Karoline Leavitt has been spotted committing fashion faux pas more than a few times at this point. The 27-year-old and her strange choice in clothes have evoked much discussion among netizens online. The Press Secretary evidently struggles to find her signature style if her recent outfits are any indication.
It is hard to miss how Leavitt consciously chooses to dress above her age bracket. This would not have been a problem worth pointing out if her outfits were the least flattering on her. The mother of one has been seen in some extremely frumpy and ill-fitted outfits lately, which is making people question her stylist’s choices.
The influence on Leavitt could be the people she is surrounded by. There are a few common trends that Trump’s inner circle follows, which set them apart. One of which the internet has dubbed as the ‘Mar-a-lago face.’ People coined the term after they noticed the women in the Trump family, including Melania and Lara, give off the appearance of plastic surgeries.
Another easily noticeable trend is the ‘Republican hair.’ The women with Republican hair have blonde hair that is heavily styled. Polished and bouncy curls are the go-to for the women in Trump’s inner circle.
Are you proud of Karoline Leavitt’s bold leadership in the Trump administration?
Yes — She’s a rising star
No — Not impressed pic.twitter.com/OfolEUiTTm— Fan – Pam Bondi (@PamBondiNewsX) May 17, 2025
Wearing outdated clothes that aren’t exactly flattering has also been a running theme in Trump’s inner circle. Leavitt seems to fit into the exact category, with a recent role that she appeared in being the prime example. Recently, a video of the 27-year-old announcing a “Podcast Row” was posted to Instagram.
Leavitt’s blue schoolmarm dress stole the show and not necessarily in a good way. The powder blue shade of the dress, for one, wasn’t the most flattering on the Press Secretary. The dress was buttoned up to her neck and didn’t fit her well. The sleeves that stopped at an odd length and ill ill-fitting, making it seem even more oversized.
Great meeting @PressSec Karoline Leavitt at the White House! We both happened to show up in hot pink 💖 pic.twitter.com/Rh6FRYMM5t
— Rep. Mariannette Miller-Meeks, M.D. (@RepMMM) May 8, 2025
It is glaringly obvious that Karoline is dressing way above her age group. Many people have noted that the Press Secretary’s husband, Nicholas Riccio, who is 30 years older, could be a swinging factor when it comes to her wardrobe choices.
Up until now, Leavitt has been struggling to strike a balance between overly modest outfits and the ones that expose her too much. The Press Secretary has had her fashion fails after picking outfits that have exposed too much of her skin. It would be in the Press Secretary’s best interest to stick to silhouettes that suit her body type while focusing on the tailoring of her clothes.
Scroll below to see more pictures of Karoline Leavitt’s outfits:









