Taylor Swift's Changing Looks

The Hendersonville High freshman had the tiara, but didn't feel like a princess until she left to begin recording her first album. "I really don't miss much about high school," she said during her homeschool days, "because the moment I'm in right now is like waking up in a dream."

She released her self-titled album and let her wild spirals flow.

A loose updo and subtle shadow played up her baby blues, remedying her main makeup anxiety: "I have blonde eyelashes and blonde eyebrows, so my typical insecurity is that my eyes go away when I don't have makeup on."

Swift stayed classic for the Grammy Awards with her favorite cat-eye liner. "I used MAC smolder pencil eyeliner followed by MAC Liquidlast in Pointblack," said her makeup artist, Lorrie Turk.

The songbird wore her curls in a side ponytail topped with a double headband for the CMT Music Awards.

Swift wore her curly blond hair parted on the side.

Swift enhanced her almond eyes with silver shadow at the American Music Awards.

Swift launched her second album, Fearless, and tried out a sophisticated (and straight-haired!) style, along with soft coral shades. "I thought color on her lips and cheeks would be pretty with her ivory and black dress," said her makeup artist, Lorrie Turk.

With a hit album, a clothing line with Walmart and a completed appearance in 2010's Valentine's Day, one would think Swift would have developed diva tastes. Not so, as she told InStyle: "Starbucks' Iced Caramel Lattes, M&M McFlurries and black eyeliner-without them I would be powerless!"

Highlights from a memorable year: an unforgettable appearance on the VMAs (with unexpected guest star Kanye West), a much-lauded hosting gig with SNL, an "Entertainer of the Year" award from the Country Music Association and her 20th birthday.

Swift graced the December cover of InStyle with her trademark voluminous waves.

The young talent accented her baby blues with dramatic lashes and shimmery white highlighter.

Swift switched it up with sleek and straight tresses at the CMT Awards.

For the Country Music Awards, the CoverGirl spokesperson wore a soft rose lipstick from the brand. "The color had a timeless feel, but was still fresh and young," makeup artist Lorrie Turk said. "She took the lipstick with her in her purse for the night."

For the American Music Awards, Swift wore her straightened strands in a sophisticated side-ponytail.

"Got a haircut," Swift announced on Twitter. The new look? Long, wispy bangs.

For the Grammys, Swift swept her strands into a high bun.

"Taylor was being honored Billboard's Woman of the Year Award. With this in mind, she wanted her look to be timeless, yet still a little edgy and strong," her makeup artist Lorrie Turk said of the star's CoverGirl look. Turk applied a warm cranberry shadow onto the star's lids, then winged out the shape at the corners.

For the People's Choice Awards, the singer paired her tousled updo with a warm-toned eye shadow, which walked the line between burnt sienna and copper.

Swift walked the Grammys red carpet with a smokey eye and ponytail.

The singer debuts shorter locks and fuller fringe.

The Grammy winner goes for a deep side part at the premiere of The Giver in NYC.

The "Bad Blood" songstress wore her hair in a sleek style with bold eye makeup while attending the MTV Video Music Awards in Los Angeles.