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Karoline Leavitt’s Day Off Looked Casual—Until Her Trump Obsession Took Over

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Published On: May 17, 2025
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Donald Trump and Karoline Leavitt
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Karoline Leavitt, the Petite Press Secretary seemingly enjoys her job. Taking a day off isn’t her cup of tea. However, even if she takes a day off, in a rare instance, she doesn’t forget to remind everyone about allegiance, that lies with the President Donald Trump, which is both on and off the clock.

For example, there was a period when Leavitt posted a photo of her, where she played as a working mother. However, digging deep into that photo, it was disclosed that she keeps photos of Donald Trump, lying around her workspace. Things got worse during the time when Leavitt pulled her glam game for getting attention from the US President.

 While these things seem harmless when done a single time, but doing it multiple times, has eventually reflected on a trend from her end and once again she has mesmerized with a Trump-inspired outfit.

The President’s assistant as well as the staff secretary of the White House Will Scharf shared a group photo in an Instagram post, featuring multiple members coming from several communication departments posing together, with the Air Force One being in the background. Several among them dressed a bit casually considering the fact that it was a day off treat. However Karoline Leavitt wasn’t only wearing grandma-inspired sneakers once again but sweater is also giving her away. 

 

 
 
 
 
 
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A post shared by Will Scharf (@willscharf)

 It seemingly gave a vibe of an innocuous American flag which apparently has the “Trump” name spelled out at the bottom part, reflecting that even on her downtime Leavitt can’t quit on Trump-inspired grandma chic sensibilities.

As mentioned, Leavitt was seen wearing an American flag sweater with “Trump” name embarked across the front and this comes among the growing examples of how the MAGA makeover of Karoline is doing her dirty. She has currently comfortably settled in her position as the secretary of the White House, and she was further found to opt for a sense of fashion that doesn’t primarily suit her.

This is considered as a bad habit of hers, as she dressed a bit older than she looks and it even makes it a bit harder for people to understand that she is still in her 20s, a feat she could be celebrating instead of running away from it. 

Besides, there are also several trend of outfits that she might have found from her grandma’s closet as well. For instance, Karoline Leavitt once channeled her inner babuska and also wore a scarf fit for an elder, which can also be stated as a bizarre fringed nightmare of a jacket she came up with. As much as she might be trying to embody her rather prestigious role within  the United States administration, simply seems too much.

Between her outdated sense of conservative fashion and attraction towards Donald Trump, Leavitt might be in need of a vacation from the circus, one where she comes away from all her Trump memorabilia at home.

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Mayukh B

Mayukh is a passionate writer with a strong enthusiasm for everything in the entertainment world, from movies, music, and sports to the latest trends in pop culture. Currently a journalism student, he brings over three years of experience as a news writer to his work and is always on the lookout for fresh perspectives and exciting stories to share. When he's not writing, you’ll find him lost in a Spotify playlist or binge-watching anime. Being a movie buff, he is super excited to work as an entertainment writer, right now.

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