What to Wear on a First Date

Choosing what to wear on a first date can obviously stir some nerves—where you'll meet, if the chat will flow easily, and a bunch of other little worries. But let's face it—some things are beyond our control. Instead, focus on something you can actually influence: your outfit. Once you nail down how to dress for a first date, everything else might fall into place. Remember, it's not solely about looking good; it's about feeling like the best version of yourself.

Check out our best first date outfit ideas for ladies, along with looks we absolutely love—easy and flattering all the way!

Jeans and a Tee

When you're stumped on what to wear on a casual date, your favorite jeans are always a go-to, no matter the location or season. Dark wash jeans paired with a simple white tee look sleek, but lighter wash jeans with a tank top work just as well. The possibilities are endless, and it's a solid option for a walking date outfit, too. 

Try the white Oversized cotton t-shirt from House of Dagmar with the black High-rise straight jeans from Agolde for a versatile combo that works equally well for a first date and everyday outings. Spice it up with contrasting accessories with attitude—a red bag and heels, maybe?

Matching Set

A matching set makes outfit planning so easy, which explains why this trend has stuck around. For a night out, go for a coordinated top and skirt in a neutral color like chocolate brown, beige, or olive, paired with cute sandals and a stylish mini bag. 

For your first date attire, check out the cozy knit co-ord from FTC Cashmere, featuring the Neckholder cashmere top and the Wrap cashmere skirt.

Shirt and a Maxi

And what if you need to dress up for a formal date setting? Let's say, a conference or a business event? For such occasions, you should prepare a smart first date outfit that will balance your beauty with modesty. 

A shirt and skirt first date look is foolproof for such occasions, better in a minimalist style—no brandings, logos, prints, or bold cuts. Just like this pair from Beige Brown—the Patch-pocket striped shirt and the black Maxi skirt.

Dress and Sneakers

A cute first date dress can be super feminine without being too sweet, especially when you pair it with white sneakers for a laid-back daytime vibe. Adding polished gold accessories gives it a sleek touch that shows you put some thought into your brunch or coffee date outfit.

Check out the House of Dagmar Dresses to find your best fit, but we surely recommend starting with the Ruffle cotton dress and teaming it up with the Textured-trim leather sneakers from Ghoud.

Trousers and a Tube Top

Casual bottoms are a great base for a bolder item on top. Look for eye-catching details like embroidery, sequins, fringe, beading, or interesting shapes. Dress up your classy date clothes—like chinos or suit pants—with a statement piece, and you'll have stylish movie date outfits that can transform into night-out ones.

If you're unsure about colors and details, try mixing up shapes. For instance, pair the Cotton chino trousers from House of Dagmar with a Sculpted tube top to create a sleek and stunning silhouette.

LBD and a Blazer

Ever had to agree to go as someone's date to a wedding or ended up with a match who suggested a super fancy bar? Just because a place has a dress code doesn't mean you have to stress over what to wear as your dinner date night outfit. A classic little black dress can save the day, especially when you throw on an oversized blazer and add chic nude heels.

The black Cross-neck ribbed dress is our best bet with its stunning bodycon design and modest length. Throw the Oversize suit blazer from Beige Brown on top for a well-balanced look. For more date dress ideas, check out our Erika Cavallini Dresses collection.

Baggy Jeans and a Tailored Top

If you're all about comfy jeans, dress them up with a cute tailored top and stylish kitten heels. This combo is perfect for a picnic or a concert first date, giving off a confident vibe and understated style.

Contrasts do the trick here. The Baggy fit denim jeans and the Tailored squared top from House of Dagmar might seem like an odd match, but when you put them together, they really shine.

Denim Shorts and a Blouse

Balance out the flirty vibe of a floral blouse and pair it with denim shorts and cute sandals. Whether you've been invited to a brunch date or a dive bar, this laid-back combo is bound to turn heads.

Let's create a female lunch date outfit that is as comfy as it is chic. The Floral printed linen blouse from 120% Lino is our focal point—we just need to match it with a sleek bottom, such as the Loose shorts from Agolde.