In 2006, Taylor Swift released her debut single, "Tim McGraw", reaching #6 on Billboard magazine's Hot Country Songs chart. At the 41st Annual Academy of Country Music Awards, Swift wears an informal halter dress with copper cowboy boots. Looking young and unrefined, Swift enters into the limelight as a country darling.
At the 2006 CMA awards, Swift's initi...
At the 2006 CMA awards, Swift's initial capricious look turns vampy. Matched with her porcelain skin and ringlets, the Elvira gown and gloves are out of place.
At the CMT awards, Swift shifts from ...
At the CMT awards, Swift shifts from a red-carpet vamp to an aquatic princess cloaked in too much satin. The seafoam gown is better for her coloring than black but equally as disturbing on the carpet.
This layered teal dress is sweetly re...
This layered teal dress is sweetly reflective of Swift's age. Mixing a flouncy dress with cowboy boots seems genre-centric instead of fashion-centric.
Apparently Swift is going to Disney-p...
Apparently Swift is going to Disney-prom looking like a bouquet of violets at the 2008 Grammy awards.
For having such an elegant figure, Sw...
For having such an elegant figure, Swift goes wrong in this baggy maternity number. The simplicity of the fabric matched with the color fortunately works for her.
Looking more grown-up and conscious o...
Looking more grown-up and conscious of her clothing, Swift arrives at the 2008 Metropolitan Museum of Art Costume Institute gala wearing a golden chain-link gradient gown.
This maxi dress epitomizes Taylor's m...
This maxi dress epitomizes Taylor's more contemporary style-- blingy yet simple yet elegant. Combined with up-swept hair, this is a mature look for Swift.
Taylor's choice of clothes for MTV's ...
Taylor's choice of clothes for MTV's TRL is an unfortunate hodge-podge of metallics and socks. The heel/sock look is occasionally acceptable but certainly not with jeans and a sequined tank-top.
This peacock pallet skirt by French C...
This peacock pallet skirt by French Connection works well with the black turtleneck. The tights clash with the energetic pattern on the skirt, but overall this is a youthful and appropriate winter look for Swift.
On stage at the 2008 CMA awards, Swif...
On stage at the 2008 CMA awards, Swift combines the satin princess with the violet bouquet for her performance. This dress turns Swift into an aging opera star.
At the 2008 CMA awards, Swift dazzles...
At the 2008 CMA awards, Swift dazzles in a sequin and crystal Kaufman Franco gown, with Christian Louboutin shoes and jewelry by Lorraine Schwartz.
Wearing an understated Trina Turk bla...
Wearing an understated Trina Turk black and white dress, Swift tries out some fierce red lips at the 2008 CNN Heroes ceremony.
Revisiting the metallics, Swift arriv...
Revisiting the metallics, Swift arrives at the 2008 American Music Awards in Collette Dinnigan, shoes by Christian Louboutin and jewelry by Neil Lane. This cocktail dress is a fun departure from her usual longer gowns, but she might want to take a break from the blingy sequins.
Opting for another Collette Dinnigan ...
Opting for another Collette Dinnigan dress at the Clive Davis party in 2009, Swift introduces a fresh take on the sparkly mini. This cartographic piece has a classy almond cutout elegantly accentuated by her hair.
And again with the bling. Revisting K...
And again with the bling. Revisting Kaufman Franco for another refractive number, Swift is elegantly wrapped in Haley's comet at the 2009 Brit Awards.
Swift looks beautiful in red. This ge...
Swift looks beautiful in red. This geometric gown combined with red lips and white clutch is a perfect choice. Sadly, the backdrop for the outfit clashes with the look.
Looking adorable for Spring, Swift pa...
Looking adorable for Spring, Swift pairs a light sweater with a pleated skirt in New York city.
Bringing her bling to the stage, Swif...
Bringing her bling to the stage, Swift wears a beaded flapper dress with tall black boots during the 17th Annual Country Thunder USA music festival in 2009.
At the epic 2009 VMA awards (think Ka...
At the epic 2009 VMA awards (think Kanye) Swift opts once again for a Kaufman Franco sparkling gown. A constellation meets a toga in this one-shouldered number.
Swift's day-wear is equally as fittin...
Swift's day-wear is equally as fitting as her red carpet choices. Wearing a cherry-red knitted cap with a black and blue jeans and tee outfit, works perfectly for a fall stroll.
Taylor chooses a Reem Acra gown for t...
Taylor chooses a Reem Acra gown for the 2009 CMA Awards. Although reminiscent of Kaufman Franco, the dress is a more refined fit for Swift.
Swift revisits red in this one-should...
Swift revisits red in this one-shouldered Valentino cocktail dress. The interplay of hair vs. strap is a nice juxtaposition.
At the 2010 Grammy Awards, Swift wear...
At the 2010 Grammy Awards, Swift wears a mature off-the-shoulder Kaufman Franco dress with an interesting neckline and peep-hole. The dress fits fantastically, but might be a tad old for the ingenue.
Red, being a perfect backdrop for Mis...
Red, being a perfect backdrop for Miss Swift, accentuates the black J.Mendel dress with asymmetric draping. It's refreshing to see her not swathed in a sea of sequins.
This maroon John Galiano bustier dres...
This maroon John Galiano bustier dress is a fun break from Swift's usual embellished gowns. Swift straightens her iconic locks for the 2010 CMT Music Awards.
During the 2010 VMA Awards, Swift str...
During the 2010 VMA Awards, Swift strips down during her sympathetic song for Kanye West. Taking off jewels and shoes, Swift wears a cream, gauzy dress during her controversial performance.
Apparently the bustier was a winner f...
Apparently the bustier was a winner for Swift, who revisits the look in an emerald Miu Miu dress at the Los Angeles premiere of "Easy A".
Taylor takes her love of layered skir...
Taylor takes her love of layered skirts and tights to a gothy level during Milan Fashion Week. Mixing a pirate blouse with knee-high combat boots is more dangerous than Taylor's past looks.
Wearing Roberto Cavalli at the design...
Wearing Roberto Cavalli at the designer's 40th Anniversary party, Swift plays with a sexier look than we have seen in the past. A tighter and shorter LBD works well with bright red lips and strappy heels.