Again within the good outdated days, Kimberly Guilfoyle was a near-permanent fixture at Mar-a-Lago, popping up at vacation celebrations, household dinners, charity extravaganzas, and even on the golf course once in a while. Nonetheless, sadly, following Guilfoyle and Donald Trump Jr.’s messy breakup, she not often graces the gaudy halls of the Florida property now. Nonetheless, despite the fact that she could also be gone, Guilfoyle’s spectacular array of tasteless plunging clothes and atrocious apparel she’s worn to Mar-a-Lago over time ensures she’s going to by no means be forgotten.

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There may be completely little question that Guilfoyle has a really distinctive sense of fashion. It is just like the “Actual Housewives,” mixed with a healthy dose of stripteuse and a pinch of “Shahs of Sundown,” with the occasional stomach dancer homage thrown into the combination for good measure. 

Guilfoyle’s inappropriate outfits reportedly landed her on Donald Trump’s dangerous checklist, resulting in the start of the top for #Donberly. To make sure a simple and painless extraction from the MAGA in-crowd, Donald nominated his son’s ex-fiancée to be the ambassador to Greece in December 2024 — a place that presumably would not require any formal or modest clothes to be worn, becoming completely with Guilfoyle’s flesh-flashing, busty outfits. However earlier than she heads off abroad, we’re testing a number of the former information host’s most unseemly outfits she’s worn at Mar-a-Lago. From the wildly inappropriate gown Guilfoyle wore to a charity occasion to the plethora of thigh-skimming, boob-baring frocks, each is worthy of a spot in trend historical past.

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Kimberly Guilfoyle regarded like a gothic pageant princess as she sashayed her method down the staircase at Mar-a-Lago in early 2025. Donald Trump Jr.’s former wife-to-be was all toothy smiles, by no means taking her eye off the digital camera as she swished the complete and flowing feathery skirt that was connected to her exceedingly low-cut and material-free lace high.

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“Slay,” Oscar Lopez, Guilfoyle’s pal, captioned a video documenting the magnificent second. Guilfoyle was accepting the Cigo Award, named after a courageous Ok-9 that gave its life for its nation. Her robe appeared relatively inappropriate given the context, however, hey, that is how Ok-dawg rolls.

Kimberly Guilfoyle’s skin-tight, glimmering, glittery robe gave even the gaudy and gilded Mar-a-Lago a run for its cash when she attended a Donald Trump fundraiser in April 2024. “United in our mission, we march ahead with dedication,” she captioned [in part] an Instagram picture of herself posing with Lara Trump.

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Guilfoyle’s thigh-skimming gown served nearly as camouflage towards the golden sundown behind her. Nonetheless, she positively stood out from the group, which was pictured milling round behind her, clad in garments far more acceptable for a sundown soiree.

Kimberly Guilfoyle’s keynote speech in help of Arizona Congressman Abraham Hamadeh at Mar-a-Lago in March 2024 was undoubtedly memorable. In truth, it is going to seemingly be seared into the reminiscence of attendees ceaselessly. Sadly, although, it wasn’t Guilfoyle’s rousing speech that was indelible; as an alternative, it was the recent mesh black gown through which she was clad (nicely, semi-clad, anyway).

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Guilfoyle’s outfit took inappropriate to a complete new stage with the skin-tight black Lycra quantity that had a deep-cleavage black mesh open panel that hardly coated her nipples and a black mesh facet panel break up so excessive it reached her hip.

Kimberly Guilfoyle regarded match for promenade evening in December 2023. As a substitute, nonetheless, she was celebrating the vacations at Mar-a-Lago with then-fiancé Donald Trump Jr.

Shockingly, provided that her child doll catastrophe regarded prefer it was plucked from the railings of a shady 18+-only back-alley retailer, the diamante-edged crepe mini gown was truly by Portrait, with a retail value of $249. That goes to indicate that you just actually cannot put a value on inappropriate apparel, particularly when it seems that Guilfoyle’s outfit was seemingly an “influencer” freebie — provided that she tagged all of the designers in her Instagram put up.

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Kimberly Guilfoyle proved as soon as once more in March 2021 that her inappropriate outfits do not come low cost. She posted an image on Instagram, displaying herself sandwiched between Donald Trump Jr. and Donald Trump, with Texas Congressman Ronny Jackson and his spouse, Jane, all giving the compulsory MAGA high brass thumbs up.

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Donald was clad in his traditional go-to, ill-fitting, boxy blue swimsuit, whereas Jr. matched his apparel (minus the tie). Nonetheless, Guilfoyle went all out, pouring herself right into a skintight $1,780 Missoni paneled metallic crochet-knit midi gown that regarded two sizes too small, stretching the V-neck tightly throughout her chest and revealing one heck of quite a lot of cleavage.