Fashion Shoes 7 Shoes That Never Go Out of Style Here's what to keep in your closet and wear with all your outfits. By Samantha Sutton Samantha Sutton Instagram Samantha is InStyle's senior fashion editor. She joined the brand in 2019 and oversees the site's fashion coverage, including trend reporting, fashion exclusives, celebrity style interviews, and Fashion Week coverage. InStyle's editorial guidelines Updated on February 8, 2023 @ 04:21PM Pin Share Tweet Email Trending Videos Photo: Getty Images While micro trends may tempt us into buying the newest "it" shoe, chances are you'll never regret investing in a classic pair of footwear. There are at least seven different picks you can keep in your closet and break out season after season, especially since certain shoes never go out of style and are also extremely versatile. While you might feel like dropping a decent amount of money on something made of quality materials, some of our favorite sneakers — like Vans and Converse — and boots ring in under $100. In other words, it's less about which brand you wear and more about the timeless shoe style itself. So, what are the shoes worth keeping in your collection? We're rounding up our forever go-tos, ahead. 5 Shoe Styles to Wear With Flared Jeans 01 of 07 White Sneakers Getty Images Whether you're wearing a pair of leggings, baggy jeans, or even a breezy dress, nothing makes an outfit feel casual yet cool like a crisp white pair of sneakers. There are certain styles that have remained in rotation for years, such as classic Converse kicks, slip-on Vans, and Nike Air Force 1s, all of which fall under $150. How Converse Became Fashion's Favorite Sneaker 02 of 07 Pointed-Toe Pumps Getty Images Every so often, heels receive a mini update — the toe becomes more rounded, it's all about the platform, etc. Keeping up with it all can feel confusing, but you'll never go wrong with a timeless pointed-toe pump. Not only does this design work to elongate the leg, it continues to pop up on the red carpet as a celebrity favorite. 03 of 07 Loafers Getty Images Preppy fashion may be reinvented with brand-new names (schoolcore, plazacore, etc.), but no matter what you call it, loafers continue to be part of the mix. This shoe style is also a great alternative to heels or sneakers when it comes to office or business attire, and comes across as sleek as well as stylish. Emma Roberts Says This Shoe Trend "Makes Even Jeans and a White Tee Look More Polished" 04 of 07 Heeled Sandals Getty Images If you're not into classic pumps or think they look too clunky with your outfit, swap 'em out for two-strap sandals. Since so much of the foot is exposed with this simple shoe, it will help to elongate the leg rather than cut you off or be distracting. Invest in a neutral or metallic pair that will work with just about any color in your closet and can be worn year-round. 05 of 07 Combat Boots Getty Images There's a reason Dr. Martens have consistently been a fashion staple; black combat boots will instantly add oomph to the rest of your look. They're casual enough to pair with those everyday jeans, yet will also toughen up a frilly dress if that's the vibe you're going for. 06 of 07 Over-the-Knee Boots Getty Images Sure, knee-high boots have risen in popularity (again), but over-the-knee styles aren't going anywhere. They're just too convenient when it comes to winter fashion, since that longer length provides extra warmth and coverage on super cold days — especially if you're wearing a skirt or dress. "Jellyfishing" Continues to Be Winter's Favorite Easy Outfit Idea 07 of 07 Strappy Sandals Getty Images Not everyone is a fan of casual flip-flops and slides, so that leaves strappy sandals to take the spot as summer's top shoe. More minimalistic designs will read as nearly invisible, while something with multiple crisscross details can spice up a basic shorts and tank top combo.