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Celebrity Fashion Fails That We Can’t Forget


Fashion can be a tricky business, especially for celebrities. Sure, they have the money and access to the best designers, stylists, and fashion houses in the world. But sometimes, all that money can’t buy good taste. In this article, we’re going to take a trip down memory lane and relive some of the most memorable celebrity fashion fails of all time.

The Sheer Madness

Remember the time when Rihanna decided to rock a see-through Swarovski crystal gown to the CFDA Awards in 2014? While we love a good fashion risk, this one did not pay off. We’re all for body positivity and embracing your curves, but this gown left little to the imagination. Plus, the crystals covering her nipples were a bit too much. Rihanna may be a fashion icon, but this outfit was one she’ll probably want to forget.

“Punky Brewster” Plot Twist

Who could forget the time Sarah Jessica Parker tried to pull off the “Punky Brewster” look at the 2013 Met Gala? Her Giles Deacon dress had a Mohawk-inspired headpiece that was supposed to be edgy and rebellious. Instead, the outfit was just plain odd. It was like a costume from a sci-fi movie, and Sarah Jessica Parker looked like she was trying too hard to be avant-garde. As much as we love her, this outfit was a no-go.

The “What Were They Thinking?” Red Carpet Outfits

There are some celebrity fashion fails that are so egregious they’re hard to forget. Remember Bjork’s swan dress at the 2001 Oscars? It was an outfit that will forever go down in the annals of fashion history as one of the most bizarre red carpet looks ever. Bjork may be an artist, but wearing a stuffed swan over your shoulder is not haute couture.

Another celebrity guilty of a bad red carpet look is Celine Dion. The singer is known for her epic ballads, but she’s also well-known for some pretty questionable outfits. The outfit that takes the cake was the backwards white tuxedo she wore to the 1999 Oscars. We’re not sure what she was thinking, but it was not a good look.

That’s a Lot of Material, Lady Gaga

Lady Gaga is known for pushing the boundaries of fashion. She’s worn meat dresses, platform heels, and has even shown up to events in an egg. But one of her most puzzling fashion fails was the lavender feathered Valentino dress she wore to the 2019 Golden Globes. It was so large she had to take up an entire section of the red carpet. We’re not sure how she maneuvered in it, but we’re pretty sure it took a small army to help her get dressed.

The Fashion Misfits

Some fashion fails are less about the outfit and more about the overall effect. Take, for example, the time Justin Timberlake and Britney Spears showed up to the 2001 American Music Awards wearing denim-on-denim outfits. From head-to-toe, they were wearing matching denim. It was so bad, it was almost good. Almost.

Taylor Swift’s “Sweater Paws” Fiasco

In 2009, Taylor Swift made the mistake of wearing a sweater with puffy sleeves to the Country Music Awards. At first glance, it may not seem like a big deal, but the sleeves of the sweater were so large they covered her hands. It was like she was wearing mittens, and it made her look like a little girl who had outgrown her clothes. Hopefully, she learned her lesson about the importance of proper fit.


These celebrity fashion fails prove that even the rich and famous make mistakes when it comes to fashion. What’s important is that they tried, right? Or at least, that’s what we’re telling ourselves. As much as we love to laugh at these outfits, we can’t help but admire their willingness to take risks and push the boundaries of fashion. So, take a cue from these celebs and go ahead and experiment with your own style. Who knows, you may just create the next great fashion trend.

Now that you’ve enjoyed our list of unforgettable celebrity fashion fails, which one was your favorite? Let us know in the comments below!