I'm a Former Madewell Stylist and Think These 6 Pairs of Jeans Work for Everyone

Calling all Madewell stans. If you're a fan of the brand's classic, well-made pieces, then you're probably well aware of which perennial staples are the most popular. There are so many things the retailer gets right, from its wardrobe staples to its everyday shoes and classic bags, but above all, its denim selection is top-tier.

After years of working as a stylist at the brand, my good friend Zoë Thompson is well-acquainted with Madewell's offering, especially its best-selling jeans, so I had her share the exact styles that she thinks work for everyone, regardless of your taste, age, or budget. There are six pairs of Madewell jeans that she insists are truly versatile and timeless and work for everyone. Think of these as the jeans that you'll invest in now and that will become the backbones of your wardrobe for years to come. Yep, they're just that good. Continue on to read about and, of course, shop each of the styles she recommends and get inspired by how we'd style each.

1. The Perfect Vintage Jeans

"These jeans are the answer to all your vintage denim prayers, complete with a high-rise '90s-esque fit and a broken-in feel, minus the hunting through flea markets and thrift stores. The Ainsworth Wash is perfect with slouchy sweatshirts and slides for weekend adventures, and the Concordia Wash can be waltzed right into the office with a button-down and some loafers. With a variety of fits, lengths, washes, and levels of stretch, there is a Perfect Vintage Jean for every woman. Owning two to three pairs is recommended to achieve maximum happiness."

How we'd style them:

2. The Cali Demi-Boot Jeans

"The Cali Demi-Boot jeans are a happy marriage between straight and boot cuts, resulting in a flirty little flare that is flattering on all legs. While they look especially delicious paired with heeled ankle boots, they are equally charming with clogs or sneakers. In a world of straight and tapered legs, these jeans will add a perfect amount of spice to your wardrobe."

How we'd style them:

3. The High-Rise Skinny Jeans

"The skinny jean is alive and well thanks to this ever-popular iteration. Waists look smaller, and legs look longer with the sky-high rise—a polished look perfectly tempered by the faded-black wash and frayed hems. This pair will become a staple in your closet for its endless versatility and awe-inspiring ability to retain its shape wear after wear."

How we'd style them:

4. The Classic Straight Jeans

"Somewhere in between a boyfriend jean and a dad jean live Madewell's Classic Straight Jean, which achieves the impossible combination of beat-up slouchiness through the leg and a fitted hip and waist. Revel in their comfiness by pairing them with a T-shirt and sneakers, or play up their sexy side with strappy heels and a flirty blouse. You will never regret putting them on, and you just might never take them off."

How we'd style them:

5. The Boyjeans

"For that cool, slightly slouchy look, it's got to be the Boyjeans. They've since come out with different versions like the Dadjeans and Tomboy jeans, but these are right on the money with that hint of roominess without losing any of the polish. I would throw these on with sneakers and a tee for an easy weekend vibe."

How we'd style them:

6. The Balloon Jeans

"If you love wide-leg jeans but find yourself yearning for a slightly more tailored look, boy does Madewell have the jeans for you. An updated take on the iconic '80s style, the Balloon Jeans offer a fitted waist, a slim wide leg, and a tapered ankle—a combination guaranteed to flatter all body types and make you prance around with joy."

How we'd style them:

Next up, I Tried 8 of Madewell's Best-Selling Basics—These Are My Honest Reviews