Footwear Faceoff: Jay-Z Vs Kanye Timberland Edition

jay-kanye
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.

Converse Chuck Taylor

Jay-Z wearing black Timberland boots.

Converse Chuck Taylor

Kanye West wearing black Timberland boots.

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  1. POP BTCH

    A CONSTRUCTION WORKER ROCK BETTER THOSE BOOT BETTER THAN THOSE 2 CLOWN

  2. SpEye

    Advantage Kanye for a fistful of ass

  3. JaErOcZ23z

    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

  4. JaErOcZ23z

    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.

  5. Da Hefner

    kayne got this cuz he got a hand full of ass

  6. wtf

    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

  7. wtf

    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 .

  8. Mercy

    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..

  9. fatboy dc

    no homo kanye wore his shyt betta ……. and he was a genius at the vma’s

  10. haux

    people still wear timbs besides wheats and beef and broccolli? :-/

  11. see chuck run

    3rd degree freemason. hov

  12. guap4snkrz

    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 .

  13. SneakermanJAPAN

    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

  14. the real

    “What the hell have yall’ done, to even have an opinion on what I been doing”
    -Jay-Z

  15. A -BUTTA

    LOOK J SAID IT HIM SELF ” TIMS WE OFF THAT” I GUESS NOT HOVA?

  16. Feet 1st

    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.

  17. Feet 1st

    we off that….is they still on that? I got ACG’s nukka Timbs be WACK.

  18. MJSF

    Yeezy wins just cuz of A.Rose :)

  19. cj

    to hell with the timbs. I am on the ROSE

  20. Old School Cat

    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…

  21. drsneakerdude16

    fresh!

  22. L0renz

    Jay and Kanye lost. Kanye’s right hand on Amber Rose’s Ass wins!!

  23. fatcatriic

    yall worryin how them dudes look.. i wish i was kanye right now…. that butt is crazy…

  24. Retro Kat 109

    WTF????? i cant write bit*ch????? or as*s???????? thats stupid…

  25. Retro Kat 109

    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!!

  26. squirrelwide

    im sorry but jay aint fly..

  27. d.knott01(detroit fresh)

    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.

  28. d.knott01(detroit fresh)

    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

  29. zgreen

    black dude behind kanye wins

  30. Amir

    Theres nothing gay about a hand full of ass… but yea I’d say Kanye. I’d switch the shirt up tho.

  31. eric

    BAYONCE HADONE OF THE BEST VIDEOS OF ALL TIME!

    haha i love kanye

  32. Rico

    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.

  33. 23wins

    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!!!!!!!!!!

  34. a.k.

    Henny in the left hand and an ass in the right…Yeeeeeezy

  35. JayzForDayz

    Kanye wins Off the ASS Grab and Champagne
    Ye is keepin it real

    HOV loses off Jean Jacket, tisk tisk

  36. The_cuddler

    amber amber amber! I just wanna get behind her and watch her back it up dump it, back, back it up dump it.

  37. The_cuddler

    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.

  38. NikelikeMe

    neither of them queers are fresh the hell tims arent that exclusive nor fashionable

  39. LANDO45

    ye ye ye kanye boy shoot he got it black shirt light jeans black timbs aye no hate

  40. REP96st

    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!

  41. B. LoVe

    Ambers ass wins!!!….i mean…kanyes hand!!…uhh…i mean yeaaa…

  42. dj.jbras

    Ye’ won just due to the ass grab!!!

  43. Coach K

    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!

  44. got shoes?

    Ye got a mean grab on Amber’s ass

  45. solesaved

    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.

  46. Kanye is wack.

    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.

  47. SlickKickJunkie

    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.

  48. DeEzNuTz23

    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!!!

  49. greenmaker24

    jay-z wins

  50. Brent/FmFla

    Kanye’s got a hand full o ass and Jesse Jackson holdin down his back…

  51. chaps

    don’t dig kanye’s look in this picture
    gotta give it to Jay Z, lookin fresh

  52. xCoolyKiddMikex

    Damn Ye ! Gott a hand full of dat ass !!!! lmao .

    Oh yea . Ye winss .

  53. Akuku2

    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

  54. uhuru

    whats up with the hand shake or grasp in the first pick? Sh!T looks gay or weird……ILL……

  55. echo1

    why is kanye grabbing that guys ass? hahahaha fruit cake

  56. theGR8hope

    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!!!!!

  57. FLASH

    kanye is grabbin sisqo’s ass!!!

  58. littlph

    of course ye got it jays pants were could of been more fitted!!!

  59. kanye west

    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.

  60. Air Dime

    both luke homo !!!!!!!!!!!!!!!!!!!!!!!!!!!

  61. Mark

    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.

  62. Jay

    Kanye gettin drunk for this taylor moment, just love those interrupt spoofs

  63. krowdad

    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”

  64. Matt

    kanye gets ass.. he wins

  65. tcyaddboy

    fucc dem timbs all i c is ass she wins

  66. S C

    kanye wins it, and please beyonce prob got as much hair as amber rose on her hed

  67. cgdreams

    jay all day. kanye may be grippin that ass.. but jay got beyonce and at least beyonce has hair.

  68. G.Hall

    dude in the spacesuit all day!!

  69. imfreshtilldef

    SHOUTOUTS to “Ray” for making things clear

    DRAKE said the quote not Jay

    YezzY takes it tho…he was crushin it

  70. SNEAKERDiCKHEAD

    DEF KAYNE BUT B/C HEZ GRABBiN SUM GOOD ASS

  71. upso

    kanyee man

  72. LikeJordan45

    Lol u kind of made people biased by the pics but Kanye is still rocking them better

  73. 5ivedawg

    amber rose’s ass CLEARLY is the winner

  74. damn

    “rims we off that, TIMS we off that, cris we off that” jay-z

  75. ray

    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

  76. RyanVegas

    Jay-z BY FAR!!!

  77. Splashy

    @randall LMFAO you a fool

  78. eroc

    kanye just cuz hes a g wit it and hovs swags lookin kinda funny

  79. 2pn

    it may not be an award, but you could say he’s gripping his trophy wife (or at least his main b!tch)

  80. TJ

    kanye hands down. and cuz he grippin dat booty like he own lol

  81. jordanhead83

    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.

  82. KING

    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

  83. Davis

    …boots, nah… BUT DAMN THAT ASS.

  84. Ysr

    @jibby. I don’t know about u, but what amber got back there I need all of that.

  85. randall

    jay-z wins just because kanye goes out with sisqo

  86. D

    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.

  87. FreeBaller

    Yeah Kanye gets the win for the nice chunk of ass he got right there.

  88. jibbycanoe

    ysr look closer dude. that isn’t an award.

  89. vdawg

    kanye freaked em better….jayz jeans baggy as shyt

  90. Sick Kicks

    KANYE WINS JUST CUZ JAY CONTRADICTED HIMSELF WITH THE SONG OFF THAT.

  91. urbanmiracle

    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

  92. ysr

    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

  93. mooch

    amber looking like she in it for the money lol. Jay got this cuz he a classy mf

  94. The Only Black Skater

    His girl gotta fat fat fat booty
    But they both suck wit timbs and their whole fit
    Kanye ur loosin ur freshness

  95. Dr J2006

    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.

  96. soulie17

    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.

  97. monk41

    is that jesse jackson behind Kanye?!?!?!?! lol but id give it to ye he wins

  98. FergManJR

    That shirt is GROSS on Kanye

  99. DopeBoyFresh

    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

  100. dodobrown

    hey kanye a tru guy diva…….who grabs they gurl ass n front o fda camera lik dat

  101. zane

    oh yeah…kanye better ash his hands…look like hes touching her crack too

  102. zane

    look at Kanye..he has absolutely NO CLASS….liquor and ass grabbing…u think u kno theese celebrites

  103. MR. SWAGGER

    DAMN YE! HE GOT AMBER’S ASS IN A TIGHT GRIP… IM JEALOUS

  104. UniteUs

    interesting handshake, in that 1st pic…
    those who know, KNOW.

  105. JBaptista

    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

  106. Megawatt

    F@#* kanye west and jay-z and anybody who likes that crap!!!!!!!!!!!!

  107. Splashy

    Kanye is a beast!!

  108. TrelDaFlyest

    Thats Wat i thought Sy. SMH i bet Jay-Z still poppin crisp cappin ass

  109. madne$$

    kanye is thug again!

  110. dAsh.

    so tht clears it..ye was drunk at the VMAs lol
    i agree wi chris, very classy smh

  111. AyVee23

    Amber Rose wins but I guess it goes to Ye tho by consolation. he needs to pause that shirt tho……

  112. Jah

    kanye win off the a** grab alone

  113. Sneakins

    We make snake skin exactly like her dress, if he would have worn that on his timbos, it would have been hotttt

  114. sneakerhead

    Kanye and his girl ass is phat

  115. emy slkh

    kanye is grabbing that ass hard lmfao!!

  116. npt

    kanye wins for the handfull of ass

  117. ryan

    kanye, jay-z needs to stop

  118. Ry

    “Timbs we OFF THAT !” - Jay-Z Feat. Drake - Off That. He should stick to that line.

  119. JOHNNY AWESOME

    LMFAO

    Kanye West Buggin, These Boys Style Is Slacking

  120. chris

    kanye stays mad classy


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