Baggy jeans

When Katie Holmes isn’t pounding the New York pavements in a pair of leather flat ballet pumps, she is usually wearing another cult shoe of the moment, Adidas’s retro-trainers—the Sambas. The styling lesson is that when it comes to city dressing, comfort is key. Shop the chic closet combination, below.

In the world of fashion, there's a small yet powerful group that considers being comfortable just as important as looking cute. They'll skip the heels in favor of sneakers, steer clear of shirts with too many straps and ties, and prefer their jeans to be loose-fitting, rather than tight and restricting on their legs (sorry to those skinny jeans). Still, when it comes to figuring out how to style baggy jeans, there is room for error. For instance, if you're hoping to avoid looking too casual, you might want to skip the oversized sweatshirt. At the same time, not everyone wants to wear a body-hugging crop top to balance things out. There has to be another way, right? Jeremy Moeller/Getty Images Right. Ahead, we've rounded up nine outfit ideas for how to style baggy jeans, which might just be the trickiest pair you own, but a pair your legs will no doubt enjoy. With these quick solutions, you'll be ready for anything, and won't even miss your sweats ... that much.