Wednesday, October 14th, 2009

Diddy Caught Twice Checking for Chicks While Cassie is No Where to be Found

Posted by Bossip Staff

Diddy

We don’t think Diddy is ever going to settle down even though he says:

“I want the perfect woman. I’m tired of f*cking hot chicks!!!”

In Atlanta, Diddy was caught twice with T-W-O different girls on T-W-O different nights at Compound Nightclub. Cassie… if he’s telling you that you’re the one, well it looks like you’re just #1.

Pop it for Diddy & his new Chickens …

Thursday Night for Young Jeezy’s Birthday Party @ the Compound

Diddy3
Diddy5
Saturday Night @ the Compound Hosted by Diddy

Diddy2
Diddy Saturday Piece

Yeah you are with that sweat stain… EWWWWW!!!!

Images Via ATL Pics

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Comments(72) on “Diddy Caught Twice Checking for Chicks While Cassie is No Where to be Found”

  1. No u can't be boyfriend #2!

    GOLD!

  2. aleximaq

    Wow…this guy…

  3. The fwesh pwince™

    Sandrarose had this yesterday bossip.

  4. white male

    Look at all these hoes all over the place.

  5. The fwesh pwince™

    I see diddy still in the closet, huh?

  6. Roabsalom

    Ah …Have you seen C*****ie’s ring? I have and she knows the deal…She’s no different from any of his other jump offs. I hope she is saving her coins! That would be wise!

  7. The fwesh pwince™

    Is that Dawn and a manlier version of her?


  8. Diddy being Diddy…you wouldn’t?!

  9. veve

    ha these hoes look better than c*****ie. c*****ie knows she aint # 1 her looks were cute in 06-07 now they just tried and boring. seen a ton of black women who look betetr than her and got there curves in the right places. hey bossipers check out stephanie florence collose. she *****s on c*****ie as does lays silva and shermain jeremy

  10. 1man2people

    man that fitted go hard!!!!

  11. Aunt Viv

    Diddy is the smarmiest man on earth.

    Womp Womp to him and C*****ie.

  12. concerned white man

    well well well i see people are still saying puff dady or whatever is gay well 75% of the stupid lol lil monkeys writing in this blog is gay or has homosexual fantasies just the way u pepole are immoral to say the least you know im right dont you?

  13. I'm Just Me: Keeping It Real Since 1983

    I am with the people that says Diddy is gay. I mean, really now Sean, come on out the closet.

  14. I'm Just Me: Keeping It Real Since 1983

    well well well i see people are still saying puff dady or whatever is gay well 75% of the stupid lol lil monkeys writing in this blog is gay or has homosexual fantasies just the way u pepole are immoral to say the least you know im right dont you?

    ***********************************************************

    AHHH SHUT UP!!! You people have sex with animals!

  15. I'm Just Me: Keeping It Real Since 1983

    Although for some reason I could believe some photoshopping is going on. Some people just aren’t set in the picture right!

  16. tg

    I guess that’s his subtle way of saying he don’t want to get married or he WON’T be getting married. He probably gets tired of “F”ing good looking girls after a while and that’s when he hangs with C*****ie. But I’m sure he gets rest on and strength, he’s ready to “F” a few more pretty girls. Any one with common sense knows NO ONE is perfect.

  17. told you so

    I am NOT mad at the dude.


  18. If he was checkin for me I would run for cover! I would not be flattered by a man checking for me who also is checking for men. That’s just nasty and this Butch Queen is Nasty! Nasty ***** Puff Daddy!

  19. TheNewGuy

    I’m just happy the Compound is back open. I’ll be hitting that up when I get back.

  20. I'm Just Me: Keeping It Real Since 1983

    Those first two pics look odd. Something ain’t quite right with those two pics to me.

  21. veve

    like i said earlier c*****ie is old tired and not even cute seen about ten look alikes in my hood.shes been sucking didy so much her lips now look like they’ll fall off any mintue. her looks are fast fading and she gotnothing to show for it.

  22. KatrinaME

    Damn! Bossip, you guys are so good at hating I can’t even hate on you for it LOL And I mean that in a good way! Hell, I guess if you g’on do it you may as well do it the best.

  23. The fwesh pwince™

    Those *****es are fine ***** *****… the lightskinned ones though not the darkskinned ones, no offence.

  24. VA

  25. Hannibals Dad

    1 nut 1,000,000 dollars 1 rubber 1 dollar !!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!


  26. SO ! this greasy nicca is going to be in a club checking for chicks when he 72 ! And guess what women are going to be right there with him in VIP with some geritol talking bout Diddy let me put some ben gay on your legs so we can do the stanky leg

  27. bo diddly

    If I was Diddy I would ***** as many white girls as I could….

  28. `

    yeah, gay rich men usually do this to deflate the pointers at them – diddy, uncle russy, legend.. a host of em

  29. bossipluva

    Bossip, I don’t know why yall continue to give Puffy’s played out ***** any press. Those desperate two dollar ho’s deserve his ugly *****.

  30. The fwesh pwince

    Lmao @ I`ll Talk about what I want to talk about Nucca !

  31. SEXII MAMA

    bossip ya stupid!! one of those girls in the blue is dawn


  32. Diddy let me put some ben gay on your legs so we can do the stanky leg

    _________________DEAD_________

    That was too funny!

  33. SEXII MAMA

    and i think the other one is the other girls from the group

  34. Toots McGee

    WHY OH WHY MUST WE DWELL ON HIS LITTLE *****ISM????? HE IS OBVIOUSLT THE TYPE OF GUY WHO LIKES HIS CAKE AND EATS IT TO….THIS IS THE SAME GUY WHO SAID HIM AND SHYNE ARE COOL AFTER SHYNE’S DECADE IN JAIL…

  35. Kali's Finest

    I feel that ***** tho..IT’S TOO MANY BAD *****ES IN THE WORLD TO SETTLE DOWN!! Especially when ur pockets are as deep as that *****s are!..btw, THEM *****ES WAS BAD DIDDY, keep that ***** up gangsta!

  36. always and forever.

    NASTY NO GOOD *****ES WILL ***** ANYTHING THAT FLASHES A ONE DOLLAR BILL IN THEY FACE. WOMEN HAVE NO RESPECT FOR THEMSELVES THESE DAYS, HEY MEN IF THE *****ES HAVE NO RESPECT FOR THEMSELVES WHY SHOULD YOU? i FEEL IT, IT’S TOO BAD THOUGH

  37. I HATE THE "N" WORD

    How you are going to want the perfect woman when you are not the perfect man *****hole. JTTW, Diddy’s mother should be slapped for creating this *****hole.

  38. I HATE THE "N" WORD

    HIV and *****s all over the place to go along with them bad ——! Gotta love the hood and ignorant mentality in the the black community. Ignorant negros table for all.

  39. Kelly

    Damn Dawn & Kelenna look gooood! grey works for them. who cares about the photos, you can make a photo look like anything if you put the right headline on it lol


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  41. WordtotheWise

    Ya’ll know this man’s ***** doesn’t get a change to breath because he’s constantly plugging some woman’s hole up with it. Anyway, whatever. If women are willing to give the cooch up so quickly, that’s their issue, not mine.

    As far as these pics are concerned, just b/c he’s talking to these females doesn’t mean he’s baggin’ them.

  42. Jay the Real One

    I see nothing wrong.

  43. WonderingWhatNtheHeck!

    Who is that She-Man beside Dawn? That haircut is NOT becoming at all on her. Damn ….

  44. Nya

    That girl with the mole is cute!

  45. shut your bloodclot crying, the kid ,the dog ,everybody 's dyin, no lyin'

    I can’t say I wouldn’t do the same…

  46. Justfire

    ***** Lovin Diddy, “You Are Gay”, quit fighting it.


  47. *****s stay hating for ever. If you all had 10% of Diddy’s money, you won’t be here talking *****. You *****s always talking about he’s gay and what not. Gay or not he keeps banging hot chicks for days. You “ladies” (using ladies very loosely here) on bossip know you’d let him hit it so quit fronting. You fellas know you wish you were him so stop hating. Dude’s money is longer than a freight train and he does who/whatever he likes. It’s called living the American dream. Make money, drink and f*ck hot chicks and go to bed. That’s what this country is all about so you all stop hating and get in line and get yours.


  48. jerry butler sang it; brother you [diddy] better face one fact, the heartache you give out, your gonna get it all back . “are you happy?” tell me – tell me do you know feels to have some to love for real. this negro so high in the air, that you need the HUBBLE- TELESCOPE to see him.


  49. Diddy is just nastee…him and Lil Wayne both…probably walking poster children for VD…

    well at least for child support.

  50. Are you effing kidding me?

    @The fwesh pwince
    Those *****es are fine ***** *****… the lightskinned ones though not the darkskinned ones, no offence
    __________________________

    What lightskinned ones?. You mean caucasian/hispanic, fool!


  51. honeychild

    I’m Just Me: Keeping It Real Since 1983

    well well well i see people are still saying puff dady or whatever is gay well 75% of the stupid lol lil monkeys writing in this blog is gay or has homosexual fantasies just the way u pepole are immoral to say the least you know im right dont you?
    +++++++++++++++++++++++++++++++++++++++++++
    You keeping it real stupid, since you were born,

    Shut the ***** Up you Undercover incestious *****got,
    you probably do your momma ( that makes you a mother *****er) if you haven’t get back to it Trailer Trash!

  52. The fwesh pwince™

    @ Are you effing kidding me?

    Caucasian or Hispanic, they are still lightskinned. I see ignorance resonates in your subconscious. Get of ***** you retard.

  53. The fwesh pwince™

    *my

  54. Young Obama

    Damn I can’t choose the both are smokin! It must be nice to be Diddy.

  55. sexyprettysista

    The fwesh pwince just wanted attention, Are you effing kidding me?
    u should never have responded to his ignorance after he could not get with any of those girls anyway. awlays the ugly dudes that are the most picky

  56. AWWWWWWWWWWWWWWWWWWWWWWSHADDAAAAP!!!!!

    I didn’t even notice the sweat stain until Bossip mentioned it. Damn you for mucking up my fantasy.

  57. Fk

    1st girl:check his eyes it doesn’t even look like diddy he’s looking at her.
    2nd chick is not even cute

  58. citiboi

    He is not married…Soooooo what???

  59. C*****ies Coochie Cat

    I just wanna know why the second ***** is orange…tanning much? Who really cares about the man?


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  61. those two girls are both badd. i would take them anyday. they looking good.


  62. IS IT REALLY SANITARY TO HAVE SEX WITH HIM!!! THINK ABOUT IT LADIES…

  63. Butterflygirl

    The pics are on atlpics.net. I was at Compound Thursay, it was crazy.


  64. Do your thang Diddy!!

    The dude is filty rich…..a smart woman would do better to make some money and stop complaining….no matter how much we want to debate in here..one thing remain true is that “Money Talk”.

  65. Dajournalist

    People get mad about what happens with their tax dollars, but don’t have a problem supporting an oversexed *****s kids. WTF. He won’t ever get another dime from me. I know that.

    And I am so grateful for the women who are n the club, f*ckin for money. THey can get used up and p*****ed around….and let the real women run the world. Because beauty fades.. dumb is forever.

  66. da darkness

    peace peace mmmm hmmm


  67. Who cares about Diddy?

  68. Heather

    @Dajournalist

    Please speak on it…

  69. !!!!!R.IP MIKE!!!!!

    WHO CARES ABOUT C*****IE,DIDDY DO U MAN LOL.

  70. lee

    I feel bad for any woman that falls in love with him

  71. wow is all i have to say!!!!

    DO YOU SEE HIM GIVING DAWN THE SIDE EYE

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