Outdated Taylor Swift Outfits We'll Never Get Over

Taylor Swift has been slaying fashion lately with her quiet luxury aesthetic that's elevated yet relatable at the same time. She's known to favor little black dresses and oversized coats when she's out and about with her friends or on a date with her football star boyfriend, Travis Kelce. Her street style, while undoubtedly expensive, can easily be replicated by fans for a much more budget-friendly price. And it shouldn't go without mention that Swift's red carpet looks over the past few years have been flawless — particularly her striking green 2024 Golden Globes dress.

Unfortunately, the "Bad Blood" singer hasn't always hit the sartorial nail on the head. Before moving toward more timeless fashion, Swift experimented with some trends that we hope stay locked up in the vault forever, such as her 2022 MTV Europe Music Awards 'fit of a black leotard and bejeweled see-through skirt. As much as Swift has had a stunning style transformation over the years, not all of her looks were hits, and she's had some misses that are totally out of fashion.

When Taylor Swift burst onto the music scene, she was young, and so was her fashion sense. While she looked sweet at the 2006 Academy of Country Music Awards show, her handkerchief dress was definitely a remnant of Y2K styles of yore. Styled with super-chunky gold hoop earrings and a glittery handbag, Swift's outfit looked like it came straight from a dELiA*s shopping spree.

Perhaps Taylor Swift was channeling Belle from "Beauty and the Beast," but her buttercream-yellow 2007 CMA Awards dress was way too old-fashioned for the then-teenager. From the sparkly top half to the ruched satin skirt, the gown looked more suited for dancing in a ballroom during the Victorian era than the red carpet.

As a mega pop star by the age of 18, Taylor Swift might not have made it to her high school prom, but she was able to dress the part for the premiere of "Hannah Montana: The Movie." We all know Swift is a fan of the LBD, but her 2009 self opted for a glittery style that looked like it belonged in the '80s.

We get that Taylor Swift loves dressing for her her different eras, which is one of her best style secrets, but her midnight-blue romper with glittery stars on the bodice worn after the 2022 VMAs looks totally dated now. The short shorts looked more like a onesie and the faux fur coat gave shag rug vibes. Perhaps this look would have done better in the '70s rather than '22.

Taylor Swift's "Reputation" era was all about being rebellious and wearing in-your-face fashion. Before she perfected her street style, Swift experimented with one particular look that went awry. From her black sports bra worn under a sheer shirt to her leopard print miniskirt, the global icon looked like she was just trying too hard — which is the opposite of the elevated style she's come to love now, and we're glad this era is behind her.

Taylor Swift also attended the 2016 Met Gala during her fiery "Reputation" era. Combining that vibe with the event's theme — "Manus x Machina: Fashion in an Age of Technology" — the megastar opted for a sci-fi-heavy aesthetic that didn't pan out. The cutouts in Swift's custom Louis Vuitton dress fought with its ruffled hem and her stark-black gladiator heels, cheapening the ensemble into something like a bad club-hopping outfit from the early aughts. Plus, the bleach-white bob and dark lipstick seemed more like a '90s grunge throwback than a genuine evolution in Swift's style.