SPOTTED: DIDDY & CASSIE STROLLING THE NYC STREETS
Monday, September 14, 2009

Fresh from his post VMA incident early Monday morning, Sean “Diddy” Combs and singer/model Cassie were spotted strolling the Manhattan streets. Diddy spotted the paps and quickly tried to cover his face and the duo split into different directions.
I was tempted to add the “COUPLED UP” stamp to these photos, but since Diddy and Cassie have never really confirmed that they are in fact dating, I opted not to. I mean this was probably a business meet up or something, right? riiiight…


( Photos: GETTY IMAGES / BAUER-GRIFFIN )








68 Comments
1.
sela
Monday, September 14, 2009 /
Cute. I see he likes to look at her bald side more than her hairy side. She looks cute nonetheless!
2.
Rae
Monday, September 14, 2009 /
Pshh they knw they’re a couple.
what business are they doing together? lol..
3.
SUMNA00
Monday, September 14, 2009 /
i’m mad that nigga got crocs on! LMAO!!
4.
Kanye West Is A HATER!!!
Monday, September 14, 2009 /
They should go out. They look like a cute couple.
I love Cassies skinny jeans, They look cute on her.
I think she needs a new hairstyle. That look is getting old. Idk why her and Solange changed the way the look ESPECIALLY Solange. The bald head isn’t working for her. She needs to leave that looks to ALEC WEK.
5.
Nicole
Monday, September 14, 2009 /
She looks pretty minus the shaved head, they got the same black berrys how cute, lol.
6.
Babatunde
Monday, September 14, 2009 /
Business? Lol
They had it all worked out huh? You go this way and I go that way in 3, 2, 1..
7.
Mrs. PT
Monday, September 14, 2009 /
Hold up…. is Diddy wearing Crocs? LMBO
What next, snaddles?
8.
viola1
Monday, September 14, 2009 /
everyone knows that they are dating, crushing, cupcaking whatever you want to call it, yeah it could have just been a business meeting, but i seriously doubt it, when are they going to just be and don’t care who’s watching or taking pics, life is too short for this, i mean whats the big deal or maybe it’s for the sake of his children which then i completely understand
9.
truthfullyspeaking
Monday, September 14, 2009 /
LOL they would make a cute couple???? Yea right. You can’t turn a HO into a girlfriend! They are so lame. I think they are just as lame if not lamer than The Dream and Christina Milian. How unprofessional and nasty for Cassie to be f*cking her boss????
10.
Quart
Monday, September 14, 2009 /
HAHAHA @ “You go this way and I go that way in 3, 2, 1..”
They made themselves suspect, Diddy you look too much like yourself no matter what you do.
Anddd! What the hell is weighing down his pocket. Hmmm…
11.
vi to death
Monday, September 14, 2009 /
Why is he wearing SLING BACK CROCS?
Just too funny…lol
12.
still
Monday, September 14, 2009 /
rule #343: no white after labor day…
13.
JESS
Monday, September 14, 2009 /
IT’S CLEAR THEY’RE A COUPLE. I’M CONFUSED AS TO WHY THEY THINK WE STILL DON’T KNOW. CUTE COUPLE NONETHELESS.
14.
Meat
Monday, September 14, 2009 /
The only “business” I see is CL respecting its “Ciroc Vodka” account. lol!
15.
FARFRUMWACK
Monday, September 14, 2009 /
Shouldnt this say coupled up jk…for a second I forgot she shaved her head
16.
Teeezy
Monday, September 14, 2009 /
LOL at Diddy wearing crocs.
17.
Iris
Monday, September 14, 2009 /
he prob sent her a text saying “go that way, i’ma go this way”. how rude lol
18.
missdior-cynthia
Monday, September 14, 2009 /
crocs!!!! lool sériously!!!?!
19.
PLAINSIGHT
Monday, September 14, 2009 /
Oh gosh like we really can’t tell that’s him attempting to “cover” his face. No one is checking for Diddy or Cassie, it’s so obvious they called the paps to follow their tired asses. So Lame.
20.
Kyla
Monday, September 14, 2009 /
Why is Diddy wearing crocs? Eww.
Look at him tryna act like he’s not with Cassie in the second pic - he’s slowly trying to distance himself.
I’m not one for rumours though so unless I see a picture of them kissing or something or actually announce that they’re an “item” then I’m still going to assume they’re just out as friends/this is business related.
21.
Heemi
Monday, September 14, 2009 /
These two are as fascinating as a piece of broccoli.
22.
brandi
Monday, September 14, 2009 /
LOL riiiight
23.
brandi
Monday, September 14, 2009 /
What business? Her album got pushed back 200 times!
24.
Meat
Monday, September 14, 2009 /
Y’all just don’t know the business!! Celebrity artist like Diddy, who make special guest apperances on stage at awards shows and benefits, must keep their mouths covered to protect their voices and throats from the NY draft. He probably has to do another performance later that night…..at Cassie’s flat. lol!
25.
Ummmmmmmmm
Monday, September 14, 2009 /
ummmmmmmmmmmmmm is Diddy wearing CLOGS……. speak on it
26.
Really
Monday, September 14, 2009 /
Is it hot or cold outside?? lol
27.
Ummmmmmmmm
Monday, September 14, 2009 /
CROCS i mean sorry
28.
Mrs. Sk8board p (ak & Bk stan)
Monday, September 14, 2009 /
Lol @ # 3.. I was about to say that.
29.
DAMstyle
Monday, September 14, 2009 /
Diddy, the shoes?!? What’s up with that?
30.
FallBackHaters
Monday, September 14, 2009 /
If they both single what’s the prob? Why they hididng it for?
31.
TeeTop
Monday, September 14, 2009 /
People are always so damn judgmental. Who cares about Cassie’s hair? IT’S JUST HAIR!! GAWD!!
But anyways….crocs = #worstfashiontrend
32.
cali panamami
Monday, September 14, 2009 /
business.
riiiiiiight….lol
33.
Mikki
Monday, September 14, 2009 /
sure Angel…business…with their matching blackberry’s. smh. lol
34.
Jamacian GOOD Gal
Monday, September 14, 2009 /
I like them together.. There is nothing sexier than a older man.. N Cassie is a cutie.. Get it Bish
35.
Jamacian GOOD Gal
Monday, September 14, 2009 /
N those are blue washed jeans.. Check it
36.
NubianGoddez
Monday, September 14, 2009 /
Who cares about this two a couple, its not the public does not know she’s his concubine.
37.
UM... I GUESS
Monday, September 14, 2009 /
ewww
38.
Destiny
Monday, September 14, 2009 /
Yeah girl you should have put coupled up. I dunno why they creeping, but are still seen everywhere together. Diddy hit that, Cassie loved it!! LOL
39.
BJB
Monday, September 14, 2009 /
Probably covering up a herpes sore
40.
MissJ
Monday, September 14, 2009 /
Shes has on the same ‘Fit from her “Must be Love” vid gotta luv her always a cassie fan
41.
Unity
Monday, September 14, 2009 /
LOL @ 6 ahhaha *dead*
I mean give it up already diddy we seee you..atleast try to cover up your face a little better smh..splitting up made it toooo obvious by the way…you think we dummies..HUH HUH!…LOL. *does the diddy bop*
42.
OUTLOOK
Monday, September 14, 2009 /
SMH THIS MAN CLEARLY IS ABLE TO HAVE HIS CAKE AND A PIE WHEN HE GETS TIRED OF HIS FLINGS HE RUNS BACK TO HIS MAIN SQUEEZE AND MAKES BABIES ALL THE “BUSINESS” MEETINGS THEY HAVE AND HE STILL CANT GIVE HER A HIT SHE BETTA ASK C.MILL FOR SOME REFERENCE
43.
Nicole
Monday, September 14, 2009 /
that’s disgusting. i remember when she used to be so sweet. now she’s fucking diddy, of all people? lol. the worst part is, diddy can’t do shit to save her career..so she’s doing it for nothing. SMH. i am no longer a fan of hers.
44.
Honest Critic
Monday, September 14, 2009 /
So is she still sticking by her story of actually being talented? She know she was screwin Diddy for her tracks.
45.
´¨`•*•.¸♥•.¸♥¸Deirdre B Pride¸♥•.¸♥¸•*•´
Monday, September 14, 2009 /
LMAO @right? riiight!!!!! Yeah they’re creepin’. That’s a definite.
46.
Matilda
Monday, September 14, 2009 /
From the looks of it, it looks like they went out for something in morning……food something…..& they are textin each other of course when the paps spotted them….dont go back to my place Cassie b/c they’re going to follow you all the way “home”
47.
Supreme
Monday, September 14, 2009 /
Ew @ Crocs c’mon Diddy those are the ugliest shoes ever
48.
blu
Monday, September 14, 2009 /
wait are those ciroc crocs
49.
backingbarack
Tuesday, September 15, 2009 /
im mad he got crocs on. come one walking in nyc. of course paps would be around or someone would take a photo of you two. diddy is not trying to hide his relationship with cassie.
she is so dumb. she must like gay men.
50.
gg boo
Tuesday, September 15, 2009 /
i’m not fittina stunt - i got a pair of crocs and they are THE most comfortable things. i get jokes constantly, but hey, my piggies are snug like a bug in a rug.
@10 - you know that’s a bottle of FIJI water in his pocket - matching blackberies and water bottles…:)
51.
stilettos
Tuesday, September 15, 2009 /
lol I am a little shocked that CL let their real opinion be known,usually this site just sticks to the facts when it comes to Diddy..good job CL! Honestly no one cares if he’s f__kn this chick but please stop trying to get ppl to buy her crappy music
52.
Real Talk
Tuesday, September 15, 2009 /
are they seriously texting each other even though they are side by side ? lol lol
53.
Luvbw
Tuesday, September 15, 2009 /
Another baby mama in the making.
54.
Cory
Tuesday, September 15, 2009 /
lmao @ Diddy having on crocs. We all know Cassie gets around the industry just like Christina Milian. It’s called fucking for tracks, in Cassie’s case she has to do it to keep her record deal.
55.
fififj123
Tuesday, September 15, 2009 /
Looks like an old man with a high school teenager.
56.
mama..m
Tuesday, September 15, 2009 /
Whatever!!!! Next
57.
Kat
Tuesday, September 15, 2009 /
Crocs–LOL, smiley face!!!!!!!!!!
58.
Bobby K
Tuesday, September 15, 2009 /
More importantly, why is Diddy wearing clogs?
59.
Been Prissy Since1908
Tuesday, September 15, 2009 /
Don’t get it twisted #3, CROC’s r comfy as SHYT!!! lol
60.
peaches706
Tuesday, September 15, 2009 /
I don’t think Diddy is trying to hide his relationship from us the public-he doesn’t want to set off his baby mama Kim Porter. She is jealous and spiteful and if she sees them together and gets mad, she will take his behind back to court. They have an arrangement-trust me! Diddy would love to promote his relationship, he doesn’t care what the public thinks…we should know that by now. He doesn’t want to be taken back to the bank. The relationship he has with Kim is sickening…she needs therapy.
61.
K
Tuesday, September 15, 2009 /
Maybe Cassie is dating Diddy’s son Quincy.
62.
hood_shit
Tuesday, September 15, 2009 /
@ #3… me too!
Diiddy textto Cassie: “I’mma see you at the hotel gurl.”
63.
hood_shit
Tuesday, September 15, 2009 /
@ #3… me too!
Diiddy text to Cassie: “I’mma see you at the hotel gurl.”
64.
Smack_Deuce
Tuesday, September 15, 2009 /
Diddy rockin the Barney’s Crocks.
65.
TooMuch
Tuesday, September 15, 2009 /
This is just sick. She’s young enough to be his kid! Utter disgrace.
66.
yezir
Wednesday, September 16, 2009 /
Beautiful cassie n music already? oh i forgot busy sucking on diddy’s u know wat, poor poor girl can’t imagine diddy’s big ego in such a small mouth all the way down ur throat lool it suck to look for fame in other means than real work. U two r fooling nobody but ur own lame asses and pls ppl stop with ”the’ll make a cute couple” really? ain’t nuffing cute with old ass diddy screwing a lil girl and taking advantage of her just b/c she wanna live her dream(a lame singing career) ain’t nuffing cute about diddy crocs.
67.
Nadiyah
Sunday, September 20, 2009 /
Texting one another, huh? Slick!
68.
N.O. Finest504
Sunday, September 20, 2009 /
that’s so cute that they have the same phone….lol
I so totally forgot about her shaved head!!! I was like, “she looks cute” and then a front shot was shown…girl need to let that shit grow back and let the extensions go
and for the person that sais Cassie’s the whore…plz, Puff Daddy, Puffy, Puff, P.Diddy, Diddy, Sean Combs is the whore……but I do like the video and song “Angels” LOL