Ashley Benson

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.

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Evening Wear

Ashley Benson in a satin off-the-shoulder mini dress and Louboutin pumps

2023-10-21
1/3
Ashley Benson

Shop Like Ashley

Beige Satin Off-The-Shoulder Mini Dress-Reformation

Beige Satin Off-The-Shoulder Mini Dress

Reformation - $298
Clare Nodo Pumps-Christian Louboutin

Clare Nodo Pumps

Christian Louboutin

Buy It For Less

Champagne Satin Bardot Flared Sleeve Dress-Prettylittlething

Champagne Satin Bardot Flared Sleeve Dress

PrettyLittleThing - $27
Silver Slingback Sandals-Jessica Simpson

Silver Slingback Sandals

Jessica Simpson - $79
It's been a minute since we featured Ashley Benson here on The Nines. And it's too bad, because when Ashley works with stylist Jessica Paster, there's usually a bit of magic involved. We loved this recent look from the dynamic pair, with Ashley showing off a beige satin off-the-shoulder mini dress from Reformation, along with some cute Christian Louboutin pumps.

For another option, we love this alternative satin sleeve dress we found at PrettyLittleThing, which works for an afternoon on the town or a more done up night out. ... more

Stylist:

See All Ashley Benson Outfits

Evening Wear

Ashley Benson in a White Suit for the premiere of The Loneliest Boy in the World

2022-10-21
1/3
Ashley Benson

Shop Like Ashley

Fall 2014 Suit-Camilla and Marc

Fall 2014 Suit

Camilla and Marc

Buy It For Less

White Single-Breasted Blazer-Gaudì

White Single-Breasted Blazer

Gaudì - $89
White Straight Leg Pants-Gaudì

White Straight Leg Pants

Gaudì - $25
Ashley Benson wore a revealing White Fall 2014 Suit from Camilla and Marc at the world premiere of The Loneliest Boy in the World at the TCL Chinese Theater. ... more

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Evening Wear

Ashley Benson is stylish in a Houndstooth Print Minidress

2022-10-10
1/3
Ashley Benson

Shop Like Ashley

Houndstooth Print Minidress-Elisabetta Franchi

Houndstooth Print Minidress

Elisabetta Franchi - $614
Perfect Pumps-Sarah Flint

Black Perfect Pumps

Sarah Flint

Buy It For Less

Puff Sleeve Houndstooth Belted Mini Dress-Jessica Bara

Puff Sleeve Houndstooth Belted Mini Dress

Jessica Bara - $139
Back Suede Effect Pumps-Fabi

Back Suede Effect Pumps

Fabi - $114
Ashley Benson was photographed wearing a Houndstooth Print Minidress from Elisabetta Franchi and Sarah Flint Black Perfect Pumps. ... more

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Street Style

Ashley Benson Wore Vintage Fiorucci while out in NYC

2021-11-27
1/3
Ashley Benson

Shop Like Ashley

Vintage Angels Cropped Top-Fiorucci

Vintage Angels Cropped Top

Fiorucci - $90
Analeah Boot-Schutz

Analeah Boot

Schutz - $238
Mon Tresor Bucket Bag-Fendi

Mon Tresor Bucket Bag

Fendi - $1,950

Buy It For Less

Angel Print Short Sleeve Tee-Shein

Angel Print Short Sleeve Tee

Shein - $10
Black Croc Effect Block Heel Boots-Missguided

Black Croc Effect Block Heel Boots

Missguided - $96
Washington Mini Drawstring Bucket Bag-Guess

Washington Mini Drawstring Bucket Bag

Guess - $68
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

Hair:

See All Ashley Benson Outfits

Red Carpet

Ashley Benson Wore Vintage Moschino at the amfAR Gala Event

2021-11-21
1/3
Ashley Benson

Shop Like Ashley

Fall 2016 Gown

Moschino
Black Patent Leather Platform Pumps-Yves Saint Laurent

Black Patent Leather Platform Pumps

Saint Laurent - $404

Buy It For Less

Chiffon Puff Sleeve Draped Leather Look Bodysuit

Asos Design - $64
Split Front Satin Maxi Skirt-Boohoo

Split Front Satin Maxi Skirt

Boohoo - $40
Mary Jane Platform Pump-Chinese Laundry

Mary Jane Platform Pump

Chinese Laundry - $55
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

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Red Carpet

Ashley Benson in Aliette at the Spencer Premiere

2021-11-07
1/3
Ashley Benson

Shop Like Ashley

Beaded Lasercut Silk Chiffon Midi Skirt-Bergdorf Goodman

Beaded Lasercut Silk Chiffon Midi Skirt

Aliette - $3,795
Satin-Trimmed Grain De Poudre Wool Blazer-Fendi

Satin-Trimmed Grain De Poudre Wool Blazer

Fendi - $3,290
Shaping V-Neck Bodysuit-Wolford

Shaping V-Neck Bodysuit

Wolford - $235
Janis Platform Pumps-Saint Laurent

Janis Platform Pumps

Saint Laurent

Buy It For Less

High Waist Crochet Midi Skirt-Glassons

High Waist Crochet Midi Skirt

Glassons - $60
Black Sartorial Jacket-Patrizia Pepe Sera

Black Sartorial Jacket

Patrizia Pepe Sera - $196
Rosie Duo Bodysuit-Intimately

Rosie Duo Bodysuit

Intimately - $30
Black Varnished Effect Pumps-Steve Madden

Black Varnished Effect Pumps

Steve Madden - $69
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

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Street Style

Ashley Benson – Black Regenerated Leather Biker Jacket – Nanushka

2021-10-06
1/3
Ashley Benson

Shop Like Ashley

Black Regenerated Leather Jacket-Nanushka

Black Regenerated Leather Biker Jacket

Nanushka - $1,295
Black Leather Pant-Simon Miller

Black Vegan Leather Straight Leg Pant

Simon Miller - $395
Black Ankle Boot-AGL

Black Tiggy Chelsea Ankle Boot with Elastic

Attilio Giusti Leombruni - $498

Buy It For Less

Black Short Biker PU Jacket

NA-KD - $72
Black Vinyl Pants-Asos Design

Black Vinyl High-Rise Waist Pants

Asos Design - $23
Black Leather Boots-Steve Madden

Black Leather Abram Chelsea Boots

Steve Madden - $140
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

Stylist:

See All Ashley Benson Outfits

Street Style

Ashley Benson – Black Leather Biker Jacket – Saint Laurent

2021-09-06
1/3
Ashley Benson

Shop Like Ashley

Black Leather Biker Jacket-Saint Laurent

Black Leather Biker Jacket

Saint Laurent
Black Pieced Angled Denim Shorts-Agolde

Black Pieced Angled Denim Shorts

Agolde - $297
Cow Print Bil Thong Sandals-Simon Miller

Cow Print Bil Thong Sandals

Simon Miller

Buy It For Less

Black Faux Leather Biker Jacket-More Than Yesterday

Black Faux Leather Biker Jacket

More Than Yesterday - $99
Black High-Waist Denim Bermuda Shorts-Mango

Black High-Waist Denim Bermuda Shorts

Mango - $49
Cow Print Beyla Dress Slides-INC International Concepts

Cow Print Beyla Dress Slides

INC International Concepts - $34
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

Stylist:

See All Ashley Benson Outfits

Street Style

Ashley Benson – Black Crystal Loophole Blazer – Christopher Esber

2021-08-28
1/3
Ashley Benson

Shop Like Ashley

Black Crystal Loophole Blazer-Christopher Esber

Black Crystal Loophole Blazer

Christopher Esber
Black Cut Out Dress-Saturdazed

Black Cut Out Dress

Saturdazed - $225

Black Zoe Ankle Strap Pumps

Saint Laurent

Buy It For Less

Black Buckle Detail Cut Out Blazer Dress-Boohoo

Black Buckle Detail Cut Out Blazer Dress

Boohoo - $50
Black Asymmetric Slinky Cut Out Mini Dress-Missguided

Black Asymmetric Slinky Cut Out Mini Dress

Missguided - $64

Black Patent Ankle Strap Pointed Toe Pumps

FSJ - $72
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

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Red Carpet

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

2021-08-18
1/3
Ashley Benson

Shop Like Ashley

Black Draped Satin-Trimmed Wool Mini Dress

Alexandre Vauthier

Buy It For Less

Black Wrap Detail Blazer Dress-Prettylittlething

Black Wrap Detail Blazer Dress

PrettyLittleThing - $68
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

Stylist:

Hair:

See All Ashley Benson Outfits

You May Also Like…

PrettyLittleThing x Winnie Harlow

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

Evening Wear

Ashley Benson in a satin off-the-shoulder mini dress and Louboutin pumps

2023-10-21
Ashley Benson
Photo Credit: IG @ashleybenson
It's been a minute since we featured Ashley Benson here on The Nines. And it's too bad, because when Ashley works with stylist Jessica Paster, there's usually a bit of magic involved. We loved this recent look from the dynamic pair, with Ashley showing off a beige satin off-the-shoulder mini dress from Reformation, along with some cute Christian Louboutin pumps.

For another option, we love this alternative satin sleeve dress we found at PrettyLittleThing, which works for an afternoon on the town or a more done up night out.

Stylist:

See All Ashley Benson Outfits

Shop Like Ashley

Beige Satin Off-The-Shoulder Mini Dress-Reformation

Beige Satin Off-The-Shoulder Mini Dress

Reformation - $298
Clare Nodo Pumps-Christian Louboutin

Clare Nodo Pumps

Christian Louboutin

Buy It For Less

Champagne Satin Bardot Flared Sleeve Dress-Prettylittlething

Champagne Satin Bardot Flared Sleeve Dress

PrettyLittleThing - $27
Silver Slingback Sandals-Jessica Simpson

Silver Slingback Sandals

Jessica Simpson - $79

Evening Wear

Ashley Benson in a White Suit for the premiere of The Loneliest Boy in the World

2022-10-21
Ashley Benson
Photo Credit: Xavier Collin/Image Press Agency/MEGA
Ashley Benson wore a revealing White Fall 2014 Suit from Camilla and Marc at the world premiere of The Loneliest Boy in the World at the TCL Chinese Theater.

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Shop Like Ashley

Fall 2014 Suit-Camilla and Marc

Fall 2014 Suit

Camilla and Marc

Buy It For Less

White Single-Breasted Blazer-Gaudì

White Single-Breasted Blazer

Gaudì - $89
White Straight Leg Pants-Gaudì

White Straight Leg Pants

Gaudì - $25

Evening Wear

Ashley Benson is stylish in a Houndstooth Print Minidress

2022-10-10
Ashley Benson
Photo Credit: IG @ashleybenson
Ashley Benson was photographed wearing a Houndstooth Print Minidress from Elisabetta Franchi and Sarah Flint Black Perfect Pumps.

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Shop Like Ashley

Houndstooth Print Minidress-Elisabetta Franchi

Houndstooth Print Minidress

Elisabetta Franchi - $614
Perfect Pumps-Sarah Flint

Black Perfect Pumps

Sarah Flint

Buy It For Less

Puff Sleeve Houndstooth Belted Mini Dress-Jessica Bara

Puff Sleeve Houndstooth Belted Mini Dress

Jessica Bara - $139
Back Suede Effect Pumps-Fabi

Back Suede Effect Pumps

Fabi - $114

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).

Hair:

See All Ashley Benson Outfits

Shop Like Ashley

Vintage Angels Cropped Top-Fiorucci

Vintage Angels Cropped Top

Fiorucci - $90
Analeah Boot-Schutz

Analeah Boot

Schutz - $238
Mon Tresor Bucket Bag-Fendi

Mon Tresor Bucket Bag

Fendi - $1,950

Buy It For Less

Angel Print Short Sleeve Tee-Shein

Angel Print Short Sleeve Tee

Shein - $10
Black Croc Effect Block Heel Boots-Missguided

Black Croc Effect Block Heel Boots

Missguided - $96
Washington Mini Drawstring Bucket Bag-Guess

Washington Mini Drawstring Bucket Bag

Guess - $68

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.

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Shop Like Ashley

Fall 2016 Gown

Moschino
Black Patent Leather Platform Pumps-Yves Saint Laurent

Black Patent Leather Platform Pumps

Saint Laurent - $404

Buy It For Less

Chiffon Puff Sleeve Draped Leather Look Bodysuit

Asos Design - $64
Split Front Satin Maxi Skirt-Boohoo

Split Front Satin Maxi Skirt

Boohoo - $40
Mary Jane Platform Pump-Chinese Laundry

Mary Jane Platform Pump

Chinese Laundry - $55

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.

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Shop Like Ashley

Beaded Lasercut Silk Chiffon Midi Skirt-Bergdorf Goodman

Beaded Lasercut Silk Chiffon Midi Skirt

Aliette - $3,795
Satin-Trimmed Grain De Poudre Wool Blazer-Fendi

Satin-Trimmed Grain De Poudre Wool Blazer

Fendi - $3,290
Shaping V-Neck Bodysuit-Wolford

Shaping V-Neck Bodysuit

Wolford - $235
Janis Platform Pumps-Saint Laurent

Janis Platform Pumps

Saint Laurent

Buy It For Less

High Waist Crochet Midi Skirt-Glassons

High Waist Crochet Midi Skirt

Glassons - $60
Black Sartorial Jacket-Patrizia Pepe Sera

Black Sartorial Jacket

Patrizia Pepe Sera - $196
Rosie Duo Bodysuit-Intimately

Rosie Duo Bodysuit

Intimately - $30
Black Varnished Effect Pumps-Steve Madden

Black Varnished Effect Pumps

Steve Madden - $69

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).

Stylist:

See All Ashley Benson Outfits

Shop Like Ashley

Black Regenerated Leather Jacket-Nanushka

Black Regenerated Leather Biker Jacket

Nanushka - $1,295
Black Leather Pant-Simon Miller

Black Vegan Leather Straight Leg Pant

Simon Miller - $395
Black Ankle Boot-AGL

Black Tiggy Chelsea Ankle Boot with Elastic

Attilio Giusti Leombruni - $498

Buy It For Less

Black Short Biker PU Jacket

NA-KD - $72
Black Vinyl Pants-Asos Design

Black Vinyl High-Rise Waist Pants

Asos Design - $23
Black Leather Boots-Steve Madden

Black Leather Abram Chelsea Boots

Steve Madden - $140

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.

Stylist:

See All Ashley Benson Outfits

Shop Like Ashley

Black Leather Biker Jacket-Saint Laurent

Black Leather Biker Jacket

Saint Laurent
Black Pieced Angled Denim Shorts-Agolde

Black Pieced Angled Denim Shorts

Agolde - $297
Cow Print Bil Thong Sandals-Simon Miller

Cow Print Bil Thong Sandals

Simon Miller

Buy It For Less

Black Faux Leather Biker Jacket-More Than Yesterday

Black Faux Leather Biker Jacket

More Than Yesterday - $99
Black High-Waist Denim Bermuda Shorts-Mango

Black High-Waist Denim Bermuda Shorts

Mango - $49
Cow Print Beyla Dress Slides-INC International Concepts

Cow Print Beyla Dress Slides

INC International Concepts - $34

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.

Stylist:

Hair:

Makeup:

See All Ashley Benson Outfits

Shop Like Ashley

Black Crystal Loophole Blazer-Christopher Esber

Black Crystal Loophole Blazer

Christopher Esber
Black Cut Out Dress-Saturdazed

Black Cut Out Dress

Saturdazed - $225

Black Zoe Ankle Strap Pumps

Saint Laurent

Buy It For Less

Black Buckle Detail Cut Out Blazer Dress-Boohoo

Black Buckle Detail Cut Out Blazer Dress

Boohoo - $50
Black Asymmetric Slinky Cut Out Mini Dress-Missguided

Black Asymmetric Slinky Cut Out Mini Dress

Missguided - $64

Black Patent Ankle Strap Pointed Toe Pumps

FSJ - $72

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.

Stylist:

Hair:

See All Ashley Benson Outfits

Shop Like Ashley

Black Draped Satin-Trimmed Wool Mini Dress

Alexandre Vauthier

Buy It For Less

Black Wrap Detail Blazer Dress-Prettylittlething

Black Wrap Detail Blazer Dress

PrettyLittleThing - $68

You May Also Like…

PrettyLittleThing x Winnie Harlow

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

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

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

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

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