April 2006

16 year-old Taylor shows up on the CMT Awards red carpet with a fresh face, windswept curls, and a barely-there wash of light blue eyeshadow.

November 2006

Half a year later, she’s essentially sporting the amped-up version of her previous look. Think glossier curls, darker lashes, and more defined eye makeup—with the same natural pink cheeks and pink lips.

May 2007

At the ACM Awards, she swaps her golden ringlets for a wavy updo and plays up her eyeshadow, keeping it slightly smoky and defining the inner corners with a trace of flattering white shimmer.

April 2008

This is definitive proof that Taylor’s bright blonde tresses were made for Grecian goddess-inspired styles. The half-up arrangement is a fun twist on the traditional updo.

February 2009

By 2009, Taylor has clearly mastered all the intricacies of eyeliner. See how her flawless cat flick echoes her face-framing waves? Beauty perfection.

June 2009

Here’s another noteworthy winged liner moment, this time paired with an elegant tucked-and-pinned updo.

November 2009

While Taylor seems to favor subtle shades of pink on her lips and cheeks, she looks just as good in a peachy color palette. The warmed-up shades are just the thing to offset her pearl earrings and poreless complexion.

January 2010

She cools it down with ash-blonde hair and a pale pink pout at the Grammys. Some next-level tightlining and softly blended gray shadow ensure that her blue eyes pop just as much as her glittering navy gown.