Fashion is cyclical, and one of the biggest comebacks of 2024, continuing into 2025 is the return of bootleg jeans. This silhouette—fitted through the thigh and subtly flaring out at the hem—was a staple in the early 2000s, and now it’s making waves again. We have a mind blowing Super Bowel Half Time Performance to thank.
Fashion PTSD for some but how do you style this style in a modern way? And if you’re on the shorter side, how do you make them work for your frame?
Here’s everything you need to know about rocking bootleg cuts.
The bootleg is back
The resurgence of bootleg jeans aligns with the shift toward more relaxed and elongating silhouettes. After years of skinny jeans domination and the rise of ultra-wide-leg jeans, the bootleg cut provides a balanced, flattering alternative. It elongates the legs, creates an hourglass effect, and works well for both casual and dressed-up looks.
5 style tips when wearing bootleg jeans
If you are living with a height restriction, you might worry that flared styles could overwhelm your frame. But with the right approach and shoes, bootleg jeans can actually make you look taller and more proportioned.
Opt for a high-waisted fit
High-waisted bootleg pants help elongate your legs by creating a seamless line from waist to hem. This instantly makes you appear taller and gives a sleek silhouette.
Pair with a fitted top
Since bootleg jeans add volume at the bottom, balance them with a more fitted top that hits at your waist. A tucked-in blouse, a bodysuit, or a structured blazer can also enhance your proportions.
Wear heels or pointed-toe slingbacks
A little lift can go a long way! Bootleg cuts naturally draw attention to the hemline, so wearing heels—especially pointed-toe boots or pumps—helps extend your leg line even further. If you prefer flats, go for sleek, pointed ballet flats or a flat sneaker/tennis shoe.
Keep the length just right
The hem of your bootleg jeans should lightly graze the floor without dragging. If they’re too long, they can look sloppy; if they’re too short, they can cut off your leg line. A tailor can ensure you get the perfect length.
Go for a darker wash or monochrome look
Dark-wash bootleg jeans create a streamlined, lengthening effect. If you want to maximise the illusion of height, try a monochrome outfit—like black bootleg jeans with a black top—to keep everything looking elongated and polished.
Styling bootleg jeans for different occasions
- Casual chic: Pair your bootleg jeans with a simple white tee, a leather jacket, and sneakers or ankle boots for an effortless everyday look.
- Office-ready: A fitted turtleneck tucked into high-waisted bootleg jeans, finished with a tailored blazer and pointed-toe heels, makes for a polished work outfit.
- Night out: Elevate your bootleg jeans with a satin cami, strappy heels, and bold accessories for a trendy, going-out ensemble.
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Will you be embracing the return of bootleg jeans?
ALSO SEE:
Our Fashion Editor’s 4 methods for styling barrel leg denims
Featured Image: Instagram / @deblorrain
