How To Style Jean Shorts The Grown Up Way

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If there is one item that screams summer, it’s denim shorts. They are a staple in everyone’s summer wardrobe, and are a versatile piece that can be dressed up or down, depending on the occasion.

The humble piece, while a sartorial staple for our warm-weather wardrobe, can be quite the juvenile piece, making it difficult to create standout looks with.

How To Style Jean Shorts


Whether you pair them with sneakers and a graphic tee or a blazer and heeled sandals, a pair of jean shorts are an easy go-to piece, making it an essential piece for the summer months. 


Despite jean shorts being a summer staple, there are ways to elevate denim shorts to make them feel “grown up.” A pair of cowboy boots or an oversized blazer lends a grown-up sartorial feel to denim shorts.

From mid-rise jean shorts to cutoff shorts, scroll below for inspo on how to style jean shorts for the warm weather.

Top + Denim Shorts + Ballet Flats

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Instagram @weworewhat

Polka-dot-printed fashion is about as iconic as it comes.

Keep things modern but still effortless with the print.  If a casual look is your thing, opt for an easy button-up or flouncy blouse for a feminine touch.

Finish off with matching polka dot print flats. 

Button Down + Shorts + Ballet Flats

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Instagram @leiasfez

There’s just something about the clean, unfussy fit of Levi’s 501 jean shorts.

The pair of shorts exudes an effortless vibe that is synonymous with the brand. Style it with an oversized white button down for a sleek summer vibe.

For a more elevated feel, finish off with ballet flats in a two-tone shade. 

Button Down + Jeans + Sandals

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Instagram @juliesfi

A not-too-tight, looser fit silhouette that falls perfectly on the middle of the thigh, the mid-length short is a classic length that reigns supreme every summer.

An easy way to style this shorts is to opt for a flowy button down shirt.

Add a pop of color to celebrate the warmer weather and finish off with a raffia bag.

Shirt + Shorts + Sneakers

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Instagram @sincerelyjules

Shorts supporter or not, you can’t deny the ease of a pair of denim cut-offs in the summer.

Distressed denim shorts that are complete with raw edges and stringy frayed hems, achieve the ultimate laid-back look.

To keep the whole outfit vibe chill, finish off with your favorite sneakers. 

Shirt + Shorts + Sandals

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Instagram @dalhiida

When short shorts are not for you, the bermuda shorts silhouette are perfect. They’re roomy and so much more comfy than tight jean shorts. There is an art to styling the airy-leg shorts. 

Ultimately, the tight top and loose shorts look is a stellar one that is a winning combination.

Blazer + Shorts + Heels

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Instagram @melissa_thiebaut

While blazers used to be reserved for boardroom meetings and work environments, the tailored, wearable pieces have since evolved into a year-round favorite.

When temperatures are high, pair blazers with another favorite: jean shorts.

Pro style tip: make sure the length of the shorts and blazer are proportional.

Blazer + Shorts + Boots

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Instagram @vikel

Strappy sandals, and wedges are popular summer footwear picks, but choose something unexpected for a wow factor.

The best cowboy boots celebrate every woman’s inner bohemian spirit. Cowboy boots add the ultimate edge to the humble jean shorts.

Blazer + Shorts + Loafers

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Instagram @nazifeeozcan

Headed out to a casual dinner date? Jean shorts are made date night ready with just a few touches.

Add the ever-versatile white blazer and chic loafers for alfresco dining.

Trench Coat + Shorts + Sneakers

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Instagram @chloehayward

The trench coat is an unexpected summer essential. Wear it nonchalantly over jean shorts and a button down for a guaranteed flawless look.