The Top Fall and Winter Jeans Trends for Men

We Round Up the Best Men's Jeans to Wear in Fall

While men's fashion trends don't change as much as women's from year to year, you'll typically see a few new key trends emerge in men's jeans each spring and fall with the designer runway collections. This fall and winter, the new men's jeans trends include updates to the trendiest fit, wash and finishing touches of men's denim — with lots of choices for men who want to try new styles.

Here are the most important jeans trends for men — and the women who help them shop — to be aware of this fall. Plus, I've got your back with style tips on how to wear these jeans now.

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Cuffed Jeans for Men

Cuffed jeans for men
Vanni Bassetti/Getty Images

Cuffed jeans are a key fashion trend for men wanting to look current this fall. Unlike the fussy, perfectly ironed cuffs of seasons past, though, the new jeans cuffs for men are more casually rolled and can be wider (aka taller). This is a masculine style that evokes James Dean-era cool and is a great way to upgrade any jeans outfit, from casual to dressier looks. A cuff also adds some weight to your pant legs, which can help jeans hang more attractively.

To achieve this style, simply flip up the ends of slim-cut jeans so the seam shows, creating a cuff that's about two inches tall. This is a great way to deal with jeans that fit you on the long side, too.

How to Wear: A cuffed jean conveys a look that's both old school and modern. Wear it when you want to look trendy — but don't restrict yourself to casual outfits. Create a look that's full of character by cuffing slim jeans and wearing them with a quality blazer and scarf for the office. This style is also a confident look for your more casual dates. Make sure also that your socks are looking good, as this style will likely show them off.

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Relaxed Straight Dark Wash Jean

Men's jeans street style
Relaxed jeans for casual men's style. Vanni Bassetti/Getty Images

This season's relaxed jean for men isn't as loose as we've seen in seasons past — think roomy rather than baggy. What you're looking for is a jean that falls straight down from the waist, hanging naturally through the thighs without narrowing at the knees. Don't be tempted to buy too big, or you risk looking outdated (or like you bought cheap jeans). You should be able to belt these jeans without any bunching at the waistline and they should still fit decently in the butt. This is a go-to casual jean for many male celebrities.

A more casual look than other fits that are popular this season, it's still important to avoid looking sloppy, which you can achieve by shopping for a jean in a dark, indigo wash. You can also add shape — and look stylishly casual — by rolling the hems of jeans.

How to Wear: For an easy casual style, wear relaxed jeans with a plaid shirt or your favorite tee. Or take your style up a notch for fall and winter by pairing them with a slim-fitting sweater and polished accessories, such as a funky cap, leather portfolio or a chunky scarf.

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Distressed Jeans

Street style distressed jeans for men
Kirstin Sinclair/Getty Images

Distressed jeans have been a staple style for women over the past several seasons. But in recent years, we've seen them emerge as an important fashion trend for men, too. Particularly when cut in a fairly relaxed fit, denim that's finished with distressed details can give men a trendy appearance that works well for date nights and casual parties. The key to getting this trend right for fall and winter is to shop for a jean that fits you perfectly through the seat and hips, with generously cut legs and just the right amount of distressing to suit your personal style — from a bit of light sanding on thighs, to bigger rips and abrasions as pictured here.

How to Wear: Unless you're a teenager when your jeans feature rough details, it's essential that your other layers be grown-up and somewhat structured. A fitted button-down shirt will keep your look pulled together. For a date or evening out, wear distressed jeans for men with a sports coat or blazer. You can dress up even more by adding high-quality accessories, like a great watch or signature scarf.

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Slim (Not Skinny) Jeans

Street style men's slim jeans
Daniel Zuchnik/Getty Images

Men wanting to step out in style this fall and winter can also try out the newer, slim-fitting jeans we're seeing this year. This denim style hugs your body fairly closely, without being tight at the hems.

The key to looking current in these jeans is to find a pair that fits correctly from waistband to knees. You'll want to aim for a mid-rise style that fits you snugly around the hips and butt, for a streamlined — but not tight and skinny — fit. (Keep in mind that men's jeans are typically made with less stretch than women's styles, so jeans will tend to bag out a bit with wear). These jeans should be cut close to the body through the thigh, gently hugging but not squeezing upper legs. Hems can be slim around the ankle (but never tapered), or end in a slight bootcut, depending on personal preference.

How to Wear: Wear slim-cut jeans in a rich, dark wash, such as indigo or black, as your go-to jeans for work and play. Wear this jean easily with a t-shirt and blazer, as pictured here, for a stylishly casual look. For casual Fridays at the office when jeans are appropriate, you'll be well-dressed in slim jeans paired with a button-down oxford shirt and navy or black blazer (tie optional).​

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Vintage Wash Jeans

Vintage men's jeans street style
Daniel Zuchnik/Getty Images

While dark wash jeans are a go-to for work and dressier occasions, this fall and winter men's casual jeans can also look current in a lived-in feel. Buying new jeans in a pre-faded, "vintage" wash — from worn-in blues to faded greys and washed black shades — cuts the time needed to break in a new pair, so you can look rugged (and stylish) right away. These jeans are put through vigorous wash and rinse sessions at the manufacturer, to create that new-old effect. Perhaps best of all, you can toss these jeans in the washing machine without worry, as they'll only get better as they become more broken-in. 

How to Wear: For casual weekend style, weathered, vintage-wash denim looks great paired with moody blues and greys.