Blake Lively's Killer Legs Couldn't Save These Tacky Outfits

Over the years, we have followed the stunning style transformation of Blake Lively closely. From her days as the stylish Serena van der Woodsen on the teen drama "Gossip Girl" to the looks the star has given us amid all the drama that followed the premiere of her film "It Ends with Us," Lively has always been known for her fashion. During the past two decades, we have been in awe over Blake Lively's best Met Gala outfits, which proved time and time again that the actor knows plenty about style.

However, every fashionista has her bad days, and the actors' are unfortunately documented online. In fact, there has been an inappropriate fashion fail Blake Lively actually admitted to making. And speaking of her poor fashion choices, we would like to offer some more examples. Lively's legs are an asset that the star of "The Sisterhood of the Traveling Pants" often likes to accentuate, but not even they could have saved some of her cringiest outfits.

Blake Lively attended the premiere of the film "The Dark Knight" in New York City in 2008, and for the occasion, she decided to rock a black romper. Back in the late 2000s, rompers were a very popular look; however, for a Hollywood movie premiere, perhaps not the best choice. And while Lively's legs looked stunning, the outfit left plenty to be desired. When posing, the "Gossip Girl" star kept emphasizing that the piece had pockets, which resulted in rather odd photos.

A major reason Blake Lively has become a fashion icon over the years is her willingness to experiment. However, her looks often leave us confused, as they tend to look poorly tailored with silhouettes that simply don't suit her. A great example is the mini dress with embroidered flowers she wore to a 2016 New York City screening of the film "Café Society." Sure, her legs looked stunning, but the dress was poorly tailored with a waistline that was too high, creating odd proportions.

Blake Lively showed up to the People's Choice Awards in 2017 in a black shorts-and-top combination featuring sheer paneling and plenty of sparkly fringe all over. With every movement, Lively was in the spotlight, which isn't always a good thing. The garment had too much going on, and was an odd choice for the event. To make matters worse, the outfit photographed poorly, creating another Blake Lively fashion moment that fell short of everyone's expectations.

With her endlessly long legs, Blake Lively can definitely afford a sheer skirt moment. However, when the actor hit the red carpet of the 2009 premiere of "Sherlock Holmes" in New York City, her outfit pretty much looked like lingerie. The star wore a corset dress, which featured a short, sheer skirt for a look that was very risky, and unfortunately, it ended up looking tacky. This wasn't the star's only attempt at lingerie fashion, as the most inappropriate outfits Blake Lively has ever worn prove.

Blake Lively was photographed during a night out in New York City in June 2024, and to be completely honest, her outfit had plenty of potential. In fact, the fun bedazzled denim mini dress she wore was a perfect modern take on Y2K fashion. Unfortunately, Lively opted to add a dramatic, floor-length denim coat, which completely ruined the vibe of the look. She should take notes from Katie Holmes on how to nail a denim-on-denim outfit.

Anyone who experienced the Tumblr era of plaid shirts undeniably loves the trend, but we can all agree that it doesn't really belong on the red carpet. So when Blake Lively showed up to a screening of the film "Final Portrait" in New York City in 2018, we were confused as to what her dress was supposed to be. Thanks to the checkered pattern, it kind of looked like a plaid shirt or a tablecloth in the form of a dress. Her legs looked great, but were overshadowed by the plaid.

2009 was undoubtedly a bad year for Blake Lively's fashion, as plenty of her looks from then have found their way onto our list. That year, Lively attended a fancy hotel opening in Fort Lauderdale, Florida, but she failed to dress up for the occasion. The star walked the event's red carpet in a slightly oversized white garment, which seemed like a crossover between a T-shirt and a button-up dress. The piece was shapeless and too casual, resulting in a fashion moment we bet Lively wishes she could erase.

Blake Lively was photographed alongside her husband, actor Ryan Reynolds, in New York City in October 2024 as the two headed for a night out. For the occasion, Reynolds was dressed rather casually, while Lively decided to go all out with a head-to-toe maroon-brown look that unfortunately looked too much like a costume. The sheer and distressed dress paired with the distressed tights and maroon shoes remains a great example of how not to do a monochromatic look.

In 2005, Blake Lively attended the Nickelodeon Kids' Choice Awards, and for the occasion, she went with a very Y2K outfit. Of course, in hindsight, the look is very tacky, and the fact that Lively showed off her legs in a pair of distressed jeans with holes around her knees certainly didn't help. Nevertheless, this was at the beginning of her career, so we can forgive, but not forget.

In 2009, Blake Lively showed up to a screening of her film "The Private Lives of Pippa Lee" in an outfit that was rather tasteless. The top portion of the 'fit featured a blazer-like design with a very deep neckline and a large, dramatic bow in the front, while the bottom was a simple pair of ultra-short black shorts. Separately, both pieces would've worked, but paired together, they made the outfit seem cheap.