The Most Inappropriate Outfits Blake Lively Has Ever Worn

Blake Lively first made it big when she starred as the fashionable Serena van der Woodsen in "Gossip Girl," and fans everywhere wanted to copy her character's chic style. Unfortunately, in real life, the "Sisterhood of the Traveling Pants" star often misses the mark and has sported some wildly inappropriate outfits. If anyone could use help in the style department, it's Lively, but sadly, she doesn't utilize a stylist. Back in 2018, when asked why she chooses her own 'fits, she told Women's Wear Daily, "Probably because I have control issues and a big ego — that's probably the honest answer. "

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Lately, Lively has received a lot of criticism for her "It Ends With Us" outfits, both on and off-screen. We even rounded up the most questionable outfits Blake Lively wore while filming "It Ends With Us." Her character, Lily Bloom, was styled wearing outrageous clothing that the actor has since admitted was hers. "Those are my real-life boots. A lot of it's my real-life clothes or my husband's clothes or my girlfriend Gigi's clothes," she stated (via Grazia). Whether the "Café Society" actor has offended fans with her over-the-top attire or simply styled herself all wrong, Lively's inappropriate outfits have had many hoping she would finally hire a stylist.

Blake Lively's overly cheerful outfits didn't sit well with fans

Blake Lively received a lot of pushback from fans who thought she was using her "It Ends With Us" press tour to focus on her fashion instead of addressing the serious nature of the movie, which was centered around domestic violence. In August 2024, she stepped out in a hot-pink embellished jacket and minidress, with flowers in her hair. "The marketing for this domestic violence movie being all flowery and romantic is very off-putting to me," a fan commented on Reddit on a post of another of Lively's floral looks. Perhaps more neutral 'fits would have fared better for the star.

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If you or someone you know is dealing with domestic abuse, you can call the National Domestic Violence Hotline at 1−800−799−7233. You can also find more information, resources, and support at their website.

The time Blake Lively wore lingerie to a party

Blake Lively really leaned into her "It Ends With Us" character's quirky way of dressing at an after-party for the film, but this time, she strangely chose a lacy, pink dress that looked suspiciously like she bought it from a lingerie shop in the '80s. Perhaps she was inspired by Sabrina Carpenter's stunning style transformation and all the lingerie she wore during the Short n' Sweet Tour, but Lively's look was simply too much (or too little, rather).

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Blake Lively wore her underwear inside-out

August 2024 wasn't a good month for Blake Lively, as she had yet another fashion fail. The Betty Booze founder stepped out wearing a sheer top over a pink bra and low-slung denim jeans with her Versace underwear peeking out of the waist. In an oops moment, Lively had put on her briefs inside-out, resulting in the brand's name being backward. The following day, she addressed her inappropriate faux pas to the fashion house by re-wearing the outfit and telling the cameras waiting for her (via Getty), "I wore it wrong, and I can't do that to Versace."

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Blake Lively looked like she had a napkin hanging out of her dress

Blake Lively sometimes tries to go for cutting-edge fashion, but her 2019 'fit looked like it needed a pair of scissors. The "Savages" star posted a pic of herself on Instagram wearing a deconstructed black dress with a white, striped piece of cloth hanging down one leg. "Going for: 'Cinderella post stepsisters tearing up her gown because they hate her' chic..." she captioned the post. At least if she was going out to dinner that night, she'd have a built-in napkin already on her lap.

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Blake Lively's Las Vegas 'fit looked out of place at an awards show

Sparkly dresses are always the right choice for a red-carpet look, but not when it looks like a showgirl's outfit. In 2017, Lively showed up at the People's Choice Awards in a short, black, and glittery frock with a see-through bodice. Throughout the dress were loads of tassels that would have looked amazing on a Las Vegas stage. While she may not have been the best-dressed that night, Lively did take home an award for favorite dramatic movie actress, so at least she won in that department.

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Blake Lively's office look aged her

The Y2K era was all about rocking business-casual wear, and Blake Lively took the trend literally in 2008 at the CW Network upfronts. Instead of Serena van der Woodsen, she looked more like her on-screen mom in an olive-green sheath with a high crew neck. Strung around Lively's neck were layers of costume jewelry, and with her hair in a low chignon, she looked like a corporate honcho. At the time, she was only 20 years old, but the actor could easily have been mistaken as 10 years older. Thankfully, Blake Lively has had a stunning style transformation since then.

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Blake Lively's fashion-show 'fit was a flop

Blake Lively's fashion in her early-career days was a bit basic, and she definitely could have stepped it up at the Diane von Furstenberg fashion show in 2010. In one of Blake Lively's most outdated looks she's ever worn, the Blake Brown haircare owner had on a plain white tank top with a sparkly black shirt thrown over it, light-blue skinny jeans, and nude pumps. While her 'fit may have been okay for a casual lunch, it was way too plain for a fashion show, especially with her sitting in the front row. Ultimately, it was totally inappropriate for a so-called fashionista.

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