How To Wear Boyfriend Shorts: 15 Stylish Outfit Ideas For Women

Naomi Ward

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As the warm weather approaches, a staple in many women’s wardrobes are mini denim shorts – a ubiquitous sight on summer streets. While these shorts are undeniably popular, there’s a slightly more laid-back alternative that’s gained traction: boyfriend shorts. For those familiar with the boyfriend jeans or shirt trend, you might be wondering what makes boyfriend shorts distinct.

Essentially, they’re a type of denim short that deviates from the typical mini length, instead opting for a relaxed, slightly baggy silhouette often characterized by ripped knees and cuffed hems. To better illustrate how to style these shorts, I’ve curated some inspiration-filled outfit ideas below.

Black and White Checkered Shirt with Ripped Boyfriend Shorts

Black and White Checkered Shirt with Ripped Boyfriend Shorts
Photo Credit: fashiongum

For a effortlessly cool ensemble, start by pairing your boyfriend shorts with a matching boyfriend shirt. This classic combination is elevated when you choose a black and white checkered top to pair with light blue ripped shorts. To add a touch of sophistication, finish the look off with a pair of black ballet heels.

Blue and Black Plaid Shirt with Cuffed Boyfriend Shorts

Blue and Black Plaid Shirt with Cuffed Boyfriend Shorts
Photo Credit: outfittrends

One of the easiest ways to create a more unisex-inspired outfit using the boyfriend shirt and shorts combination is by pairing a black and blue plaid shirt with light blue cuffed denim boyfriend shorts. To give this look an edgy twist, slip on some black leather cutout ankle boots for added toughness.

Black Blazer with Print Tee & Boyfriend Shorts

Black Blazer with Print Tee & Boyfriend Shorts
Photo Credit: fashiongum

For a relaxed yet polished look at work, consider combining a versatile top-bottom combination. Start by pairing a sleek black blazer with a crisp white print tee – this creates a sharp contrast that adds depth to your overall appearance. Next, choose cuffed and ripped boyfriend shorts in a neutral color palette that complements the boldness of the jacket. Finally, add a touch of understated elegance with classic black and white Converse sneakers.

This laid-back yet put-together outfit is perfect for a workplace with a business casual dress code.

Black T Shirt with Light Blue Boyfriend Denim Shorts

Black T Shirt with Light Blue Boyfriend Denim Shorts
Photo Credit: stylemotivation

Elevate your style without breaking the bank with this effortlessly chic ensemble. Start with a relaxed-fit black T-shirt that adds a touch of sophistication to the overall look. For bottoms, opt for light blue cuffed denim boyfriend shorts that provide a stylish contrast to the monochromatic top. To add a dose of glamour, slip into a pair of sleek black suede ankle strap open-toe heels.

Finally, carry your essentials in a sleek black leather shoulder bag that adds a touch of femininity to the overall look.

Grey Chiffon Blouse with Boyfriend Denim Shorts

Grey Chiffon Blouse with Boyfriend Denim Shorts
Photo Credit: withlovefromkat

To infuse your overall look with a touch of sophistication and maturity, consider incorporating a leopard print clutch bag into your ensemble. This stylish accessory will help to elevate your overall aesthetic and give you a more refined appearance. Meanwhile, pair the clutch bag with a crisp grey blouse and ripped and cuffed boyfriend shorts for a chic and relaxed combination.

To add a pop of glamour, finish off the outfit with pale pink strappy heeled sandals that exude elegance and sophistication.

Black Halter Top wth Light Blue Baggy Denim Shorts

Black Halter Top wth Light Blue Baggy Denim Shorts
Photo Credit: redreidinghood

A quintessential example of boyfriend-style denim shorts is showcased here. The design is reminiscent of a shorter version of classic boyfriend jeans, boasting a laid-back charm that’s hard to resist. To elevate this casual look, try pairing it with a sleek black halter-top vest and let the relaxed vibe take center stage. For added femininity, incorporate black pointed-toe heels into the mix, striking a perfect balance between rugged cool and sultry allure.

Light Blue Chambray Shirt with Denim Shorts

Light Blue Chambray Shirt with Denim Shorts
Photo Credit: aelida

To create a stylishly boyish look with a tough edge, try pairing a light blue, heavily washed chambray button-up shirt with boyfriend shorts. For added ruggedness, add a pair of all-white Converse sneakers. To balance out the overall effect and inject a touch of femininity, carry a sleek black leather purse.

Red Blazer with Light Blue Denim Boyfriend Shorts

Red Blazer with Light Blue Denim Boyfriend Shorts
Photo Credit: lovelybylucy

Crafting a chic yet understated ensemble is all about finding harmonious balance between bold and subtle elements. In this instance, a crisp white T-shirt serves as the foundation for the outfit, while a vibrant red blazer adds a pop of colour and sophistication. To ground the look in casual charm, pair the top with light blue boyfriend denim shorts and finish the ensemble with sleek white sneakers.

Red and White Striped Long Sleeve Tee with Denim Shorts

Red and White Striped Long Sleeve Tee with Denim Shorts
Photo Credit: stylemotivation

This relaxed streetwear look incorporates the same bold red color, but with a more laid-back vibe. To recreate this outfit, start by pairing a red and white striped long-sleeve T-shirt with light blue boyfriend shorts for a fresh and effortless combination. Keep things casual and chic by adding white low-top Converse shoes to complete the look.

Pale Pink Leather Jacket with Ripped Boyfriend Shorts

Pale Pink Leather Jacket with Ripped Boyfriend Shorts
Photo Credit: pinterest

There’s something undeniably charming about pairing Converse sneakers with boyfriend shorts. Perhaps it’s the way the laid-back vibe of the shorts is elevated by the iconic Chuck Taylor design. Whatever the reason, this combination has become a staple in many people’s wardrobes. For instance, try teaming a white oversized print tee with a pale pink leather jacket for a stylish and boyish look.

Add light blue ripped boyfriend shorts to complete the outfit, and finish it off with black and white high-top Converse sneakers for a chic and casual ensemble.

Grey Print Tee with Cuffed Denim Shorts

Grey Print Tee with Cuffed Denim Shorts
Photo Credit: fashiongum

This understated ensemble features a subtle, boyish charm. The denim shorts take on a slightly deeper shade of blue, creating a versatile canvas for styling. For a relaxed, effortless look, consider pairing these shorts with a grey print tee shirt. To further emphasize the laid-back vibe, opt for strappy brown slide sandals that add a touch of minimalism to the overall aesthetic.

White Oversized Linen Shirt with Ripped Denim Shorts

White Oversized Linen Shirt with Ripped Denim Shorts
Photo Credit: tobebright

This versatile business-casual ensemble strikes a perfect balance between sophistication and relaxation. To create this look, start by layering an oversized white linen button-down shirt with a relaxed fit. Pair it with distressed light blue boyfriend shorts for a trendy contrast. Elevate the outfit with brown heeled sandals and add a pop of color with a pale pink clutch bag for a stylish finishing touch.

White Button Up Shirt with Blue Ripped and Cuffed Denim Boyfriend Shorts

White Button Up Shirt with Blue Ripped and Cuffed Denim Boyfriend Shorts
Photo Credit: pinterest

While maintaining a similar aesthetic to the previous ensemble, this outfit boasts distinct textures and accessories that transform its overall vibe. To recreate this look, start by pairing a crisp white button-up boyfriend shirt with cuffed boyfriend shorts. For a touch of sophistication, add black ankle-strap open-toe heels, which will elevate the entire outfit with their elegant charm.

Wear with Chambray Shirt & Boho Style Necklace

Wear with Chambray Shirt & Boho Style Necklace
Photo Credit: stylepantry

To create a laid-back yet stylish look, consider pairing a chambray button-up shirt with cuffed boyfriend shorts for a relaxed, summery vibe. Add some visual interest with a statement-making gold boho-style long necklace that adds a touch of elegance to the overall ensemble. For footwear, opt for brown leather oxford shoes to bring a sense of sophistication and polish to the outfit.

Black Leather Jacket with Light Blue Denim Boyfriend Shorts

Black Leather Jacket with Light Blue Denim Boyfriend Shorts
Photo Credit: pinterest

Elevate your style by incorporating leather accents into your ensemble. One chic combination is pairing a crisp white T-shirt with a sleek black leather jacket. Balance the look with cuffed boyfriend shorts and striking black ankle strap open-toe heels for a lean, fashion-forward silhouette. I hope you’ve enjoyed the boyfriend shorts inspiration I’ve shared above.

If you’re already comfortable in denim mini shorts, why not experiment with these boyfriend shorts outfits to add a touch of sophistication and boyish charm to your style?

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