Karoline Leavitt's Most Tight-Fitting Outfits Yet

Sometimes it's hard to remember that Karoline Leavitt became the White House press secretary in 2025 at the age of 27, especially when Leavitt tends to dress in a way that ages her up. But a look back through her Instagram reminds us of her youth and that dressing like a professional hasn't always been her strong suit (pun intended). While she still loves to bare her cleavage during press conferences, with her crucifix dangling nearby, and still flaunts her figure in tight-fitting outfits, she does appear to be dressing more tastefully, opting for crew-neck tops under blazers and less snug dresses.

Some have said Karoline Leavitt is embracing the MAGA look, including the "Mar-a-Lago face" trend with her lips looking noticeably more pillowy as her White House tenure continues. Can we expect more sheath dresses as well, a fave of Lara Trump? Time will tell if this mother-of-one will continue her spree of dressing more conservatively. In the meantime, let's take a look at some of her most tight-fitting outfits thus far.

In July 2023, Karoline Leavitt posted a photo of herself in Nantucket, Massachusetts, wearing black bike shorts and a coordinating top. The post drew a lot of comments — both positive and negative. One fan wrote, "What a knockout beauty you are. U got a lucky husband." So who is the mister? Nicholas Riccio, a real estate developer from her home state of New Hampshire, who is 32 years her senior. The two married in January 2025.

In December 2020, Karoline Leavitt wore an inappropriate Christmas party outfit to the White House, where she was serving as an assistant press secretary in the first Trump administration. Yes, picking an outfit for a work holiday bash can be a challenge, but erring on the side of caution (not wearing an extremely tight-fitting dress with cleavage spilling out everywhere) is usually the way to go.

In September 2023, Karoline Leavitt posted a picture of her in yet another of her most tight-fitting outfits. This time, she was on the shore of Lake Tahoe, about which she wrote, "If heaven were a place on Earth..." In the snap she wore a bra top and workout pants from Booty by Brabants. Again, the comments hit both positive and negative notes, including, "Spandex is NOT for YOU," and "You look good in the color blue."

Leave it to Karoline Leavitt to find a way to take a professional-looking black sheath dress and give it the hug-every-curve treatment. In July 2025, she retreated to the West Wing after speaking to reporters outside. One of our key tips for nailing the corporatecore fashion trend is to be confident and Leavitt seems to have that one figured out. At a minimum, she's excellent at faking her confidence, as she's frequently complimented for coming across as unflappable.

Many of Karoline Leavitt's outfits are making her look older, but not this one. What do you do when you want to draw someone's attention to some words on a page? You highlight them. The same is true in fashion — if you want to grab someone's attention and draw it to a certain part of the body, just add highlighter by way of a neon piece of clothing. That's exactly what Karoline Leavitt did in 2023, when she wore a hi-vis green top at a Miami Heat basketball game, which she attended with fellow West Winger, Margo Martin.

In May 2018, a year before she graduated from college, Karoline Leavitt went on a trip to Italy. She posted a photo of herself eating gelato, which wasn't the focal point of most people's comments. No, that belonged to her eye-catching backside, which was accentuated in tight-fitting white jeans. As always, many of her Instagram followers offered compliments and flame emojis, while others spouted vitriol. It doesn't seem to phase Leavitt, who has continued to post her figure-hugging outfit pics through the years.