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Drake's Style Evolution: From 'Degrassi' High School Outfits To Rap Superstar Bling (PHOTOS)

LOOK: Drake's Style Evolution
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This time, we want to go full tilt and focus on the style evolution of the newly minted Raptors Global Ambassador (and birthday boy) who is so au courant that we think it's about time he start his own clothing line.

Aubrey Drake Graham, who turned 27 on Thursday, has come a long way from his days playing resident goody-goody Jimmy Brooks on the Canadian TV classic, "Degrassi: The Next Generation."

Story continues below slideshow:

Drake's Style Evolution
2005(01 of41)
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Drake looking like he’s in desperate need of a tailor at the 2005 Teen Choice Awards. (credit:Getty)
2006(02 of41)
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Drake with his "Degrassi" buds, Shane Kippel and Adamo Ruggiero. We can’t really fault the kid here. He looks like a typical teenager wearing a baggy checkered shirt and jeans. (credit:Getty)
2007(03 of41)
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Drake looking Canadian in a parka and cozy black hoodie. (credit:Getty)
2007(04 of41)
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Hmm, not half bad. Drake wears a black military-esque jacket at the Spring Awakening and “Degrassi” panel discussion with Rosie O'Donnell. (credit:Getty)
2007(05 of41)
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The beginning of the sweater obsession. Drake looks casual in a black cardigan and jeans at MTV studios. (credit:Getty)
2009(06 of41)
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Either he started purchasing clothes that fit him properly or he just grew nicely into his body. Lose the Louis Vuitton change purse though Drake. No one likes a bragger. (credit:Getty)
2009(07 of41)
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We’re really digging this sweater-Henley combination at the BET Awards. The heart melts our hearts Drake. (credit:Getty)
2009(08 of41)
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Slow clap for this impeccably tailored grey suit. Drake attends the GQ Man of the Year awards. (credit:Getty)
2009(09 of41)
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2009 seems to be the year of suave Drake, posing at the Grammy nominations concert in a velvet blazer with a silk pocket square. (credit:Getty)
2010(10 of41)
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Bold but not the most flattering of coats. (credit:Getty)
2010(11 of41)
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Drake attends the 52nd Annual Grammy Awards in a pretty low-key outfit - leather jacket, dark grey tee-shirt and jeans. You can’t really go wrong with the classics. (credit:Getty)
2010(12 of41)
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Drake performs at the VH1 Hip Hop Honors wearing a shirt demanding the release of his mentor. We dig the denim jacket and khakis combination. (credit:Getty)
2010(13 of41)
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Holy green metallic blazer. This is definitely Drake’s colour at Lil Wayne’s welcome home party. (credit:Getty)
2010(14 of41)
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Drake embracing a classic no fuss suit at the Juno Awards. (credit:Getty)
2010(15 of41)
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Black on black and then yellow? Not the best footwear choice. Drake brings up images of Big Bird’s feet at the BET Awards. (credit:Getty)
2011(16 of41)
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Drake looks low maintenance, wearing a military jacket and black denim at the launch of Google Music at Mr. Brainwash Studios. (credit:Getty)
2011(17 of41)
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Drake adds a casual element by forging the tie at a press conference in South Africa. (credit:Getty)
2011(18 of41)
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Drake literally looks 13 in this outfit as he performs as part of Wild 94.9's Wild Jam at HP Pavilion. We don’t approve of this get up. (credit:Getty)
2010(19 of41)
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Drake is all smiles in a warm bomber jacket at New Years Eve 2012 with Carson Daly. (credit:Getty)
2012(20 of41)
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Drake on stage at the 54th Annual Grammy’s in a classic tux. (credit:Getty)
2012(21 of41)
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Proud Canadian Drake attends First Down Friday at Sensu wearing a sweater that can’t be denied. (credit:Getty)
2012(22 of41)
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Drake at the 2012 Budweiser Made In America Festival wearing an appropriately Bud blue bomber. We’re not sure we like the ensemble though. (credit:Getty)
2012(23 of41)
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Drake wears a form fitting Versace shirt at the 2012 MTV Video Awards. (credit:Getty)
2013(24 of41)
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Drake’s new 2013 look. Kidding! Drake films a scene for "Anchorman: The Legend Continues." (credit:Getty)
2013(25 of41)
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Drake looking like his usual dapper self at the 55th Annual Grammy Awards in a blue grey tuxedo blazer with black lapels. We love the detail on the side of his pants. (credit:Getty)
2013(26 of41)
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Drake’s best look yet at the Raptor’s press conference. (credit:Getty)
'Degrassi' Stars(27 of41)
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Drake as Jimmy Brooks and Shenae Grimes as Darcy Edwards. (credit:CATV / courtesy Everett Collectio)
The Cast Of "Degrassi: The Next Generation"(28 of41)
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(credit:CATV / courtesy Everett Collection)
Drake(29 of41)
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Drake looking fly at the Raptors press conference in Toronto. We dig the no socks look. (credit:Getty)
Drake(30 of41)
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Drake arrives at the 55th Annual Grammy Awards looking dapper in a bow tie and two-toned tuxedo blazer. (credit:Getty)
Drake(31 of41)
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Drake pops in red pants and chambray shirt at the Cash Money Records 4th annual pre-GRAMMY Awards party. (credit:Getty)
Shenae Grimes(32 of41)
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Shenae Grimes looks rocker chic with a metallic blazer and studded black and gold heels at the 2013 “Teen Vogue” Young Hollywood Awards. (credit:Getty)
Shenae Grimes(33 of41)
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Shenae Grimes rocks leather pants and a shimmery silver jacket to the 2013 Entertainment Weekly Pre-Emmy Party held at Fig & Olive Melrose Place. (credit:Getty)
Shenae Grimes(34 of41)
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Comfy in Converse, actress Shenae Grimes attends the Skechers 'Summer Soiree' at SkyBar at the Mondrian Los Angeles. (credit:Getty)
Nina Dobrev(35 of41)
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Actress Nina Dobrev attends Cosmopolitan's Summer Bash in a cheery yellow mini dress by Julien MacDonald. (credit:Getty)
Nina Dobrev(36 of41)
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Nina Dobrev wears a form fitting blue Versace dress to The CW Network's New York 2013 Upfront Presentation. (credit:Getty Images)
Nina Dobrev(37 of41)
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Nina Dobrev looks like a punk princess in this custom Monique Lhuillier gown. (credit:Getty)
Lauren Collins(38 of41)
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Actress Lauren Collins attends the Second TIFF Dipnight After Party looking casual but chic in a leather jacket. (credit:Getty)
Cassie Steele(39 of41)
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“LA Complex” actress Cassie Steele looks equal parts rocker and boho chic in this outfit at the “Nylon” October IT issue celebration. (credit:Getty)
Cassie Steele(40 of41)
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Cassie Steele attends the Chinese Laundry Fashion Denim launch party in a floral mini skirt and black crop top. (credit:Getty)
Cassie Steele(41 of41)
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Cassie Steele makes a statement wearing bright red leather pants and a black Rolling Stone t-shirt to “Much Music” headquarters in 2012. (credit:Getty)

The 26-year-old used to chill out in oversize jean jackets and too-baggy-for-his-own-good sweats but as his musical career has blossomed, his style has taken a turn for the better.

The "Hold On, We're Going Home" crooner has traded in his basketball shorts for fitted sweaters, tailored designer suits and a sharp attitude.

But in getting to where he is now, Rihanna's ex made his fair share of style mishaps.

Drizzy pre-rap stardom dressed like a typical high schooler/wannabe thug with extra baggy jeans, purple hoodies and curious printed shirts.

But even though the Toronto native has gone all GQ (um, did you see those hot photos?), Drake still hasn't forgotten his roots.

Rihanna's ex still continues to wear baggy pants (of the stylishly distressed kind), fitted hoodies, sweats, his favourite sneakers and even the occasional denim jacket (not oversized but tailored, natch).

When he's not hanging out with his homies, the "Started From the Bottom" singer is decked out in his $5,000 custom arctic fox fur gold hardware bomber jacket (yeah, that's right) and being "Coveteured" by the hippest fashionistas in the biz.

But despite the glamorous look, the loveable celeb can't (and won't) shake off his Canadian roots.

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