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Denim — like white button-downs, black T-shirts, and a just-right crewneck sweatshirt — is one of those deceptively simple outfit staples that can be overwhelming to shop for. To find out what new and old denim is actually worth buying, we asked stylish women of all shapes and sizes to tell us about the jeans that suit their body, hold up to multiple washes, and pair just as easily with a slim heel as with white sneakers. We spoke with 28 stylish women, including designers, photographers, and businesswomen, to get their favorites. To ensure we left no acid-washed stone unturned, we also culled our archives for jeans recommended by celebrities we’ve interviewed over the years, including Aly and AJ Michalka and Brie Larson.
For people who don’t like the severe taper of a skinny-leg jean, or any sort of flare, the best middle-of-the-road option is a straight leg. Alysia Alex, art and design partnerships manager at Ban.do, always returns to these jeans from Everlane, which run ankle-length on her five-foot-four frame. “They’re so affordable, and fit true to size in all the right places (they’re called cheeky for a reason).”
love the classic high-waist American Apparel jean,” says photographer Ysa Pérez. “I’m quite short and don’t do the midriff thing — but I love being able to tuck sweaters and shirts in the jeans.” Pérez, who has had her pair since 2015, calls the material “really durable,” and says the price point is part of the appeal. “They don’t break the bank…it’s a pretty reasonable price for some good quality jeans,” she says. With their vintage-inspired cut, the jeans have a flattering straight leg that tapers at the ankle, making them ideal for wearing with boots this fall.
Stoney Clover Lane co-founder Kendall Glazer told us she had a difficult time finding the right pair of jeans until she landed on these. “I’m short and like to have my ankles showing in jeans, don’t want them too skinny or tight, and obviously want them to be flattering,” she says. “When I finally discovered the Mother The Tomcat jeans in The Confession it was the best day. Pre-COVID, I would wear them to brunch, to work, and out at night. Now they’re my go-to when it’s time for a break from sweatpants.
We sorted them according to fit and style for easy reference — straight-leg, skinny, cropped, wide-leg, mom, bootcut, ripped and distressed, raw denim, vintage, and maternity — though some items may occupy multiple categories. And if you’re looking for the best plus-size jeans, we’ve rounded those up, too.
Straight-leg jeans :
For people who don’t like the severe taper of a skinny-leg jean, or any sort of flare, the best middle-of-the-road option is a straight leg. Alysia Alex, art and design partnerships manager at Ban.do, always returns to these jeans from Everlane, which run ankle-length on her five-foot-four frame. “They’re so affordable, and fit true to size in all the right places (they’re called cheeky for a reason).”
NYDJ Sheri Slim Jeans :
Celebrity makeup artist Kelsey Deenihan wears black jeans almost every day, and this pair from NYDJ is her go-to. “They’re SO comfortable and even better, flattering, for ladies like myself who have that booty,” she says of the jeans, which are available in sizes 00–28 and feature “Curves 360” denim, a material that molds and shapes the body. “They have the perfect amount of stretch — they hardly feel like denim,” says Deenihan. “I don’t like feeling too constricted, especially with all my travel and work, so these are great. Also, love me a brand that celebrates women with curves.”
Levi's Wedgie High Waist Straight Jeans :
love the classic high-waist American Apparel jean,” says photographer Ysa Pérez. “I’m quite short and don’t do the midriff thing — but I love being able to tuck sweaters and shirts in the jeans.” Pérez, who has had her pair since 2015, calls the material “really durable,” and says the price point is part of the appeal. “They don’t break the bank…it’s a pretty reasonable price for some good quality jeans,” she says. With their vintage-inspired cut, the jeans have a flattering straight leg that tapers at the ankle, making them ideal for wearing with boots this fall.
Mother The Tomcat Jeans :
Stoney Clover Lane co-founder Kendall Glazer told us she had a difficult time finding the right pair of jeans until she landed on these. “I’m short and like to have my ankles showing in jeans, don’t want them too skinny or tight, and obviously want them to be flattering,” she says. “When I finally discovered the Mother The Tomcat jeans in The Confession it was the best day. Pre-COVID, I would wear them to brunch, to work, and out at night. Now they’re my go-to when it’s time for a break from sweatpants.
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