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 Don't Date Online, But This French Fashion Trick Gets Me Noticed IRL
PSA.
By Aemilia Madden
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The Chicest Date-Night Shoes at Every Budget
Shop them now.
By Anna LaPlaca
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Going-Out Looks to Save for the Weekend
To keep your wardrobe rotation fresh.
By Anna LaPlaca
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The Day-to-Night Outfits Fashion Girls Swear By
Get more use out of your look.
By Lauren Eggertsen
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17 Foolproof Dresses to Wear on a First Date
Don't stress about the dress.
By Michelle Scanga
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3 Different Ways You Can Wear This Versatile Bec Bridge Skirt
It's a flattering choice for all body shapes.
By Lara Burnell
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7 Ways to Wear Skinny Jeans on Date Night
Ditch the LBD.
By Allyson Payer
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What to Wear to Get a Second Date
Day or night!
By Amanda Bardas
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What Guys Want You to Wear on a Summer Dinner Date
We went straight to the source.
By Amanda Bardas
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A Date Night Ready Way to Wear a Blazer
This blogger outfit is way too cool.
By Jennifer Camp Forbes
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Ask a Stylist: What to Wear for Every Kind of Valentine's Date
So many good ideas!
By Amanda Bardas
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Valentine's Day Looks That Actually Take Into Account It's Winter
Chic outfits for cold days.
By Stephanie Perry
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What to Wear on Every Type of Date
Don't stress.
By Kit Kilroy