15 Looks to Wear on a Casual First Date
First dates are nerve-racking, plain and simple. But one way to dimish the stress and worry of meeting someone for the first time is to wear something you feel comfortable and confident in—because when you look good, you feel good, right? Right. Now, the art of perfecting a first date uniform is a skill to be learned, and it boils down to the notion that less is, in fact, more. So next time you find yourself asking, What should I wear on this casual first date, remember the aforementioned tip and keep it simple.
Need some visuals for this? Then you're in luck because we've combed through countless Instagrams to compile a roundup of easy-to-copy, effortless, and stylish outfits to try the next time you're meeting that potential special someone for coffee or drinks.
Casual-chic, cool, and comfortable? This look is first date–approved. Play up or down the accessories as you please.
Impress your date with your color-coordinating skills by pairing poppy red pants with a soft pink top.
Pair a printed dress with cool mules. Bonus: Match your handbag to your shoes.
Or swap the mules for a classic pair of white booties.
Team a casual white tank top with wide-leg pants (in a fun print, if you prefer) for a comfortable first date outfit.
Dress down a black dress by slipping into a pair of sneakers.
A trusty halter top paired with pretty pants and platform heels makes for a first-date outfit that's casual-chic.
Ground a minidress-and-blazer combo with classic Adidas for a sporty-chic look that's perfect for a casual date.
Look casual and refined in a blazer and jeans.
Not feeling a blazer? No problem. Keep the jeans and style them with a minimalist top and black booties. It's still refined, but it's even more casual.
You can't go wrong with a trusty wrap blouse and black jeans. Fiery red shoes optional though recommended for that final touch.
Opt for a silky top tucked into your favorite jeans on a hot summer day.
Business meets casual.
A three-piece outfit combo perfect for a first date? Wide-leg jeans, a sweater, and a pair of espadrille sneakers.
When in doubt, go with a sleek black shirt and jeans.
Next up, check out what not to wear on a date, according to a matchmaker.
-
How Everyone Will Be Wearing Their Non–Skinny Jeans This Spring
Here's your outfit inspiration.
By Michelle Scanga
-
These 30 Plus-Size Fashion Items Are So Chic for a Night Out
From the ballet to date night.
By Chichi Offor
-
Suddenly, Women With The Row Style Are Breaking This Fashion Rule
You should too.
By Nikki Chwatt
-
We're Fashion Editors—Everything We Saw, Wore, Did, and Ate During NYFW
Let's dive in.
By Anna LaPlaca
-
I Always Buy Date-Night Outfits From Revolve—These 35 Items Have My Attention
So romantic.
By Caitlin Burnett
-
Jenna Lyons's World: Her Go-To Red Lipstick, Her Latest Eyewear Collab, and the J.Crew Pieces She Still Wears Today
A true fashion icon.
By Judith Jones
-
Not Into Trends? Renée Zellweger's Winter Outfit Combo Is 100% Classic
Just as you are.
By Drew Elovitz
-
Emma Chamberlain's World: Her Warby Parker Collab, Two-Phone Rule, and Spiciest Fashion Takes
"I just want to bring the most joy to people."
By Anna LaPlaca