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Womens/Clothing/Bottoms/Shorts

Top 10 Boyfriend Denim Shorts

Say No To Uncomfortable Denim And Buy A Pair Of These Relaxed Shorts Instead

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Memorial Day Weekend is behind us, which means summer is near. And nothing says summer like a classic pair of denim shorts. If you want to update your look with the latest style, try giving the boyfriend short a spin. Like boyfriend jeans that have been trending for several seasons thanks to their comfortable silhouette and laidback style, boyfriend shorts have the same relaxed, easygoing appeal that's perfect for summer.

As shorts, the boyfriend style is ideal for a casual get-together, but you can also dress them up with heeled sandals, making them a versatile piece to add to your summer wardrobe. Since we know trying out new trends can be tricky, we took it upon ourselves to do all the research and come up with a list of seriously stylish shorts. Whether you're looking for a comfy pair for lazy days at the pool or something edgy for a night out, we have shorts that will work for you.

How We Found The Best Boyfriend Denim Shorts

Using our unique algorithm, we rounded up this season's best denim shorts. To do this, our algorithm factors in best-seller lists, editor recommendations, rave reviews, and more. And, because our algorithm is unbiased, you can fully trust that our Top 10 lists contain unparalleled products. Keep scrolling to find the best jean shorts you’ll ever wear.

Up next, check out our 10 Best Denim Shorts.

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May 29, 2023

Written By:Naomi Venerable

Product Expert:Georgia Jones

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Top 10 Lists serve as unbiased shopping guides to the most trusted product recommendations on the internet. Products are scored and ranked using an algorithm backed by data consumers find most valuable when making a purchase. We are reader-supported and may earn a commission when you shop through our links.

The Rankings


10
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Rank & Style Approved

free people

Free People Second Chances Pull-On Shorts

Overall Score

4.2

10

Free People Second Chances Pull-On Shorts

4.5

32 User Reviews

5

Best Seller

1

Industry Recognition

1

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

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Best Pull-On Boyfriend Denim Shorts

WHY IT MADE THE LIST
Leave it to Free People to create a pair of boyfriend shorts that are as perfectly distressed as they are effortlessly cool. Resembling a pair of timeless vintage jeans, these mid-rise shorts feature a slouchy silhouette, drawstring detail, and soft woven denim that sits just below your waist.

ADDITIONAL THINGS TO KNOW
If you want a little more coverage this summer, these boyfriend denim shorts are your pick, thanks to the 5.5" inseam.


Caslon Boyfriend Shorts

Overall Score

4.15

09

Caslon Boyfriend Shorts

4.2

346 User Reviews

2.8

Best Seller

3

Industry Recognition

0

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Boyfriend Denim Shorts With Rolled Cuffs

WHY PEOPLE LOVE IT
With a hint of slouch and light distressing throughout, these boyfriend shorts are the perfect everyday summer essential. Made with cotton and a touch of stretch, it won't be hard to see why these easy-wearing denim shorts have been a popular go-to style and, at under $25, a total steal, too.

ADDITIONAL THINGS TO KNOW
Reviewers suggest sizing down one size because these shorts are known to loosen with wear. 


Gap 5" Mid Rise Denim Girlfriend Shorts

Overall Score

4.25

08

Gap 5" Mid Rise Denim Girlfriend Shorts

4.6

52 User Reviews

2.4

Best Seller

0

Industry Recognition

3

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Girlfriend-Style Denim Shorts

WHY PEOPLE LOVE IT
With a 5" inseam, these shorts provides a bit more coverage through the hip and thigh than your average pair of denim shorts. The five-pocket styling adds a classic touch while the distressing and raw, cuffed hems add a modern feel.

ADDITIONAL THNGS TO KNOW
These shorts come in regular, tall, and petite options and four different denim washes, so just about anyone can wear with Gap's best-selling Mid Rise Denim Girlfriend Shorts. 

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American Eagle Denim Highest Waist '90s Boyfriend Short

Overall Score

4.25

07

American Eagle Denim Highest Waist '90s Boyfriend Short

4

9 User Reviews

2.1

Best Seller

0

Industry Recognition

5

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best 90s Boyfriend Denim Shorts

WHY PEOPLE LOVE IT
The American Eagle Highest Waist 90's Boyfriend Shorts are a best-seller for several reasons. They have a high rise with a midi length and a comfort stretch waistband, giving them a vintage fit that is stretchy at the waist but rigid everywhere else. 

ADDITIONAL THINGS TO KNOW
Made with recycled cotton, these shorts come in a variety of washes and printed designs like Dark Wave and Retro Indigo Stripe. 

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Silver Jeans Co. Boyfriend Mid Rise Short

Overall Score

4.25

06

Silver Jeans Co. Boyfriend Mid Rise Short

4.5

1615 User Reviews

3.2

Best Seller

0

Industry Recognition

3

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Mid-Rise Boyfriend Denim Shorts

WHO IT'S FOR
For curvy girls that prefer a laid-back look and feel, look no further than Silver Jeans Co.'s Boyfriend Mid Rise Shorts. The classic mid-rise has a relaxed fit through the hip that provides maximum comfort and a flattering silhouuette. 

ADDITIONAL THINGS TO KNOW
These denim shorts are crafted from fibers that reduce plastic microfibers in oceans and plastic accumulation in landfills.

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Madewell Relaxed Mid-Length Denim Shorts

Overall Score

4.3

05

Madewell Relaxed Mid-Length Denim Shorts

4.6

8 User Reviews

2.1

Best Seller

0

Industry Recognition

4

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Mid-Length Boyfriend Denim Shorts

WHY PEOPLE LOVE IT
Madewell's Relaxed Mid-Length Denim Shorts have a 5" inseam, making them a great option for those who are prone to thigh-chafing or just prefer a little more coverage. And with their vintage-looking slits, high-rise, and distressed details, they're a must-have for effortless dressing this summer.

ADDITIONAL THINGS TO KNOW
These shorts run large, so order one size down if you want a fitted look with a higher rise.  


H&M 90's Boyfriend Low Denim Shorts

Overall Score

4.35

04

H&M 90's Boyfriend Low Denim Shorts

4

78 User Reviews

2.5

Best Seller

3

Industry Recognition

4

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Affordable Boyfriend Denim Shorts

WHY PEOPLE LOVE IT
The looser fit, five-pocket styling, and raw edge hems are among the details reviewers love most about the 90's inspired boyfriend shorts from H&M. At just $20, these thick denim cotton shorts look way more expensive than they really are.

ADDITIONAL THINGS TO KNOW
If you want your boyfriend shorts to have a looser, baggier fit reviewers suggest going up one size.

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Old Navy Mid-Rise Ripped Boyfriend Jean Shorts

Overall Score

4.45

03

Old Navy Mid-Rise Ripped Boyfriend Jean Shorts

4.6

838 User Reviews

3

Best Seller

0

Industry Recognition

5

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Plus-Size Boyfriend Denim Shorts

WHY IT MADE THE LIST
Everyone needs a pair of laidback, lived-in denim shorts in their closet, and this pair from Old Navy fits the bill. Relaxed from hip to mid-thigh, these denim shorts come with a smidge of stretch for that broken-in fit, so you experince comfort from the first wear.

ADDITIONAL THINGS TO KNOW
In true Old Navy fashion, these shorts come in a wide range of inclusive sizes, from 0 to 30.


Levi's 501 Mid Thigh Shorts

Overall Score

4.5

02

Levi's 501 Mid Thigh Shorts

4.52

97 User Reviews

2.5

Best Seller

3

Industry Recognition

4

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Mid-Length Boyfriend Denim Shorts

WHY PEOPLE LOVE IT
Levi’s 501s are an iconic American style. As classic as it gets, these jean shorts have a high-rise waistband and distressed accent details that will never go out of style. 

ADDITIONAL TINGS TO KNOW
Based on a scroll through the nearly 500 5-star reviews for this style, you might want to consider sizing up.

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AGOLDE Parker Long Loose Vintage Shorts

Overall Score

4.95

01

AGOLDE Parker Long Loose Vintage Shorts

4.64

119 User Reviews

5

Best Seller

5

Industry Recognition

5

Social Buzz

About Our Scoring System

In order for any product to be featured on Rank & Style, it must first meet the requirements set by our algorithm—a vetting process that allocates points based on consumer and industry data to score and rank products within a given category.

Best Boyfriend Denim Shorts Overall

WHY IT MADE THE LIST
Agolde has been a staple brand in the closets of celebrities for years because of their trendy styles and high-quality denim, and these shorts are no exception. They give off retro-cool vibes with their classic five-pocket design and rigid denim that will mold to the body with wear. You won’t want to take them off at the end of summer.

STYLE IT WITH
Wear these shorts with a boyfriend button-down and a bright red lip for a look that channels effortless glamour.

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