1. SXSW, 2014
Kanye in a kilt. Yes, a kilt.
2. New York, November 2013
Kim & Kanye both rocked ripped denim for a night out in the city.
3. Yeezus Tour, 2013
What’s that mask, Margiela?
4. New York, 2013
He invented the leather jogging pants, Hedi Slimane.
5. Paris Fashion Week, 2014
His mink may not be dragging on the floor, but we’re sure PETA still doesn’t approve.
6. Paris Fashion Week, 2012
All black errrthang.
7. Paris Fashion Week, 2012
Kim is the yin to his well-dressed yang.
8. BET Awards, 2012
Kanye keeps up with Kim in another matching ensemble.
9. Coachella, 2011
That one time he wore a women’s shirt by Celine and looked fabulous doing so.
10. Paris Fashion Week, 2011
The front row fixture is always a stylish standout.
11. New York Fashion Week, 2011
Lots of layers as he keeps things lowkey in a pair of Air Jordan Infrared 6s.
12. MTV VMAs, 2010
Raise your hand if you, too, have a thing for very deep v-necks.
13. MTV VMAs, 2009
That one time he accessorized with a bottle of Henny. And by accessorized, we mean drank before interrupting Taylor Swift on stage.
14. Grammy Awards, 2009
Shimmer, Kanye, shimmer!
15. Flaunt Magazine Anniversary Party, 2008
Everything about this look was, well, everything. The oversized bow tie, the Louis Vuitton shawl. All of it.
16. American Music Awards, 2008
Remember Pastelle? It was Kanye’s clothing line that never was.
17. NYFW, 2008
He may not have graduated from college, but he gets an A+ for this scholarly look.
18. Essence Music Festival, 2008
Adding another meaning to the phrase “backpack rapper.”
19. Grammy Awards, 2008
Swagger so bright it glows in the dark. Literally.
20. GQ Magazine Anniversary, 2007
Now THIS is a guy who looks like he should be on the front cover of a magazine.
21. Hot 97 Summer Jam, 2007
There are NOT the Red Octobers.
22. Mission: Impossible premiere, 2006
The Louis Vuitton Don himself
23. Brit Awards, 2006
Kim’s ass wasn’t the only one he wanted to dip in gold before, apparently.
24. Grammy After Party, 2006
Wait? What exactly did he tell us? We were too distracted by his loud lavender suit.
25. Grammy Awards, 2006
Anyone else in the mood for a little taco meat?
26. Billboard Music Awards, 2005
A casual Kanye in a cardigan and crisp khakis.
27. MTV VMAs, 2005
He was on his suit, no tie, ish.
28. Grammy Awards, 2005
Got a fresh cut, straight out the salon, b*tch!
29. Pre-Grammy brunch, 2005
The 70s called….And Kanye didn’t answer.
30. BET Awards pressroom, 2004
No, that award was not for being the best dressed on the red carpet.
31. MTV Europe Music Awards, 2004
BYE (Before Yeezus Era), he was still a god–a god of argyle and other pastel-colored preppy pieces.
32. American Music Awards, 2004
And here he is, dripping swagu.
33. BET Awards, 2004
Not one, but TWO Jesus pieces. Or better yet, Yeezus pieces.
34. MTV TRL, 2004
He was basically a proprietor of Polo.
35. Lifebeat Hearts and Voices Benefit, 2004
Ugly Christmas sweaters should really only be worn at ugly Christmas sweater parties.
36. Pre-Grammy brunch, 2003
Ralph Lauren was borin’ before he wore him.