Boyfriend Jeans Are The Chicest — And Most Comfortable! — Trend We’re Wearing From Now On

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Have you heard skinny jeans’ death knell sounding? It seems like everywhere you look these days, there’s someone declaring the demise of skintight denim. Personally, we’re not quite ready to give up our high-rise super skinnies (what else are we going to tuck into our knee-high boots?). Still, we are expanding our repertoire with looser-legged styles — including pairs that appear sourced from the men’s section at our nearest vintage store. 

Popularized in the 1960s by Marilyn Monroe, boyfriend jeans are the unsung hero of casual outfits. They lend a cool, laid-back look to cashmere sweaters, cargo jackets, and graphic tees. And you don’t have to rifle through your honey’s closet — or even stick to pairs with “boyfriend” in the product description — to try the trend. Just search for denim that’s relaxed through the waist and hip and cut straight and slouchy through the leg. “Slim boyfriend” styles suit those who prefer more structure (including folks just venturing out of Skinny Jean City). 

Keep scrolling to see our picks for the best boyfriend jeans on the market right now.


Midrise, medium wash, and just a hint of distressing — these pants find a nice middle ground on just about everything.

best boyfriend jeans

SHOP – $128

With its slimmer cut and deep blue hue, this under-$50 pair wouldn’t be out of place in a casual Friday work ’fit.

SHOP – $39.99

Boyfriend jeans, if your sweetheart played bass in a noise band. Dial the look up to 11 with a moto jacket and a little smudgy eyeliner.

cropped jeans

SHOP – $215

Madewell offers these earth-friendly jeans in plus, petite, and tall sizes (so you can give a pair as a gift to all of your pals who compliment ’em).

best boyfriend jeans

SHOP – $135

Add this stretchy boyfriend style to any outfit that would typically have you reaching for black skinnies.

best boyfriend jeans

SHOP – $44.99

The lived-in look of this pair’s slight distressing balances its fancier dark wash, so you can dress it up with heels and a blazer or down with a tee and sneaks.

dark wash boyfriend jeans

SHOP – $220

Want a fashionable, unfussy pair for grocery runs and weekend shopping trips? Pick up these distressed jeans for less than 80 bucks.

boyfriend jeans best

SHOP – $78

These ecru pants feature the style element we most want to steal from men’s jeans: front pockets deep enough to actually hold our cell phones.

ECRU jeans

SHOP – $440

Mamas-to-be can borrow from the boys, too, thanks to these true-blue jeans with flexible built-in belly support.


SHOP – $39.99

Versatile enough to become your go-to, wear-everywhere denim, affordable enough to pick up in multiples, so you’ll never be stuck donning your second-favorite pair on wash days.

denim pants

SHOP – $25


How will you be wearing your boyfriend jeans this season? Let us know in the comments!

For More Fashion Trends, Read These:

Knit Sweaters Are The Best Fall Fashion Staple, And We’re Adding These To Our Carts Right Now

Make A Statement In Fall’s Latest Trend: Cowboy Boots You’ll Want To Wear Everywhere

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