Ivanka Trump's Most Inappropriate Outfits

Ivanka Trump has been by her father's side ever since his days hosting The Apprentice or opening a new multi-million dollar hotel. The unspoken favorite of his children, she rode his coat tails, so to speak, all the way to the White House and has made a name for herself while doing so.

In amongst her own business and professional aspirations, Trump has been a presence on the fashion scene. She modeled as a teen, has appeared on the covers of magazines, and even went as far as starting her own fashion line (which, for a time, was a success). As she became more and more of a public figure, Trump's style began to shift and she went from Manhattan elite shopper associated with Paris Hilton to Republican party darling.

But, of course, being in the public eye has come with its fair share of scrutiny, and Trump has certainly not avoided criticism, especially when it comes to her clothes. Some of her outfits since her father took office have been wildly out of touch, others have been inappropriate for the occasion, and many have boasted such a high price tag that it's hard to swallow. So get ready, because here are the most inappropriate outfits worn by Ivanka Trump.

People were comparing this controversial outfit option to The Handmaid's Tale

Hulu's original drama series The Handmaid's Tale depicts a dystopia where women are fully controlled, belong to men as child bearers, and wear very distinguished clothing — handmaid red and Gilead green, for example. And the internet couldn't help but draw a comparison between Ivanka Trump's dress of choice and one of the dystopian drama's costumes in December 2020. While joining her father in the Oval Office when he signed the Technology Modernization Centers of Excellence Program Act into law, Trump was pictured in a dark green dress with a high neckline, long sleeves, and a tie at the neck. So, of course, people went wild. 

As noted by InStyle, the slightly inappropriate option on Trump's part was used as a side-by-side comparison with the "Gilead green" costumes from The Handmaid's Tale, with some social media users saying that he dress of choice was an "homage" to the show. Now whether Trump was aware of the comparison or not is a separate question, but the damage online was done. "Her designer did this on purpose," an Instagram user wrote in a comment on a post from the popular fashion-focused Diet Prada account. "Shout out to the stylists who keep getting away with this subversive brilliance," wrote another.

Critics said that this outfit (and the situation Ivanka Trump was in) was really inappropriate

Most people knew that Donald Trump's kids would play a part in his administration, but few could have seen this coming. As noted by Yahoo! News, Ivanka Trump stood in the president during the 2017 G-20 summit, and caught a lot of flak. Critics pointed to two aspects: One, it was incredibly telling that a president had his daughter sit in on a meeting with world leaders. Two, her outfit of choice did not match the moment. Joan Walsh of MSNBC's The Nation broke down Trump's dress and what it said about the political choice on her part. 

"With big bows on her sleeve," Walsh started. "It can be dangerous to comment on what women wear — but the fact that she sat in for her father in a dress that was so incredibly ornamental was such a contradiction in terms. ... That's not a dress that's made for work. That's not a dress that's made to go out in the world and make a difference." 

Walsh concluded that the dress showed off Trump's girliness, but failed to meet the moment. Maybe she should have thought this one through more carefully.

Maybe stilettos and long pants were not the most appropriate choices for this walk

Ivanka Trump is a big fan of stiletto heels. So much so, that she has opted for the footwear on a number of occasions where flats would have been far more appropriate. As noted by the Daily Mail, Trump was spotted walking towards Marine One with her family in an outfit that was not suited for the occasion. What was she wearing? A pair of $1,500 wide leg pants from Oscar de la Renta and towering heels. What made matters worse is that as she walked across the White House lawn, Trump's long-legged pants dragged in the grass and her shoes most likely sank down into the ground as she did so. 

Trump looked very put together, but it should also be noted that she was on her way to Camp David, the president's rugged outdoor escape haven located literally in the mountains. It seems like maybe sneakers and a trusty pair of jeans might have served the first daughter better in this situation — yes, the look wouldn't have been nearly as glamorous, but when was the last time you headed to the mountains in four-inch heels?

This outfit choice had some people calling Ivanka Trump a hypocrite

One of Donald Trump's slogans he has championed while being in office (and there have been so many) has been "Buy American and hire American." A good sentiment, in theory, but when he addressed Congress for the first time in his presidency, his daughter's clothes did most of the talking. 

"Currently when we ship products out of America, many other countries make us pay very high tariffs and taxes," he said, as noted by Grazia. "But when foreign companies ship their products into America we charge them nothing or almost nothing." 

Well, his daughter certainly did not get the memo about buying American products made (shocker coming) in America, because, in a complete contradiction to her father's messaging, Ivanka Trump wore a fuchsia pink fitted dress from Roland Mouret, a French designer. A Roland Mouret spokesperson confirmed to The Independent that the dress in question set the first daughter back $1,868 and was not only designed by a Frenchman, but was produced in the United Kingdom. We'll let this messaging speak for itself.

This off-the-shoulder dress had some people on social media criticizing Ivanka Trump

We'll be the first to admit that we love a cute sundress. When it's the summer season and it's a million degrees outside, you can't go wrong with an off-the-shoulder flowing dress moment. That is, unless, you are the first daughter and political adviser to the president. 

As noted by Inside Edition, Ivanka Trump came under some serious scrutiny after attending a picnic hosted on the South Lawn of the White House solely because of the dress she chose for the occasion. She was seen engaging with her children and chatting with Congressional members, and was wearing an off-the-shoulder dress from Reformation. Gasp! Her shoulders were showing, and as a result, social media users had a field day. 

Some said that the look was "inappropriate" and left their criticism at that, others said "Ivanka is half naked." (Maybe a bit of a stretch.) Others jumped to her defense and said that the look was beautiful, but was better suited for date night rather than engaging with politicians. Word to the wise, a spaghetti strap is always a good option.

Ivanka Trump's decision to consistently wear this color had some people calling her out

Here's an interesting criticism — Ivanka Trump has come under fire since the beginning of the coronavirus pandemic not only because of her outfit choices, but because of the color she has chosen to wear. As noted by The Guardian in July 2020, Trump has very rarely been seen since that June in anything other than white. 

Her pattern of white attire started with handbags, made its way into a white button-down, and culminated with white blouses and dresses. As The Guardian put it, "Labour Day dress codes aside, she has conjured up an image of blowdried, country club, moneyed power." The criticism continued, assessing that Trump's consistent choice represented "the sort of privilege that has enabled people like her to move through the ranks ... without catching the virus." 

It's also worth noting that for decades, wearing white in the area of politics has been seen as a node to the suffragists, who wore all white to bolster their media coverage while fighting for the women's right to vote. Maybe Trump should have someone shed some light on the impact of her outfit choices.

Some critics said that this outfit Ivanka Trump chose did not meet the occasion

We don't want to dare think about how nervous we would be to attend a state banquet with the Queen of England, let alone what we would wear to such an occasion. But that was not the case for Ivanka Trump, who went to a state dinner in the United Kingdom (with the queen in attendance) in a pastel blue dress with floral detailing from designer Carolina Herrera. 

The price tag of the dress was certainly fit for the grandness of the dinner ($11,600 to be exact), but the tone of the dress was wrong for such an occasion, making it one of the most inappropriate outfits worn by presidential family members

As noted by the Daily Mail, the tie details on the dress and the bodice indicative of a button-down shirt were far too casual for an event with the queen. Etiquette expert William Hanson even weighed in on Trump's choice. "Ivanka Trump's look was perfect... for an upper east side corporate garden party," he said. He also pointed out Trump's choice not to wear gloves, a staple dress protocol practiced by most royal women. This look, albeit beautiful, was not the right dress for the occasion.

This outfit and subsequent social media move had some people calling Ivanka Trump "tone-deaf"

Pictures, and social media posts, speak louder than words, and this outfit and subsequent Twitter post by Ivanka Trump was so inappropriate that it was a little cringe-worthy. As noted by Glamour, President Donald Trump had just signed an executive order banning refugees from majority Muslim countries from coming to the United States. The decision lead to widespread detentions in major U.S. airports, a massive wave of protests, and overall political unrest. 

But the tone of the country did not stop Ivanka Trump from going about her business, and she took to social media the following day and posted a photo of herself and her husband in evening wear. The dress she donned for such an occasion was a silver Carolina Herrera gown with a halter neckline and full silhouette, and despite the dapper nature of the couple, they were quick to come under fire. 

"Today? This is your tweet today?" one Twitter user commented. "Hi @MerriamWebster are you accepting new entries for the definition of 'tone-deaf,'" wrote another. The criticism clearly didn't bother Ivanka Trump because the original post still stands. Still, this was not an appropriate move.

Ivanka Trump landed in some hot water over her missing Fourth of July accessory

Simple were the days when we would decide what Old Navy t-shirt we were going to wear on July Fourth — would it be stars or fireworks on the tee, or both? We wish that Fourth of July outfit complications stopped there, but Ivanka Trump's options came with a lot of criticism in 2020. She shared snapshots of her family's get-away for the holiday weekend on Instagram, wearing cute dresses and posing with her kids. But as noted by The Daily Beast, one very important accessory was missing from her outfits and social media posts — a mask. 

As The Daily Beast put it, Trump "used the holiday weekend to parade some flashy clothing after months of austere dressing. Face masks ... were not to be found in photos taken from her western vacation." And honestly, the criticism she faced made sense. With surging death rates and strict lockdown measures in place, it's no wonder that people pointed to Trump's getaway and her lack of personal protective gear as a callous move. We would have all loved to have gotten away for the holiday.

While meeting with working parents, Ivanka Trump wore an outfit that was out of touch

The bulk of Ivanka Trump's most inappropriate outfits can be chalked up to being out of touch with the situation at hand, and that was certainly the case when she attended an event at the White House. While celebrating her father's government tax cuts, Trump celebrated American working parents and even posted on her own social media about the occasion. 

So what was she wearing and why did it cause a stir? She opted for a $2,110 dress from designer Emilia Wickstead, and coordinated the look with a Chanel handbag and black stiletto heels, as reported by Express. Trump looked beautiful, there's no doubt about it, but the dress was so out of touch for the cause she was trying to champion. 

American working families and lower class households make on average $25,624 a year, according to 2016 data, as reported by CNBC. The average rent in the United States is $1,468 — so while Trump looked classy and put together for the occasion, she maybe should've picked an outfit that didn't cost more than what most people pay to keep a roof over their heads every month.

Ivanka Trump got called out for this bracelet and for using her position to boost sales

The devil is in the details, as they say, and this outfit accessory that Ivanka Trump wore came with some serious backlash. As noted by PopSugar, Trump wore a $10,800 gold bracelet from her own jewelry collection while appearing with the Trump family on a 2016 episode of 60 Minutes. Ok, what's such a big inappropriate deal about a bracelet? Not really anything, until Trump's brand sent out press releases to journalists, informing them that her bracelet was immediately available for purchase. 

This is a big deal for a number of reasons, and The New York Times' Eric Lipton pointed out the conflict of interest on Twitter. "White House as QVC. It has started," he tweeted, and as such got a chorus of people commenting about the less-than-subtle marketing move. "Nothing says 'I'm not an elitist; I represent the average American' like a $10k+ 'favorite' bracelet," one Twitter user wrote. "Wonder how many supporters could afford a $10,000 bracelet," wrote another. Yeah, this definitely wasn't the most appropriate move on Trump's part.

This outfit was a bit inappropriate for the announcement of this initiative

Ivanka Trump has been spotted in the same outfit on multiple occasions, but when she opted to wear this ensemble for a day's work, it got her in some hot water. As noted by the Daily Mail, Trump wore a $745 blouse and $1,320 white pleated skirt from fashion designer Emilia Wickstead for a day in the White House, and she matched the look with a quilted face mask and a $4,700 Chanel handbag. Keep the price in the back of your head while reading the rest. 

On this day in particular, Trump launched a White House campaign encouraging people to take part in vocational training to help combat unemployment caused by the coronavirus pandemic. The campaign, titled Find Something New, may have been a good idea in theory. But given Trump's outfit choice, the price that came with it, and the job she has due, in part, to her father being the president was not an appropriate look for her at all. Critics slammed her for being insensitive and out of touch, and honestly, we're not shocked.

This dress should've been tested before Ivanka Trump stepped out on a windy day

After Marilyn Monroe proved to the world that every dress has the capability of acting up in the wind, we believe that outfits should be wind-tested. Ok, maybe that's a stretch, but Ivanka Trump probably should have stood in front of a fan to test the wind-resistant strength of the dress she chose while on a trip in South America. 

As noted by Newsweek, Trump was on the international trip to promote women's economic empowerment, but her intentions were outshone by the sleeves of her dress. While standing for photos with Colombian Vice President Marta Lucia Ramirez and Colombian Minister of National Defense Guillermo Botero, a gust of wind blew and Trump's sleeves got carried along for the ride — they blew up all the way into her face and almost hit the shoulders of the dignitaries standing next to her. For sure, this was one of the most awkward Ivanka Trump moments captured by millions.

Author Molly Jong-Fast was quick to point out the inappropriate fashion mishap. "The dress that launched a thousand gardening jokes," she tweeted, including the infamous image. Just be sure that your dress, your top, your scarf — whatever the outfit option — is weather-proof before an international photo op.

Ivanka Trump's decision to wear this mini-skirt was not celebrated

The outfits worn by women in politics are subject to far more scrutiny than their male counterparts, and unfairly so. But the political stage is also a place of seniority, professionalism, and leadership, and unfortunately, Ivanka Trump's bubblegum pink outfit did not meet the moment. 

As noted by Yahoo! News, Trump wore a pink jacket and miniskirt from designer Miu Miu (that set her back a cool $1,960) while taking the podium at the World Assembly for Women in Tokyo, Japan. The event was just as much of a big deal as it sounds. Trump was introduced to the audience by Japan's Prime Minister Shinzo Abe, and went on to speak to the conference about her initiative of women's economic empowerment and the harassment that women face in the workplace. But given the inappropriate length of the skirt that she chose for such an occasion, the seriousness of Trump's words were the second thing people were focusing on. 

"Ivanka, what on earth are you wearing?!" one Twitter user wrote. "How can you wear a pink skirt so SHORT? You're a conservative woman in a conservative country!!!" Looks like this look wasn't one of Trump's best.