What to Wear on a Date: 7 Confident, Stylish Outfit Ideas

What to wear on a date? This question can often cause plenty of people to freak out. Sure, the day is set. You've arranged the location. You've remembered to buy some mints in case of accidental garlic ingestion. But what about the outfit? Sometimes it's not straightforward for a fashion girl, as some major trends would set your S.O. into a confused tailspin (the "ugly" sandal trend was so misunderstood the world over), or leave them wondering why you raided your grandma's wardrobe (it's awesome, and it's actually Gucci, darling). We've looked to the coolest street style stars and bloggers for outfit inspiration on what to wear for a date, without losing your inner fashion daredevil.

From classic outfits (such as skinny jeans and a blouse) to more adventurous ones (think tailored pastel separates finished with chic kitten heels) that won't put your date off, we've discovered seven looks that we reckon you already have in your wardrobe. And if you don't, we've also hunted down some key pieces to shop so you're prepped to wow.

Keep scrolling for our complete guide to what you should wear on a date, no matter where you're going.


Cropped Blouse + High-Rise Trousers + Heels
(Image credit: @lucywilliams02)

If you're going for a statement blouse, then balance out the look with a fitted (but keep it comfortable to sit in!) waist. This is the perfect outfit if you are meeting up during off-duty hours or at the weekend.


Romantic Dress + Classic Accessories
(Image credit: @songofstyle)

Ooze effortless sensuality in a romantic ruffled dress. Not only is it super-flattering to wear, but it'll also really make an impact. 

Related: What to Wear to a Wedding: 9 Outfit Ideas That Never Fail to Look Good


Jumpsuit + Heels
(Image credit: Style du Monde)

A formfitting jumpsuit is a fail-safe outfit for a date.


Trench Coat + Skinny Jeans + Loafers
(Image credit: Symphony of Silk)

If you two are heading for dinner and a movie, press pause on wondering what to wear on this type of date. The answer comes courtesy of a trench coat, a pair of skinny jeans and loafers. Casual chic. 

Related: Summer 2018 Fashion Trends: The Only Looks You Need to Know


Polka-Dot Dress + Statement Shoes
(Image credit: @tamumcpherson)

Drinks al fresco before heading to dinner? Team statement heeled sandals with polka dots and you'll be ready for any venue.

Related: We Can't Stop Falling in Love With Dresses From This One High-Street Brand


Pastel Suit + Kitten Heels
(Image credit: Sandra Semburg)

Pastel suits are smart, chic and lots of fun. Plus, where could you not wear this outfit? Just add kitten heel mules and you're done.

Related: 9 Easy Wedding Guest Outfit Ideas That Work Every Single Time


Printed Dress + Metallic Flats
(Image credit: style du monde)

Day dates can be tricky to style, so we'd suggest teaming your favourite printed dress with a pair of metallic flats. They never fail to add polish, yet you'll be comfortable if there's a lot of walking involved.

Now you're all ready for your date. Have fun!

Opening Image: Natasha Ndlovu

This post was originally published at an earlier date and has since been updated.

Philippa Morgan Walker