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.

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.

If leather skinnies aren't your thing, go for straight-leg trouser with a flattering paper-bag waist instead.

Romantic Dress + Classic Accessories
What to wear on a date: Romantic dress + classic accessories



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

This midi dress is seriously elegant.

Jumpsuit + Heels
what to wear on a date: jumpsuit + boots


Style du Monde

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

The ideal choice for day or night with heels or flats.

For day, slip into these woven mules from Zara.

Trench Coat + Skinny Jeans + Loafers
what to wear on a date: trench coat + skinny jeans + loafers


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. 

We can always rely on Topshop for great denim.

Red will make your outfit more exciting. 

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

Swap your straw basket for this fringed mini bag to elevate the look.

Pastel Suit + Kitten Heels
what to wear on a date: Pastel pink blazer jacket and trouser suit


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.

If you're not going full co-ord, team these with a crop top or tuck in a statement blouse.

Printed Dress + Metallic Flats
What to wear on a date: floral dress and metallic flats


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.

Adding a plush belt makes any outfit look more expensive.

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.