Best Jeans For Older Men (5 Pairs You Won’t Feel Funny In)

As you age, the kind of clothes that you wear changes quite a bit. As you get older and gain more wisdom, you’ll likely find yourself liking different types of clothes than what you wore when you were in your twenties, thirties, etc. If you’re an older man and trying to figure out how to make yourself look as smart, stylish, and attractive as possible, one of the best ways to do this is by picking up a pair of the best jeans for older men.

Guys up in their years are searching all over the Internet trying to figure out what brand of jeans do grown up men wear, and prior to this guide, there wasn’t really a solid answer out there.

We know what’s hip and in for the younger crowd, but older guys need to look as great as they possibly can too!

If you’re trying to find some new jeans that will look just as good on a young adult as they will on someone with a bit more wisdom, you’ve come to the right place.

Without further ado, here are the best jeans for older men!

1. Levi’s Men’s 501 Original Shrink-To-Fit Jean


Whoever you are, there’s a really good chance you’ve heard of Levi’s before, Levi’s is one of the most well-known jean brands around, and as such, it shouldn’t come as too much of a surprise that we’ve got a number of the company’s products on this list.

The very first Levi’s jean we’re talking about is the Men’s 501 Original Shrink-To-Fit Jean. Levi’s Shrink-To-Fit design has been described as the best style jeans for every man, and this has to do with the fact that these jeans are designed to fit exactly to your waistline after just one wash.

Levi’s offers three different ways to shrink these jeans in order to get the perfect fit, and all of them work extremely well. And, in addition to this, the jeans themselves are of an extremely good quality.

They’re made out of 100% cotton, and the button and zipper closures feel extremely solid and well-made. Levi’s recommends that you wash the jeans inside out with like colors, and as long as you follow that simple rule, you’ll have a trusty pair of jeans that should last for a number of years going forward.  Click here to view Levi's Men 501 Shrink-To-Fit Jean on Amazon.


2. Wrangler Authentics Men’s Classic Regular-Fit Jean


Another iconic name in the jean world is that of Wrangler. Wrangler has been kicking out high-quality jeans for a number of years at this point, and the company shows no signs of slowing down at any point soon.

Similar to Levi’s, these Wrangler jeans are made out of 100% pure cotton. This allows the jeans to feel both comfortable and durable simultaneously, and it’s a combination that is truly made for success.

As for the design of the jeans, this is a classic fit that seems to be the most popular of all jean styles — especially for guys that have gotten up in their years. A classic fit provides for a feeling that fits nicely without being too tight, and it’s an all-around solid style for just about anyone.  Click here to see the pricing for the Wrangler Authentics Regular-Fit Jean on Amazon.


3. Levi’s Men’s 550 Relaxed-Fit Jean


Denim jeans and the middle-aged man. That’s a combo that can often be difficult to buy for, but Levi’s is once again here to save the day with its Men’s 550 Relaxed-Fit Jean. The Relaxed-Fit style here is a tad looser than what you’d find with Wrangler’s Regular-Fit, and this is a design that seems to be quite popular with the older crowd.

A looser fit for jeans is often times a bit more comfortable, and Levi’s has done a fantastic job at making this style of jean look and feel great at the same time. The 550 sits below the waist when worn, and the tapered leg and relaxed thigh all comes together for a pair of jeans that we strongly recommend for guy looking for a very comfy and solid fit.

A 100% cotton material is seen here once more, and the ability to machine wash the jeans makes cleaning them extremely easy when laundry day rears its head.  Click here to read reviews posted about Levi's Men's 550 Relaxed-Fit Jean on Amazon.


4. Signature by Levi Strauss & Co Men’s Boot Cut Jean


The next jean on our list is the Signature by Levi Strauss & Co Men’s Boot Cut Jean. This is a sub brand of Levi’s proper, and although it’s not quite as well known as the main Levi’s line of jeans, the Signature collection has kicked out some really fantastic products over the years — one of them being the company’s Men’s Boot Cut Jean.


The boot cut is another classic style that’s sure to please guys of all ages, and since this is coming from Levi, you don’t have to worry about these jeans letting you down during the day. The Signature brand is rated to offer jeans that are extremely dependable and comfy, and the boot cut style goes from the knee all the way down to the ankle.

Add all of this with the ability to machine wash the jeans and the 99% cotton/1% elastane design, and you’ve got a pair of pants that will serve you perfectly, day in and day out.

5. Lee Men’s Regular Fit Straight Jean


Our fifth and final pair of jeans that we consider to be among the best jeans for older men is the Lee Men’s Regular Fit Straight Jean. There’s nothing particularly flashy or exciting about these jeans at first glance, but that’s okay.

Lee takes a no-nonsense approach to the way it markets its products, and that’s something we’re rather big fans of.

These are jeans that are dependable, comfortable, and offer a very good fit. All of this comes in at a price point that’s extremely affordable, and when you combine all of those points together, you get a fantastically complete package.  Click here to read more about Lee Men's Regular Fit Straight Jean on Amazon.


Final Thoughts

Although buying jeans for older men might seem like a difficult thing at first, we hope this guide showed you that it really isn’t! With a little bit of savvy and clever shopping, it’s rather easy to find jeans that will serve you or the older dude in your life in the best way possible. All 5 of the jeans on this list will do exactly that, so go on, purchase one of the styles mentioned here, and start rocking your new jeans in the best way possible.