Jeans are a wardrobe mainstay that never go out of style—but the shoes you wear with them? That’s where things can get tricky, especially after 40. As your personal style evolves, comfort, polish, and a touch of sophistication start to matter more than ever. The wrong shoes can make even the most flattering jeans feel off, while the right pair can instantly elevate your whole look.
According to fashion stylists, there are a handful of shoe styles that consistently pair well with denim for women over 40. These options strike the perfect balance between modern and timeless, offering both style and wearability. Whether you’re running errands, heading to brunch, or dressing up your go-to denim for dinner, these are the shoes that make it all come together effortlessly. Ready to give your jeans a refresh? Here are seven stylist-approved shoes every woman over 40 should be pairing with her denim.
1. Pointed-Toe Flats
Pointed-toe flats are the epitome of elegance and functionality. They elongate the legs, giving an illusion of height and grace. Imagine slipping into a pair of sleek leather or suede flats that seamlessly complement your favorite straight-leg or cropped jeans. Choose neutral tones or chic animal prints to keep your look modern.
Avoid overly rounded toes, as they might give a dated appearance. This versatile footwear is perfect for a day out shopping or a casual lunch with friends.
Did you know? Flats have been a staple since the 16th century, worn by both men and women, proving their timeless appeal.
2. Block-Heel Ankle Boots
Cute and comfy, block-heel ankle boots effortlessly transform your casual jeans into a refined ensemble. Picture yourself in a pair that offers both style and support, perfect for those who value comfort without compromising on elegance. Tuck skinny jeans into these boots or wear them with cropped straight-leg styles to showcase the boot’s silhouette.
These boots are ideal for transitioning from day to evening events, adding a touch of sophistication.
Block heels gained popularity in the 1960s and have remained a fashion favorite due to their stability and chic appearance.
3. Loafers (Classic or Chunky)
Loafers bring a harmonious blend of polish and practicality to your wardrobe. Whether classic or chunky, these shoes offer a comfortable yet sophisticated choice for any occasion. Picture yourself in ankle-length jeans paired with a crisp blouse or blazer, complemented by your favorite loafers.
The effortless style transition from day to night makes them indispensable.
Loafers have a royal history, originating in 19th-century Norway, and continue to symbolize refined casual wear. Keep them polished for a crisp appearance.
4. Low-Profile Sneakers
On-trend and timeless, low-profile sneakers merge comfort with a dash of style. Envision minimalist leather or canvas sneakers that offer an understated yet sophisticated look. White sneakers effortlessly pair with denim in any wash, making them a wardrobe staple.
Keeping them clean and sleek ensures they exude maturity while providing ample comfort for long walks.
Sneakers were once called “plimsolls” in the UK, named for their rubber soles that made them quiet and discreet.
5. Heeled Mules
Heeled mules add a touch of height and sophistication while remaining incredibly easy to wear. Imagine slipping them on for a quick fashion upgrade. Pair them with cropped flare jeans or wide-leg denim for a fresh silhouette that turns heads.
These shoes are a perfect choice for transitional dressing, bridging the gap between seasons with ease.
Heeled mules have a rich history, with origins in ancient Rome, highlighting their enduring appeal in modern fashion.
6. Slingback Heels
Slingback heels offer a perfect blend of femininity and timelessness. These heels give your jeans a dressed-up twist, ideal for an elevated casual day. Imagine them paired with slim or straight jeans, topped with a button-down or silk blouse.
The slingback design allows for comfort without sacrificing elegance.
Slingback heels became popular in the 1950s, embraced by fashion icons for their graceful appeal.
7. Espadrilles (Flats or Wedges)
Finally, espadrilles bring an effortless charm to any denim ensemble, especially in warmer months. Visualize their soft textures and natural materials paired with relaxed-fit jeans and a flowy top. Whether flat or wedge, they offer a laid-back elegance that’s hard to resist.
Perfect for casual outings or summer events, espadrilles embody a carefree spirit.
Originating from the Pyrenees, these shoes have a storied history dating back to the 14th century, celebrated for their comfort and style.