. Conan does the perfect white dork trying to act cool. Like with Ice Cube and Kevin Hart in the one where they “teach” Conan’s asst how to drive. I’mna go watch that next.

    Reply

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