How to Rock Flare Jeans, as Recommended by Celebrity Stylists
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Trends have a way of making a comeback when you least expect it, and this fall, celebs like Jennifer Lopez, Katie Holmes, Margot Robbie, and Sharon Stone, among others, have decided to bring back a major blast from the past: flare jeans. This retro style was a hit back in the ‘70s and even had a resurgence during the Y2K era, but these A-listers have managed to put a fresh spin on the vintage look.

If you’re wondering how to style flare jeans, PEOPLE caught up with celebrity stylists Cassy Meier, who has styled Suki Waterhouse and previously worked with Law Roach, and Kinsey Ranee, whose clients include singers Alexandra Kay and Dylan Marlowe, to get insights on what pieces can give a modern touch to the retro denim.
In general, according to Ranee, flare jeans are “easier to style than you think.” One common mistake she notices is that people tend to force the trend rather than incorporate it into their personal style. She advises, “While it can be fun to experiment with trends, the key is to weave them into your existing wardrobe.”
Ranee suggests combining flare pants with a long-sleeve bodysuit or sweater and topping it with an oversized blazer along with boots for a fresh yet authentic look. This best-seller blazer from Amazon is made from wrinkle-resistant material, allowing you to skip the morning ironing sessions, as noted by a reviewer who found it polished and professional-looking.
Both stylists agree that flare denim suits all body shapes and heights, with Meier pointing out that incorporating these bottoms into your outfits can inject some fun into your styling, revisit some Y2K nostalgia, or just give your daily look a twist. Meier stresses finding the right style that complements your physique, whether it’s a subtle kick flare or full bell-bottoms, to ensure comfort and proper fit around the waist.
Meier emphasizes the natural bohemian vibe of flare jeans, suggesting pairing them with flowy, oversized tops that can be tucked in for a ’70s-inspired look or left out for an effortless feel. This oversized blouse on Amazon features balloon-like sleeves with a wrist-fitted design and an adjustable neckline for versatility.
For a sleek look, Meier recommends balancing the flared silhouette with slim-fitting tops and layering a leather jacket on top. This classic moto jacket is lightweight and praised for its versatility by reviewers, keeping you warm while staying stylish.
Ranee applauds flare jeans as a fun way to add personality to your wardrobe amid a sea of straight-leg and low-rise denim trends. She suggests styling them with a suede jacket and pointed-toe kitten heels for a touch of Western-inspired flair. This faux suede jacket from PrettyGarden received rave reviews for its cut, style, and softness, providing a chic layer to elevate your outfit.
To complete your look, Meier recommends opting for classic footwear like pointed-toe shoes or, for a more modern twist, square-toe boots or heels. These square-toe ankle boots from Amazon offer a contemporary touch with a sturdy heel and cushioned footbed for comfortable wear, as confirmed by a shopper who praised their elegant yet pain-free design.
In conclusion, whether you’re a fan of subtle flares or bold bell-bottoms, these expert-endorsed outfit pieces from Amazon will help you nail the flare jeans trend while staying chic and comfortable. Remember that fashion is about expressing yourself, so have fun incorporating these timeless pieces into your wardrobe this season!
