What to Wear on a First Date? 8 Outfit Ideas + Tips





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Last Updated: May 6, 2021

If you’re planning a nice date night soon, you might already have a few outfits in mind to impress your boo. But, things are a little different when it comes to first dates – these are all about first impressions. So, you might be wondering what to wear on a first date. 

You want to put your best foot forward, but that’s easier said than done. If you’re struggling to find the right look for this special occasion, here are some suggestions to make sure you really dress to impress. 

What to Wear on a First Date

Dress Up the Jeans 

The age-old question: Should you wear jeans on a first date?

We all have that one pair that fits us like a glove, but are they too casual for the occasion? 

If it’s anything less than a black-tie dinner, not only should you wear the jeans, but dress them up for the occasion. 

Wear the jeans with a nice blouse, tucked in, and some cute shoes. If it’s cold outside, top it off with a nice jacket. It’s a classy look that will have you looking like an effortless beauty. 

Get Cozy + Cute 

Let’s be real, the pandemic won’t bring on usual date nights. 

While you can still be romantic right now, it will be full of socially distanced picnics, at-home dinners, and movie nights at the drive-in. Not bad, but probably more lowkey than expected. 

Does a lowkey night call for a lowkey outfit? Yes and no. You don’t have to choose between comfort and style – fashion can be both. 

I am a huge advocate for comfort, but I believe it can also be stylish as well. Even if it’s a dinner and Netflix kind of night, that doesn’t mean that you should put on your worn-out sweatpants; it’s still date night after all. 

Instead of the worn-out sweats, opt for a matching loungewear set

They may seem like the same thing, but a set offers comfort in a stylish monochromatic look that makes you look comfy and chic. Pair it with some chunky sneakers and a nice jacket and you are ready for a wild night in. 

Jewelry, Jewelry, Jewelry 

Marilyn Monroe was right, diamonds are a girl’s best friend. Who doesn’t love a little sparkle every now and then? 

When it comes to date night, I say bring on the sparkle, but use it sparingly. You don’t want to be outshined by your own jewelry. 

Instead of anything bold and chunky, go with something a little more dainty. Whether you pick silver or gold, maybe even rose gold, try wearing a subtle necklace with come bangles or rings to match. 

Don’t forget some earrings too; hoops are my personal favorite, but some cute studs work just as well. Remember, you’re the real gem so wear something that will complement your glow, not outshine it.

If you’re on a budget with slim pickings, check out a jewelry rental service like Rocksbox or Switch!

Dash Of Color 

Color can be tricky. Most of the time, it’s easier to just stick with neutrals. 

But, before you grab your go-to black outfit, consider adding some red to your look. 

I know what they say, black is sleek and mysterious, but you might just better your chances of romance with a little red; it’s scientifically proven. 

In a 2008 study done by psychology professor Andrew Elliot and post-doctoral researcher Daniela Niesta, the two found that red enhances men’s attraction towards women. 

It’s not a conscious reaction either, just an example of how color can affect our behavior. So, if you want to make the ultimate impression, add a bit of red to your look. You can’t argue with the science. 

Boots Made For Walking 

When it comes to what to wear on a first date as far as shoes goes, you want to make sure they’re comfortable. No one likes a complainer, especially on a first date.

It kills the mood and it’s best if you avoid it altogether. So, keep it simple and don’t even bother taking a second pair of shoes – just make sure that you can last all night in the ones you have on. 

Remember, this is all relative. If you know that heels are a no go, opt for some flats or comfortable boots. But, if you know you can walk miles in a pair of pumps, strut around in those heels. 

Don’t let your shoes ruin your night and if an annoying blister does happen to show up, make sure your purse has enough room for some bandaids and an Advil or two. 

Better safe than sorry. Just because they don’t have a 5-inch heel doesn’t mean they’re not cute!

Ditch the Coat 

Here’s one for all the hopeless romantics: leave the coat at home. 

I don’t recommend this for anyone living in single-digit climates, but for those who are experiencing some breezy weather, try this out to get your rom-com moment. 

Leave your coat at home or in the car (don’t make it too obvious) and wait for it to get a little chilly. If your date is any good, they’ll jump at the opportunity to offer you their jacket. Try it out and see what happens, you might like the results. 

Sexy Dress

You can’t go wrong with a cute (or more of a sexy) little dress for a first date. These are always a great go-to because you don’t need to worry about matching a top and bottom, just shoes!

Paired with a cute pair of short booties or knee-high boots, you’ll be ready for a night on the town. You can even wear the right dress with some sneakers if that’s more of your style. 

Confidence is Key

If you are still having trouble deciding on what to wear on a first date, the key is to pick something that you feel confident in.

Confidence can make or break any outfit. If you feel sexy, people will notice. It’s best to wear something that you know you will be comfortable in, no matter what that is. 

Whether you wear jeans and sneakers or a dress and heels, so long as you have a smile on your face and your head held high, you’ll truly be dressed to impress.