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Jessica Simpson's Street Style

15 photos
Apr 26, 2023 12:38 PM
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Jessica Simpson, August 2017
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Gotham/GC Images

Dressed to Impress

The singer proved she can mix business and pleasure with an eye pleasing shimmery dress, topped with a blazer to give it a more professional look.


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Luis Yllanes / Splash News

Flared & Flirty

The mother of two traded in her daisy dukes for a pair of flared jeans while running errands.


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Splash News

Flower Power

Simpson gave Carrie Bradshaw a run for her money while wearing a pair of pumps and a floral maxi dress while out and about in the Big Apple.


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Gotham/GC Images

Fine Like Red Wine

The fashion designer made the sidewalk her runway while styled in blue heels paired with a red leather miniskirt, polishing off the ultra-glam look with dramatic shades.


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XPX/Star Max/GC Images

Meow

The mogul is looking super fierce in this black catsuit while out to dinner.


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Raymond Hall/GC Images

In Bloom

Jess is giving us Spring in this floral top while shopping in New York.


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James Devaney/GC Images

All Eyes on Her

She definitely stands out in a crowd with this eye-catching fur and bell-bottom combo. 


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Raymond Hall/GC Images

Green Goddess

Whew! She shows off her rocking bod in this form fitting green Dolce & Gabbana dress with a simple pair of black heels.


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Josiah Kamau/BuzzFoto/FilmMagic

Fall Fashionista

Jess makes a fall fashion statement in this plaid-on-plaid ensemble from McQ by Alexander McQueen.


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NCP/Star Max/GC Images

Show us your Spots

The actress takes to the streets in an all black outfit, and adds a feminine touch too her biker look with a polka dot scarf.


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Ray Tamarra/GC Images

All Laced Up

The fashion designer redefines business attire in this lace-up pencil skirt from Altuzarra.


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Doug Meszler / Splash News

Looking DI-VINE

Jess looks stunning in this floral dress from Dolce & Gabbana.


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Josiah Kamau/BuzzFoto via Getty Images

Buttoned Up

Jess looked glamorous in this black coat, oversize sunglasses and a lace bag from Dolce & Gabbana.


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XPX/Star Max/GC Images

Power Purse

The star is styling at the airport in black, wide-leg trousers and hat accented by a striped leather purse.


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David Krieger/Bauer-Griffin/GC Images

Seeing Stripes

The fashion designer looks striking in this eye-catching maxi dress from L'agence.


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