Karoline Leavitt Outfits That Showed A Lot Of Leg

Karoline Leavitt is a divisive figure, and her style is just the start of what gets people riled up about her. Since becoming the White House press secretary under the Trump administration in 2025, Karoline Leavitt began wearing outfits that made her look older. Her general public image involves preppy corporate wear that fits perfectly in Washington but doesn't seem to gel with the fact that she's only 28. However, while long sleeves, high necklines, and baggy fits tend to be the style du jour for her, she does occasionally go for a leggy look, too.

Of course, Leavitt's leggiest looks tended to appear before she sat in the coveted position of press secretary. Photos prior to 2025 often show her in minidresses and even short-shorts that we don't often catch her in today. Contrary to popular belief, though, she still does occasionally bare her gams; she just balances out her leggy 'fits with more conservative elements so they don't stand out like sore thumbs. And when she's off duty, she's not afraid to go for shorter ensembles and post the evidence to Instagram, whether she's chilling at the beach or at a party. 

Don't get us wrong: There have been more than a few frumpy Karoline Leavitt outfits that seem to prove she can't dress her age, but she does come to her senses some of the time. If you want to start showing off your own amazing legs more often but feel more comfortable in modest and minimal styles, Leavitt's wardrobe is a great place to find some inspiration.

In August 2025, Karoline Leavitt posted some snaps to Instagram from her summer vacay, appearing in a woven long-sleeved mini that was the perfect cover-up for her black swimsuit. While the sleeves protected the skin on her arms from the sun, it looks like her legs got the chance to catch some rays thanks to the short hemline. Leggy looks are basically a given at the beach, and here, Leavitt demonstrates how to switch up your summer style and still show off your gams without relying on the same old bikini.

Having returned to work after the summer, Karoline Leavitt posted another photo to Instagram in August 2025, this time showing her posing with fellow White House staffers Meghan Bauer and Margo Martin. All three women are appropriately dressed for the very exclusive and professional setting, putting their own creative spins on corporate wear, but again, Leavitt's look is the perfect example of finding the balance between leggy and stylish. Her tweed two-piece is the picture of elegance, so we'd be surprised if the mini hemline raised eyebrows.

Winter doesn't have to exclude you from showing off your legs. In December 2022, Karoline Leavitt wore a navy dress that hit just above the knee to her friend's wedding. While the shorter hem didn't scream winter, the deep color has that box ticked. Her bare legs were probably a bit cold for any outdoors parts of the wedding, but luckily, the White House press secretary had her trusty thick fur coat to save the day. This outfit definitely inspires some solid winter layering.

Back before she was the White House press secretary, Karoline Leavitt's wardrobe was unsurprisingly quite different. There were fewer matronly and conservative corporate-core pieces, and more casual and fun looks. Case in point: In August 2019, she posed on Instagram in a white minidress with an ultra-short hemline and a criss-cross back. She added a pop of color to the plain (albeit summery) look with a red-and-blue ribbon tied to her ponytail. "It's incredible that there are such beautiful people!!" one fan even commented.

Minidresses and the workplace aren't mutually exclusive if you know how to style your look properly. For a press briefing in June 2025, Karoline Leavitt approached the podium in a dark-blue patterned minidress that reached a few inches above her knee. But despite the fact that most of her legs were on display, this was still work-appropriate. She balanced out showing skin on her legs with fully covered arms and a conservative round neckline that was completely buttoned up, and the garment's baggier silhouette worked in her favor.

In September 2024, as she was preparing for the presidential debate, Karoline Leavitt went with a look that could still be considered corporate wear while leaning slightly less conservative. She paired a matching plaid skirt and blazer with a bubblegum-pink top. This hem was even shorter than the navy dress she wore the following summer, and the skirt was figure-hugging, rendering the whole look more risqué than the others in her work wardrobe. She seemed to get the seal of approval from fans on Instagram, with one fan writing, "My compliments to whoever helps you choose your outfits."

If you're not a fan of miniskirts, minidresses are an equally good option for showing off your gams. Karoline Leavitt understood the assignment in March 2024, opting for a black minidress with a coral blazer thrown on top. What an unexpectedly good way to style a blazer! Since she was sitting when the photo was taken, it's likely that the dress was a little longer than it appears. "Beautiful legs," one fan commented under her Instagram post of the outfit.

For those who like the idea of showing off their legs but feel uncomfortable about it, you can go for the less-risky option of a maxi dress with sheer material. Karoline Leavitt used that trick in August 2023, when she donned a long, black dress that was partially made with an opaque material. The fabric above the bust and below the thighs was see-through, adding a sexy element to what could've been a boring black dress. If that weren't enough, Leavitt made sure her legs were on display with an additional thigh slit.

We don't think we'll see Karoline Leavitt rocking short-shorts around the White House anytime soon, but she has no problem wearing more casual styles like this during summer (at least, she didn't before she was the White House press secretary). She posted an Instagram snap in July 2023 that showed her in a black tank paired with light-wash denim shorts that left nearly the entirety of her thighs on show. The comments focused on her hat's suggestive script, which reads "Republicans are hotter," but her legs still managed to steal attention in the end.

In July 2020, when she was working as assistant White House press secretary toward the end of Donald Trump's first term as POTUS, Karoline Leavitt appeared in yet another black 'fit. The tight-fitting ensemble, which she wore in an Instagram photo that showed her posing with Barstool Sports founder Dave Portnoy, featured a lace bust with a body-hugging skirt that reached just above her knee. Considering the form-fitting silhouette, this dress may have entered inappropriate territory for a White House event, but the slightly longer hemline saved the day.