The Softest and Most Comfortable Men’s Jeans

Since there are so many options for jeans these days, it is easy to find styles that not only look good but are comfortable as well. Gone are the days of super hard, scratchy denim that take forever to break in, instead the latest styles use flexible, stretchy material and softer denim that can make you feel as though you are wearing a pair of sweatpants. We have waded through the vast options of men’s jeans and found the most popular and comfy to wear men’s jeans available.

Levis 511™ Slim Fit Stretch Jeans

People seem to have pretty strong opinions on Levi’s. The problem with some of Levi’s products is that they don’t have consistent quality and sizing through their different styles and lines. Whether you love ’em or hate ’em, you should at least check out some of their stretch styles if you are concerned with comfort. The Levis 511™ Slim Fit Stretch Jeans are building an excellent reputation as a comfortable and very good-looking pair of pants. They come in tonnes of different washes and colors with slightly different styling and details. Since they are stretch, they don’t feel super tight on, and you have a little bit of room to move around. You can bend and move in these pants much easier than ordinary Levi’s denim. If you don’t like the slim fit styles, the most popular, classic Levi styles are either the 505 Regular Fit Jean or the 501 Original-Fit that a lot of men also find very comfortable and pleasant to wear.

American Eagle AE AirFlex+ Skinny Jean

American Eagle is a great brand if you like a lot of stretch in your pants. The AE AirFlex+ Skinny Jean jean is flexible and soft and has had an excellent reputation for being one of the most comfortable jeans going. One caution about these flex styles, they are so comfy that you may have trouble going back to regular non-stretch options. They often get described (don’t let this turn you off) as being like jeggings for men, because they feel kind of like soft leggings (especially the skinny fits), but somehow they still look like a great pair of jeans. Most of the AE flex styles wash well, don’t shrink, and should last for a decent amount of time.

Available from

Wrangler Authentics Men’s Classic 5-Pocket Regular Fit Jean

If you are just looking for a no-fuss, classic, comfortable style of jeans that you are going to want to wear all of the time, you will want to check out Wrangler’s Classic 5-Pocket Regular Fit Jean. It is a wildly popular style that is Amazon’s best-selling men’s jean. You can get this style in either 100% cotton or Premium Flex Denim. If you are looking for comfort, then go for the Premium Flex option as it will be more comfortable and will give you more range of movement because of the little bit of spandex in the fabric blend. They are also great value for the price.

Available from Walmart

DUER Performance Denim

DUER is one of several startups that focuses on making super comfortable performance clothes that can adapt to different situations. Their jeans are particularly popular due to their stretch fabric that is breathable, sweat-wicking, antibacterial, and temperature regulating. Most jeans aren’t made of this kind of performance fabric that you would more typically expect to find in high tech hiking pants. Since these jeans have all these excellent features, they are great for all kinds of activities where you want to look good but stay comfy like when you are traveling.

Available from

Bonobos Premium Stretch Jeans


If you haven’t discovered Bonobos yet, you should give them a look. They are known for their great fitting, comfortable pants that feel amazing to wear. They are a little pricier than some of the other options out there, but people who are into this brand find that the quality and longevity that you get from their clothes make the price totally worth it.  They have a few different styles with four different fits and a lot of colors/washes available. Their Premium Stretch and Travel Jeans are probably your best options for pure comfort. As we know, a pant made from a stretch material is usually going to be very pleasant to wear, and the Premium Stretch is reportedly one of the best as far as comfort goes. Their Travel Jean also has stretch in the fabric, and they come in an excellent range of colors that aren’t just your basic denim. You can also depend on Bonobos quality to be very durable and the sizing reliable.

Available from Bonobos

Gap Jeans with Gapflex


With a name like Gap Jeans with Gapflex, you know these pants are going to be comfortable. Not only are they made with super soft premium denim, but they also have GapFlex stretch technology (which just means a touch of polyester and spandex in the fabric), that is important to make sure you are as comfortable as possible. Gap clothes are usually well made and tend to be consistent in their sizes. As far as shopping at Gap, you need to be on their email list and follow their sales, Gap Denim is often excluded from their general sales, but if you are patient, you can probably get a deal on them at some point.

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Lucky Brand Straight Leg Jean

Lucky Brand jeans are another excellent option if you are looking for comfort. They have a reputation for using soft, comfortable denim on most of their styles. If you are looking for extreme comfort, one style to check out is the 223 Straight Coolmax Stretch Jean. It is a looser, straight leg fit that is made from a little bit of a stretchy fabric. The other thing about Lucky Brand pants is that they are known for fitting well and being consistent and accurate in their sizing, which helps make you feel good in their designs, making you want to wear them. Their styles also tend to wear well and get softer and comfier the more they are worn.

Available from Lucky Brand

Everlane The Slim Fit Jean

Everlane’s The Slim Fit Jean is a good option for someone who is looking for comfort but also wants to stay stylish at the same time. These pants are a great combination of the two. They have a slim fit, so they aren’t loose or baggy, but the fabric has a bit of elastane, so it has a good stretch to it. A lot of men find the fit to be excellent, and the feel of the fabric to be very high quality. You can usually get them in a few different washes, including black.

Available from



Uniqlo denim, in general, is usually pretty good value, often selling for under $50, and out of the lower-cost brands, they are very often the best option as far as durability and quality for the price. You can also get Uniqlo pants hemmed in-store, usually for very little or no extra cost.

Available from Uniqlo

AG Graduate Slim Straight Leg Jeans

These Graduate Slim Straight Leg Jeans from AG are a super popular option if you want to look polished while still being comfortable.  A lot of men love wearing these jeans with a blazer, as they tend to look great with this style. They are a little bit of a vintage-looking design that comes in dark Italian denim, so they are great for casual or for dressing up. The waist is mid-rise and relaxed, so you won’t feel squeezed when you are sitting down. The leg is slim and tailored, so it is narrow but not skinny or too slim. The denim has a little bit of stretch to it and is very soft, so there is no need to break it in.

Available from Nordstrom

MAVI Jeans Straight Leg Jeans


Mavi designs clothes that are known for being high quality, having the latest fabric technology, and being a perfect fit for most men. This Mavi style is a straight leg style with a regular-rise fit, that is reportedly super comfy at the waist and are very well tailored on the leg. You can get these jeans in medium or lightweight denim that has a bit of stretch to it, and they come in A LOT of colors and washes, so there is something for everyone.

Mavi also has an outstanding selection of sizes, so if you have trouble finding your size, you may want to check them out. These are also another style that can be dressed up or down that looks equally good either way.

Available from Amazon


7 For All Mankind Airweft Denim Slimmy

One of 7 For All Mankind bestselling options is the Airweft Denim Slimmy in Commotion. Not surprisingly, they are a slim fit that comes in a few different washes, including a beautiful dark wash that works in a lot of different situations.  As far as comfort goes, style is known for being lightweight, so it is an excellent option for the warmer months.

Available from 7 for all Mankind

J Brand Tyler Slim


If you are more into designer options, a popular style to check out is the J Brand Tyler Slim. J Brand is one of many brands based out of LA that has been redefining the denim landscape for the last 10 to 15 years. Their Tyler Slim design is a mid-rise, slim-straight fit that is a little looser around the hips and is flattering on the leg. They are available in a few different, super soft denim options in various colors. J Brand is great if you are looking for a nice, almost custom fit with a luxurious and comfortable feel to it.

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