Sabrina Carpenter’s Boldest Fashion Statements That Had Us Talking

Sabrina Carpenter is a pint-sized pop star with a larger-than-life sense of style. Whether she’s rocking the stage or stepping onto the red carpet, Sabrina knows how to make an entrance—and sometimes, a bit too much of one. While her bold fashion choices have garnered attention, there have been several moments when her outfits raised more eyebrows than cheers. Let’s take a stroll down memory lane and revisit some of Sabrina’s most inappropriate outfits that had us wondering, “Was her stylist on vacation that day?”

The 2017 American Music Awards

Sabrina Carpenter is usually known for her ultra-girly, trendy looks. But at the 2017 American Music Awards, she threw us a curveball in the form of a plaid coat dress that left many scratching their heads. Imagine, if you will, that plaid-loving dad who finally decides to ‘jazz things up’ by adding a splash of color to his closet. Now, picture that transformation in the shape of a tailored coat dress with a plunging neckline. Add some thigh-high boots that were so close to her skin tone that they made her legs look wrinkly from afar, and you’ve got a look that’s more confusing than a Tetris “game over” sound.

Sabrina landed on worst-dressed lists for this outfit, and it wasn’t hard to see why. The plaid pattern was giving major “fresh-out-of-bed robe” vibes, not exactly the level of glamour expected at an event like the AMAs. One could argue that had she swapped out those leg-wrinkling boots for something more dramatic or edgy, she might have redeemed herself. Instead, we were left with an outfit that screamed ‘espresso-sipping dad’ rather than a chart-topping pop star.