Ashley Benson Outfits and Style

Ashley Benson is best known for her role in the teen television drama, Pretty Little Liars. But the American actress has also starred in feature films, and is a model, writer, director, and singer. Her streetwear is casual and comfortable, often pairing jeans or athleisure with leather moto jackets.

Street Style

Ashley Benson Wore Vintage Fiorucci while out in NYC

2021-11-27
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A master of the boho street style look, Ashley Benson was seen in New York City wearing a Vintage Angels Cropped Top from Fiorucci ($90), Analeah Boots from Schutz ($238) and a Mon Tresor Bucket Bag from Fendi ($1,950). ... more

Red Carpet

Ashley Benson Wore Vintage Moschino at the amfAR Gala Event

2021-11-21
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Appearing in a throwback Fall 2016 Gown from Moschino, Ashley Benson sparkled at the amfAR Gala in Los Angeles in early November. She finished the outfit with a pair of black Patent Leather Platform Pumps from Saint Laurent. ... more

Red Carpet

Ashley Benson in Aliette at the Spencer Premiere

2021-11-07
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Ashley Benson was spotted at the premiere of the Princess Diana biopic "Spencer". Ashley wore a Beaded Lasercut Silk Chiffon Midi Skirt from Bergdorf Goodman, a Satin-Trimmed Grain De Poudre Wool Blazer from Fendi, a Shaping V-Neck Bodysuit from Wolford and Janis Platform Pumps from Saint Laurent. ... more

Street Style

Ashley Benson – Black Regenerated Leather Biker Jacket – Nanushka

2021-10-06
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Ashley Benson showed off an edgy, leather-heavy look, featuring a Black Regenerated Leather Biker Jacket from Nanushka ($1,295), Black Vegan Leather Straight Leg Pants from Simon Miller ($395) and Black Tiggy Chelsea Ankle Boots from Attilio Giusti Leombruni ($498). ... more

Street Style

Ashley Benson – Black Leather Biker Jacket – Saint Laurent

2021-09-06
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Ashley Benson was seen in West Hollywood wearing a Black Leather Biker Jacket from Saint Laurent, Black Pieced Angled Denim Shorts from Agolde ($297) and Cow Print Bil Thong Sandals from Simon Miller. ... more

Street Style

Ashley Benson – Black Crystal Loophole Blazer – Christopher Esber

2021-08-28
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Ashley Benson was seen wearing a Black Crystal Loophole Blazer from Christopher Esber, a Black Cut Out Dress from Saturdazed ($225) and Black Zoe Ankle Strap Pumps from Saint Laurent. ... more

Red Carpet

Ashley Benson wore Alexandre Vauthier to the PrettyLittleThing x Winnie Harlow Event

2021-08-18
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Ashley Benson was spotted in Los Angeles at the PrettyLittleThing x Winnie Harlow Event, wearing a Black Draped Satin-Trimmed Wool Mini Dress from Alexandre Vauthier. ... more

Casual Wear

Ashley Benson set the mood in Havva Boots at Rita Ora’s Prospero Tequila July 4th Bash

2021-08-03
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Ashley Benson was photographed at Rita Ora's Prospero Tequila July 4th bash, alongside friend Vas Morgan. She wore Tilly Shredded Slouch Shorts from R13 ($365) and Black Texas Stitched Cowboy Boots from HAVVA ($607) to the fun event. ... more

Street Style

Ashley Benson – Acid Green Guia Oversize Blazer – Andamane

2021-05-27
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Ashley Benson shared a stunning look while visiting London in March 2021, wearing an Acid Green Guia Oversize Blazer from Andamane. ... more

Street Style

Ashley Benson – Black Vegan Leather Jacket – Milkwhite

2021-05-06
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Ashley Benson posed on her Instagram in a black Vegan Leather Jacket from Milkwhite, Black Analeah Boot from Schutz ($238) and Black The Victoria Sunglasses from Privé Revaux ($40). ... more

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Street Style

Ashley Benson Wore Vintage Fiorucci while out in NYC

2021-11-27
Ashley Benson
Photo Credit: ZapatA/MEGA
A master of the boho street style look, Ashley Benson was seen in New York City wearing a Vintage Angels Cropped Top from Fiorucci ($90), Analeah Boots from Schutz ($238) and a Mon Tresor Bucket Bag from Fendi ($1,950).
See All Ashley Benson Outfits

Red Carpet

Ashley Benson Wore Vintage Moschino at the amfAR Gala Event

2021-11-21
Ashley Benson
Photo Credit: JOCE/Bauergriffin.com / MEGA
Appearing in a throwback Fall 2016 Gown from Moschino, Ashley Benson sparkled at the amfAR Gala in Los Angeles in early November. She finished the outfit with a pair of black Patent Leather Platform Pumps from Saint Laurent.
See All Ashley Benson Outfits

Red Carpet

Ashley Benson in Aliette at the Spencer Premiere

2021-11-07
Ashley Benson
Photo Credit: IG @ashleybenson
Ashley Benson was spotted at the premiere of the Princess Diana biopic "Spencer". Ashley wore a Beaded Lasercut Silk Chiffon Midi Skirt from Bergdorf Goodman, a Satin-Trimmed Grain De Poudre Wool Blazer from Fendi, a Shaping V-Neck Bodysuit from Wolford and Janis Platform Pumps from Saint Laurent.
See All Ashley Benson Outfits

Street Style

Ashley Benson – Black Regenerated Leather Biker Jacket – Nanushka

2021-10-06
Ashley Benson
Photo Credit: "IG @ashleybenson "
Ashley Benson showed off an edgy, leather-heavy look, featuring a Black Regenerated Leather Biker Jacket from Nanushka ($1,295), Black Vegan Leather Straight Leg Pants from Simon Miller ($395) and Black Tiggy Chelsea Ankle Boots from Attilio Giusti Leombruni ($498).
See All Ashley Benson Outfits

Street Style

Ashley Benson – Black Leather Biker Jacket – Saint Laurent

2021-09-06
Ashley Benson
Photo Credit: APEX / MEGA
Ashley Benson was seen in West Hollywood wearing a Black Leather Biker Jacket from Saint Laurent, Black Pieced Angled Denim Shorts from Agolde ($297) and Cow Print Bil Thong Sandals from Simon Miller.
See All Ashley Benson Outfits

Street Style

Ashley Benson – Black Crystal Loophole Blazer – Christopher Esber

2021-08-28
Ashley Benson
Photo Credit: IG @ashleybenson
Ashley Benson was seen wearing a Black Crystal Loophole Blazer from Christopher Esber, a Black Cut Out Dress from Saturdazed ($225) and Black Zoe Ankle Strap Pumps from Saint Laurent.
See All Ashley Benson Outfits

Red Carpet

Ashley Benson wore Alexandre Vauthier to the PrettyLittleThing x Winnie Harlow Event

2021-08-18
Ashley Benson
Photo Credit: MEGA
Ashley Benson was spotted in Los Angeles at the PrettyLittleThing x Winnie Harlow Event, wearing a Black Draped Satin-Trimmed Wool Mini Dress from Alexandre Vauthier.
See All Ashley Benson Outfits

Shop Like Ashley

Black Draped Satin-Trimmed Wool Mini Dress

Alexandre Vauthier

Casual Wear

Ashley Benson set the mood in Havva Boots at Rita Ora’s Prospero Tequila July 4th Bash

2021-08-03
Ashley Benson
Photo Credit: IG @ritaora
Ashley Benson was photographed at Rita Ora's Prospero Tequila July 4th bash, alongside friend Vas Morgan. She wore Tilly Shredded Slouch Shorts from R13 ($365) and Black Texas Stitched Cowboy Boots from HAVVA ($607) to the fun event.
See All Ashley Benson Outfits

Street Style

Ashley Benson – Acid Green Guia Oversize Blazer – Andamane

2021-05-27
Ashley Benson
Photo Credit: IG @ashleybenson
Ashley Benson shared a stunning look while visiting London in March 2021, wearing an Acid Green Guia Oversize Blazer from Andamane.
See All Ashley Benson Outfits

Street Style

Ashley Benson – Black Vegan Leather Jacket – Milkwhite

2021-05-06
Ashley Benson
Photo Credit: IG @ashleybenson
Ashley Benson posed on her Instagram in a black Vegan Leather Jacket from Milkwhite, Black Analeah Boot from Schutz ($238) and Black The Victoria Sunglasses from Privé Revaux ($40).
See All Ashley Benson Outfits