Well, 2025 was quite the year for Karoline Leavitt, wasn’t it? She certainly made headlines, becoming the youngest White House press secretary ever, which, you know, is a pretty big deal. And personally, I think it’s sweet that she finally tied the knot with Nicolas Riccio, her fiancé from way back in 2023. They have that 32-year age gap, which some might raise an eyebrow at, but hey, they have a son, Niko, and seem happy enough. But, let’s be honest, while her professional and personal life might have been booming, her fashion choices? Eh, not so much. It felt like 2025 was a year of, how do I put it, rather questionable sartorial decisions for Ms. Leavitt.
It’s almost like she intentionally went out of her way to age herself, you know? Like, a Gen Z conservative trying her best to look, well, not so Gen Z. She has this habit of picking outfits that just don’t do her any favors, and honestly, they often just look a bit… frumpy. I get it, she’s aiming for professional, put-together, all that jazz. But does
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Being professional really means being so, so boring? I mean, come on! Especially when you see those old pictures of her, she clearly can rock a look. So, it makes you wonder, why not bring some of that pizzazz back? Just a thought! Anyway, the point is, 2025 was a bit of a rough year for her style, and honestly, some of those outfits are still stuck in my head. Like that oversized green blazer she wore in June at a press gaggle – what was that all about? We could probably write a whole book on just that one outfit, I swear. But for now, let’s just go through some of her most, shall we say, memorable looks from the year. Here’s hoping 2026 brings a serious style upgrade for the press secretary!
The Red Dress Debacle and Other Questionable Choices
Oh, that red dress. Seriously, what was she thinking? I’m still trying to figure out the thought process behind that particular ensemble for a press briefing. Everything about it just felt… off. The fabric, the cut, those messy curls, and don’t even get me started on the footwear. It was like she was auditioning for a Hallmark Christmas movie, missing only a cozy scarf. Maybe, just maybe, if she’d swapped those boots for some sleek black pumps, it might have looked a little more professional, a little less chaotic. But as it was? Yeah, not a fan. Not a fan at all.
Then there was what I like to call her “grandma-core” phase. It was almost as if she was trying to bridge that age gap with her husband, Nicholas Riccio, through her clothes. I remember that photo from April, where she was walking with Donald Trump outside the Oval Office. She was wearing this tweed plaid dress with a beige cardigan and nude pointed-toe heels. And honestly, if you didn’t know better, you’d think she was a good few decades older than 27. The dress itself was already pretty bland, but that cardigan? It pushed the whole look into dowdy territory. The muted tones just completely washed her out. Where was the pop of color, the vibrancy? A sigh, indeed.
And that oversized green blazer? Oof. Just, oof. It was June, and there she was, talking to reporters outside the West Wing, in this green, frankly, hideous blazer that looked like it was pilfered from her husband’s closet. I mean, credit where credit’s due, she took a risk. And sometimes, you win, sometimes you learn, right? But this? This was a definite learning moment. She tried to pair it with black
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trousers and some black-and-white heels, but the whole thing just screamed sloppy. And that particular shade of green? Tacky, my friends, just tacky.
Mixing, Matching, and Missing the Mark
Remember that knit dress? The top half was okay, I guess, but that mini-skirt? A big no. And seriously, what’s her deal with knits, anyway? Out of all the times she’s gone for a leggy look since becoming press secretary, this navy blue frock by Self-Portrait just completely missed the mark. It felt like something you’d find at Forever 21, and not in a good way. Even for a 27-year-old, it was a bit too trendy, too juvenile, and honestly, a little tacky. Cute? Maybe for a casual weekend. White House-appropriate? Not even close. You’d think she’d ask herself that question a bit more often when picking out her outfits.
And speaking of missing the mark, there was that one time she seemed to get completely swallowed by her dress. Have you heard that old saying, “You should wear the dress; the dress shouldn’t wear you”? Yeah, she definitely didn’t get that memo. She was photographed in this blue belted dress with a modest neckline and a loose fit, and honestly, she looked like she was cosplaying a 1950s librarian or maybe a stern headmistress. With a few undone buttons, some statement accessories, or even just cinching that belt to give it some shape, she could have pulled it off. But no, the bedhead certainly didn’t help either. Overall, not her finest fashion moment, that’s for sure.
Channeling Melania?
And what about that time she tried to channel Melania? Mixing black with navy blue is always a tricky business, and she failed spectacularly at a 9/11 memorial service. She wore a Self-Portrait cropped cardigan with a black pleated skirt and these oversized sunglasses. The makeup was minimal, her hair in a sleek bun. But honestly, Karoline, Melania Trump’s signature accessory just doesn’t work for everyone. And that cardigan? Probably needs a rethink.
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Finally, there was the moment she was completely outshined by Margo Martin. They were at the U.S. Open men’s final, and Karoline was in this white jumpsuit with a boxy top and high-waisted pants that did absolutely nothing for her figure. The proportions were all wrong, and next to Margo Martin, who looked stunning in her black polka dot dress, Karoline just looked a bit frumpy. I appreciate the effort, I really do, but she should have taken a cue from Margo and gone for a cute, flowy dress instead of… whatever that was. Definitely a learning experience!
So, yeah, 2025 was a rollercoaster for Karoline Leavitt, both in her career and, well, her closet. Let’s hope 2026 brings a bit more style savvy to the White House press briefings!
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