10 Ridiculously Pricey Kimberly Guilfoyle Outfits

Although it can be argued that the majority of Trump women can't dress well to save their lives, with them consistently wearing outfits that missed the mark in 2025 – which is likely to be the case again in 2026 — Kimberly Guilfoyle is in a league all on her own. So much so that no matter what she does, she just can't nail a look, refuses to ditch outdated pieces in her wardrobe, and even though she and Don, Jr. called it quits back in 2024, she's still wearing outfits that scream revenge. In other words, Guilfoyle is somewhat of a lost cause, fashionably speaking.

But what's most surprising about her endless array of tacky looks is how ridiculously pricey some of them are. After all, as our queen Dolly Parton has said, "It takes a lot of time and money to look this cheap, honey." When it comes to Guilfoyle, Parton couldn't be more right.

Despite the fact that Guilfoyle allegedly has some pretty deep pockets — Business Insider puts her net worth between $4 million and $18.3 million – she still goes for the same designers. Balmain, for example, and their skintight bodycon minidresses are a favorite of Guilfoyle, as is Greek designer Celia Kritharioti. One would hope with all that money, Guilfoyle would level up, opting for Dior, Chanel, or Alexander McQueen, but she never does. Instead, in being the true embodiment that money can't buy class or taste, Guilfoyle sticks to her tried and true looks: too tight and too short — even in professional settings. You'll be shocked by how much some of these pieces cost.

Like many Americans, Kimberly Guilfoyle decided to celebrate St. Patrick's Day by wearing green. But because it's Guilfoyle, she had to go OTT. Not only is she wearing the Simkhai Kat crystal-embellished minidress that's currently going for $1,294 on Farfetch, but she completed the look with silver heels and a matching silver handbag, both by Prada. Although Prada doesn't appear to make the silver platform sandals at the moment, to buy them in gold will set you back $1,420 and Prada mini bags like this one start at $2,900.

Similar to Kristi Noem, who often makes herself look older by dressing too young, this is also a bad habit that Kimberly Guilfoyle just can't shake. When Guilfoyle attended the Elie Saab Haute Couture spring/summer 2026 show at Paris Fashion Week, she looked as if she deliberately chose the most juvenile dress from the collection to wear for the show, which is really disappointing because many of the dresses are absolutely breathtaking. Although we don't know the exact price of this one, based on the ready-to-wear page of the Elie Saab website, spring/summer 2026 dresses run between $2k and $20k – and that's before accessories.

In March 2024, the plastic surgery trend, Mar-A-Lago face, was out in full force when Lara Trump, Kimberly Guilfoyle and Alina Habba got together to celebrate Habba's birthday. For the event, Guilfoyle was clearly inspired by a disco ball when she decided to wear the Retrofête Kaleido Dress that costs $1,998. Because dropping almost $2k on a dress wasn't enough for the soirée, Guilfoyle completed the look with Aquazzura Tequila sandals, which start at $1,450, depending on what height and style you choose. Honestly, it's a little awkward that Guilfoyle outshone the birthday girl with all that glitz she's rocking. 

If there's anything to learn from Kimberly Guilfoyle's style, other than the fact that she has a serious penchant for outfits that are beyond tacky, it's that she loves mini bodycon dresses by Balmain. While sometimes it's hard to be 100% sure if she's wearing Balmain, that mistake can't be made here as the logo is written right across the chest. While Balmain minidresses can run the gamut on prices, based on style, fabric, and the year of the collection, most start at around $2,000. Guilfoyle completed her outfit with knee-high boots, which are probably designer as well, because that's how she rolls.

In December 2025, Kimberly Guilfoyle posed in front of the U.S. Embassy for what appears to be an Instagram version of a Christmas card. With her infamously long dramatic hair extensions that could look more natural if she opted for a side part, Guilfoyle wore a striped gold and silver gown by Greek designer Celia Kritharioti from the spring 2026 couture collection. Although there's a decent chance Guilfoyle was gifted this dress — after all, she was spotted at the runway show during Paris Fashion Week – if she did pay for it, ready-to-wear dresses by Celia Kritharioti start in the high hundreds and go into the thousands.

Another Balmain bodycon minidress on Kimberly Guilfoyle? You better believe it. Guilfoyle may not be the most stylish woman on the planet, but when she finds something she likes, she definitely goes overboard. After all, she has more pairs of heels than you could ever imagine, so it would make sense she'd have one-too-many Balmain minidresses too. In October 2025, Guilfoyle posted this photo of herself and her son while wearing the Balmain Monogram Jacquard Mini Dress in pink. It retails for $2,450, unless you're lucky enough to find it on sale somewhere, as apparently Balmain no longer makes it.

As much as it's easy to mock Kimberly Guilfoyle's outfits, especially because they are so similar, we'd be remiss to not point out the obvious: she absolutely has the figure for these short, body-hugging dresses. In July 2024, Guilfoyle traveled to London with Don, Jr. to support the burgeoning MAGA movement in the UK. For the event, Guilfoyle wore a Balmain Aztec-inspired geometric print mini dress. Although this particular dress is no longer available, similar versions start at almost $3,000. Clearly, Guilfoyle is just paying for the label, because it's even a little gaudy for her.

While Kimberly Guilfoyle has often been known for not dressing her age, this dress in this color would look so much better on a five year old. However, Guilfoyle doesn't see it that way, so we'll just let her have it. Although this minidress with the puffed sleeves and embellished bows, that are even too cheesy for the unapologetically feminine coquette beauty trend, looks like it was scored at TJ Maxx, it turns out it wasn't. Instead, it's by Rebecca Vallance, a designer Guilfoyle wears often, and costs $685.

Although wearing logos continues to be one of the big fashion mistakes that is a complete turn-off, it's also something that Kimberly Guilfoyle can't get enough of. Because of this, in March 2023, when she was hanging out with the Trump clan for her birthday, she chose to make it known she was wearing Chanel. It's hard to tell if the minidress with matching waistcoat is Chanel, or just the brooch. If it is a Chanel brooch with crystals, it would cost about $750. If the entire ensemble is Chanel, then it's well into the thousands of dollars.

In a very rare moment of looking somewhat professional, while meeting with Kyriakos Mitsotakis and Federal Reserve Governor Steve Miran in Athens in January 2026, Kimberly Guilfoyle wore this boucle dress — with bedazzled embellishments, of course. Apparently, no matter how much we might wish Guilfoyle would stay away from outdated trends, it's just not going to happen, so here she is being 100% herself in all her glitziness. But as much as this dress might look cheap and like a relic from the early 1990s, it's actually pricey. It's by a brand called Self-Portrait and this particular dress retails for $827.