How to Wear Boyfriend Jeans: Outfit Ideas

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What to Wear With Boyfriend Jeans

Street style boyfriend jeans and tweed jacket
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Boyfriend jeans may have started as a trend, but today the boyfriend is a staple jean in many women’s wardrobes. Boyfriend jeans can be baggy or slim, cuffed or not. This jean style is typically fitted at the hips, with a more relaxed fit through the legs.

You can style boyfriend jeans to create plenty of fashionable outfits, from ultra casual day off looks, to dressier ensembles that work for date night. Take a look at these stylish outfit ideas for what to wear with boyfriend jeans now.

Don't have boyfriend jeans in your closet? Before you go and buy a new pair, learn which boyfriend jeans will flatter your body type.

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Wear a Button-Down Shirt

Street style ripped jeans
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This easy, sexy look is a great reminder of why we started stealing jeans from our boyfriends in the first place. A crisp, white button-down shirt looks downright alluring when paired with slim boyfriend jeans, like the ultra-distressed, cuffed denim style pictured here. Add some accessory love, in the form of a fabulous shoulder bag and statement shoes, for a cheeky girl-meets-boy outfit.

Check out 20 more perfect outfits you can style with a white button-down.

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Wear a Bold Top

Street style in jeans
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What could be easier for casual denim days at work than a buttoned shirt and blue jeans? We love the way these high waisted boyfriend jeans look with a boldly patterned shirt. Tuck in the shirt to highlight your waist and add a matchy-matchy leather purse and shoes for a simple, pulled-together look you can wear easily to work.

Get more stylish ideas for how to wear denim to the office.

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Add a Black Leather Jacket

Street style leathe jacket and jeans
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Blue jeans and a leather jacket have been cool since the days of James Dean and Marlon Brando in the 1950s. Look like a beautiful rebel in a fitted motorcycle jacket, striped T-shirt, and relaxed boyfriend jeans, like this high-waist, distressed pair. Classic black sunglasses and basic white sneakers are the perfect additions to this casually cool look that's perfect for weekends.

Check out 28 more awesome outfits for wearing a biker jacket with jeans.

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Try a Beige Leather Jacket

Street style jeans and leather jacket
Christian Vierig/Getty Images

Here’s the classic jeans-and-leather jacket-combo again, just styled in a different way. Take a look at how swapping out the black motorcycle-style topper for a ladylike, buttery beige leather jacket instantly changes this look into something more special. Wear this comfortable fashion combination on a movie date, gallery hopping, or out shopping with friends.

Get more ideas for wearing denim on dates here.

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Wear a Cute Sweater

Street style jeans and sweater
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Guys pull on jeans and a sweater and go, so why not you? Boyfriend jeans, like this clean-cut, dark wash pair, and a sporty striped sweater make an easy, trendy weekend outfit. Add a dose of style while keeping things comfortable with metallic loafers and a colorful bucket bag.

We've got more outfit inspiration for wearing stripes here.

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Wear a Tailored Jacket

Street style jeans and designer purse
Christian Vierig/Getty Images

Slouchy boyfriend jeans can look surprisingly office-appropriate, as seen in this street-style outfit. If you work in a more creative field, you can wear boyfriend jeans to work by dressing them up with a tailored jacket, a simple top, and black leather ankle boots. Finish your office ensemble with expensive-looking extras like an oversized statement bag that shows you mean business.

Find out the 10 essential fashion pieces you need in your work wardrobe.

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Try a Cropped Jacket

Street style jeans and tweed jacket
Timur Emek/Getty Images

Here's another look at how even vintage-inspired boyfriend jeans in a lighter wash can look appropriate for work — and beyond. Create an outfit you can wear to the office, and then out for after-five cocktails, with straight leg boyfriend jeans, a spaghetti-strap tank top, cropped tweed jacket, and high-heeled shoes. Carry a large leather tote bag for office hours, then swap it out for a smaller clutch when you're ready to hit the bar with friends. 

Get more outfit inspiration for how to wear straight leg jeans.

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Add a Boyfriend Blazer

Street style boyfriend jeans
Edward Berthelot/Getty Images

Play with a stylish menswear look in full-length, boyfriend fit jeans topped with a turtleneck sweater and a menswear-inspired blazer. A leather cross body bag, a ladylike watch, and ankle boots are the perfect finishing touches.

Here are more ways to wear ankle boots with your jeans.

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With a Bomber Jacket

Street style boyfriend jeans
Edward Berthelot/Getty Images

Want a great, tomboy chic weekend outfit that pulls off the perfect balance of casual and put-together? Take a pair of cropped boyfriend jeans with rolled cuffs, layer on a crisp white shirt, and top it all with a colorful bomber jacket. Finish your trendy outfit with a cross body bag and wear it with casual sneakers. Or for a next-level look, mix things up by adding sexy, strappy high heel sandals.

We show you how to wear cropped jeans here.

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Wear a Floral Blouse

Street style boyfriend jeans
Christian Vierig/Getty Images

Mixing male and female fashion influences is a great recipe for a stylish outfit. Pair relaxed, high-waisted boyfriend jeans with a feminine floral blouse and high-heeled ankle boots for a pretty, easy look you can wear on dates or out to brunch. 

Learn how to wear high waisted jeans the right way.

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Wear a Feminine Top

Street style ripped jeans
Vanni Bassetti/Getty Images

A lacy, ruffled, feminine blouse makes a fun, sexy counterpoint to distressed, relaxed fit jeans. Add an eye-catching statement shoulder bag and exotic animal-print boots, and you've got a great outfit you can wear gallery hopping, out to dinner, and on date night.

Here are more ideas for dressing up your basic jeans.

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Add Denim on Top

Street style double denim
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Double denim (aka wearing a denim top and bottoms) is a women's fashion trend that keeps on going strong. For a cute, all-American outfit, pair slim-fitting, high waisted boyfriend jeans with a basic denim jacket and colorful red, white, and blue sweater. If you’re tall and slender, you can more easily get away with wearing the same wash (color of denim) on the top and bottom. If you want to streamline a bottom-heavy figure, try wearing dark wash boyfriend jeans with a lighter jacket.

Check out our essential guide to how wear a denim jacket.