Olivia Culpo's Most Inappropriate Outfits We'll Never Forget
In the world of Hollywood fashion where red carpets serve as runways and every outfit is a statement, Olivia Culpo certainly stands out as a trendsetter. Known for her daring and bold style, the former Miss Universe has graced numerous events with jaw-dropping looks that showcase her fearless approach to fashion time and time again.
However, even the biggest stars aren't strangers to inappropriate outfits, whether that means experiencing unexpected wardrobe malfunctions at industry events or a dress having too many cutouts. With great style comes great risk, and Culpo has proven repeatedly that she's not afraid to take those risks. From a daring high-slit ensemble that almost revealed more than anticipated to an eyebrow-raising UNICEF event 'fit that flirted with the edge of inappropriateness, Culpo's no stranger to wearing looks that will make everyone talk. But hey, fashion's all about pushing boundaries and thinking outside of the box — and Culpo's certainly been doing just that.
Olivia Culpo was asked to cover up before boarding a flight
Olivia Culpo was asked to cover up before getting on an American Airlines flight to Cabo, Mexico. The beauty queen, known for her fashion-forward choices, found herself in a fashion faux pas as she sported what seemed to be a sports bra and bike shorts, which are apparently on the list of things you should avoid wearing on a plane. Luckily, the star had a hoodie on hand, so she could easily obey the rules. This wardrobe warning proves that even celebrities can encounter dress code dilemmas, and not even Culpo's jet-setter status could save her from following the airline's rules.
The star's risky dress for a UNICEF event
Olivia Culpo is certainly never one to shy away from a bold fashion statement, and the 2022 LuisaViaRoma x UNICEF Saint Barth Fundraiser was no different. Culpo walked the fine line between star stunner and a near miss at the event, as she turned heads with a super risky and skin-baring outfit that could have easily revealed more than intended. The stars aligned for her here, but things could have gone south quickly.
Olivia's bold, high-slit Instagram 'fit
In December 2021, Olivia Culpo took to Instagram to showcase a bold fashion move that had everyone talking. The star flaunted a daring high-slit skirt that pushed the boundaries of conventional style. What caught folks' eyes even more was the apparent absence of underwear, adding an extra layer of risk to the black ensemble. After all, anyone who has rocked a high slight before knows just how difficult it is to wear one without baring it all.
The star's major cutout for Paris Fashion Week look
At the spring 2022 Paris Fashion Week, Olivia Culpo continued to embrace fashion risks. While there were multiple noteworthy looks in her fashion week portfolio, one particularly daring choice was a white bodysuit with a large cutout in the front accompanied by a ruffly, sheer skirt. One wrong move, and she could have easily shown a tad too much. Luckily, that didn't happen, just like with her UNICEF dress, so perhaps luck really is consistently on her side.
In fact, Olivia's all about cutouts
Olivia Culpo seems to have developed a love for cutouts, as the star rocks clothing pieces with them rather often. At the Sports Illustrated celebration for the launch of the 2021 Swimsuit Issue, Culpo wore a stunning white dress with not one, not two, but four strategically placed cutouts. Frankly, even if this look isn't for everyone, we have to give it to the star — not everyone can rock this many cutouts without showing too much.
The star's broken engagement party dress
Olivia Culpo's engagement party was nearly marked by a fashion fiasco when her outfit took an unexpected turn. In a TikTok video, Culpo revealed her choice of a white mini-dress. Unfortunately, things went wrong as her fiancé, NFL player Christian McCaffrey, lent a helping hand to zip it up. Culpo shared that the dress had completely split at the zipper. Luckily, thanks to her team and her fiancé, the dress was salvaged, and the star continued enjoying her big day.
One red-carpet 'fit wasn't tailored to Olivia
Seeing that even style icons like Olivia Culpo aren't immune to occasional fashion mishaps certainly makes them more relatable. At the 2019 Sports Illustrated Swimsuit Runway Show during Miami Swim Week, Culpo chose a dazzling jumpsuit that, unfortunately, wasn't tailored to perfection — something we certainly expect of the rich and famous. She still looked good, but had it fit better, she would've looked great.
The star's risky see-through blouse
Apart from cutouts, Olivia Culpo is also a big lover of see-through styles, and she doesn't shy away from making a statement with them. During an outing in New York City in 2019, Culpo rocked a spicy, red see-through look that left little to the imagination. Of course, Culpo rocked it fearlessly, and we can't imagine many others pulling it off like she did.
Olivia's head-to-toe mesh red carpet dress
In the world of red-carpet fashion, Olivia Culpo's no stranger to turning heads, and her appearance at the Calzedonia Summer Show 2018 was no exception. The star opted for a head-to-toe mesh dress that left little to the imagination. Culpo effortlessly pulled off a look that not everyone could master, as a mesh dress has the potential to go wrong quickly. While inappropriate to some, you can't deny that she looked great.
The star's black under-dress that kept rising up
At a Vanity Fair Young Hollywood event in 2022, Olivia Culpo turned heads in a black mesh dress. However, throughout the evening, the star encountered a stressful wardrobe malfunction: The little black dress underneath kept riding up. "I didn't have the time to alter it," Culpo revealed on her Instagram Stories at the time (via Hello! Magazine). Compared to other fashion faux pas, this one's more irritating than world-ending, but it's still a shame.