Summer Street Style - Denim Shorts and Designer Bag

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Wear Jean Shorts and Carry a Fabulous Bag

Distressed jean shorts and designer purse
A fabulous bag dresses up even casual denim shorts. Pat Lyttle/Getty Images

Street style photos are a great place to get fashion inspiration the whole year round -- and they're also the place where new trends tend to show up first. Currently, I've noticed a street style trend of dressing up basic jean shorts outfits by adding a fabulous bag. As someone who has a busy life, I love the idea that a single, amazing accessory could upgrade all my different outfits in denim, because it doesn't require a ton of shopping for new wardrobe pieces to look polished every day. Plus, while the looks on the following pages will inspire logo envy, they can also work as inspiration. (If you can't afford the investment in a designer purse, websites such as Amazon Fashion can offer plenty of look-a-like bags at a fraction of the price). Take a look at my round-up of how women are wearing designer bags with denim shorts now, to inspire you to put together great looks this summer.

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Cut-Off Denim Shorts and Trendy Clutch

Street style jean shorts and Cynthia Rowley clutch purse
Cut-off jean shorts and Cynthia Rowley clutch purse. George Wileman/Getty Images

Wondering if you can pull off wearing cut-off jean shorts for dressier occasions this summer? Here's your fashion formula. Pair short shorts with a silky top and carry a bag of the moment, such as the Cynthia Rowley Smiley Face bag pictured here. Add multiple arm bangles and strut into your event with confidence.

Shop for Cynthia Rowley bags on Amazon

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Levi's Shorts and Black Leather Satchel

Street style Levi's jean shorts and designer purse
Levi's jean shorts and designer satchel. Christian Vierig/Getty Images

What could be more all-American cool to wear when travelling than an outfit of Levi's jean shorts and a brand t-shirt, worn with a high-quality designer bag and a youthful high ponytail? An expensive-looking, black leather satchel upgrades this easy outfit, making it wearable for all your city sightseeing stops.

Shop for black leather satchels on Amazon

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Jean Shorts and Furla Purse

Denim shorts and Furla purse street style
Denim shorts and Furla purse. Christian Vierig/Getty Images

Boyfriend cut-off jean shorts, a basic white tee and casual slide sandals are dressed up for Fashion Week by adding an exotic, snakeskin purse with chain-strap detail.

Shop for snakeskin pattern bags on Amazon

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Denim Shorts Outfit and Chanel Backpack

Street style jean shorts Chanel backpack
Jean shorts and Chanel backpack. Christian Vierig/Getty Images

An easy outfit for summer evenings gets a dose of high fashion. A Chanel backpack is worn over a sheer black blouse and high waisted jean shorts, upgrading the outfit for a more expensive vibe.

Shop for Chanel bags on Amazon

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Louis Vuitton Purse and Double Denim

Louis Vuitton Purse and Double Denim
Louis Vuitton Purse and Double Denim. Melodie Jeng/Getty Images

How can you instantly dress up an easy, breezy, denim-on-denim summer look for city wear? Take a chambray shirt and frayed jean shorts, and add a drool-worthy Louis Vuitton bag in textured black leather.

Shop for Louis Vuitton bags on Amazon

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Black Denim Shorts and Prada Bag

Black denim shorts and Prada bag street style
Black denim shorts and Prada bag. Christian Vierig/Getty Images

Can you say logo-envy? From the Givenchy t-shirt to the covetable black Prada handbag and obviously designer sunglasses, this edgy summer outfit with black denim shorts and ankle boots is a cut above the crowd.

Shop for Prada handbags on Amazon

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Jean Cut-Offs and Embellished Bag

Street style denim shorts date outfit
Street style denim shorts date outfit with a great bag. Christian Vierig/Getty Images

A beautifully embellished leather clutch adds something extra special to a European-inspired, summer date outfit of cut-off jean shorts, a cute black top and a short trench coat.

Shop for textured leather clutch bags on Amazon

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Shredded Jean Shorts and Celine Bag

street style Shredded Jean Shorts and Celine Bag
Shredded Jean Shorts and Celine Bag. Pat Lyttle/Getty Images

Here's how to instantly transform a basic summer outfit, into one you can wear gallery-hopping, to a creative meeting or out on a date. A brightly colorful, Celine handbag is the focal point of this low key, sexy outfit with a sheer white blouse and ultra-distressed denim shorts.

Shop for color block purses on Amazon

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Cross-Body Bag Over Jean Shorts

Street style denim shorts and a cross body bag by Saint Laurent
Denim shorts and a cross body bag by Saint Laurent. Vanni Bassetti/Getty Images

Inspire fashion followers when you accessorize a denim shorts outfit with a cross-body designer purse. Pictured here, a cool summer outfit of vintage denim shorts, graphic tee and tailored blazer get added polish from a Saint Laurent leather bag.

Shop for stylish cross-body bags on Amazon

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Bohemian Outfit and Chanel Purse

Street style denim and Chanel bag
Street style denim shorts and Chanel bag. Vanni Bassetti/Getty Images

A summery, bohemian outfit of a scarf-inspired blouse and high waisted denim shorts gets a dose of city glamour, when a quilted Chanel logo bag is layered on top.

Shop for quilted Chanel-style bags on Amazon

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Distressed Jean Shorts and Ladylike Purse

Cuffed jean shorts and polished purse street style
Cuffed jean shorts and polished purse stre. Edward Bethelot/Getty Images

Sometimes, looking polished comes down to wearing grown-up looking accessories that make your outfit look more expensive -- and thus, more intentionally fashionable. Here, rolled cuff jean shorts with distressed details get an upgrade with the addition of a structured Minelli bag in leather and suede.

Shop for structured leather bags on Amazon

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Neutral Bag and Jean Shorts Outfit

Trusardi Bag and Cut-Off Denim Shorts street style photo
A neutral leather bag is smartly chic for summer. Timur Emek/Getty Images

How to play up the rich vibe of a beige leather shirt, worn over lived-in jean shorts? Add a high-quality, cross-body designer purse in pebbled leather that closely matches the hue of your top. Gold jewelry and neutral shoes are the ideal finishing touches.

Shop for cross-body leather bags on Amazon

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Hippie Jean Shorts Outfit and Leather Bag

Hippie Jean Shorts Outfit and Leather Bag
Hippie Jean Shorts Outfit and Leather Bag. Melodie Jeng/Getty Images

Opposites attract in fashion -- and summer outfits are no exception. Add unexpected polish to a hippie-inspired outfit in high-rise jean shorts and a 70s-style blouse, by adding a ladylike, chain strap purse in black leather.

Shop for leather chain-strap purses on Amazon