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By John K. · Published Aug 18th, 2011
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You might remember a younger Diggy Simmons from the MTV reality television program ‘Run’s House’, but he certainly has grown up since then. He’s got his hands dipped in the footwear game as the head of Chiv Culture, but that doesn’t mean he can deviate from his own route and rock a pair of Jordans. We’ve spotted him in True Blue IIIs before, but more recently, he was wearing the Air Jordan V Black/Metallic Silver while being a guest on 106 & Park. Check out the rest of the gallery of Diggy Simmons and his kicks below and let us know if you think Diggy has the talent to live up to his father’s name!




[phpbay]Air Jordan V, 7, “”, “”[/phpbay]











August 18th, 2011 at 8:06 pm
JoJo mad
August 18th, 2011 at 8:10 pm
If those are the '11's they're lookin' mad fresh.
August 18th, 2011 at 8:14 pm
Im talking about the girl in the red high heels !!!!!! WOW!!
August 18th, 2011 at 8:20 pm
that jacket is dope! anyone know the brand?
August 18th, 2011 at 8:33 pm
the Comme Shirt is dope. Diggy still a square though…
August 18th, 2011 at 8:42 pm
Hes garbage -__-
August 18th, 2011 at 9:20 pm
SWAGG.!
Can't wait to copp mines..
August 18th, 2011 at 9:20 pm
Dope kicks. On the other hand, Rocsi ALWAYS lookin' FINE & BEAUTIFUL!
August 18th, 2011 at 9:56 pm
And I mean 2011's not Retro 11's for any fucking troll who is about to comment on this.
August 18th, 2011 at 10:44 pm
You can get it from thejacketthatdiggysimmonsworeon106andpark.com
August 18th, 2011 at 11:23 pm
Lol
August 19th, 2011 at 12:08 am
why did he take da lace tabs out
August 19th, 2011 at 12:59 am
those kicks looks dope
August 19th, 2011 at 1:12 am
Shut up, dumb ass.
August 19th, 2011 at 2:20 am
The jacket is nice…. Jeans are nice….. J-jonas nice…… Plain red tee ok but grey & red plaid shirt would've been dope…. Oh 5's looks better with lace locks…. Tie your shoes dig….
August 19th, 2011 at 3:14 am
Who takes lace locks
August 19th, 2011 at 4:58 am
wtf does jojo mad mean?
August 19th, 2011 at 8:01 am
id roll this little niggah if he had a size 13
August 19th, 2011 at 8:35 am
Yup, money dont=swag…
August 19th, 2011 at 10:38 am
close lol but its dior
http://www.upscalehype.com/2011/08/diggy-simmons-…
August 19th, 2011 at 10:51 am
Tim, you just made IDIOT of THE DAY!!! Are you serious, those are the Air Jordan V Black/Metallic Silver.
August 19th, 2011 at 11:26 am
What a house nigger. Living off of daddy's fame and fortune.
August 19th, 2011 at 12:40 pm
Celebrities are making wearing Jordans like wearing a uniform.
It ain't cool when everyone is doing it.
August 19th, 2011 at 1:43 pm
WHERE ARE YOUR LACELOCKS, YOUNGSTER?!
August 19th, 2011 at 1:59 pm
Four grand for a fucking jacket and 125 for a T-shirt. That's just retarded.
August 19th, 2011 at 2:08 pm
i definitely know what you mean. some rappers out there are legitimate sneakerheads. other cats seem to just wear what their stylists tell them and know nothing about kicks
August 19th, 2011 at 2:11 pm
cant wait to have dem on my feet for monday at skoool
August 19th, 2011 at 3:20 pm
dumbass….jojo is his brother…and hes mad or jealous at Diggy. Thats what that statement means.
August 20th, 2011 at 12:16 am
Surprised here.
Not ONE comment about how he has his own designs and shoe line but decides to rock Jordans when he should be promoting his brand in the big limelight when the opportunity strikes, meaning 106&Park.
Also, dude looks almost exactly like Russell's mini-me only with hair.
August 20th, 2011 at 10:27 am
your the idiot of the day he clearly stated he ment 11 as in 2011
August 20th, 2011 at 3:38 pm
lol, that was too funny
August 21st, 2011 at 1:14 pm
he is NOT jealous why yall ppl always tryna turn sumfin good into bad?!
August 24th, 2011 at 2:40 pm
the girl? the bitch name is Roxie….sheshh, i dont look at 106nPark anymore but damn i at least know the host name….
August 24th, 2011 at 2:42 pm
cuz they his shoes….wtf? smh
October 28th, 2011 at 9:57 am
OMG IS SO CUTE LIKE I LOVE HIM