Whether you’re going on a nerve-racking first date or a casual outing with your long-term partner, you’ll want to dress for the occasion. Choose an outfit that matches the formality of wherever you’re headed and expresses your personality. We’re here to help, and we’ve picked our favorite date night outfits, from ultra elegant to low key and casual. We’re sharing outfit inspo and styling tips to help you get ready with ease. So keep scrolling for our top outfits and expert advice.
Our top 4 date night outfits
If you’ve got a formal affair coming up, like a dinner date, now is a great time to start thinking about your outfit. When choosing your look, keep it classic by starting with a timeless black dress. We love alluring touches like sheer paneling to show a subtle hint of skin, and you can accessorize with pops of red or pink for a festive finish.
Meeting up for sophisticated happy hour drinks? Go glam to match the mood with a high-shine metallic dress and coordinating accessories. Choosing a mule with an animal print incorporates an on-trend pattern while the low heel of the shoe is great for all-night comfort. Keep your skin care essentials in a small crossbody bag with an equal amount of shine to bring the whole look together.
Maybe you have a lunch date coming up or are headed to a more casual dinner at home. Start your look with a pretty blouse designed with a neckline that accentuates your shoulders, neckline, or bust. You can’t go wrong with an understated romantic floral print that sets the tone for your date. Sleek skinnies give you the feel of your favorite pair, but opting for a darker wash brings an elevated, downtown-chic element to your look.
Laidback and relaxed
Dress the part for a casual meetup with easygoing, boho-chic vibes. Starting with a neutral color palette makes it easy to mix and match different pieces. Try a soft sweater with corduroy pants for a modern play on texture. Classic flats are always in style and ready for a romantic walk if you go that route, while a striking print updates them for the season. Then, complete the outfit by accessorizing with dainty jewelry for the perfect touch of glitz.
Date night wardrobe essentials
Trust us, we know how anxiety-provoking it can be to put together a date night outfit. But if you start by adding a few key essentials to your closet, it’s a lot easier to create your look before you go out—no matter where you’re headed. We’ve rounded up a list of our top items that are always in style and make the perfect foundation for your outfit.
A fuss free one-piece offers a simple, one-and-done outfit choice.
An instant dose of femininity for a more dressed-up date night.
Brings a sophisticated touch to your favorite pair of skinnies.
4. Moto jacket
Add a hint of edge to any outfit. Yep, even jeans and a tee.
5. Skinny jeans
Opt for a darker wash or black to make a sleek statement.
A must-have for a more dressed-up date.
Elevate your look (and stand a little taller) with a great pair of heels.
A comfy pair of flats that are easy to walk in? Yes please.
Add the finishing touches with earrings or a statement necklace.
What to bring in your purse
We’ve covered what to wear and what bag to bring along, but what about what to carry inside that bag? When you’re heading out the door in a hurry, it can be tough to remember to grab what you’ll need for the night. And with so many creative date ideas these days, you never know where the night (or day) could take you. So be prepared with these key items that will come in clutch, wherever you end up.
These are the non-negotiables: Your phone, wallet, and keys are a must.
Makeup & Skin Care
For a quick touch up, you might want whatever your routine requires: Red lipstick or lip balm, concealer, mascara, a compact mirror, and oil-control blotting papers. For your skin care needs, make sure to bring a mist that reduces redness and your favorite SPF.
For after dinner, make sure to bring something to freshen up your breath—like breath mints or gum. Maybe even dental floss in case anything gets stuck in your teeth.
If you spill something on your clothes, you’ll be ready to spot clean it with a travel-sized stain remover.
Just in case you get a headache during your date, be ready with a couple of these.
They’re small, but useful. A safety pin can work wonders if you have an emergency wardrobe malfunction.
If you’re wearing new shoes and end up walking a lot on your date, you might need a couple of these to prevent blisters.
Four expert tips
We know you got this, but here are a few of our favorite tried-and-true tips that always apply.
1. Comfort is key
Wear comfortable clothes that make you feel great to help inspire confidence.
2. Do research
Look up photos of where you’re going so you can dress according to the vibe of the venue.
3. Weather check
Be sure to bring an extra layer if it’s cold, or a waterproof jacket if rain is forecasted.
4. Plan ahead
Think about your main pieces ahead of time so you can build your outfit around them.
Your date night style questions, answered
We’ve compiled answers to some FAQs about dressing for a date night. Click the questions below for more style advice.
A jumpsuit is an easy piece that can go from desk to dinner (or drinks). For an added touch of edge, try swapping your blazer for a moto jacket.
We get it, we love our jeans too. However, picking a darker wash or black creates an elevated take while still keeping you comfortable.
No, but putting together an outfit in different shades of neutrals makes it easy to mix and match. This also keeps the focus on the conversation, not on the outfit.
Do you have a different kind of date night planned? Talk to a stylist to get a Trunk full of outfits handpicked just for your unique plans.