A History of Drake's Best Sweaters

Bill Cosby doesn't even come close to competing with Champagne Papi's collection.

Not Available Lead
Complex Original

Image via Complex Original

Drake doesn’t just like sweaters; Dude loves sweaters. Next to 10 jet lavender spraying showers and Aaliyah, Drizzy has an appreciation for excellent knits. Maybe it has to do with growing up in the colder climates of Canada, but he has admitted to having over 1,000 sweaters at one point. Asked once what his top three knits were and he narrowed it down to his OVO Owl, Hermes, and Missoni—with whom he’s down to do a collection with if they hollered at him.

While it’s merely impossible to showcase his Bill Cosby-level 1,000 sweater game, we gathered some of the ones worth looking at. And to all the sweater haters out there he has one message: “Fuck you, if you don't like my sweater!” From crewnecks to hoodies to cardigans, this is A History of Drake's Best Sweaters.

RELATED: Drake's 50 Best Outfits
RELATED: The 15 Stages of Drake's Style
RELATED: Style Tips You Can Learn From Drake's Instagram

Red Carpet Heartbreaker

When: June 2009
Where: BET Awards

Comme des Garcons became an obvious favorite of Drizzy's, maybe because it allowed him to wear his heart on his sleeve?

Down With the Polo Bear

When: July 2009
Where: Unknown

Drake's a low-key 'Lo-Life? Put those two phones down and throw up two Ls!

Shawl 'til You Fall

When: July 2009
Where: "Best I Ever Had" video

Not sure if Drake was talking about a certain lady friend of his or this clean shawl cardigan in "Best I Ever Had."

Opulence in Sweater Form

When: November 2009
Where: "A Conversation With Drake" in Nashville

Somehow, the conversation didn't center around this knit the whole time. How the luscious, textured sweater didn't steal the spotlight is beyond us.

In the Army Now

When: June 2010
Where: Washington D.C.

Military-inspired 'fits are always a good look, and Drake doubled up on the army gear with this one while in the nation's capital.

Arriving in SoHo House

When: June 2010
Where: SoHo House, NYC

We'll look past those ill-fitting jeans, only because that shawl collar cardigan is so buttery. Even if you're not a fan of chunkiness, just remember that, "winter is coming."

McQueen on Kimmel

When: June 2010
Where: Jimmy Kimmel Live! appearance

Drake's sweater game can go high or low, and he definitely brought fire to his Jimmy Kimmel Live! appearance with this Alexander McQueen fairisle and skulls cardigan.

Keep it Streetwear

When: September 2010
Where: "Miss Me" video

In case you doubted Drake's streetwear fandom, this Crooks & Castles sweater made a front-and-center cameo in Drizzy's video.

Charlie Brown Inspiration

When: September 2010
Where: "The Usual" video

It's a tough life, Drizzy Brown. That is, until you become one of the hottest rappers out there and your sweaters become the stuff of legend.

2 Hoodz

When: February 2011
Where: NBA All-Star Weekend

Not one known for super huge style risks, Drake attempted the very rare, very dangerous move of double hoodies. We'll applaud the cajones it took to try this out.

Drake's Sweater the Best!

When: February 2011
Where: Unknown studio

DJ Khaled is the reigning champ of cozy boi gear, but Drake's striped, mult-pocketed knit definitely out-sweatered Khaled's YMCMB hoodie. Game: Henleys.

Arriving at airport

When: June 2011
Where: Unknown airport

This outfit may be nothing but capital letters, but whether you're flying coach or in a PJ, a heavy hoodie is a must.

Sweaters vs Skins

When: June 2011
Where: BET Awards

In heavy contrast to Wayne's shirtlessness, Drake rocked one of his top three favorite sweaters.

Cable-Knit 'Fit

When: August 2011
Where: BMI Urban Awards

A plush sweater is an essential to any stylish guy's wardrobe, and Drake broke out a cable-knit fuschia piece at the height of his sweater days.

2011 MTV VMA's

When: August 2011
Where: MTV VMAs

It might be hot under the spotlight, but Drake kept his cool even while wearing a fire cardigan.

Cosby Collection

When: October 2011
Where: "Headlines" video

The "Headlines" video is probably the best-known appearance of Drake's Bill Cosby sweater, and it's a piece that dominates this luxurious 'fit.

Coogi Twinsies

When: October 2011
Where: Saturday Night Live skit

This is a sweater that's become emblematic of the rapper, and the fact that he isn't afraid to poke fun at himself makes us love it even more.

Stay in School

When: October 2011
Where: Hot 97 studio, NYC

Like any hometown favorite, Drake constantly shows love to his roots. Chances are the University of Toronto's campus store was mobbed after this photo came out.

Airborn Cozy Bois

When: April 2012
Where: Unknown airport

People may lament the "golden days of flying," when men and women dressed up for their journeys. But hoodies, light denim, and sneakers get our co-sign on travel essentials.

Quincy Definitely Approves

When: January 2012
Where: Sundance Music Festival

Drake busted out this mountain-appropriate fleece in Sundance, Utah, which definitely got the blessings of Q.

Internationally Supreme

When: April 2012
Where: London

Just because he can flex in sweaters with four digit price tags doesn't mean Drake doesn't love a solid streetwear hoodie.

Schooling the Youth

When: December 2012
Where: Performing "Right Here" live with Justin Beiber

The red and black colorscheme is a favorite of Drizzy's, as are cable-knit pieces that keep him extra cozy.

Still Upping His Sweater Game

When: July 2013
Where: Unknown studio

If you thought 2013 was the year Drake had moved on from the knitwear, think again.

Love of (Another) Country

When: July 2013
Where: Backstage at Justin Bieber concert

When he's not putting on for his Canadian hometown, Drake broke out this Dream Team sweatsuit, as he assembled a dream team of his own, kinda.

Smoking Sweater

When: August 2013
Where: Unknown studio

If you're ever in need of a solid kit this fall, follow Drake's simple recipe: Grey hoodie, camo pants, and snapback will work every time. Just don't expect to get pieces from Rich Gang before the label even launches.

Stay ahead on Exclusives

Download the Complex App