Trump Women: Outfits That Have Missed the Mark in 2025 (So Far)

In June, the US Army marked its 250th anniversary that saw a parade of tanks, troops, and Trump roll in Washington. Soldiers marched in uniforms from every era, armored vehicles thundered past the National Mall, and the sky later burst into fireworks, all under the watchful gaze of the former president and his inner circle. “The Army keeps us free to make us strong,” Trump declared. Top bad Melania’s outfit was fighting its own losing battle.

The First Lady, for her part, arrived in a beige skirt suit, ribbed and rigid. Ribbed fabric has a habit of dragging even the priciest pieces into bargain-bin territory. For someone who once made a career out of knowing her angles, this ensemble felt as if it were missing a final edit. It seems that not all uniforms deserve a salute.

According to a source who spoke to People, Donald Trump Jr has reportedly called time on his relationship with Kimberly Guilfoyle, and her personal style may have played a role. She “never looks relaxed or casual,” they said. “The tight dresses need to go and she has been told that.”

It’s not difficult to see where that critique might be coming from – especially when you revisit this look. At Donald Trump’s pre-inauguration celebration in January, Kimberly Guilfoyle stepped out in what appeared to be the embittered ghost of a flapper costume – reincarnated in tacky silver mesh, decked in tasteless rhinestones, and dragging its OTT ruffles around like a haunted party favor. She may have added a giant cross necklace, but this look was hellish.

Many of Melania Trump’s biggest fashion fails all have one big thing in common. But on Inauguration Day, she delivered a uniquely ominous look. Wearing a navy coat dress, leather gloves, and a flat-brimmed hat that cut a perfect horizontal across her face. The subsequent Hamburglar comparisons were genre-accurate for a look that dressed her as a villain in a Cold War noir.

Of all of the hottest denim trends that dominated Spring 2025, shredded seams didn’t make the cut. That didn’t stop Tiffany Trump ushering in the month of May looking like a throwback mall mannequin. For her baby bump photoshoot, she donned a pair of overly distressed, sagging jeans with a white long-sleeved top that seemed lifted straight out of a sorry batch of last decade’s neglected sale items. There’s nothing wrong with expecting to be comfortable when you’re expecting, but this look definitely hasn’t landed her a spot in the list of celebrities with iconic maternity fashion.

The irony of Ivanka Trump, eldest daughter of a president whose administration was routinely accused of rolling back women’s rights, arrived at her father’s inauguration in a look that drew immediate comparisons to “The Handmaid’s Tale.” In Margaret Atwood’s Gilead, this particular shade of green is worn by the wives of the ruling class. But was it an accidental invocation or a deliberate reference? As one user on Reddit posited, “Maybe more like a warning/message saying “Gilead will start now.”

Lara Trump, wife of Eric and perennial ambassador for odd conservative style — has long been committed to one particular bland shoe trend that’s taken MAGA women by storm: the nude pointed-toe heel. It’s an overdone staple amongst the women of the right, that does Lara no favors here.

In this look, she paired a tight lilac bodycon dress in a cool tone, but grounded the look with the same tired shoe – a shade of nude that clashes hard against the dress’ chill. It’s a small detail, but it throws off the entire palette. Please, someone hand Lara a Pantone chart so she can brush up on color theory. It might just be the intervention her wardrobe needs.

In Monaco, the most notable thing about Kimberly Guilfoyle’s tacky grand prix outfit was that it looked ripped from Forever 21. As an ensemble, it skidded entirely off-track. Since she was sporting a shiny floral bralette and a skin-tight pencil skirt, we have to question why she was dressed as a tween headed to her first school disco. Yes, of course, women can wear whatever they please, regardless of age. But Guilfoyle was born in 1969, and should have left this particular style in her rearview mirror. In fact, it shouldn’t have made it past the pit lane.