The article examines controversies surrounding Ivanka Trump's fashion choices during her time as First Daughter of the United States, highlighting instances where her attire was criticized for perceived political insensitivity, hypocrisy, or inappropriate self-promotion. At the 2016 Republican National Convention, Ivanka used her speech to promote her fashion line by wearing a $138 pink dress from her collection and later tweeted an affiliate link to the garment, resulting in sales but accusations of leveraging her father’s political platform for commercial gain. Critics noted the dress was manufactured overseas, despite her family’s advocacy for “buying American.” Similar scrutiny followed her appearance on a 2016 episode of *60 Minutes*, where she wore a $10,800 diamond bracelet from her jewelry line. A subsequent promotional email sent by a former executive to publicize the accessory drew comparisons to infomercial-style marketing, with critics arguing it blurred ethical lines between the Trump family’s business interests and their White House roles. In January 2017, a photo of Ivanka in a $5,000 silver gown by Carolina Herrera sparked backlash for appearing tone-deaf amid her father’s executive order temporarily banning refugees and immigrants from several Muslim-majority countries. The image resurfaced in 2018 during the Trump administration’s family separation policy at the U.S.-Mexico border, with social media users juxtaposing it against photos of detained children wrapped in silver thermal blankets, underscoring perceived disparities between the administration’s policies and its members’ privileges. Further controversy arose in February 2017, when Ivanka attended her father’s congressional address wearing a $1,868 French-designed dress made in the U.K., contradicting his “Buy American” slogan. Critics also compared her revealing outfit to scrutiny faced by former First Lady Michelle Obama over modesty standards. In 2018, she wore a $2,110 Emilia Wickstead dress and designer accessories to a White House event celebrating the tax cuts, which included provisions aimed at aiding lower-income families, yet her family later traveled to their New Jersey golf resort for a vacation. At a 2019 state banquet hosted by Queen Elizabeth II, Ivanka’s cornflower-blue Carolina Herrera gown was deemed too informal for a white-tie event, drawing mockery on social media. Additionally, her public appearances in loungewear-inspired outfits, such as a $895 floral jacket and pastel pants in 2018, ignited debates about the appropriateness of casual attire in official settings. The article underscores how Ivanka’s fashion choices often intersected with political discourse, reflecting tensions around the visibility of wealth, the ethics of leveraging political positions for business interests, and the gendered double standards faced by women in public life. Public reactions frequently juxtaposed her opulent style with the socioeconomic and humanitarian impacts of Trump administration policies, framing her wardrobe as emblematic of perceived disconnects between the White House elite and the broader population.