Why it’s Great: The Lake Shores are Mugsy’s signature take on casual denim, designed with comfort as the core priority. The medium-blue wash and subtle fading give them a lived-in look from the first wear, while the brand’s signature stretch denim keeps them feeling soft and flexible all day. They’re the kind of jeans that make sitting, moving, or traveling feel effortless without ever looking too relaxed.

How they feel: The blend of cotton, rayon, polyester, and spandex delivers an ultra-soft hand feel that’s noticeably smoother than traditional denim. They move naturally with your body, making them ideal for long days or travel where comfort matters most.

Flaws but not dealbreakers: The lighter, flexible fabric doesn’t offer the same structure as raw or heavyweight denim. They’re more suited to casual or business-casual wear than dressier fits.

Material: 68% Cotton, 19% Rayon, 11% Polyester, 2% Spandex | Sizes Available: W: 28–44, L: 30–36 | Color: 23 options | Fit: Classic Mugsy

Why it’s Great: When you want a classic pair of jeans, you go to an upstanding, heritage brand. It doesn’t get much more original than Levi’s. This pair of 501s (original fit) comes in selvedge denim, meaning giving the cuff a little roll-up will bring a bit of verve to your outfit. Plus, the dark indigo means you can experiment with outerwear, smart jackets, suave overcoats and chic shirts to bring an edge to your look.

How they feel: This is shrink-to-fit denim (STF, as the heads call it), meaning the jeans will shrink 1” on the waist and 2-3” on the leg. So adjust your purchase size with this in mind. Wash in hot water three times and dry. Then, as users/reviewers suggest, it will work out fine.

Flaws but not dealbreakers: If you have commitment issues, these aren’t the jeans for you. However, the need to shrink and break in means that a lifelong bond will be formed with these iconic jeans.

Material: 100% Cotton | Sizes Available: W: 28-42, L: 29-36 | Colors Available: 1 | Fit: Signature straight fit

Why it’s Great: If you like your comforts fast, cheap and sexy (easy now) then these Uniqlo jeans are for you. The brand claims it has the feel of sweatpants, suggesting super soft wear and muchos muchos stretch. They achieve this with the polyester, Lyocell and Spandex blend. These heady heights of comfort are rarely found in a pair of jeans.

How they feel: I would suggest reserving these jeans for casual occasions. The fabric doesn’t have the aesthetic quality of a good raw or selvedge denim. They are reserved for when you need a snug feeling and ease of motion.

Flaws but not dealbreakers: As well as your mind being ripped open by coziness, let the lower price point prepare you for the potential for rips on the fabric too.

Material: 70% Cotton, 20% Polyester, 9% Lyocell, 1% Spandex | Sizes Available: XS-XXXL | Colors Available: 4 | Fit: Slim

Why it’s Great: The brilliance of these Ralph Lauren stretch jeans is by combining the worn-washed denim with an elegant stretch. The slim style means it won’t get in the way of everyday tasks, be it cycling to work, lifting heavy objects, or sprinting for the bus.

How they feel: “What the hell is elasterell-p?”… I just read in my notes. It is the proper name for stretch polyester. Part of this definition requires that elasterell-p can stretch 100% of its original length, and then rapidly and quickly revert to its original constitution. Bosh. You can see how this property added to denim would be comfort-enhancing.

Flaws but not dealbreakers: This pair of jeans excels at what it does: casual, stylish, washed denim. The lighter hue means it’s not as versatile as a darker indigo wash and can’t breach into more formal attire.

Material: 94% cotton, 5% elasterell-p, 1% elastane | Sizes Available: W: 28-42, L: 30-34 | Colors Available: 1 | Fit: Signature slim fit

Why it’s Great: This pair of raw denim jeans oozes cool. The “seagull” painted flick on each buttcheek will mark you out as “in the know”. It gives off a whiff of streetwear, but only subtly, so you can incorporate the style into other looks easily too.

How they feel: The raw denim needs commitment. It might be months before Tokyo’s underground street drifting community gets to see you rocking these bad boys. Text a few pals, explain the situation, and hang in there. Once you’re there, it will be soft, malleable and moreover, individualized for as long as the denim lasts.

Flaws but not dealbreakers: If you want instantly comfortable jeans because you need to work in them, or just simply refuse to participate in delayed gratification, then these jeans won’t be for you.

Material: 100% Cotton | Sizes Available: 28-38 | Colors Available: 1 | Fit: Carrot

Why it’s Great: ‘Cuz they’re interesting. The two-tone style suggests reused/surplus fabrics when in reality, both tones are constructed from pure cotton. The aesthetic is both misleading and true. I love it. And that rightly sums up this pair’s mysterious allure. Plus, the custom “A” stitching at the back gives it an intentionally “model-off-duty” look that only a white vest and a pair of tiny-framed glasses could compliment.

How they feel: It has a casual bent. However, its more fashionable appearance means that you can indulge it with luxurious overcoats, derbies, and billowy jackets to achieve a formal nonchalance (which is a delicious oxymoron don’t you think?)

Flaws but not dealbreakers: If you couldn’t care less about looking devastatingly chic, then turn the page.

Material: 100% Cotton | Sizes Available: W: 28-34 | Colors Available: 1 | Fit: Relaxed

Why it’s Great: Japan Blue Jeans are produced in Kojima, Japan (shockingly). This town is home to many vintage selvedge looms and also the famous “Jeans Street ”. These two facts should give you some inkling as to the dedication, passion and honor that Japan Blue gives to its denim. These chic mid weight white jeans are for denim heads who don’t mind splurging on the best Japanese denim.

How they feel: Despite being raw, the one wash and midweight fabric will give it a slight softness to help the break-in period.

Flaws but not dealbreakers: In addition to all of the raw denim complications, the white tone is a scary one for some. I find white jeans difficult to style. Despite saying that, when it works, they can look so debonair. For some reason, an indigo denim jacket or a green jacket (chore, cord, linen) really goes well and so do brown suede shoes. Generally, a pair of white jeans suits the warmer months for its light reflective and cooling properties. If you want to be super aerated wearing denim, bust on a pair of baggy jean-shorts, AKA, jorts.

Material: 100% Cotton | Sizes Available: W: 28-38 | Colors Available: 1 | Fit: Relaxed Taper

Buying Considerations for Comfortable Jeans

Material

This is key to your decision-making process in terms of comfort and suitability. Raw denim is unwashed, untreated, and not shrunk. It is therefore stiff at first but over time it will morph into your unique patina, will soften and become super comfortable. Remember that raw denim will shrink to size after purchase. Regular denim is non-stretch by nature but will have been softened, treated and shrunk to size. It will also mold to your body after a while and will continue to get softer and more comfortable. Just DON’T wash it too often, if at all if you can avoid it.

Style 

This is determined by design and color. The Evisu painted “seagull”, or the two separate fabric tones used by Axel Arigato are good examples of unique design.Color usually sits on the spectrum of indigo (since that was traditional in denim), black or white.

Fit

Fit has a large role to play in determining the jeans style too. Options include but aren’t limited to skinny, slim, straight, baggy, loose, wide, tapered, carrot, or flare. At the moment, folks are opting for straight or slightly baggy fits to mimic 90s/00s trends.

Why you should trust us

I’ve been modeling for top brands for over a decade and writing for top fashion publications for over five years. In that time, I’ve come to know the industry very well. For this review, my direction was twofold: stretch material and raw. I scoured the internet. Used my memory of brands, and my own humble humdrum experience of wearing denim on the reg. I then sought the most stylish and comfortable pieces online, always ensuring there was enough stock for the punters (you).

Final Verdict 

Remember that most jeans by top brands can be comfortable. I emphasize the quality of produce and care for your jeans while they’re under your supervision. Get the fit right.

Decide how long you’re willing to wait for them to achieve peak comfort. Then search out your preferred style. We’ve chosen the Asket Washed Denim Jeans because they have a choice of two likable tones, come in an immediately soft but still quality organic cotton denim, and have a conventional fit. They are the perfect casual and comfortable jeans for men.