Trending Style: The Best Jeans for Women Over 50 – Prime Women
Finding a great pair of jeans that flatter your figure is the holy grail. For many years now, women over 50 have named jeans as their favorite item of clothing. You’d probably not be surprised to hear that very few prefer lingerie as something they want to wear frequently. And it turns out that older women love jeans as much as teenagers. Here’s our guide to finding the right pair of jeans plus some of our top choices for every style.
Here are some things to consider before you make your selection:
- High-rise jeans work best for most women. If you have absolutely no tummy, go for the low to mid-rise and try not to brag about them.
- Look for stretch both to show your shape and forgive any fluctuations.
- If you are ordering online, order two sizes – one bigger than you think you need and one the size you think you wear. Nothing is worse than going out to dinner in a pair of jeans so snug they cut off the connection between your stomach and your intestines (really bad for digestion, too). You can always return the other pair. Some brands even offer a ‘try it before you buy it’ option. Take advantage of this opportunity; you won’t regret it.
- Darker washes are always more slimming, but a good pair of white jeans can also be flattering for most women.
- Don’t be afraid to think outside the box. Fashion should be both fun and flattering—remember that when you’re out and about (or clicking away on your keyboard) shopping for options.
How many pairs of jeans do you really need?
According to “The Princess of Resale” Lorena Shiff, you only need five:
- One true to your size (in any shape that works best for your body type).
- One size up (for those days that you feel bloated).
- A boyfriend cut — like straight-leg or loose-fit jeans — works best for a casual weekend or running errands.
- Straight-cut jeans are great for any occasion, from casual to a party or even work. Combine them with high heels or boots and a cute clutch, and you are all set! Look for a well-fitting pull-on style for ultimate comfort.
- A boot cut or even a flared pair if you want to extend the length of your leg. The boot cut is more versatile, and you’ll keep it in your closet longer. However, flares are definitely back in style and extend the length of the leg.
I would also add a pair of white jeans to wrap up summer and look ahead to the future. They are incredibly versatile and look great with a colorful top and accessories. Also, remember that fashion should be fun! Consider adding the latest trendy jeans to your wardrobe if they flatter your body. Right now, try barrel jeans, a stacked option, ankle lengths, or even frayed hems. Just know they’ll most likely rotate out when the next trend comes along.
The bigger question is, do the jeans you currently own fit well and flatter your figure? If not, it’s time to clear out your closet and replace them with jeans you will feel good wearing every time you put them on — and since jeans are our favorite clothing item, it’s going to be often.
The Best Jeans for Women Over 50, Overall
The Best Jeans Overall:

The Best Jeans for Plus-Sizes:

The Best Jeans for Petites:

The Best Jeans for Tall Women:

Best Straight-Leg Jeans
Straight-leg jeans offer a timeless and versatile style. They provide a clean, streamlined look that can be easily paired with various tops and shoes. Look for a mid-rise or high-rise option for comfort and coverage.
With a consistent width from the hips to the ankles, straight-leg jeans create a sleek and elongated appearance, enhancing the body’s natural shape. The straight cut provides a streamlined look that flatters various body types, offering a balanced and tailored aesthetic. Additionally, this style of jeans can be easily dressed up or down, making them a versatile wardrobe staple suitable for any occasion. These jeans offer timeless style and effortless sophistication, whether paired with heels for a polished ensemble or sneakers for a casual look.

Cynthia Stretch High Rise Straight Jeans, $168
Pros: These figure-flattering jeans are designed to be fitted at the waist, hip, and butt with a relaxed fit in the leg. They’re available in 4 washes and come in sizes 23-34.
Best Super-High-Waisted Jeans

Best Low-Rise Jeans

Best Slim-Fit Jeans

Best Skinny Jeans

The Best Wide-Leg or Flare Jeans
Wide-leg (a.k.a. flare) jeans are a stylish and comfortable choice for women over 50. They provide plenty of room and movement, making them a practical option for everyday wear. Other benefits include offering a flattering silhouette for women by accentuating curves and elongating the legs.
The gradual flare from the knee down balances out the hips and thighs, creating a proportional and slimming effect. This subtle flare adds movement and flow to the outfit, enhancing femininity and elegance. Flare jeans also have a retro-inspired charm, adding a stylish flair to any ensemble.
The Best Wide-Leg Jeans:

The Best Barrel-Leg Jeans:

The Best Baggy Jeans:

The Best Flare Jeans:

Bootcut Jeans
These jeans have a slight flare at the bottom, balancing the hips and thighs. They can be dressed up or down, providing a classic look that works well for mature women.
Bootcut jeans are universally flattering on women for several reasons. Firstly, they feature a slight flare from the knee down, creating a balanced silhouette that elongates the legs and provides a slimming effect. Secondly, the subtle flare allows for comfortable wear over boots or heels, making them versatile for various footwear styles. Similar to flared jeans, the wider leg-opening balances out the hips and thighs, creating a more proportionate and streamlined look.

Watch the video below for more tips on finding jeans that fit, and subscribe to our YouTube channel for more fashion, lifestyle, and fitness videos.
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