Taylor Swift first entered our mainstream consciousness in the late 2000s as a country singer, releasing woeful tracks such as “Teardrops on my Guitar.” Fast forward to today, and Swift is now a global pop star who has endured her fair share of controversies. When mulling over the contrast between her debut self-titled album released in 2006 and her Grammy-nominated album Reputation, released in 2017, it’s clear that the “Shake It Off” songstress has undergone a sound transformation. At the same time, she has also undergone a major beauty evolution—shedding her youthful curly-hair persona for a mature image.
December 13th marks Swift’s birthday, so it’s only fitting that we examine the singer’s beauty evolution, after all. From her Country Music Award debut to that iconic Met Gala appearance (you know which one we’re talking about!) to her Reputation-era rebranding, join us as we take a stroll through beauty memory lane of the pop star’s ever-changing looks. The old Taylor can’t come to the phone right now.
Country Music Awards, 2006
At the 40th annual Country Music Awards in Nashville, Tennessee, a “Teardrops On My Guitar”-era Swift donned her signature blonde curls with a light pink lip.
New Year’s Eve, 2008
During New Year’s Eve with Carson Daly in December 2008, a baby-faced Swift opted for a shorter (and slightly darker) blonde ‘do and delved into a deeper lip shade.
Jingle Ball, 2009
During Z100’s Jingle Ball at Madison Square Garden in December 2009, the Speak Now singer experimented with shimmering eyeshadow to match her bedazzled guitar.
The Tonight Show with Jay Leno, 2012
At a taping for The Tonight Show with Jay Leno in February 2012, the Red songstress pulled a major beauty 180 and abandoned her classic curly locks—ushering in an era of straight blonde hair and bangs.
Golden Globe Awards, 2013
During the 70th annual Golden Globe Awards in January 2013, Swift opted for an elegant updo and minimal makeup in her shortest cut yet.
Golden Globe Awards, 2014
At the 71st annual Golden Globe Awards in January 2014, the “We Are Never Ever Getting Back Together” singer emitted old Hollywood glam with a neck-length cut and bold red lip.
1989 World Tour, 2014
Following her short-hair debut at the Golden Globes, Swift kicked off her 1989 World Tour with her most adult look yet: a darkened brown cut that sits above her shoulders, and her now-signature red lip.
MTV Video Music Awards, 2015
At the 2015 MTV Video Music Awards, the 1989 singer debuted her boldest eye makeup look yet: a dramatic cat eye—complete with her bangs slicked to the side.
Vanity Fair Oscar Party, 2016
At the Vanity Fair Oscar party in February 2016, Swift made old new again with her signature bangs and a sleek bob in a darker shade of blonde—serving Anna Wintour realness.
Met Gala, 2016
During the Met Gala in May 2016, Swift showed off her bold platinum blonde bob (which debuted on the cover of Vogue just one month prior) and oxblood lips, her darkest shade yet.
Saturday Night Live, 2017
During her appearance on Saturday Night Live in November 2017 alongside host Tiffany Haddish, Swift showcased her outgrown, dark-blonde bob and bangs.
American Music Awards, 2018
At the American Music Awards in October 2018, the Reputation singer went back to basics with a sandy blonde updo, her signature Red-era bangs, light pink lips, and bold eyeliner.