5 iconic Taylor Swift fashion moments that stole fans’ hearts

Taylor Swift at the Eras Tour in June 2023 (Image via x/@taylorswift)
Taylor Swift at the Eras Tour in June 2023 (Image via x/@taylorswift)

From her small beginnings as a country singer to becoming a massive global superstar, Pop star Taylor Swift has been taking giant strides forward in her career to say the least, and is doing so by shattering records.

Known for her breakup songs drawn from tidbits of her own life, that leave even the merriest of all relating to her, the singer has made one thing clear: she is here to stay.

Swift is well known for her songs like Love Story, You Belong With Me, and more recently, Willow. However, the singer is not just known for serving hits, but also for serving looks. From her outfit at the Vanity Fair Oscars Party to the Grammy Awards in 2016, in this article, we're looking at some of the singer's most memorable outfits. Swifties, unite!

Disclaimer: This article reflects the writer's opinion.


Taylor Swift's best looks through the years

1) 58th Annual Grammy Awards in 2016

Taylor Swift at the 58th Annual Grammy Awards in 2016 (Image via X/@throwbacktaylor)
Taylor Swift at the 58th Annual Grammy Awards in 2016 (Image via X/@throwbacktaylor)

Apart from snagging her second Album of the Year Grammy that year, the singer also made headlines when she showed up on the red carpet in a stunning display of color. She wore a two-piece ensemble.

The bandeau top was a vibrant orangish-red, while the skirt sported fuchsia and a long slit. She kept things simple, so to say, with some strappy heels and a choker, but if anything, it was her new bob that gave the look a run for its money.


2) MTV VMAs, 2019

As if she wasn't already dominating the world with her songs, the singer showed up to the VMAs in 2019 clad in a mosaic-looking, multi-colored blazer customer designed by Versace.

She also opted for thigh-high Christian Louboutin boots, embellished with crystals and some chunky green earrings. Her wavy golden locks were let down to dangle over her shoulder and she completed the look with her signature red lips.


3) 63rd annual Grammy Awards, 2021

Taylor Swift at 63rd annual Grammy Awards (Image via X/@spotifyswiftie)
Taylor Swift at 63rd annual Grammy Awards (Image via X/@spotifyswiftie)

Every year, Swift brings her A-game when it comes to the Grammys and 2021 was no exception. She donned an Oscar de la Renta mini dress, adorned with flowers in all colors and sizes, held together by mesh underneath.

She paired the look with some pastel pink heels and her fringes. She also had a matching face mask to tie the look together. The singer proved she's not just a pretty face, though, as that year, she bagged yet another Grammy.


4) Vanity Fair Oscars party, 2016

A stark departure from her usual, bright-colored outfits, Swift donned a sleek black by Alexandre Vauthier Haute Couture gown with a neckline that ran as deep as it gets and a thigh-high slit that showed off her toned legs.

Her makeup was minimal, and she chose a gold choker and clutch, leaving the look simple, yet glamorous at the same time. Once again, her blunt bob and fringes made an appearance.


5) The Eras Tour Concert, June 2023

In more recent news, while her fans are not crying over her ballads of heartbreak, they're swooning over her embellished bodysuits that hug her curves and remind the world just how ravishing she really is.

In one of the shows on her Eras Tour, Taylor Swift wore a pink and blue bodysuit, and matching high boots to go with it. She let her hair down and looked as confident as ever, adding to her charm.


While she may be a sight to behold, Taylor Swift is nothing short of a musical genius. With 667 wins and about 1,262 nominations to her name, the singer's portfolio is as diverse as her wardrobe. She first made it big in 2005, and her career trajectory has skyrocketed since then, and it doesn't look like she's slowing down.

The singer is known for blending elements of pop, country, folk, rock, and alternative, and has collaborated with many musical giants in the industry.

Swift is also known for her philanthropic efforts, such as when in February 2024, she donated $100,000 to one of the Kansas City Chiefs' Super Bowl parade shootout victim's family.

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Edited by Mudeet Arora