Footwear Faceoff: Jay-Z Vs Kanye Timberland Edition
Posted by Nice Kicks | Sep 18, 2009
Jay-Z might have said he was off Timberlands, but he was clearly fronting. Hov showed up to the MTV VMA’s this past weekend wearing some standard black-on-black 6′ Premiums. Who else showed up wearing the same boot? His lil’ brother and award show stage-crasher Kanye West. The Roc was definitely in the building, and reppin’ the classic boots, but who wore them better? Click here to view both rappers wearing the Timberlands and let us know who rocked it better in the comment section.

Jay-Z wearing black Timberland boots.

Kanye West wearing black Timberland boots.

Nov 21, 2009 at 9:32 am
A CONSTRUCTION WORKER ROCK BETTER THOSE BOOT BETTER THAN THOSE 2 CLOWN
Nov 12, 2009 at 7:16 pm
Advantage Kanye for a fistful of ass
Sep 25, 2009 at 4:05 pm
THEY BOTH HANDS DOWN…BUT JAY GOT THAT I DONT BE IN THE HOOD BUT I STILL GOT IT IN ME LOOK…AND KANYE GOT THAT FLY FLASHY LOOK SO I GIVE IT 2 BOTH OF EM
Sep 25, 2009 at 4:02 pm
2 ME THEY BOTH CRUSHED IT…JAY GOT THAT MORE I DONT BE IN THE HOOD MUCH BUT I STILL GOT THE HOOD IN ME…AND KANYE JUS GOT THAT FLY FLASHY LOOK.
Sep 24, 2009 at 6:40 pm
kayne got this cuz he got a hand full of ass
Sep 23, 2009 at 8:35 pm
I have never bought a pair yet and i’m not in any rush. i was never on that hahaha get the f outtta here
Sep 23, 2009 at 8:32 pm
i agree those clean timbs like ghostface useto wear , but kanye takes it beacuse he used them that night . i guess thats how he got up on stage so fast .
Sep 22, 2009 at 4:47 pm
Kanye hands down. We still rock Timbs out here in Jersey. that and Gore-Tex,….ive always been more into sneakers than anything. I haven’t copped a pair of timbs in like 5 years. I still got my pair from 5 years ago still. I need a fresh pair of Butter yellows for this winter. Thats the only thing people out here really were if it comes down to a boot or even Timbs. Butter Yellows with the chunky bottom sole. The official ones, not the ones that got the soles that look like the top of erasers. need the sharp ones. people that rock timbs know exactly what im talking about. That and the right suede gotta be on them. that butter yellow suede, not the ashy one..lol..
Sep 22, 2009 at 2:14 pm
no homo kanye wore his shyt betta ……. and he was a genius at the vma’s
Sep 21, 2009 at 4:52 pm
people still wear timbs besides wheats and beef and broccolli? :-/
Sep 21, 2009 at 12:03 pm
3rd degree freemason. hov
Sep 21, 2009 at 11:22 am
my sons jay definately stayd finnessed the thin leather vest layd hood over the always street credited jean jacket and the sizing denim is slightly perfect tight jeans and timbs is a fhuckin “no”….
but Kanye is @ his prime right now he is appitimein what success is when u could do what u want!!!! he is liven the american dream… keepin the tradition up .. : ODB on the grammys…… plus the ass grabb is impeckable.. im not particularly agrreein wit the wears as a matter fact i dont at all .. but its ya overall G we rate not just the kicks but ya aura around the them.. shet u could tell kanye gonna be rockin that thing … jay Loves Mr West he wish he could grab B’s ass like that in public mabey or mabey it his ego ????/ u feel me eehosss…. sons in spanish no assholes …. ya Welito .. figure it out yaself .
Sep 21, 2009 at 10:24 am
I hate to give it to Ye but Jay jus looks dumb a jean jacket with a leather vest over it? wtf….n I give it to Ye cuz of da azz cup he got on Ms. Rose lolz
Sep 21, 2009 at 10:13 am
“What the hell have yall’ done, to even have an opinion on what I been doing”
-Jay-Z
Sep 21, 2009 at 9:50 am
LOOK J SAID IT HIM SELF ” TIMS WE OFF THAT” I GUESS NOT HOVA?
Sep 21, 2009 at 9:15 am
you can tell she just wants him for the money and he just wants her for the sex…I have never seen somebody hate the camera as much as Kanye does.
Sep 21, 2009 at 9:06 am
we off that….is they still on that? I got ACG’s nukka Timbs be WACK.
Sep 21, 2009 at 8:49 am
Yeezy wins just cuz of A.Rose
Sep 21, 2009 at 7:18 am
to hell with the timbs. I am on the ROSE
Sep 20, 2009 at 10:00 pm
J said it best…your jeans too tight and your shirt too bright…J is on that old school classic flavor…it never goes away…jeans that are loose…fresh timbs and even 1’s…the people hating on j trendy….aka….gay….go w/what last…chicks dig that….J hands down…
Sep 20, 2009 at 9:17 pm
fresh!
Sep 20, 2009 at 2:51 pm
Jay and Kanye lost. Kanye’s right hand on Amber Rose’s Ass wins!!
Sep 20, 2009 at 2:13 pm
yall worryin how them dudes look.. i wish i was kanye right now…. that butt is crazy…
Sep 20, 2009 at 1:57 pm
WTF????? i cant write bit*ch????? or as*s???????? thats stupid…
Sep 20, 2009 at 1:56 pm
Jay z looks soooooooooooooooooooo stupid! ajajjaja i cant belive my eyes!!!! ajajja wow thats surely a ugly outfit and whats up with those jeans???? ajajjaja i mean i can use this to cover my whole body while i sleep…!!!!!!!! damn thats ugly… and obviously kanye looks stupid 2! the shirt and the haircut its not being fresh thats just trying to get atention… and with the comment on the very first award they give its obviously this lil bit*ch is just looking for atention… hello look at his Girlfriend i think before he goes to places hes like ok… put this tight azzsh*t outfit to show off that beautyfull az*z of yours cut your hair and bleach it ! just to get atention… he trys to much!!
Sep 20, 2009 at 12:35 pm
im sorry but jay aint fly..
Sep 20, 2009 at 12:26 pm
AND DID ANYBODY CHECK THE RED CARPET SECURITY BEHIND YE’. HOME BOY LOOK LIKE FAROOQ OFF WWF. NAW, MORE LIKE MARTIN LUTHER THE KING ON STEROIDS.
Sep 20, 2009 at 12:24 pm
I COULD ALMOST CARE LESS WHO ROCKED TIMBS BETTER, AS ITS QUITE DIFFICULT TO MAKE SOMETHING AS BASIC AS CLASSIC TIMBS LOOK BAD. IN ANY EVENT ITS CRAZY HOW “THUGS” (AND I USE THAT TERM LOOSELY) USED TO GET THE CHICKS LIKE AMBER ROSE. NOW “NERDS” (I USE THAT TERM LOOSELY AS WELL) LIKE KANYE SNAGGIN EM’ VICIOUSLY. I’M SURE HE GETS DUMB LOOKS FROM THE HATERS, ESPECIALLY WHEN HE MAKIN MOVES LIKE IN THAT LAST PIC. REMINDS ME OF HOW DUDES LOOK WHEN THEY SEE ME WITH MY GIRL. “NERDS” STAND UP! LOL
Sep 20, 2009 at 11:08 am
black dude behind kanye wins
Sep 20, 2009 at 10:46 am
Theres nothing gay about a hand full of ass… but yea I’d say Kanye. I’d switch the shirt up tho.
Sep 20, 2009 at 10:40 am
BAYONCE HADONE OF THE BEST VIDEOS OF ALL TIME!
haha i love kanye
Sep 20, 2009 at 10:20 am
Jay looked like a rich bum. Those ol’ skool baggy jeans are wack and sloppy. Ye wasnt all that either but ill give him this one. Plus, he had one of the baddest chicks on the east coast that night.
Sep 20, 2009 at 9:12 am
kanye is lame, can’t hold his alcohol, needs to get his weight up and shut up…with that said jayz doesn’t look very fresh either lol…but kanye’s skinnies are wack!!!!!!!!!!
Sep 20, 2009 at 8:34 am
Henny in the left hand and an ass in the right…Yeeeeeezy
Sep 20, 2009 at 3:09 am
Kanye wins Off the ASS Grab and Champagne
Ye is keepin it real
HOV loses off Jean Jacket, tisk tisk
Sep 20, 2009 at 1:03 am
amber amber amber! I just wanna get behind her and watch her back it up dump it, back, back it up dump it.
Sep 20, 2009 at 12:47 am
Size 10 in timbs, amber thick ass made me grow 11inches in my boxers. Yea I probably get my face wet to fu$$$$ wit her bad ass.
Sep 19, 2009 at 11:08 pm
neither of them queers are fresh the hell tims arent that exclusive nor fashionable
Sep 19, 2009 at 10:16 pm
ye ye ye kanye boy shoot he got it black shirt light jeans black timbs aye no hate
Sep 19, 2009 at 8:21 pm
I’ll be sticking to my Field boots and Goadomes, thank you very much… The way kanye rock’s them FORCES me to stay away from them. He got a very Gay NYC look to his style right now that I want no part of. He is single-handily KILLING the Timberland brand!
Sep 19, 2009 at 7:40 pm
Ambers ass wins!!!….i mean…kanyes hand!!…uhh…i mean yeaaa…
Sep 19, 2009 at 6:43 pm
Ye’ won just due to the ass grab!!!
Sep 19, 2009 at 5:45 pm
Since when dont grown men wear timbs? Im confused. Jus talkin about the actual boots- Ye’s jeans lays better on his boots but yeah his pic is waaayyy betta!
Sep 19, 2009 at 5:13 pm
Ye got a mean grab on Amber’s ass
Sep 19, 2009 at 4:19 pm
Them jeans Ye wearing may be a little loose but they a thread away from them nut crusher skinny jeans to me & and any Timbs rocker knows like oil & water SKINNY JEANS & TIMS DON’T MIX. therefore it goes to JAY.
Sep 19, 2009 at 3:26 pm
lol talking about he was drunk during the vma, he just lying so haters will get off him and he can get this fame back. if he was drunk though out the vma why wasnt he dont look drunk taking pics? lol how can his ass walk straight up there and know what he was talking about? he a liar.
Sep 19, 2009 at 3:06 pm
Kanye = Gay Fish
Jay Z wins. Kanye looks like he should be at a gay club with what he is wearing. Ya’ll are stupid for thinking otherwise.
Sep 19, 2009 at 3:04 pm
Luvin the booty grab…..Dat niqqa Kanye crazy but these foo’s is rockin There Tim’s queer as fucc…u gotta be thug to rock Tim’s dats my word fucc haters!!!
Sep 19, 2009 at 2:39 pm
jay-z wins
Sep 19, 2009 at 1:21 pm
Kanye’s got a hand full o ass and Jesse Jackson holdin down his back…
Sep 19, 2009 at 12:54 pm
don’t dig kanye’s look in this picture
gotta give it to Jay Z, lookin fresh
Sep 19, 2009 at 12:33 pm
Damn Ye ! Gott a hand full of dat ass !!!! lmao .
Oh yea . Ye winss .
Sep 19, 2009 at 11:27 am
All of you ppl are on drugs especially this “echo1″ character. Amber Rose is fine and has a fat ol’ ass.
Kanye wins by the way lol
Sep 19, 2009 at 11:21 am
whats up with the hand shake or grasp in the first pick? Sh!T looks gay or weird……ILL……
Sep 19, 2009 at 10:38 am
why is kanye grabbing that guys ass? hahahaha fruit cake
Sep 19, 2009 at 10:22 am
Ye got it cause he grabbin some major ass right now, jay look like that dude behind him is about to grab his ass. look out jay!!!!!
Sep 19, 2009 at 10:16 am
kanye is grabbin sisqo’s ass!!!
Sep 19, 2009 at 10:02 am
of course ye got it jays pants were could of been more fitted!!!
Sep 19, 2009 at 9:46 am
YO JAY-Z, IM HAPPY FOR YOU, IMMA LET YOU FINISH, BUT MAH GIRL GOT DA NICEST ASS OF ALL TIME, OF ALL TIME!!!! JUST SAYIN.
Sep 19, 2009 at 9:26 am
both luke homo !!!!!!!!!!!!!!!!!!!!!!!!!!!
Sep 19, 2009 at 8:06 am
krowdad - People been rocking Timbs for a longgg longgg time. This ain’t nothing new man. I’m not sure how a simple 6″ boot can be “wack”, but hey, whatever floats your boat mate. I think its more “wack” that people still use to the word “wack”. You must be from Jersey.
Sep 19, 2009 at 7:23 am
Kanye gettin drunk for this taylor moment, just love those interrupt spoofs
Sep 19, 2009 at 6:41 am
Timbs r wack/these grow man should not wear those boots JAY know better/ what next everybody will be wears these uncomfortable boot cause JAY think it cool/ come on people/ don’t be a “JACKASS”
Sep 19, 2009 at 6:04 am
kanye gets ass.. he wins
Sep 19, 2009 at 1:02 am
fucc dem timbs all i c is ass she wins
Sep 19, 2009 at 12:34 am
kanye wins it, and please beyonce prob got as much hair as amber rose on her hed
Sep 19, 2009 at 12:02 am
jay all day. kanye may be grippin that ass.. but jay got beyonce and at least beyonce has hair.
Sep 18, 2009 at 11:49 pm
dude in the spacesuit all day!!
Sep 18, 2009 at 11:36 pm
SHOUTOUTS to “Ray” for making things clear
DRAKE said the quote not Jay
YezzY takes it tho…he was crushin it
Sep 18, 2009 at 10:55 pm
DEF KAYNE BUT B/C HEZ GRABBiN SUM GOOD ASS
Sep 18, 2009 at 10:52 pm
kanyee man
Sep 18, 2009 at 10:47 pm
Lol u kind of made people biased by the pics but Kanye is still rocking them better
Sep 18, 2009 at 10:24 pm
amber rose’s ass CLEARLY is the winner
Sep 18, 2009 at 10:19 pm
kanye
Sep 18, 2009 at 9:51 pm
“rims we off that, TIMS we off that, cris we off that” jay-z
Sep 18, 2009 at 9:45 pm
i think kanye got this one, but how is jay frontin by wearing tims, if u listen carefully drake is the one who said something about being off tims in the song not jay
Sep 18, 2009 at 9:31 pm
Jay-z BY FAR!!!
Sep 18, 2009 at 9:23 pm
@randall LMFAO you a fool
Sep 18, 2009 at 9:13 pm
kanye just cuz hes a g wit it and hovs swags lookin kinda funny
Sep 18, 2009 at 9:10 pm
it may not be an award, but you could say he’s gripping his trophy wife (or at least his main b!tch)
Sep 18, 2009 at 9:03 pm
kanye hands down. and cuz he grippin dat booty like he own lol
Sep 18, 2009 at 8:36 pm
That boy Kanyeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeezy is a fooooooooooooooooooooooooooooooooooooooooooooooool,thats my nigg right there,boy grippin the henny and that a$$ at the sametime on the red carpet,theres no way you can hate him,he was wrong for what he did,but thats what makes the fans love kanye at the sametime,i just hope he doesnt change his personality because of all of the publicity hes getting for what he did.
Sep 18, 2009 at 8:17 pm
Kanye rocked it better and thats not an award in his hand thats a bottle hennesy he was drunk thats why he went up there and interrputed taylor swift
Sep 18, 2009 at 8:15 pm
…boots, nah… BUT DAMN THAT ASS.
Sep 18, 2009 at 8:00 pm
@jibby. I don’t know about u, but what amber got back there I need all of that.
Sep 18, 2009 at 7:39 pm
jay-z wins just because kanye goes out with sisqo
Sep 18, 2009 at 7:36 pm
F@#K kanye and is mannequin looking girl. someone get that chick a wig. she looks like she belongs in a window at Macy’s.
Sep 18, 2009 at 7:33 pm
Yeah Kanye gets the win for the nice chunk of ass he got right there.
Sep 18, 2009 at 7:27 pm
ysr look closer dude. that isn’t an award.
Sep 18, 2009 at 7:18 pm
kanye freaked em better….jayz jeans baggy as shyt
Sep 18, 2009 at 6:52 pm
KANYE WINS JUST CUZ JAY CONTRADICTED HIMSELF WITH THE SONG OFF THAT.
Sep 18, 2009 at 6:50 pm
kanye.
Sep 18, 2009 at 6:36 pm
i rock those same timbs to work. i like jay-z overall outfit but i would rocked some deep brown tims and killed it. I like kanye jeans those. plus amber rose asses is always win
Sep 18, 2009 at 6:25 pm
Ye wins for sure! Yezzy has the award in his hand in that pic. Anyone else see a trend? Kanye had the black Jesus piece and the black timbos. Now Jigga doin it……. Who is swagger jackin? hummm
Sep 18, 2009 at 6:24 pm
amber looking like she in it for the money lol. Jay got this cuz he a classy mf
Sep 18, 2009 at 6:21 pm
His girl gotta fat fat fat booty
But they both suck wit timbs and their whole fit
Kanye ur loosin ur freshness
Sep 18, 2009 at 6:18 pm
I’m not feeling either ensemble really, but if I have to vote, this one goes to yeezy. He gets xtra points for grabbin dat fat a$$. Also, soulie u must b living under a rock. They aren’t brothers. That is a reference to the big brother song that kanye made to honor jay.
Sep 18, 2009 at 6:01 pm
I guess Ye wins but he needs to stop giving that girl a colonoscopy . BTW I thought they weren’t really brothers and that was just a rumor. Someone fill me in.
Sep 18, 2009 at 5:59 pm
is that jesse jackson behind Kanye?!?!?!?! lol but id give it to ye he wins
Sep 18, 2009 at 5:55 pm
That shirt is GROSS on Kanye
Sep 18, 2009 at 5:47 pm
kanye’s disrespecting MTV on purpose because they suck.
they both rock the timbs pretty good but jay-z’s a hypocrite if he aint off that
Sep 18, 2009 at 5:43 pm
hey kanye a tru guy diva…….who grabs they gurl ass n front o fda camera lik dat
Sep 18, 2009 at 5:43 pm
oh yeah…kanye better ash his hands…look like hes touching her crack too
Sep 18, 2009 at 5:42 pm
look at Kanye..he has absolutely NO CLASS….liquor and ass grabbing…u think u kno theese celebrites
Sep 18, 2009 at 5:40 pm
DAMN YE! HE GOT AMBER’S ASS IN A TIGHT GRIP… IM JEALOUS
Sep 18, 2009 at 5:40 pm
interesting handshake, in that 1st pic…
those who know, KNOW.
Sep 18, 2009 at 5:39 pm
Kanye got some alcohalic beverage in his hand lol he must of been cocked that night at the vma’s. Nah but there both rockin em wrong
Sep 18, 2009 at 5:37 pm
F@#* kanye west and jay-z and anybody who likes that crap!!!!!!!!!!!!
Sep 18, 2009 at 5:36 pm
Kanye is a beast!!
Sep 18, 2009 at 5:31 pm
Thats Wat i thought Sy. SMH i bet Jay-Z still poppin crisp cappin ass
Sep 18, 2009 at 5:30 pm
kanye is thug again!
Sep 18, 2009 at 5:29 pm
so tht clears it..ye was drunk at the VMAs lol
i agree wi chris, very classy smh
Sep 18, 2009 at 5:28 pm
Amber Rose wins but I guess it goes to Ye tho by consolation. he needs to pause that shirt tho……
Sep 18, 2009 at 5:25 pm
kanye win off the a** grab alone
Sep 18, 2009 at 5:23 pm
We make snake skin exactly like her dress, if he would have worn that on his timbos, it would have been hotttt
Sep 18, 2009 at 5:18 pm
Kanye and his girl ass is phat
Sep 18, 2009 at 5:18 pm
kanye is grabbing that ass hard lmfao!!
Sep 18, 2009 at 5:18 pm
kanye wins for the handfull of ass
Sep 18, 2009 at 5:17 pm
kanye, jay-z needs to stop
Sep 18, 2009 at 5:16 pm
“Timbs we OFF THAT !” - Jay-Z Feat. Drake - Off That. He should stick to that line.
Sep 18, 2009 at 5:15 pm
LMFAO
Kanye West Buggin, These Boys Style Is Slacking
Sep 18, 2009 at 5:14 pm
kanye stays mad classy