Best Jeans For 50-Year-Old Man That Dont Feel Dated

In this article, we have reviewed the best jeans for 50-year-old man that dont feel dated. If you are in a hurry, the table below gives a quick snapshot of the top ones.

Top Choice
Levi's Men's 501 Original Fit...
Second Choice
Wrangler Authentics Men's...
Best Value
Lee Men's Regular Fit Straight...
What's good?
99% Cotton, 1% Elastane, Regular through seat and thigh, Sits at waist, Straight leg
99% Cotton, 1% Spandex, Relaxed fit, Durable flex denim
100% Cotton, Regular fit, classic fit
What could be better?
Nearly perfect.
Can be a bit tighter than normal relaxed fit
Can be a bit baggy in the thighs
Prime
-
-
Top Choice
Levi's Men's 501 Original Fit...
Best Jeans For 50-Year-Old Man That Don't Feel Dated
What's good?
99% Cotton, 1% Elastane, Regular through seat and thigh, Sits at waist, Straight leg
What could be better?
Nearly perfect.
Prime
-
Second Choice
Wrangler Authentics Men's...
Best Jeans For 50-Year-Old Man That Don't Feel Dated
What's good?
99% Cotton, 1% Spandex, Relaxed fit, Durable flex denim
What could be better?
Can be a bit tighter than normal relaxed fit
Prime
Best Value
Lee Men's Regular Fit Straight...
Best Jeans For 50-Year-Old Man That Don't Feel Dated
What's good?
100% Cotton, Regular fit, classic fit
What could be better?
Can be a bit baggy in the thighs
Prime
-

Last update 2021-05-08 / Affiliate links / Images from Amazon Product Advertising API

Can you still wear jeans in your 50s? Or should you go for chinos and trousers?

When jeans were simply workwear, they had no age bar. They looked as good on a 25-year old as on a 50-year old. 

 

Best Jeans For 50-Year-Old Man That Dont Feel Dated

 

Over the years, however, jeans have undergone quite a change. Their simplicity has disappeared. There are now dozens of colors and washes and thousands of fit.

Today, blue jeans are a fifteen billion-dollar industry in the United States, growing at more than 5.8% CAGR by 2023.

As you get older, you may find yourself liking different types of clothes than what you wore when you were in your thirties.

The trick to finding age-appropriate jeans is finding the perfect fit. Let’s explore some timeless fit jeans in this article.

Our Top Choice: Levi’s 501 Original Fit Jeans

The Levi's Men's 501 Original Fit...  is our top choice for the best jeans for 50-year old that don’t feel dated.

Key Features

  • 99% cotton, 1% Elastane
  • Button Closure
  • Sits at waist
  • Regular through seat and thigh
  • Straight leg
  • Button fly

Best Jeans For 50-Year-Old Man That Dont Feel Dated

#1 Levi’s 501 Original Fit Jeans

Levi's 501 Original Fit Jeans

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Levi’s 501 original fit is the best style of jeans for every man. It fits exactly at your waistline and can be worn by almost all body types and sizes.

Features and Benefits

  • Fit. Levi’s 501 original fit has a classic straight fit from top to bottom.
  • Body Type. Almost all body types can wear Levi’s original jeans. The fit is not too tight and not too loose, either.
  • Material. It is made of 99% cotton and 1% Elastane. It gives a very comfortable fit. The jeans themselves are of outstanding quality.
  • Button Fly. The jeans have a button-style fly that is timeless and evergreen. The button and zipper closers are extremely solid and well made. The signature button fly is a key detail that defines the 501 jeans.
  • Two Horse Patch. The iconic horse patch celebrates the strength and quality of Levi’s jeans.
  • Rise. The jeans sit comfortably at the waist. It is designed to fit exactly at your waistline.
  • Rivets. The copper studs help reinforce the denim. The rivets and small red tab is always present and recognizable with any pair of Levi’s jeans.

Levi's 501 Original Fit Jeans

Why should you buy it?

These straight fit jeans are suitable for almost everyone. The style is widely available and comfortably fits at the waist. It is not too tight and not too loose, either.

Levi's Men's 501 Original Fit...
46,882 Reviews
Levi's Men's 501 Original Fit...
  • Sits at waist
  • Regular through seat and thigh
  • Straight leg
  • Fly Button design

Last update 2021-05-08 / Affiliate links / Images from Amazon Product Advertising API

 

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#2 Wrangler Authentics Men’s Jean

Wrangler Authentics Men's Jean

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This Wrangler Authentics is a regular fit pair of jeans. This versatile jean is made with durable materials and built for long-lasting comfort. 

Features and Benefits

  • 100% Cotton Denim. The jean is made of 100% durable cotton fabric. These jeans are built to last and allow you to move with comfort throughout the day.
  • Relaxed Fit. The jean is built with a relaxed fit through the seat and thigh. It sits at the natural waist for a comfortable with a classic cut.
  • Five-Pocket Style. This jean is made with a classic five-pocket styling: one watch pocket, two front pockets, and two back patch pockets.
  • Heavy-Duty Hardware. The jean is finished with heavy-duty hardware for long-lasting quality. It has a brass zipper fly, button closure, and durable reinforced stitching.
  • Function Meets Style. This stretch denim is built for comfort and durability. It is designed with a timeless fit and will be your new closet staple.

Wrangler Authentics Men's Jean

Why should you buy it?

These classic fit jeans fit nicely, and it is an all-around solid style that fits comfortably with anyone. They are great for everyday wear.

Wrangler Authentics Men's...
29,800 Reviews
Wrangler Authentics Men's...
  • RELAXED FIT. Built with a relaxed fit through the seat and thigh, this classic five-pocket jean sits at the natural waist for a comfortable fit.
  • DURABLE MATERIALS. Made with durable flex denim, these jeans are built to last and will allow you to move with comfort throughout the day.
  • FUNCTION MEETS STYLE. From a lunch date to a night out, this stretch denim jean is built for comfort and durability. Designed with a timeless fit, these jeans will be your new closet staple.
  • HEAVY-DUTY HARDWARE. Finished with heavy duty hardware for long-lasting quality. Brass zipper fly, button closure and durable reinforced stitching.
  • FIVE POCKET STYLING. This jean is constructed with an authentic five pocket styling: (1) watch pocket, (2) front scoop pockets, (3) back patch pockets.

Last update 2021-05-08 / Affiliate links / Images from Amazon Product Advertising API

#3 Lee Men’s Regular Fit jean

Lee Men's Regular Fit jean

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These jeans are dependable, comfortable, and offer a perfect fit. It is extremely affordable, along with providing a good quality fabric.

Features and Benefits

  • Regular Fit. This regular fit jean sits at the waist and features a straight fit through the seat, leg, and thigh. It is made with a 16-inch leg opening. This regular fit provides a tailored look that keeps you comfortable all day long.
  • Classic 5-Pocket Styling. This classic fit jean is designed with an authentic 5-pocket styling: two plain back pockets, two front pockets, and one watch pocket. It is perfect for most occasions.
  • Jeans For All. This regular fit jean is available in heavyweight and midweight denim with a wide variety of washes, finish and fits. This pair of jeans fits every style.
  • A Lifetime Of Quality. The jeans are made with durable, long-lasting fabrics. Lee is committed to designing clothing that conforms to your body and allows you to move freely.
  • Specifications. It has a zipper-fly with button closure, leg opening at 16-inches, and signature label at the back of the waistband.

Lee Men's Regular Fit jean

Why should you buy it?

This pair of jeans is perfect to fit every style and occasion. It provides a tailored look that keeps you comfortable all day and offers a good fit.

Lee Men's Regular Fit Straight...
13,166 Reviews
Lee Men's Regular Fit Straight...
  • REGULAR FIT. This classic jean sits at the waist and features a straight fit through the seat, leg, and thigh. Made with a 16-inch leg opening, this regular fit jean provides a tailored look that keeps you comfortable all day long.
  • CLASSIC 5-POCKET STYLING. A classic fit jean designed with an authentic five-pocket style. Our bestselling straight leg jean is designed with a timeless five-pocket style, perfect for most occasions.
  • JEANS FOR ALL. This jean is available in heavyweight and midweight denim with a wide variety of washes, finishes, and fits. Add a classic denim jean to your everyday rotation or try out a new alternative wash -- there's a pair of Lee jeans to fit every style.
  • A LIFETIME OF QUALITY. For over 100 years, Lee has produced quality apparel with durability and long-lasting construction in mind. Lee is committed to designing clothing that conforms to your body, allowing you to move through life freely.
  • SPECIFICATIONS. Zipper fly with button closure, signature label at back waistband, leg opening: 16".

Last update 2021-05-08 / Affiliate links / Images from Amazon Product Advertising API

 

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#4 Dickies Straight Fit Jeans

Dickies Straight Fit Jeans

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The dickies straight fit jeans is a work pant built of 100% heavyweight cotton denim. It features a triple-stitched seam for durability.

Features and benefits

  • Durable style. The dickies work jean is built of 100% heavyweight cotton denim. It has five-pocket styling and has everything you want in a pair of pants with a classic fit and straight leg.
  • Superior Construction. These jeans feature a seven keystone belt that prevents bunching, deep front and back pockets, and a coin pocket. There is a signature stitching at the back pocket for timeless dickies style.
  • Quality Denim Wear. It features triple-stitched seams for extra durability, brass rivets that prevent rips at stress points, and fail-proof heavy-duty brass zippers.
  • Trusted Name. It is the world’s leading performance workwear brand. It has been making quality workwear and apparel since 1922.  

Dickies Straight Fit Jeans

Why should you buy it?

The dickies straight fit jeans are perfect workwear jeans. It delivers a classic style and long-lasting comfort with triple-stitched seams for extra durability.

Dickies Men's Regular Fit...
10,657 Reviews
Dickies Men's Regular Fit...
  • DURABLE STYLE: Our authentic Dickies work jean is built of 100% heavyweight cotton denim twill with a traditional 5-pocket styling. It has everything you want in a pair of jeans with a classic fit & straight leg. Engineered to last & priced to please.
  • SUPERIOR CONSTRUCTION: These comfortable jeans feature 7 keystone belt loops that prevent bunching, deep front & back pockets plus a coin pocket large enough to hold a small pocketknife & signature stitching on the back pockets for timeless Dickies style.
  • QUALITY DENIMWEAR: Our popular line of rugged jeans are ready to work or play in any situation with classic style featuring triple-stitched seams for extra durability, brass rivets that prevent rips at stress points, & fail-proof heavy duty brass zippers
  • TRUSTED NAME: The world's leading performance workwear brand, Dickies has been making quality workwear & apparel since 1922. All Dickies clothing offers superior craftsmanship & unmatched value to deliver classic style & long-lasting comfort every day.
  • We make jeans, outerwear, school & work uniforms, sports shirts, kids wear, hats, socks, underwear, boots, gloves, belts, eyewear, backpacks, bags & much more.

Last update 2021-05-08 / Affiliate links / Images from Amazon Product Advertising API

#5 Lee Tapered Leg Jean

Lee Tapered Leg Jean

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Lee’s tapered leg jeans are designed to fit men who need more room through the seat and thighs. It features a flexible waistband that adapts to your body.

Features and Benefits

  • Straight Fit. With a straight fit through the hip and thigh, these jeans sit just below the waist. It features a comfortable and flexible waistband for natural comfort.
  • Five-Pocket Styling. This classic fit jean is designed with an authentic five-pocket style: two plain back pockets, two front pockets, and one watch pocket.
  • Extreme Stretch Fabric. The extreme stretch fabric makes bending, crouching, stretching, and moving very comfortable.
  • Quality. The fabric is durable and long-lasting. The jeans conform to your body and allow you to move freely.
  • Specifications. It includes a zipper fly with button and leg opening at 15.75-inches.

Lee Tapered Leg Jean

Why should you buy it?

These jeans are designed to fit men who need more room through the seat and thighs. With performance stretch fabric and flexible waistband, these jeans are designed to keep up with every move.

Lee Men's Performance Series...
11,316 Reviews
Lee Men's Performance Series...
  • STRAIGHT FIT. With a straight fit through the hip and thigh, these jeans sit just below the waist with an Extreme Flex waistband for natural comfort.
  • CLASSIC 5-POCKET STYLING. A classic fit jean designed with an authentic five-pocket style. Our bestselling straight fit jean is designed with a timeless five-pocket style, perfect for most occasions.
  • JEANS FOR ALL. This jean is available in a midweight denim with a wide variety of washes, finishes, and fits. Add a classic denim jean to your everyday rotation or try out a new alternative wash -- there's a pair of Lee jeans to fit every style.
  • A LIFETIME OF QUALITY. For over 100 years, Lee has produced quality apparel with durability and long-lasting construction in mind. Lee is committed to designing clothing that conforms to your body, allowing you to move through life freely.
  • SPECIFICATIONS. Zipper fly with button closure, signature label at back waistband, leg opening: 15.75".

Last update 2021-05-08 / Affiliate links / Images from Amazon Product Advertising API

 

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#6 34 Heritage Men’s Charisma Comfort jeans

34 Heritage Men's Charisma Comfort jeans

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34 Heritage is a premium denim brand. It features an excellent fit and outstanding comfort overall.

Features and Benefits

  • Fit. With a high-rise, relaxed leg opening and a flattering straight leg, this pair of jeans is an effortless classic. The trim thighs eliminate the extra material and fabric. An elegant straight leg follows till the bottom.
  • Comfort Stretch.  A higher proportion of Elastane gives this superior stretch the maximum comfort.
  • Elastic Waistband. The elastic waistband gives maximum comfort and is all-day wear but reinforced to ensure that it won’t bag out. The classic waist with a higher back rise gives the most comfort.
  • Double Belt Loop. The double belt loops can accommodate thicker and thinner belts without any slack.
  • Rise. It has an 11-inch front rise and a 16.5-inch back rise.

34 Heritage Men's Charisma Comfort jeans

Why should you buy it?

It is a great pair of jeans for men who want more freedom to move and crave a roomier fit. This pair of jeans is versatile in a clean dark wash and is an age-appropriate look that feels modern and stylish. Designed in ultra-soft and stretchy fabric, they are most comfortable.

34 Heritage Men's Charisma...
123 Reviews
34 Heritage Men's Charisma...
  • With a higher rise, relaxed leg opening and a flattering straight leg fit, this pair is an effortless classic.
  • Item : 001118-12781
  • 11” Front Rise
  • 16.5” Back Rise
  • 26” Thigh

Last update 2021-05-08 / Affiliate links / Images from Amazon Product Advertising API

Buyer Guide: Best Jeans For 50-Year-Old Man That Dont Feel Dated

Waist Size

Waist size is not an issue for everyone. Some men will go from 20 to 30 to 60 to 90 with the same waist size or maybe close to it. Some men have an expanding waistline as they age. Your waist size affects your fit. Like, if jeans seem to be tight in the thigh, you may need to go a waist size up.

Fit

Right fit is an important factor to consider before buying a pair of jeans. If you are built heavy in the middle and legs, go for a relaxed or comfortable fit. If you are a skinny guy who likes the tight fit, go for a slim or skinny style.

 

Best Jeans For 50-Year-Old Man That Don't Feel Dated

Rise

It gives an estimate of how high the jeans are worn. “High rise” comes to a natural waist while “low rise” comes over the hips. Most jeans usually rise a little above the hips. It varies from brand to brand.

The Length

When it comes to the length of your pants, you would want a break where your feet begin. The length of your pants is important for how they look on you. The length is the inseam measurement, starting from the crotch and way down to the leg opening.

Style

For a classic look to pair the denim with a blazer, go for mid-rise jeans in a dark wash with no fading. You can pair it with boots or brown shoes to make it look more elegant. For a classical look with polos, go for a slight fading, mid-blue wash, or darker.

Frequently Asked Questions: Best Jeans For 50-Year-Old Man That Dont Feel Dated

What kind of jeans should skinny men wear?

Slim jeans or straight fit jeans are best for smaller builds. Skinny jeans are great as well, but you should avoid styles that taper in at the hem. It makes your legs look slimmer.

 

Best Jeans For 50-Year-Old Man That Don't Feel Dated

How do you buy denim jeans?

Always buy jeans based on your body type. Understanding the right fit according to your body type will help you better understand what to shop for. The right fit starts at your waist. Ensure you can fasten your belt without your waistline cinching. Classic regular fit jeans will have a mid-rise, so it’s not too tight or too loose and baggy.

How long should jeans be?

The length of your jeans should be long enough to have a full break. It looks more polished and sharp. If you have a perfect pair of jeans, but they are too long, you need to get them altered by a tailor to the proper length. It will give a perfect fit and comfort.

Conclusion

Jeans are the perfect pair for outdoors, casual get together, and casual office meets. The right pair of jeans for 50-year older men who look and feel age-appropriate starts selecting the style that appeals to them and choosing the appropriate length and size.

 

Best Jeans For 50-Year-Old Man That Don't Feel Dated

 

In our opinion, Levi's Men's 501 Original Fit...  is the best choice as it comfortably sits at the waist and suitable for almost all body types. The Wrangler Authentics Men's...  is our next best choice because it is durable and built for long-lasting comfort.

Suppose you are looking for a value for money option. In that case, you can also consider the Lee Men's Regular Fit Straight... , which offers excellent value and features at a very reasonable price point. 

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About Rachel Ann

Rachel Ann Tee-Melegrito is a licensed Occupational Therapist in the Philippines and in the United States. She has a Masters in Education with a major in Child Development and Education. She currently teaches at one of the top 4 universities in the Philippines. An INFJ-T, Rachel is introverted yet idealistic, a perfectionist yet also a sensitive, empathetic person. She is a creative individual who loves learning, reading, designing, and writing. She lives in the Philippines with Kenn, her husband, Cali, their daughter, and Pepper, their Mini Schnauzer.