All of Taylor Swift's Best Fashion Eras, From "Red" to "Midnights"

Taylor Swift nods to the release of "1989 (Taylor's Version)" with Fall colors: a brown Acne Studios corduroy skirt, Madewell leather blazer, and Gianvito Rossi ankle boots.

Taylor Swift steps out in NYC in the perfect preppy Autumn outfit, wearing a Stella McCartney polo shirt and knee-high boots from Prada.

Taylor Swift wowed at "Taylor Swift: The Eras Tour" concert movie world premiere in a strapless cutout gown from Oscar de la Renta. She complemented the look with strappy sandals, a curly bob, and her signature red lip.

Taylor Swift rocked a take on the naked dress at the 2022 MTV VMAs in an Oscar de la Renta chain-link minidress that was totally sheer, save for the allover embellishment. Her jewelry was by Lorraine Schwartz, and her heels were from Christian Louboutin.

Taylor Swift's summertime take on the Canadian tuxedo consisted of a Madewell denim crop top and black denim Ksubi shorts. She kept it casual with a pair of white sneakers from Golden Goose, Jimmy Choo sunglasses, and a Christian Louboutin backpack slung over one shoulder.

Taylor Swift channeled a disco ball at the 2018 AMAs, dressed head to toe in Balmain with a metallic minidress and thigh-high boots, styled with Lorraine Schwartz jewelry.

Taylor Swift was ladylike with a twist while in New York City in July 2017, wearing a polka-dot slit pencil skirt and matching crop top, both from Reformation. On her feet were Pikolinos heels, and she carried a bag from Kate Spade.

Taylor Swift borrowed from the boys with a Max Mara suiting look in NYC in June 2022, choosing to wear a waistcoat with nothing underneath. She wore it with Vrai earrings and rings, along with Prada pumps.

At the 2006 Academy of Country Music Awards, Swift leaned into her bohemian Southern roots with a printed handkerchief halter dress from BCBG Max Azria, styled with cowboy boots.

For the 2021 Grammy Awards, Swift went for a spring theme, slipping into a gorgeous embroidered floral dress from Oscar de la Renta. She paired the look with pink ankle-tie heels from Christian Louboutin and Cathy Waterman jewelry.

Going for a futuristic look for the Met Gala that she hosted in 2016, Swift slipped into a cutout metallic minidress from Louis Vuitton with black heels that crisscrossed their way all the way to her knees. Her jewelry was designed by Eva Fehren, Massia Cielo, and Borgioni.

Taking her white kitten for a stroll in NYC, Swift went for a schoolgirl-inspired look, slipping into a plaid miniskirt from RD Style, a white top from Free People, crocheted knee socks from Tabbisocks, and pumps from & Other Stories.

A longtime Met Gala attendee, Taylor Swift leaned into the couture angle for her Charles James celebratory evening in 2014, wearing a custom Oscar de la Renta gown, Lorraine Schwartz jewelry, and Christian Louboutin heels.

Taylor Swift loves a matching set, and she rocked a sheer striped floral miniskirt and cropped tee from H&M with Elie Saab heels in New York City in August 2014.

In a posh princess moment, Taylor Swift hit the red carpet at the 2007 CMT Music Awards in a BCBG Max Azria sequined tulle dress.

At the 2023 Grammy Awards, Taylor Swift hit the red carpet in a navy crop top and skirt designed by Roberto Cavalli and oversize statement earrings and rings from Lorraine Schwartz.

In the mid-2010s, Taylor Swift loved a Reformation moment, and this look was no exception. In NYC in July 2014, she wore a shorts romper from the brand with Gucci pumps and a neutral handbag.

Taylor Swift went for full-blown color at the 2016 Grammy Awards, dressed in a Versace crop top and high-waisted ball skirt with an up-to-there slit that showed off the built-in briefs underneath. On one hand were two rings from Ofira, while the rest of her jewelry was designed by Lorraine Schwartz.