From ‘Taylor Swift’ to ‘Lover': Taylor's Style Through The Eras

Taylor Swift entered the world of music as a 16-year old country music sweetheart and quickly rose to become a global pop phenomenon, gaining a legion of dedicated fans. From her self-titled album to Lover, we have watched Taylor evolve with each release. Each album marks a distinct change in not only Taylor's sound, but her hair and fashion choices. Between metallic cowboy boots, purple princess dresses and sequined bodysuits, T-Swift has had quite the style transformation over the last 13 years.

In honor of the pop titan's 30th birthday (December 13), scroll along for an album-by-album look at Taylor's era defining style moments. Which era was your favorite?

Taylor Swift

Donning tight curls, cowboy boots and flouncy floral dresses at award shows, her style in 2006 definitely leaned towards country darling. This era gave us"Teardrops On My Guitar", which peaked at #13 on the Billboard charts.

41st Annual Academy Of Country Music Awards - Arrivals

Taylor Swift Performs at Miami Dolphins vs Detroit Lions - November 23, 2006


Taylor's glittery dresses, signature winged liner, the number 13 and the hand heart she'd hold up after every single show were among the most memorable symbols of this era. Taylor became a household name among many teens with relatable songs like "You Belong With Me"and  "Forever & Always" and ultimately lead to her first Album of the Year Grammy win. She would draw the number 13 on her hand with eyeliner before every show. She explained this to MTV, stating, "I was born on the 13th. I turned 13 on Friday the 13th. My first album went gold in 13 weeks. My first #1 song had a 13-second intro," she said. "Every time I've won an award I've been seated in either the 13th seat, the 13th row, the 13th section or row M, which is the 13th letter."

The 43rd Annual CMA Awards - Arrivals

Taylor Swift Fearless Tour 2009 In New York City

2009 CMT Music Awards - Show

Speak Now

Speak Now was more than just a good country-to-pop crossover album, this era is especially meaningful to Swifties everywhere because she penned this entire album on her own. Taylor's trademark looks during the Speak Now era were her side braid (she was still wearing her curls at this point), writing lyrics down her arm with liquid eyeliner and the purple halter dress she wore on the Speak Now World Tour.

Taylor Swift

Taylor Swift Opens Final Dress Rehearsal For Speak Now Tour As A Benefit For Tornado Victims - Show

The 54th Annual GRAMMY Awards - Show


Taylor debuted straightened locks with blunt bangs during her Red promotion and tour, which was a huge change from her past looks. She bounced between retro fashion (high-waisted shorts, tea dresses, her black fedora and lots of striped tops) and in keeping in line with her love of all things sparkly, short bedazzled dresses.

2012 iHeartRadio Music Festival - Day 2 - Show

Taylor Swift And Target

2013 Victoria's Secret Fashion Show - Show


1989 was the album that completely moved Taylor into the pop world and brought her much commercial success. She moved to NYC, debuted a shoulder-length cut, wore an abundance of crop tops and skater skirts and gave us some memorable red carpet looks. And let's not forget this era's most buzzed about accessory: her badass squad.

2014 iHeartRadio Music Festival - Night 1 - Show

The Voice - Season 7

2014 MTV Video Music Awards - Red Carpet

57th GRAMMY Awards - Arrivals

Taylor Swift The 1989 World Tour Live In New Jersey - Night 1


The release of Reputation brought about the most significant change in Taylor's fashion thus far. After all, the lyrics for "Look What You Made Me Do" declare that "the old Taylor is dead". While she did not make many public appearances to promote her album, she still managed to break the record for highest-grossing US tour by a female artist and win the Tour of the Year award at this year's iHeartRadio Music Awards. Taylor darkened her look by ditching the bright red lipstick for a deeper shade and gave an edge to her sequined bodysuits.

Taylor Swift reputation Stadium Tour

Taylor Swift reputation Stadium Tour

Taylor Swift 2018 Reputation Stadium Tour

Saturday Night Live - Season 43


This era, Taylor has given us a lot of 70s-inspired blousing, jumpsuits and fringe. While the Reputation era was filled with darker, grungier looks, this year, the “Cruel Summer” singer brightens up her palette with sparkles and pastels.

2019 iHeartRadio Wango Tango Presented By The JUVÉDERM® Collection Of Dermal Fillers - Show

2019 Billboard Music Awards - Show




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