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.

what-to-wear-on-a-casual-first-date-258581-1527109376618-main

(Image credit: @brooketestoni )

Casual-chic, cool, and comfortable? This look is first date–approved. Play up or down the accessories as you please.

what-to-wear-on-a-casual-first-date-258581-1527109564448-main

(Image credit: @adenorah)

Impress your date with your color-coordinating skills by pairing poppy red pants with a soft pink top.

what-to-wear-on-a-casual-first-date-258581-1527109738578-main

(Image credit: @honeynsilk)

Pair a printed dress with cool mules. Bonus: Match your handbag to your shoes.

what-to-wear-on-a-casual-first-date-258581-1527110103967-main

(Image credit: @nnennaechem)

Or swap the mules for a classic pair of white booties.

what-to-wear-on-a-casual-first-date-258581-1527109885514-main

(Image credit: @thefashionguitar)

Team a casual white tank top with wide-leg pants (in a fun print, if you prefer) for a comfortable first date outfit.

what-to-wear-on-a-casual-first-date-258581-1527111347947-main

(Image credit: @karenbritchick)

Dress down a black dress by slipping into a pair of sneakers.

what-to-wear-on-a-casual-first-date-258581-1527111507577-main

(Image credit: @adelinerapon)

A trusty halter top paired with pretty pants and platform heels makes for a first-date outfit that's casual-chic.

what-to-wear-on-a-casual-first-date-258581-1527210977246-main

(Image credit: @babba.c)

Ground a minidress-and-blazer combo with classic Adidas for a sporty-chic look that's perfect for a casual date.

what-to-wear-on-a-casual-first-date-258581-1527111658146-main

(Image credit: @darjabarannik)

Look casual and refined in a blazer and jeans.

what-to-wear-on-a-casual-first-date-258581-1527111756455-main

(Image credit: @noore)

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.

what-to-wear-on-a-casual-first-date-258581-1527202959983-main

(Image credit: @littleblackboots)

You can't go wrong with a trusty wrap blouse and black jeans. Fiery red shoes optional though recommended for that final touch.

what-to-wear-on-a-casual-first-date-258581-1527203779266-main

(Image credit: @sabinasocol)

Opt for a silky top tucked into your favorite jeans on a hot summer day.

what-to-wear-on-a-casual-first-date-258581-1527203705057-main

(Image credit: @courtneeruthie)

Business meets casual. 

what-to-wear-on-a-casual-first-date-258581-1527210398975-main

(Image credit: @kateogata)

A three-piece outfit combo perfect for a first date? Wide-leg jeans, a sweater, and a pair of espadrille sneakers.

what-to-wear-on-a-casual-first-date-258581-1527210810124-main

(Image credit: @nadiaaboulhosn)

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.

Explore More:
Eva Thomas
Contributor