Kaitlan Collins' Most Inappropriate Outfits Yet

CNN anchor Kaitlan Collins is smart and stylish, and she knows how to own a room. She's mastered the corporate-chic vibe with sharp pantsuits, tailored outfits, and a winter-coat collection that gives us serious wardrobe envy. It's the kind of look every girl who ever dreamed of being on TV probably pictured for herself. But it's not just her work 'fits that have us impressed. We're still obsessed with the sleek dress she stunned in at a Washington event back in March and shared on Instagram, and we totally loved Kaitlan Collins' black wedding guest dress, even if it was different from her usual style.

The anchor's wardrobe would be a 10 out of 10 if she didn't frequently make the mistake of mixing the vibe and inserting her daring looks into corporate and formal scenarios. The issue isn't that she can't pull these looks off — she always looks good. But sometimes, the occasion and outfit just don't match, and every fashion lover knows that context is just as important as how the outfit looks. Unfortunately, between her thigh-high hemlines and deep plunges at formal events, Collins is slowly building a collection of inappropriate outfits.

We're all for short skirts breaking out of their "casual only" box — we even love bringing our favorite miniskirts into the office — but the trick is balance. The shorter the hemline, the more you need styling that keeps it polished and classy. The aim is to hit the daring energy, while keeping it clean and appropriate. Kaitlan Collins' miniskirt on "Who Wants to Be a Millionaire" in early September 2025 missed that mark.

The skirt itself wasn't the problem (we love a little vixen energy), but on TV, a skirt that risks flashing the audience with a single uncrossed leg is a no-go. A pair of black or sheer tights could have turned this into a power look instead of a questionable one. Collins has gorgeous legs, and on the right occasion, this outfit would have been flawless. Unfortunately, this was a classic case of right outfit, wrong stage.

The White House Correspondents' Dinner is one of those events where the stakes are sky-high. The president is there, the press is there, and there are awards to be handed out and speeches to be made. It's basically the Oscars of politics. The dress code is clearly formal, but the yellow dress Kaitlan Collins wore to the April 2022 didn't quite deliver.

The color was bold, but the rest of the look fell flat. The cut dipped too low for such a buttoned-up affair, and her hair didn't help, either. It was styled too casually for the night, leaving the outfit feeling even more underdressed. If Collins was dead set on this look, a few tweaks could have saved it. For one, she would have needed shorter straps, which would've offered her bust more support. She also should've worn her hair down instead of in an updo, which would've helped streamline her look. As it stood, this look wasn't White House Correspondents' Dinner material.

When you picture the perfect gala dress, you probably think of full-length cuts, elegant fabrics, and formal designs. But for some reason, the dress Kaitlan Collins wore to the Presidential Gala hosted by the Ford's Theatre Society in June 2024 was none of these. Instead, it was inappropriate for two major reasons. For one, the neckline dipped a bit too much and was quite revealing. Secondly, the unremarkable black-and-white floral print stomped on the sophistication of the event.

The fabric didn't do her any favors, either. It lacked the kind of elegance one would expect at a black-tie gala. Sadly, this dress was so casual that a regular brunch 'fit could have outdone it. To make matters worse, it didn't flatter her. The styling of her other inappropriate outfits on this list still worked for her personally and could have been fixed with a few changes. This one, on the other hand, was a total miss, and fixing it would require selecting another dress entirely.

One of the most glaring mentions on this list is Kaitlan Collins' inappropriate interview outfit on "Watch What Happens Live with Andy Cohen." During the February 2024 episode, Collins showed up in a glittery blazer that was pretty revealing thanks to its deep plunge. For a political journalist with a polished, corporate reputation, it seemed a little inappropriate. An outfit with such a deep cut gives a vibe that belongs at a personal event, not on TV.

Even worse, the rest of the outfit didn't support the vibe the blazer gave off. The sleeves were too long, and if you're going to push the envelope, the styling needs to be airtight. Sadly, it just wasn't here. To be fair, Collins never looks bad, and she did manage to pull it off in her own way. But two things can be true at once: She looked good, and the outfit was inappropriate for the occasion.