Best Summer-to-Fall Styles for Women Over 40


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If there’s one thing that can single-handedly carry your wardrobe from summer into fall, it’s a great pair of jeans. They’re substantial enough to make a breezy summer top feel a little more autumn-ready, but they don’t require you to commit to sweaters, coats and boots before the weather actually cooperates, either. Basically, when you’re stuck in that awkward in-between period, jeans are the wardrobe MVP.

The best part? Once temperatures finally drop, your favorite denim is already ready for the job. Pair a straight-leg style with a cozy sweater, tuck a tee into a wide-leg pair with loafers or throw a jacket over your favorite ankle jeans for an easy everyday outfit. These 10 pairs from J.Jill make a strong case for refreshing your denim drawer now — because the right jeans can be the foundation for pretty much every fall outfit you’ll want to wear.

10 Effortless Summer-to-Fall Jeans From J.Jill

1. Fringe Benefits: A little fringe goes a long way. These high-rise kick-flare jeans are made with supersoft stretch-denim fabric that feels easy enough for all-day wear. A subtle fringed hem gives the classic silhouette a fresh update that’s still easy to style!

2. Denim, Elevated: These aren’t your average wide-leg jeans. The dark wash and trouser-inspired silhouette give this pair a polished look, while a luxe cotton, Tencel, Lyocell and silk blend is drapey and soft against the skin. Slip on a blazer and loafers for a sophisticated office outfit, or keep things casual with a simple tee.

3. Wide-Leg Wonder: This best-selling wide-leg pair makes a convincing case for adding them to your fall rotation. The relaxed shape has plenty of room without veering into overly baggy territory, and the cotton-stretch denim blended with Tencel is soft for long days. Consider them an easy upgrade from your everyday straight-leg jeans.

4. Classic Cut: When in doubt, go straight-leg. This classic silhouette runs straight from your hip to the hem, creating a sleek foundation for just about any fall outfit. It’s a comfortable pair, thanks to the below-the-waist rise and cotton-stretch denim — and the full-length design can be cuffed when you want to show off your favorite shoes.

5. Artisanal Touch: A neutral jean is super versatile, and this creamy shade makes a particularly pretty case for branching out. The softly flecked texture gives the cotton-spandex pair a boutique feel, and the polished straight-leg fit keeps it looking refined. Try it with a lightweight sweater and loafers for an outfit that feels instantly ready for fall.

6. Desk-to-Dinner Denim: Who says jeans can’t be polished enough for plans after work? This full-length, wide-leg pair feels more refined than some other pairs — almost like a pair of trousers. The cotton-Tencel denim fabric has a soft drape, creating a sophisticated silhouette that can handle a day at the office before heading straight to dinner.

7. Long-Leg Look: The easiest way to make your legs look miles long? A good pair of flares. These modern jeans fit securely through the waist and hips, then subtly flare out at the knee, immediately lengthening the look of your leg. Wear them from daytime errands to evening plans without a second thought.

8. Statement Denim: Ready to venture beyond your standard straight leg? This barrel-leg pair brings some personality to your denim drawer with a curved silhouette that’s relaxed through the thigh, then tapers off at the ankle. It’s made with a less stretchy, vintage-inspired denim fabric that gets even prettier with each wear and wash.

9. Slim & Streamlined: If you love a slim jean but don’t want to feel squeezed into it, this best-selling pair could be your sweet spot. It has a tailored, slim-leg silhouette that skims right from your hip to your ankle without a hint of constriction. The ankle-length silhouette also makes it easy to show off ballet flats now and boots once fall is in full swing.

10. Boyfriend, Refined: Classic boyfriend jeans get a slightly more polished makeover in this slimming silhouette. They’re relaxed enough to be comfy all day, and you can wear the hem cuffed for a more casual look or leave it loose for an effortless, elevated finish. Pair them with a crisp button-down now, then swap in a cozy sweater when the temperatures finally drop.



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