Justin Bieber's Fashion Evolution

Billboard cover boy Justin Bieber has taken a strong stance in both the music and fashion worlds over his short-yet-extremely successful career. From being discovered in 2008 on YouTube to hanging with Anna Wintour, this lil' fashionisto has propelled to stardom with super human discipline and style. Click the Arrow for 21 Pics!

Hello, Justin! As this mysterious child emerges on the arm of Usher at Nickelodeon's Kids' Choice Awards back on March 28, 2009, everyone was wondering 'who is this shaggy haired boy?" Dressed in all grey with high-top kicks, Justin keeps his look simple yet shows major potential for the future.

Keeping his highs and shaggy hair, the Biebs shows a bit more sparkle in a red T and grey blazer at the MTV Video Music Awards, Sept. 13 2009.

Playful and unpretentious, Bieber rocks a light blue NYC printed sweatshirt and baseball cap at JFK Airport on Nov. 19, 2009.

Keeping his young and playful style, Bieber rocks an all denim look with his signature baseball cap as he attends Z100's Jingle Ball at Madison Square Garden on Dec. 11, 2009.

The Biebs added some oversized black-framed glasses to his hipster look backstage at Nokia Plaza L.A. LIVE on Feb. 13, 2010. He still rocks his trademark kicks with his cute and nerdy look. THIS is how to do nerdy chic.

Justin reveals his playful side as he sports an all black look complete with a hunter hat as he arrives to meet fans at a Paris event on Feb. 22, 2010.

Switching out the high tops for a fresh pair of vans and a bow tie, Bieber's style starts to mature at the Uno Awards on April 18, 2010. His hair is even beginning to mature as it starts to change shape from his previous shag.

Biebs starts to take some fashion risks as he rocks fiery red pants at the Capital Radio Summertime Ball at Wembley Stadium on June 6, 2010 in London. Still no high top in sight. Will he ever break them out again?

Not to worry, the high tops are back! Biebs sports his 3D film spectacular signature white and purple suit as he performs at Sun National Bank Center on June 24, 2010.

Is this a rock star I see? There is no hipster in sight as Bieber performs at Madison Square Garden on Aug. 31, 2010 in a red jacket and black sideways black cap.

The rock star look prevails, and even gets in a little badass biker boy action with this sexy black leather jacket at the American Music Awards on Nov. 12, 2010.

Keeping up the rock star sparkle, Biebs shines in this edgy silver look at the 'My Worlds The Collection' photo call at Urban Hotel on Nov. 29, 2010 in Madrid. Complete with a grey leather jacket, black jeans, and electric silver shoes, the singer looks both fierce and more grown-up then we are used to seeing him thus far.

He's all grows up! Biebs struts down the red carpet at the Golden Globe Awards on Jan. 16, 2011 with a nonchalant coolness and new grown-up style.

Bieber went white at the Grammy Awards, held Feb. 13, 2011. Keeping with his new mature style, the singer wore an all white velvet three-piece tuxedo with black bowtie channeling the funky frenzy of the disco era. "Saturday Night Fever" anyone?

Justin rocks high tops and a matching bow tie at the London "Never Say Never," held Feb. 16. Perhaps feeling a bit constrained from all the suits he'd been donning, he does a throw back to his loose former style.

Mature and sophisticated, Bieber shines in a gorgeous and regal Dolce & Gabbana black tux next to his girlfriend, Selena Gomez, at the Vanity Fair Oscar Party on Feb. 27, 2011. The Vanity Fair cover boy even added a little firry flavor to the look with a pop of a red hanky. His signature hair also begins to take new shape as it becomes more chopped and layered.

Keeping his regal look, Justin dazzles in a glittering gold D&G tuxedo jacket as he accepts the Digital Artist of the Year award onstage during the Billboard Music Awards in May. The flashy singer matched his golden award.

Mixing the innocence and playfulness of his older style with a new rock star edge, Bieber sparkled in a pale pink Dolce & Gabbana blazer and a Kelly Kapowski t-shirt at the MuchMusic Video Awards on June 19, 2011 in Toronto. This look is a chic and fabulous way to do a '90s throwback.

Strutting down the red carpet in retro shades, a black t-shirt and glittering Gold pants at the Aug. 14, 2011 VH1 Do Something Awards, Justin is exuding mega star authority. Do I sense a bit of attitude, Justin?

What's red, leopard, and YSL all over? Dripping in Yves Saint Laurent the Biebs snatched the spotlight at the MTV Video Music Awards that took place on Aug. 28, 2011. The entire look shows his mature appreciation for fashion right down to the YSL leopard kicks and brooch on his lapel. The outfit matches a look he did earlier in his career, proving that his unique style remained, just received some added sparkle. He completed the look with a hot accessory, his pet snake Johnson.

Justin solidifies his position in the fashion industry as he meets Vogue editor Anna Wintour dressed head to toe in Dolce and Gabbana. Shining in a purple leather jacket Justin smiled for cameras at the D&G celebration during Fashion's Night Out on Sept. 8 in NYC. Even with his hot designer look, JB stays true to his playful style, rocking the same nerdy glasses and high top kicks he wore in the very begining.