Date Night
The best shopping picks in Autumn/Winter 2025 for Date Night Fashion, compiled by our editors to help you create the perfect outfit for any occasion.
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I Like to Keep It Easy When Going Out—These Evening Looks Have My Approval
From casual to dressy.
By Bobby Schuessler
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5 Dinner-Date Looks That Are Guaranteed Crowd-Pleasers
Looks approved for an evening out.
By Grace O'Connell Joshua
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55 Easy Date-Night Dresses That Require Little to No Effort (They're That Cute)
Spice up the evening.
By Jasmine Fox-Suliaman
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Kim Kardashian Wore This Casual Denim Trend for a Date With Pete Davidson
Fun fact: She hardly ever wears jeans.
By Allyson Payer
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5 Date-Night Outfits That Require Just 2 to 3 Pieces
Chic looks.
By Grace O'Connell Joshua
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Kate Bosworth Wore a Timeless Date-Night Outfit for Dinner With Justin Long
Cute-couple alert.
By Allyson Payer
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I Think These Are the Chicest Outfits to Wear With Jeans for Date Night
Easy looks.
By Bobby Schuessler
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I'm the Person All My Friends Consult for Outfits—9 Date-Night Looks I Approve
The ideas I'm sending through the group chat.
By Indya Brown
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Zendaya Wore a Button-Down Shirt As a Dress for a Date With Tom Holland
Take note.
By Eliza Huber
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Date Night Outfit Ideas That Feel Very 2025
No anxiety here.
By Kristen Nichols
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Rihanna Found the Perfect Way to Wear Slim-Fitting Jeans for a Date
These accessories tho.
By Allyson Payer
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From Crystals to Cutouts: 6 Epic Going-Out Trends You Need to Know About
Sweatpants, who?
By Anna LaPlaca
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J.Lo's Outfit for Date Night With Ben Is Perfect If You're Over Skinny Jeans
You'll want to copy this.
By Erin Fitzpatrick
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Zoë Kravitz Wore the Perfect Daytime Date Outfit With Channing Tatum
We might have a new It couple.
By Allyson Payer
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Dressing for My Sagittarius Sign on Dates Actually Boosted My Confidence
I tried it.
By Kristen Nichols
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Incoming: Stylish Looks for Warm Summer Nights
In case you needed an excuse to go out.
By Stephanie Perry
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I Already Have All of My Future Going-Out Looks Planned—Here's a Preview
Yep, I'm ready to get dressed up again.
By Kristen Nichols
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So You Have a Post-Pandemic Date—Here's What to Wear
You'll want to bookmark this.
By Indya Brown
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How to Dress From Day to Night With Zero Effort
The pieces you need to go from desk to drinks.
By Alise Kirkpatrick
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Your Zoom Date Might Be Cringey, But You'll Look Cute in These 4 Necklines
Pick your poison.
By Erin Fitzpatrick
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I'm Quarantining With My Boyfriend—Here Are 5 Date-Night Outfits I'm Wearing
Love in the time of COVID-19.
By Aralyn Beaumont
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8 Going-Out Outfits That Make Me Want to Actually Go Out
And that's not an easy feat.
By Eva Thomas
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7 Spring Date-Night Outfits That Look Amazing With Jeans
So easy.
By Caitlin Burnett
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Taylor Swift Just Wore the Fanciest Flats for Date Night
Just wait until you see the embellishment.
By Erin Fitzpatrick
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Date-Night Outfits Stylish Women Swear By
Inspiration right this way.
By Kristen Nichols
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Date-Night Outfits That Are Actually No-Brainers
One less detail to stress over.
By Anna LaPlaca
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I Dare You Not to Fall in Love With This Spring Dress Trend
It’s date-night perfection.
By Anna LaPlaca
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15 Looks to Wear on a Casual First Date
First-date dressing made easy.
By Eva Thomas
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These Are My No-Fail Summer Date Outfits
No sweat.
By Aemilia Madden
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Gigi Hadid Made a White Tee, Jeans, and Boots Look Elegant for Jury Duty
This is as universal as it gets.
By Anna LaPlaca