The 10 Best Shoes to Wear With Your Boyfriend Jeans

From heels to loafers.

boyfriend jeans


Boyfriend jeans, though a heteronormative term for a popular denim style made for anyone who feels like wearing them, are the kind of staple that likely won’t ever go out of style. Their concept is simple yet effective: jeans that feel relaxed and slightly subversive. Many attribute the origins of boyfriend jeans to Marilyn Monroe circa 1960s on the set of Misfits. But their prominence has only gained momentum over the last several years, particularly for those who aren’t fans of the denim trend on the opposite side of the spectrum: skinnies. 

Wherever your allegiance falls, a pair of boyfriend jeans is worth adding to any wardrobe. However, because of their looser proportions, they can be more difficult to pair with shoes. Ahead, 10 footwear styles that work well with your favorite boyfriend jeans (and where to shop them).

01 of 10


Styling a relaxed pair of denim with sneakers is leaning into the androgynous aesthetic of boyfriend jeans. Consider doing an 'undone cuff' on your denim to let your ankles show a bit.

Tournament Sneaker
Jack Erwin Tournament Sneaker $165
Made US 990v5 Sneakers
New Balance Made US 990v5 Sneakers $175
02 of 10

Strappy Sandals

A pair of sleek strappy sandals contrast the laid-back vibe of boyfriend jeans, equating to a *chefs kiss* combination you can wear from date night to a weekend dinner with friends.

Ellie Caramel Patent Sandals
Miista Ellie Caramel Patent Sandals $350
Tobias Sandals
Emme Parsons Tobias Sandals $455
03 of 10


Give your boyfriend jeans the '90s treatment by styling them with a pair of mules. Extra points if they’ve got a splashy color, texture, or print.

Dylan Sebrina
SheKudo Dylan Sebrina $229
Woven Square Heels
Reike Nen Woven Square Heels $360
04 of 10

Cowboy Boots

Hear us out—western boots may seem like an adventurous pick, but they look insanely cute with a pair of slouchy jeans tucked into them. Finish the look with an oversized tee or button-down shirt.

Mermaid Doodle Boots
Brother Vellies Mermaid Doodle Boots $1150
Round Up Wide Square Toe Western Boot
Ariat Round Up Wide Square Toe Western Boot $150
05 of 10

Block-Heel Pumps

If a stiletto with baggy jeans feels like too stark a contrast for your personal style, consider a block-heel pump instead. The proportions play out nicely.

Villa Flats
LoQ Villa $325
Mari Giudicelli Flats
Mari Giudicelli Loren Ballerina $325
06 of 10


A flatform sandal and boyfriend jeans feel exceptionally effortless and cool for spring and summer. Wear with your favorite tee and anklet to pull the look together.

Heather Sandals
Flattered Heather Sandals $179
Nicky Sandals
Staud Nicky Sandals $395
07 of 10

Classic Pump

If you run a Google search on boyfriend jeans, many of the celebrity images you’ll see show ladies like Rihanna and Sarah Jessica Parker wearing this denim style with classic pumps. It’s a tried-and-true combination that works for everyone.

Kuma Pumps
Neous Kuma Pumps $597
Danna Pointed Toe Stiletto
Sam Edelman Danna Pointed Toe Stiletto $84
08 of 10

Slingback Heels

There's something distinctively Carrie Bradshaw-esque about a pair of slingback heels. So, it's only fitting we’d suggest wearing them with a pair of cute boyfriend jeans.

Stacey Heels
Ma’am Stacey Heels $310
Soray Slingback
Cult Gaia Soray Slingback $428
09 of 10

Flat Sandals

Go for a pared-down, minimalist aesthetic with slouchy jeans (not cuffed) and flat sandals. An oversized poplin button-down shirt would pair perfectly.

Atelier Alessano Sandals
ATP Atelier Alessano Sandals $250
Style 10
Amanu Style 10 $250
10 of 10

Heeled Loafers

While flat loafers may not feel quite right with boyfriend jeans, a pair with a slight heel does the trick. Wear the two with a cute cardigan or camisole if it’s hot outside.

Nono Loafers
Nomasei Nono $365
Kitty Loafer
Labucq Kitty Loafer $420

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